New story - My Boyfriend is My Best Girlfriend

By John Edwards

Published on Oct 15, 2017

Transgender

Controls

My Boyfriend is My Best Girlfriend by John G. Edwards All materials are copyrighted and the author reserves all rights.

This work is being shared with the good folks at Nifty.org, and you should support their efforts to maintain the Nifty Archive by freely and generously making a monetary donation to the site.

Yes, I'm about 35 pounds overweight. I've tried all the diets you can think of and even a few that I tried to invent myself, but nothing seems to work for me. All my life, I've been somewhat, more or less, overweight. When I was young I used to let words and comments that people made about me, get me down. I had low self-esteem like you can't believe.

As is got into my mid teens, mother had sent me to a psychologist to see if he could help. After only a few sessions, I was shown the light, so to speak. Dr. Angelo told me that the best defense is a better offense. Meaning that I should let the slings and arrows of others bounce off of me like water off a duck's back. So I did. I also was coached on how to reframe what people were saying to and about me and make my accusers the target of their own insults and accusations.

I had to learn how to be more outgoing and engage people before they engaged me. A smile is worth an awful lot of words, if you do it first, and it doesn't cost you anything. So, my frowns turned into smiles, and I was able to take control of most any situation that would arise with people whom I meet.

I met my boyfriend at a party that was downtown in what used to be the warehouse district, but most them have been converted into lofts. The millennial's have pretty much taken over this area of downtown, now. There must have been 20 or 30 people in attendance and it was the 25th birthday of my friend Barbara. She was, like me, somewhat overweight, but because she had taken control of her life, she had an enormous amount of friends.

At the party I chatted up lots of people to find out what they did for a living and to see what kind of a person they were. When you are in the business world, it's all about making connections. Make the right connection and you can make a significant amount of money, the wrong ones bring you heart aches of all sorts.

I walked up to this small group of people and introduced myself,

"Hi, I'm Angie Costello," I said with an infectious smile. They all said hello and then I asked everyone how they knew the birthday girl. All were from her work, The Bank Of Grand Banks, so we were all in the banking industry and had something in common, at least. "How's biz these days?"

Paul Kruger spoke first, "Not bad, actually. A lot of people are using their credit cards like there's no tomorrow."

Patti Jimenez jumped in, "Yeah, we've got hundreds of people who are making minimum payments at our branch alone." She smiled and made a dollar sign in the air.

"The poor bastards don't know how much this really kills their credit, you know," said Rich Steinmetz. Everyone shook their heads in agreement.

From what I could tell, Patti and Rich were a couple and Paul was solo tonight. As we talked banking and other things, the birthday girl called to get everyone's attention, "Hi everyone, I hope you are enjoying the party tonight." Everyone cheered and clapped their hands. "I've got some games for us to play, so everyone get a partner." There was a quiet murmur.

I looked at Paul with a smile, "Shall we?"

"Naturally!" he said as he returned my smile and took my by the hand.

"Ok, now that everyone has a partner, I want each of you to take a piece of string and tie one end around your wrist, it doesn't matter which one at his point." As few seconds later everyone had a piece of string tied around a wrist. "Now, one of you tie the other end of the string around your other wrist, then your partner will pass their end around your piece and tie the end to their free hand. You need to make a couple of circles with your arms and string that are interlocked. Your task is to get out of the interlocked position."

Several people said 'this can't be done.' "It can be done, I assure you. As you will notice the string is about three feet long to give you plenty of movement in and around each other. Remember, this puzzle can be solved and no, you can't untie the string to separate yourselves!"

As you can imagine, couples were bending and contorting themselves to try and get out. Logic would tell you that there is now way to break two interlocked circles. Be that as it may, you had to get up close and personal with your partner and this meant that there was lots of groping and rubbing of bodies against one another. Some of the people were getting mad that they couldn't get undone, others were laughing and hugging each other, some were just standing there watching everyone else in their misery and pain and were laughing their asses off.

Paul and I were trying our best to get undone and the unintentional touching of each others, body was having the effect that the birthday girl had wanted and intended1. After about 20 minutes of people still trying to undo themselves or just giving up, the birthday girl asked if anyone needed assistance?

Obviously, that included everyone at the party because no one had figured it out. One of the other girls said, "Me first!!!" Her boyfriend was right behind her, "Yeah, us first!"

"Well, I have to commend each of you, you have made a most valiant effort. I will give you this one clue, and if after five minutes you are still stumped, I will show you how this is done. The clue is, you don't have to go thru the gyrations that you have been going thru, you can stand in front of each other and in less than a minute, get free. Time's a ticking!"

"And how long have you known the birthday girl?" asked Paul who was standing in front of me.

"A few years, but I never thought that she was this kind of a party girl." Now I was standing in front of Paul.

As Paul stood there, he was studying our predicament and thinking out loud, "I'm just not seeing the solution to this problem and I think that this is some sort of test for me and the others who work under her. Think Paul."

Just then, I took my piece of string and slid a portion of it under the piece that was wrapped around Paul's wrist and around his hand. As if by magic we were free of our confines and we held up our arms for the birthday girl and everyone else to see. We both had these ginormous smiles on our faces and we jumped up and down like wild monkeys at the zoo. Then Paul grabbed me and gave me a kiss that was more than friendly, if you catch my drift.

Birthday girl came over and congratulated us, "Ok, who is the brainiac?"

Paul without hesitation pointed to me, "This is your brainiac!"

"All right everyone, you see it can be done. Would you like for Angie to demonstrate for you?" There were several people who clapped their hands and whistled, then there were mostly the guys who were embarrassed that a chubby woman had overcame the problem and they didn't.

"Angie, would you please..." asked the smiling birthday girl. After I reconnected our circles, I just as quickly undid them for everyone to see. A couple of minutes later everyone had undid their circles.

"Angie, you are brilliant! I just didn't see the problem like you did. I mean, I would have never guessed that you could slip the string around my had and get us free," said Paul as he gave me another hug. I think that he liked my generous breasts pressed against his slim body and as he let go of me his hand lingered near my body and they slightly brushed against my girls.

We spent the next several minutes talking about ourselves and where we were from. Paul went to get us a couple of drinks and the birthday girl came over, "Angie, not very many people can figure that game out, but you did and I'm really impressed with your analytical skills."

"Thank you Barbara, you're too kind. Where on earth did you learn this anyway?"

"Back when I was about 17, I went to a party with my boyfriend who was into cars and belonged to a car club. It was one of their holiday parties and it was a hoot! Guys are so predictable, don't you think?"

After a hearty laugh, "Yeah, pretty much. Barbara, do you know if Paul is attached right now, he seems so nice."

"No, he's solo as far as I know. He's one of my brightest stars at the branch, you would do well to get better acquainted."

Just then Paul returned, "Did I miss much here?"

"No, just girl talk," said Barbara as she left us alone. As she called everyone's attention again, "Well, wasn't that a lot of fun?"

There was a mix or playful boos and cheers, "Ouch... that hurts," said Barbara as she wrapped her arms around herself and shuddered with a smile, "Now, who's ready for the next party game?" No hands went up. "Oh, come on now, I know a bunch of you had a lot of fun with the last one." She waited another minute, "Ok, I'm going to pick someone then..." she looked around the group and her eyes eventually fell on me. "Angie, since you are the bright one here tonight, will you volunteer, sweetheart?"

Paul gave me a playful shove towards Barbara, "Good luck sweetheart," and then gave me another kiss for luck.

"Ah, our brave soul." As I walked close towards Barbara, she whispered, "Thank you dear heart." After the crowd settled down, "Alright, we are going to need some room here..."

"Wait, I want to do this one," piped up one of the beautifully thin blonde long haired girls.

Barbara looked at me with a questioning look as if to ask 'ok'? I shook my head 'yes'.

"Alright Gwen, step right this way. Please have a seat on the floor, right here." Gwen handed her drink to me and took a seat. I guess this was her way at getting back at me for the last game, here be my servant...

Barbara took a large blanket and placed it over Gwen's head, "Gwen, you have something on you that you don't need to wear, and you need to take it off. When you guess the correct item and everyone claps, you will win the game. "Ready, under there?"

"Hell yes!"

As she wriggled under the blanket, you could tell that she was taking off some piece of clothing and everyone was laughing. But, no one knew what the article was. Barbara whispered to the person next to her, "The blanket," and then mouthed the word. Everyone started giggling. The first article of clothing was her panties.

"Is that what you think Gwen?" asked Barbara.

"Uh huh."

"Well, that's not it, try again."

Now everyone was getting into the game and was yelling for her to throw out something else. After more struggling, the next thing out was her bra.

"Wow, that was a brilliant guess... but it's not the right piece, either."

Now Gwen was sort of at a loss, but the movement under the blanket suggested that she had made another choice. Next came her blouse, "Nope, not that." Then her skirt, "Not that either." Now, Gwen was naked under the blanket and there was nothing else that she could throw out. After another minute, she clinched the blanket around her neck as she popped her head out, "Ok mother goose, what's left, except this damn blanket?"

Almost in unison, everyone yelled out, "The blanket! Take it off!!!"

Gwen was not a modest girl, she stood up with blanket still clinched around her neck so it covered her body. As she parted her feet to take a stance, she whipped off the blanket and tossed it to Barbara. She stood there buck naked and struck a pose with both hands pointing upward.

"Ta da..." Of course all the guys went wild and cheered her on.

Paul just hung his head and shrugged his shoulders, "Jesus, that girl would drop her panties for anyone."

I just stood there partly in shock. I went over and took the blanket from Barbara and gave it to Gwen so she could cover up, "Here, you need this more than I do." My parting jab back at her. That was it for games for the evening and it appeared that everyone had a great time at Barbara's birthday bash.

I was getting my things together and was about to leave when Barbara asked to see me for a minute before I dashed home. We walked into her kitchen to get away from everyone else.

"Angie, I wanted to thank you for coming tonight."

"You are very welcome, the party was a blast. Thank you for inviting me."

"Angie, why don't we get together next week for lunch and talk shop. I have a position opening up that I think you would do very well in."

"Thank you for asking Barbara, but I'm pretty happy where I am."

"Come here me out at least. I know you are career focused and I think this would be a terrific career move. I'll call you next week and set up a time and place. Good night dear," she said as she gave me hug.

I was walking to the door when Paul caught and stopped me, "Angie, it was a real pleasure meeting you tonight. I hope that we can get together some time real soon. You are so much fun to be around. Can I give you my phone number, and will you call me? Or would you like for me to call you?"

"Paul, likewise you are a lot of fun too. Here's my number, call me sometime soon."

"Angie, could I take you home, or did you drive?"

"I took an Uber, and yes that would be nice if you took me home."

The ride to my house took less than ten minutes but it seemed like we talked for an hour, Paul was really nice and very polite. Once we reached my place we sat in his car and talked for another half hour. I didn't invite him in, although I would have liked too, that's for sure. He did get out of the car and open the car door for me, and he walked me to my porch holding my hand.

"I hope that this is the first of many times that we get together, you wonderful person," said Paul as he held me and puckered up to give me a long languishing kiss.

When we came up for air I told him, "Yes Paul, I want to see you again too." Another quick kiss and I went inside and closed the door, As I leaned my back against the door, all I could think about was getting him into bed.

Monday, and back to work. I got a call from Barbara around 9:15, and she asked me if I wanted to go to lunch at 12:30. I had a pretty big project that I was working on, but I told her that I should be finished by 12:00, and could meet her for lunch. She suggested a new place down on Major Street that I didn't even know about yet. It was about half way between our two banks and I could walk there in about 10 minutes.

The Backyard Grill was fairly small on the outside, but was well appointed inside and had sort of a nautical motif. I told the host that I was waiting for Barbara Giddings, he told me to follow him, she was already seated at the outside patio.

"Hi Angie, how are you today, dear?"

"I'm well, thanks." We sat there for the next few minutes and I listened to Barbara outline a new division that was going to be brand new and how she thought that I would be a perfect fit.

"You proved yourself at my party the other night by figuring out the string game and I want someone with your savvy to head this team. Salary will be in the neighborhood of $120,000, plus the normal perks that go with it. You will get a car and a travel allowance because you will be on the road, at first, around 50%-60% of the time. After six months you should only have to travel around 10% to 20% of the time, and most of that will just be local stuff."

We discussed some of the details of the job and what my responsibilities wound be, I would have eight other team members to mange and direct.

"Angie, I think that with your skill set, you will be able to take the bank into a market that has barely been tapped."

I sat there contemplating all that she had said, it certainly would be a giant step for me and there would be a slight learning curve, but nothing that was out of the ordinary. "Barbara, when do you need an answer?"

"Very soon, but let me throw this into the equation, how would you like to have Paul on your team? He's a strong worker and doesn't mind putting in the hours necessary to get things done."

"Well, that's very kind, but I think that if we were to ever get romantically involved, he would not be a good fit, no matter how hard he works. Things could awkward in a hurry if things went sour, follow what I'm saying?"

Barbara smiled at me and said, "I do indeed. Once again, you have shown your maturity and business savvy. Thank you, Angie! I will need an answer about this position within the next ten working days. That should be plenty enough time for you to decide and give your notice. I should think that two weeks is plenty for that. I need to get the ball in play within the next 30 days, alright?"

"Thank you Barbara for your belief in me."

"Angie, I've had my eyes on you for a while now and I know what you are capable of, so it's time for you to spread your wings and fly girl! By the way, I've got lunch today."

I thanked Barbara and we finished our lunch, it appears that I have a lot to think about. I wonder what she meant about her knowing that I was 'capable'? And, what did she mean that she had had her eyes on me??? Time would tell, I guess.

I was getting ready to leave work when my cell phone rang, it was Paul, "Hello?"

"Hi Angie, its Paul Underhill, how are you doing today?"

"Good, good. How are you?"

"Terrific, now that I've heard your sweet voice. Say, would you like to go to dinner sometime real soon?"

"Yeah, what are you doing tonight?"

"Taking you to dinner, of course!"

"Pick me up around 6:30, ok?"

"Looking forward to it, dearest. See you then. Bye."

Hmm, was I letting this infatuation mature too quickly? But more to the point, did Paul know about Barbara's team and was he angling for a sweetheart position??? For the moment, I just hoped that dinner would go well and maybe things would present themselves. I gathered up my things and went to get my Acura NSX and go home. I needed to take a shower and get ready.

When I got home, I fed my cat Pepitto and went to go shower. A nice hot shower after work always puts me into a good mood. Of course, Pepitto had to sit on the commode and watch me as I entered the shower and we has waiting for me when I got out. Meow...

"Well Pepitto, what should I wear tonight?"

Meow...

"Yeah, that sounds good to me too, my red sleeveless blouse and the blue knit skirt. How about some black tights and a pair of 4" heels?"

Meow...

"Yup, that'll work!" I went to put on my waist cincher and other under things. I know what you are thinking, the chubby girl wears a girdle... Yes, ha... I chose my red full-figure lace bra to hold my ladies, being a 38D, I have to take care of my children. This blouse and skirt were two of my favorites to wear and with black tights and high heels, the combo always seems, just so right.

I had just finished combing my hair and putting on my red lipstick when the door bell rang and Pepitto ran to go see who was there. When I opened the door, Paul was standing there with a bouquet of flowers and that, now gorgeous, smile on his face. "Thank you Paul, there are lovely."

He stepped inside and gave me a quick kiss on the cheek, "I hope you like them. Hungry?"

"Almost famished, but not quite, I had sort of a late lunch today," I told him trying to see if he would tip his hat to knowing about my lunch with his boss.

"Do you want to do something light then?"

"That would be wonderful, sushi?"

"My thought, exactly. Yomura's sound good?"

"Yes, I love their yosanabe there. I'll get my purse." The ride to the restaurant took about 20 minutes, but there was no waiting and we got a table right away.

"So, tell me Paul, what's going on in your world at work?"

"There's something going on, but it's all hush, hush right now. Management is keeping a tight lips on it whatever it is. I just kind of steer away from the scuttlebutt and stay focused on what I do. When they want us to know, I'm sure that they will."

"What have you heard?"

"No much, there is supposed to be some new division created, but for what, no one knows. Like I said, I don't pay it much attention. What's up at your office?"

"Same-ole, same-ole at our office. I just finished a big project today and I'm glad it's off my desk." I laughed. "Paul, you have an interesting face."

"How so?"

I studied his face some more, I smiled as I replied, "It's kind of feminine, in a way. You have high cheek bones and you are lacking a heavy brow. I bet your lips would look dreamy wearing lipstick."

"Really???"

I smiled again and put my hand in his, "Really." Just then our diner came and we talked about where we had gone to school and the classes we had taken. It is interesting how business majors wind up taking the same classes, even though they are called something different. After we ate dinner we went to a movie. Paul suggested a chick flick and I was kind of surprised because most guys are all about the action genera.

As we settled in, Paul put his left arm around me and pulled me in close. I put my left hand in his right hand and gave it a squeeze and he reciprocated. By the end of the movie, we had explored each other's bodies quite thoroughly without getting intimate. We were both getting hot for each other and we left before the end of the picture and went back to my place.

The door had barely closed and we were nearly tearing each other's clothes off. I guided this clandestine duo to my bedroom and there was a string of clothes left along the way. Once we were on my bed, I was still wearing my bra, girdle, and tights. Paul was wearing what I would call panties, but not quite because they seemed to be cut a little fuller, but were made of the same nylon material as the ones that I wear.

We wasted no time getting into the touching and kissing area. Paul was an accomplished kisser and his hands were sliding with purpose and sensuality up my girdle and them my covered breasts. As his legs slid up and down my nylon covered legs, I started to get really hot. Now, I started to run my finger inside and along his panty waist band, he wasted no time pushing my hand lower.

I know what it's like to rub yourself wearing panties, but I never knew that it would feel so good on a man. I fingered his penis and shortly thereafter I could feel a pre-cum spot starting to develop. "Oh, is someone ready?"

"If I don't penetrate you soon, I'll just go crazy. God you make me so hot, Angie!"

I pulled down my tights and girdle to give Paul free access. He made his move to explore my nether regions with his right hand and he found me moist as well. When he nuzzled and kissed my breasts, a cascade of spectacular fireworks went off in my head. I took his other hand and placed it on my chest and I was able to get him to grab more than a hand full.

As he worked my breasts, he slipped his hand under the bra and slid it up and over my tits. As he licked my nipples and brought them to their perky little mounds, I damn near came. But it was his finger work that got me the most excited and I did cum. Realize, I go to bed with very few men and Paul was able to get me off in very short order. It was like I had a premature orgasm, or something.

"Feel good do we?" he asked, smiling.

"Oh my god, Paul, that was wonderful! Are you ready to..."

He hugged me and gave me another one of those languishing kisses that you just want to last forever and then nodded his head. But, instead of me on the bottom, he wanted to pull me on top of him. I stopped him for a minute so he could put on a condom and once the sheath was in place, I crawled over his bones and started to lower myself on his hot rod lightening stick. Paul spread his legs wide and I nearly fainted. No man had ever done this for me before.

I felt his penis drive deep inside me and it was bliss. I put my arms around his head and kissed him for all I was worth. Paul's hands were holding my breasts and holding on for life. I started moving up and down on his shaft and I was in complete control of speed, depth, and how quickly I allowed him to get to orgasm. It was wonderful!

Our coupling was a match made in heaven and I was able to orgasm at exactly the same time as Paul. I know that this is not all that rare, but for me, it was a personal first and there is nothing more erotic than two bodies getting off at the same time. The convolutions and rhythmic humping cannot be described with words, only emotions.

I started to crawl off Paul, but he held me tight. I kind of felt like I was smothering him, but apparently not.

"Stay here my darling," he said as he held me tight.

As I lay there, I could feel his penis shrinking to a flaccid state, again a new sensation for me in this position. As we lay quietly, I kind of felt psychologically uncomfortable as I lay on top of Paul. I decided to rub my girls across his chest and slide off to get up. I went to the bathroom to get a warm wash cloth and clean Paul's penis.

When I returned, he was taking off the condom and placing it on the foil wrapper. I had him lay back and washed his little soldier until he was lickety split clean.

"Oh Angie, that feels so wonderful, I've never had a woman do that for me before."

"Well, I just wanted to get you cleaned up so that we can both enjoy round two!"

Paul went Arrgg... but smiled.

"Paul..."

"Yes dear heart?"

"Will you indulge me for a few minutes, here?"

"Anything you want princess."

"Get up and sit over here... I want to put some lipstick on you, and maybe some eye shadow."

Paul blinked his eyes for a minute, but got up and sat at my makeup deck. "If you had your choice, and you certainly do, what color eye shadow would you like to wear?"

"Blue and purple, please," he said quickly and without hesitation.

"Great choice, I love wearing those two colors together. Matt or sort of metallic?"

"The metallic sounds good."

I pulled out the two pots of color and started coloring his eyes. He sat still and didn't move a muscle and that made my task much easier. After several minutes of blending the two colors together, I let him have a look. He had the most gorgeous smile you could ever believe.

"Wow, this looks great!"

"See, I told you."

"What about the lipstick?"

"What color, my darling?"

"Something in pink, maybe?"

"Yes, absolutely." After a couple of coats of Priss Pink lipstick, Paul was looking mighty fine.

"My eyelashes are kind of lost, can you do something?"

"Of course, I have some black eye pencil that I can rim your eyes with and then some black mascara, that will bring your lashes to spectacular life." I took the eye pencil and rimmed each eye and then smudged the lines a bit to deepen his eyes. Then the mascara went on in two thick coats. "Sit still..." I went and got a chin length brunette wig and put it on Paul's head. It only took a minute to comb him out and he looked just like a young woman with style and sophistication.

After Paul had admired himself in the mirror, we jumped back in the sack and had even more glorious sex. As our stained lips met each other for the first time, they were like to skaters on ice. God it was heavenly! Around 3:00am, we were totally exhausted and fell asleep in each other's arms. Paul would have went home, but I made him stay the night.

I don't know that I would call it love at first sight, but we were both infatuated with each other, not to mention the great sex! The next morning when we got up, we both agreed that we had had a wonderful night together and that there was a certain spark between us that had to be either fanned, or extinguished very quickly. We both voted, fan!

The following weekend we got together that Friday night and it was nearly a repeat of our last date. I say nearly because this time we didn't go to the movies after we ate, but we did return to my place to take up where we left off last week. Paul was asking a lot of question about women dress and shoe sizes that I thought was sort of odd, but he had no clue about how women's clothes sizes were so different than men's.

"How is it that women's shoe sizes are so different, it doesn't make sense that a Size 9, woman's shoe should be two sizes smaller than a man's?"

"What can I tell you, let's say that you wanted a pair of women's shoes, high heels for instance, and your men's size is 9, you would want to get a size 10-1/2 or 11 shoes. I say, 10-1/2 because depending on the fit model that is used, you may only need to go up a size and a half, not two. It's like when you go buy sneakers, you can't usually wear the same size as your street shoes. I know for me, I have to get at least a half size larger and sometimes a full size. Tell you what, I'll go get a pair of my shoes and have you try them on, ok?"

Paul beamed, "Yes, please do."

"Our feet appear to be nearly the same size when putting them side by side, but... I'll be right back." I went and got a pair of high heel shoes that were slightly large and me and brought them out for Paul. I told him to take off his sox because they would definitely make his foot to big. Paul tried slipping his bare foot into the heels, but he needed something to make his foot slip in. Now, I could go get him a pair of peds, but had another idea. One of my neighbor ladies bought me a pair of black tights that were totally not my size and I had never opened the package, but here was a perfect opportunity to use them.

"Paul, sweetheart, let's have you put on some tights and see if the shoes fit. I know for me, I have to wear something that will allow my foot to fit most of my shoes. When I try and wear some with bare feet, they don't even begin to slip onto my foot." I went and got the tights and while I did, Paul was already taking off his pants and was waiting for me when I returned. "Paul, have you ever worn nylons before?"

"I put a pair of my mother's pantyhose on when I was about 12, this one time, but no to answer the broader question. I know I did put a run in one of the legs and mother got pissed."

"Let me show you how I normally put on pantyhose..." After removing the hose from their package, I shook them out and decided where the front was. Then I took the hose and held the ends in my hands and gave them a tug to sort of limber them up. I showed Paul how to roll each leg in your hand down to the toe and then put them on your leg. I helped his with his right leg and when I got that side nearly all the way up, I accidentally, on purpose, bumped into his now hard penis. "Ooh, looks like someone is enjoying themselves, here!" Poor Paul, we was so embarrassed.

"Busted..." was all he said.

Once we got both legs covered and the bodice pulled into position, I had him try the high heels once more. Like magic, his foot glided into the shoe, and they fit him pretty darn good, at that! As he sat there looking at the shoes on his feet, he picked each one up and gave it a twist to view it from various angles. When he went to feel his nylon encased legs, he almost jumped as if there was a static electricity discharge.

"Oh my, my legs just feel so sexy right now. I can't believe it!"

"Well, let's get you stood up and then see how you feel, shall we?" I stood up first and took Paul's hands as he raised himself from the chair. He towered over me and I was wearing my heels. We took a couple of steps and he wasn't wobbly or anything and he broke free of my grip and started to walk. He must have worn heels before somewhere because he needed no assistance whatsoever. "How do they fit, honey?"

"They are just the teensiest bit tight, but they feel wonderful. I can't believe how they make your legs feel, and the pantyhose..." he stopped walking and looked at himself in the full length mirror and took his hands and ran them up and down his legs. Pointing you shoe in and out, "These make my calves look fabulous! Don't you think?"

"Yes they do sweetheart. You are so lucky to have a slim body type, you lucky little shit!" He just smiled a toothy smile, "Like the way you look?"

"Oh yes, dear."

"Take off your shirt, I've got something else for you to try on." I went to my closet and had to dig around to find some of my skinny clothes, you know how us women are, we never throw out skinny clothes away because we always think that, someday, I'll get back in this. I found a white long sleeve shift dress and brought it out for Paul to put on, and I brought a natural leather belt to cinch the dress around his waist.

As the nylon blend dress slipped over his arms and onto his shoulders, Paul was taking on a real feminine shape, of sorts. Except of course, he had no boobs or hips, but that could be fixed at any time. Paul's whole demeanor seemed to be changing as well. Now, somewhat, gone were the coarse male mannerisms and gestures that characterize the male form. What had this caterpillar turned into?

"Angie, I love this dress and how it fits me," said a giddy Paul.

"You do look quite lovely, you could use a little something on top, and maybe your hips. But, overall you are a lovely creature. Shall we do some makeup again tonight?"

"Oh yes, please, please!"

About 20 minutes later Paul had his face on, along with the brunette wig. He just about looked 90% female now and would pass very easily out in the real world, save the most important female shape items and his prominent Adam's apple. That with a few accessories and I could take him anywhere.

Here Paul was, all dressed up and nowhere to go except the bedroom. Maybe I would need to go purchase a bra and a padded girdle for him and then we could go out together. That sounds like a bunch of fun, but tonight, he's all mine to play with. We did spend a little time watching a porno on the TV and it helped restart the juices flowing. The video was about a sissy and his dominate partner. She would dress him and then humiliate and berate him, but all in good taste and humor. It was kind of hard to separate the porn from the humor at times.

As we retired to my bedroom, Paul was still completely dressed and he seemed to savor each and every minute that he was. He took off the dress and sadly looked at his chest. Each of his hands were gliding over his nonexistent breasts, "What's it like to have breasts, Angie?"

"Nifty at times, a pain in the back, other times. But, a real pleasure to touch and to have them touched."

"Do you think I would look good with a pair?"

I went to my dresser and got out one of my skinny bras and held it up for him to see, "Would you like to try this on, sweetie?"

After an incredulous look, he said, "Absolutely..."

As I had him slip into the bra, he was getting a serious hard on. The band was a few inches too large on his frame, but after I safety pinned the ends together and stuffed the cups with a few pairs of pantyhose, he had the makings of a nice pair of C-cups. I had him put the dress back on, but now it took some doing to get it over his pretend rack and it did fit rather tight once it was in place, but he did look good!

I reached over and gave him a huge hug and our breasts engaged each other and the fireworks were shooting into the sky. As we began kissing I really did like the feel of him against my body in a lesbian sort of way. I ran my hand down his side and then to where the goodies were. With each stroke I could feel him slightly shiver and get ever harder. The tights were totally soiled with his pre-cum, but he felt so good hidden behind the spandex.

Paul made his was to my honey pot and was extracting enormous amount of pleasure from me for his own personal satisfaction. Now I was getting moist. Again, off with the dress and into bed we went. It was a real pleasure squeezing Paul's faux breasts and he squeezing mine. After another fun filled night of sex until the wee hours, be finally went to sleep.

The next morning at breakfast, I asked Paul if he had heard anything else about the new division that was coming, "Have you heard anything new?"

"No, Barbara is still keeping a tight lid on things, but someone said that she had a candidate that she was still waiting to hear from."

Boy, this must be some sort of hush-hush position. Most of the time when things like this are announced or talked about, the speculation and rumors start to fly. "Paul, what would you think if I applied for this position?"

"Oh wow, that would be great! You would make a terrific addition to the banks staff. Do you want me to mention it to Barbara? I do know that Barbara admires your, out-of-the-box thinking"

"Does she now?"

"Yes, she does and I think you would make a really good department head."

"Well, maybe I will apply, but don't say anything to anybody, swear?"

"Cross my heart..."

"Say, what are you doing this morning, I've got some shopping to do and would really like your company?"

"I've got to be home around 2:00pm. I've got to set my video recorder for a couple of programs, which I wasn't able to do this morning," he laughed.

"Why don't we go by this morning and you can set it so that we aren't pressured to get back?"

"Alright, I'll feed my cat too while we are there."

About an hour later we had gone to Paul's place to feed his car and set his recorder. His place was nice, but pretty much what you would expect for a bachelor pad, pretty sparse on the furniture and lacking on the personal touches that make a place yours.

I wanted to go to a lingerie shop a couple of towns over and it took us about 30 minutes to get there. I began having this idea to get Paul dressed in things that fit him because mine were too large. To that end, was the real purpose for this little excursion.

Paul drove and didn't ask too many questions about exactly where we were going, but when we pulled into the parking lot of the lingerie shop, he did get a smile on his face because he thought we were there to get me something. Ha...

"Hi Gloria, how are you today?"

"Oh, high Angie, I'm great, and you?"

"Terrific."

"Anything I can help you with today dear?"

"Yes, we are looking for a couple of bras and some panties."

"Wonderful, and what was your size again?" She said as we followed her to where the bras were.

"They are not for me, they are for my friend here, Paul." At this point Paul would have liked to have been the size of a fly and making a hasty retreat.

He looked at me with this strange questioning look, "What?"

"Paul honey, I can't you wearing my stuff all the time, it's time we got you your own things. That's why we came to see Gloria, she's very discrete. And besides, who else is in here today? Do you know anyone here in Edwardsville?"

"No I don't. But..."

"Oh come on sweetie, this is going to be fun. You know you would like to have your own things. Just think, you could even wear them to work and it would be our little secret."

"I..."

"What colors do you want to try first, sweetie?"

"Uhh.. white?"

"Of course, let's try the white first, then maybe beige, and black for me."

"Paul, I need to measure you first to see what band size you wear and then we can measure you for cup size. Would you step over here please." asked Gloria as she led him to a change room. "Get your shirt off and then I'll measure you." She pointed for him to go in. About a minute later Paul had slipped out of his polo shirt so Gloria could fit him.

"Alright, let's see here... Looks like a 34 chest, and I will venture about an AA cup. Angie, what type of bra did you want to start with?"

I can only imagine what poor Paul was thinking right about now. He was probably thinking that this had all been prearranged, or something. "Why don't we start with an underwire tee-shirt bra in an A cup. We can always pad him up from there."

"White, was it Paul?" asked Gloria as she went to get a couple of bras for him to try on.

A slightly nervous, "Yes please," was his response. He whispered to me to come over. "Angie, what's this all about?"

"Paul, I know you like how you look wearing a lingerie and a dress, I want you to have your own things so that you can try this in private at your own home. I really think that you will like the tee-shirt bras, they are very comfortable and they don't show, hardly at all."

Paul was worried at the hardly at all, comment. Just then Gloria came back with a couple of bras and helped him on with the first one. After an adjustment to the straps, the bra fit him perfectly, just slightly loose in the cups, but not by much.

"Angie, I think we need to go with the AA. I'll go get one."

"Wow, you have tee-shirt bras in AA cups, now?"

"Yes we do, this is a new line for women with small breasts and crossdressers. I can't believe how many of these I actually sell to men. There are a lot of guys out there who, once they've worn a bra, find it a necessity to wear. These were designed by a male designer who crossdresses, himself. He said that he had a horrible time when he went bra shopping and only found things that were way too big to wear for daily use. He also makes a line of pocket bras for crossdressers and transgenders that are especially nice. Here Paul, let's give this a try." She handed him the bra and closed the door. A minute or two later she opened the door and made a strap adjustment. Now the bra fist as it should, the cups were neatly filled, or at least as full as they were large. Paul looked resplendent wearing the bra.

"This fits me really good, huh?" Paul reached up and held his small breasts in each and stroked them tenderly. Of course the nylon cups were a tremendous joy to touch and feel.

"Yes sweetie, you do look nice." I thought that by starting him out wearing an underwire, he would only wear them and then the shaping of his breast tissue would be greatly enhanced. I can't wear anything but an underwire because I definitely need the support that they give me. "What to try another color?"

"Oh, can I?" said an excited Paul.

"What colors would you like to get for you?" asked Gloria, who was smiling.

Paul looked at me, "Uhh... Pink and black?"

"Coming right up. Paul, honey, I'm going to bring another bra for you to try on, it's a full-figure bra that a lot of men really like. I think you will really like it, it has nice wide straps and is slightly padded. You can add some small breast forms and you would look spectacular."

Paul looked just as lovely in the pink and black tee-shirt bras, but when he put on the full-figure bra with a couple of forms, he truly did look spectacular! The forms bumped him to a modest B-size and he was transformed into a thing of feminine beauty. "Oh my god Paul, you look so feminine now. I really like that bra on you, sweetie."

Paul glided his hand over his new appendages and had a broad smile on his face. "Oh, these are lovely," then he sighed and exhaled.

After about another half house of trying on bras or all types and colors, we decided to look at panties. The tee-shirt bras did have matching panties, so we started with them. As I suspected, his boy-toy was not hidden very well.

"Paul, do you want me to show you what most crossdressers wear to hide themselves?" Paul looked down at himself and shook his head. "This is called a gaff."

"It looks like panties, though."

"Yes, it does, but it fits much tighter than panties. If will allow you to tuck yourself and then pull them on to keep you in place. Go try these on, I think you will be able to figure them out once you try them." Paul went to try on the gaff and when he opened the door for us to see, it was like magic, his boy toy was a mere shadow of its former self.

"I'll take four in the following colors, black, red, pink, and white, please."

"Angie, did you want to have Paul try on a padded girdle so he will have some hips and a rounded butt?"

I asked, "Paul?"

"Sure, why not!" Now he was getting into the whole shopping for crossdresser things. "Now that I have a top-end, I need the requisite bottom-end!"

"With garters, or without?" asked Gloria.

Paul gave me a questioning look.

"With," I said. A few minutes later, Paul had the bottom-end to go with his other attributes and if I would have had a dress for him and a wig, he would have made for a very nice looking young woman. More shopping to do...

After all was said and done, Paul had purchased four bras, four gaffs, half a dozen panties, and the padded girdle, now we were off to find him some proper clothes. Next stop, the Lucky Lady Consignment Store. Yes, we could have went to the Goodwill, but their stuff is always way out of style or just simply worn out. I had bought several things that were stylish and had only been worn a few times at the Lucky Lady, I'm sure that they will have a bunch for Paul's size, lucky little shit!

We found a couple of dresses and a few skirts and tops for Paul. He found a purse and some accessories on his own. The Dooney & Bourke clutch was a very wise choice as were the three pairs of clip-on earrings. All of them in very good taste. His choice of earrings were not what I would wear, but he liked them and they were not too showy. Now, maybe I could get him to pierce his ears! Banks do not like the pierced-ear look on men, they will maybe tolerate a single stud, but that's after some major pissing and moaning.

Over in the corner of the shop were a few wigs and I pushed Paul towards them. He tried on a long blonde fall that looked pretty nice, but wasn't into the blonde look. Next was a back pixie-cut wig. He did look darling in it, but he wasn't so shire. After digging a bit more, we found a brunette shoulder-length bob. When he put this one on, he just seemed to light up.

"I think I like this one the best, how about you Angie?"

I nodded my head in approval, "Yes, that does look nice on you. How about this one here?" I said as I held up a black chin-length bob wig and cocked my head.

That wig... Yes, that wig, did make him look the most feminine of all, or at least I thought so. "What do you think, sweetie?"

His jaw dropped slightly as he looked at himself in the mirror, but just then another woman shopper came over to see what we were doing in the corner.

"Oh dear, that looks lovely on you! I would be proud to call you my girlfriend when you are wearing that!" She looked at me, "Luck you!" and then walked away to continue her own shopping.

"Well?" I asked.

"The jury is in, I like this one too. Should I get both?"

"I think so, they are both cheap enough and with your other things, you will have a nice starting wardrobe, don't you think?" Paul just smiled and we headed to the cashier.

On the ride home Paul was wondering what he could do as far as makeup, now that he had a female wardrobe. We stopped by the drug store on the way back to my place an I bought him a 50 color eye shadow sampler, some mascara, several lipsticks, and a couple of applicators and bushes. This would be more than enough to get him started with. We also got him a couple of pairs of jet-black pantyhose. As we pulled into my driveway I asked Paul, "Ready for your fashion show?" Then I gave his and a squeeze.

"I can't wait!"

Paul had worn the pink tee-shirt bra out of the lingerie shop to see what it would look like under a polo shirt, from the front, you couldn't see anything, but from the back you could kind of see where it fastened and where the strap adjusters were located. Not by much, but I could tell.

"What are you going to start with?"

"I think the blue top and the back pencil skirt. I think that my black full-figure bra and girdle will work, don't you think?"

"It's up to you, sweetie. You get your clothes on and I'll do your makeup. Ok?" Paul leaned over and gave me a huge kiss and thanked me for taking him shopping. I went to go make us some late lunch and he went to go get dressed. About half an hour later Paul came walking into the kitchen, and boy did he look cute.

"Ta da!" he said as he entered.

The padded girdle gave his bottom-end a bit more emphasis than his 34-Bs did, but he looked most feminine, "Oh sweetheart, you look stunning!"

He ran his hands over his breasts and then down past his hips and turned around for me to see the whole package. "Like?"

"Oh, yes, I really like!"

"So do I. Is there anything else I should have put on?"

"Maybe your pantyhose and wig?"

"Oh shit, I'll right back..."

When he returned, the hose really did complete his transformation, but the black wig was really the crown jewel. "Now, that what I call put together! Were you going to wear your earrings with that outfit, or not?"

With that old Cheshire cat smile, he said, "Yes..." and went to get a pair. The long dangle earrings looked extremely good on him.

"Very nice... What are we going to call you when you are dressed?"

Paul thought for a minute, "I guess I could use Paula, but I think I want something completely different. Any ideas?"

I was kind of stumped, "Not really, why don't you think of a name while we eat. Come and sit down." Paul grabbed the chair and pulled it out and began to plop himself down. I stopped him mid-stride, "No, not like that. You need to not only look the part, but you need to look the part, but you need to act like a lady as well. Here, let me show you." I sat down with all that is feminine to the task and had him do the same. "Better."

During lunch we discussed how a woman moves with a certain style and not make quick coarse moves like men do. It was really neat to have someone to talk of things, feminine and share things with. Our relationship had matured much faster than I ever thought could happen.

After we cleaned up I set about transforming Paul's face. Since he was already dressed, I wasn't going to put any foundation on his face. "Let's do something very simple to start with, I want you to pay attention to what and how I do things, ok sweetie?"

"Uh huh..."

Starting with some eye pencil, I rimmed both eyes and showed him how to smudge the lines. His hand would have to get a lot more practiced to do this on his own so I had to clean up the areas that he went overboard on and around. The mascara was next and I stroked on a couple of coats to give his lashes some real definition. After doing his lips in the pinkish-red lipstick, Paul had a very pretty face that any woman would be proud of and to call it her own.

Paul was so excited that he came in his brand new undies and blushed the brightest shade of red possible. I could tell something had happened because of the sudden rigid posture and slight body shudder. "Are you okay, dear?"

He just sat there with his eyes closed and smiling, "Oh my word, YES! I've got to go to the bathroom, though."

I stared at him with a questioning look, "What?"

Still very red, "I just came in my girdle and need to go clean up." And off he dashed.

I had to laugh once he was gone, this was too funny, but in a sweet sort of way. When he returned he had put on my high heels that he wore the other evening. His pantyhose were not quite dark enough to conceal his dark leg hair, but he had not seen himself, I don't think. "Well, feel better now, do you?"

"Yes, and no. I can't believe how I feel wearing my new clothes, but I had a pretty good mess to clean up. I guess I need to have you tell me how to clean my stuff. I've not had any experience with that kind of stuff before." He laughed heartily.

"Will do. Have you looked at yourself in the mirror?"

"Yes?"

"How did you like the way you looked?"

"I liked it very much."

"Notice anything out of place or unusual?" Paul stood there checking himself out, but didn't notice anything.

"What???"

"Come and let's look together." As we stood in front of the mirror and stared, he still wasn't seeing it, "Sweetie, your leg hair."

Paul redoubled his gage, "Oh shit! You are right." He looked at me for advice.

"Ok, there's two things you can do..."

"Shave my legs?" He said with a scrunched up face.

I laughed, "Well, that would be the best solution, that's for sure, but no. You need to get some opaque tights, they should do the trick. But, I have a razor if you want to go nude."

"Ok, I guess I need to buy some tights, for now." We discussed the merits of shaving one's legs and he decided to get some tights, as he said, for now.

"You could wear two pairs of pantyhose as well. That seems to do the trick most of the time for most crossdressers. But then again, any serious crossdresser will shave his legs, and for now, we are just having fun, huh?" I laughed.

Paul smiled, I've been thinking about my female name... What do you think about, Rachel?"

"That is very nice, I should think. Anyone you know?"

"No, but it's a name that I have always liked."

"Alright, Rachel. That's what I will call you from here on when you are dressed. I gave him a smile and hug, then a serious kiss.

"Thank you."

"You are most deservedly welcome. Now, go change and I'll get you a pair of tights."

Rachel had chosen a long red empire waisted dress with flared-out 3/4 sleeves and some black lace trim under the bust. He did look spectacular with is on. The wine-red velvet dress was long enough to nearly cover his shoes he looked especially nice wearing it.

"Oh Rachel, you do look so sexy in that dress! Let's go do something really special for your makeup. What would look really nice would be a long shoulder length red wig. Sorry, can't help you there. Let's go."

About a half hour later Rachel had dark Navy blue eyes and I put on a pair of false eyelashes that were very full and feathery. My goodness, he looked almost like a runway model! The deep berry-red lipstick was just perfect with this outfit.

Again, Rachel felt her breasts and slid her hands down to her waist, once again, his man-thing was outspoken and he had to go clean himself up. This must have been an extremely big turn on for him. I gave him a quick kiss before he left. "I think someone is really liking this?"

as Rachel was in the bathroom with the door close, I stood outside and said, "Honey, why don't you put some tissue under your girdle so if this happens again, you would have as much to clean up."

"Ok..."

It was getting sort of late and after another two changes and being totally made up, I suggested that we go out for a quick bite. Rachel reluctantly agreed. I took us to a Poke restaurant and as we stood in line, we both got any number of compliments, but Rachel drew the most. I suggested that he say, Thank you, you are very kind. Of course when he did, he got asked out for a date. Funny.

"Boy, it looks like we can't go anywhere without getting hit upon. Isn't this fun?"

"Yeah, sure..." Responded Rachel, like this was supposed to be fun?

I just smiled at her, "Kind of... Don't you think? Hey, you are totally passable here and I think you should be most proud of that fact. Not many, men can say that." Rachel got kind of a wry smile on her face.

"You are right, I guess."

"You bet'cha. Now, after we are finished, are you ready to go out dancing?"

"NO!"

I just smiled at her, and then took her hand in mine, "Look sweetie, you might as well give in here, you can do it tonight, or some other night, but you will go out dancing with me - in public. So what's it going to be?"

"Angie, I'm not ready for more of what we had here tonight. And, going out dancing, it would be this on steroids and I'm not ready for that, understand?"

"Hmm, what did you think when you wanted to do this," I pointed to his dress and everything, "that you would only do this in the privacy of your, or my home? Well, think again, look where we are right now. You've passed the test with other men and now it's time to girl-up and learn how to fend off manly aggressors and put them in their place. Since you have been on the giving end, this should be a snap to do because you already know all the lines. Tell you what, let's go to this club I know, and if, and I use that term lightly here, if you get too much for you to handle and I don't step in, we'll leave and go home. Ok?"

Rachel felt kind of boxed in but reluctantly agreed. "Alright, but as soon as I want to go, we will, right?"

"Sure, whatever you say."

Rachel was not a happy camper at this point and it would be up to me to get that changed. When we got to the club, it was still kind of early and we found a small table near the corner that was kind of out of the way. Almost immediately after we sat down, the guys started lining up to ask Rachel to dance, me not as much. I watched Rachel as she started to dance. I could tell that I would have to coach her as to how females danced, slow and fluid-like.

When she returned from the dance floor I asked how things went.

"Ok, I guess. The guy was constantly asking me out for a date and where I worked. I told him I wasn't looking at the moment because I was on the rebound from a mutual breakup."

"Alright, good thinking, see I told you that you would be able to fend off the guys." Right then we both got asked to dance and we were off like a shot.

I must admit that the Kelly green mini-dress that Rachel was wearing kind of made me envious, but with my thick legs, I can't pull the mini-dress off all that well. I'm still sort of self conscious about what and how I dress all the time, even though I can come across with a really pleasant personality.

Now that we both had several dances under our belt, so to speak, and a few drinks in us, it was time to get going and we almost had to fight off the guys as we left to go.

On the drive home Rachel regaled in how she had not been found-out and just how much fun she had. "Angie, thank you for making me go out tonight, I really did have a blast. I couldn't believe that all those guys thought that I was a woman. It was totally exhilarating, to say the least. But, I've got to get these heels off, my calves are killing me. How do you wear these all day long, don't they just kill your legs?"

"All part and parcel to being a woman, you learn to deal with it. You need to get a pair that fits you better, that's what generally does it for me. I've got a pair of black pumps that I've worn out two or three times and have to get a new pair just like them, but I can wear them for 12-14 hours without any problems. Maybe a trip to the shoe outlet is our next outing, but this time with you fully dressed up. I'm going to have to try and find a dress like yours, I really like the way it looks on you. You just look so damn sexy tonight!"

When we got home, it was another torrid night of sex and sexual gratification.

The next day when I went to work, I was called into my supervisors office. What was this all about, I wondered???

"Hi Angie, how are you today?"

"Fine..."

"Your work here has been exemplary." Oh shit, has been, "You have always met your deadlines with time to spare, and your work is always on the mark of perfection. We, that is the back, have an opportunity to expand and are in the process of doing so. You know the Manufacturers Bank, I'm sure." Yeah that's the back that Barbara and Paul work at, "We are in the middle of taking them over."

"When will that be?"

"The acquisition will be announced tomorrow in the papers and on the internet. And that brings us to why you are here today. I would like for you to become a liaison for the branch here in town, could you do that for us, Angie?"

I sat there stunned beyond belief, "Yes, I would be happy to do this for the bank."

"Excellent, and thank you. Take the rest of the day to clean out your office, you will be checking in with Barbara George at Manufacturers, to oversee the transition. By the way, do you know Ms. George?"

"As a matter of fact, I do know Barbara. I was at her birthday party a few weeks ago. Sir, can I tell you something?"

"Of course, Angie."

"Barbara was trying to recruit me for a new division that they are planning to open."

"Did she now? And you told her..."

Now I was in a box, "To be honest, I was considering the move to further my career, but I hadn't told her anything definite, yet."

Mr. Poncé pondered for a minute, "Well, it looks like this will be the promotion that you are looking for. You know, you should have said something a long time ago, I knew that you were something special, but wasn't sure what your plans were. Take this as a lesson, when you want something, ask for it. If you don't' you may and will get passed by. The corporation is always looking for the self starter type and you fit that bill. That's one of the main reasons why I suggested you for this post."

"Thank you sir, I'll try and not let your expectations down." After a bit more conversation about what I would be doing and looking for, I let to go clear out my office. When it was time to leave and I had my file box under my arm, I had several people who came up and asked if I got sacked, or what? It was the what that got them the most. I was congratulated by some and quickly dismissed by the rest. To say the least, I wouldn't miss this part of this place. What you are a bit overweight, you number of friends diminishes with each extra pound that you carry, but I had demonstrated that I was a can-do person and had the respect of management.

The next morning, I arrived at the Manufacturer's Bank and asked for Barbara. The staff at the back was still a buzz with the fact that they had just been acquired and what did that mean.

Barbara came out to meet me, "Hello Angie, won't you please come with me. I guess you've heard the news?"

"Yes, I have. That's why I'm here."

"I don't quite follow?"

"I've been sent to help with the takeover process and will be working with your directly to ensure a smooth transition."

Barbara was now shocked, "Wow, and I thought that you were here to accept my job offer. Wow we."

"Well, do you need an office?"

"Yes, please."

Barbara picked up the phone, "Paul, we need an vacant office for Miss. Costello, thank you."

"Well, as you can imagine this all came as a surprise this morning. Did you have any idea about this (take over)?"

"I was told yesterday morning that this would be my new assignment, along with a healthy promotion. Sorry, but I was told not to tell you."

"I can appreciate that, I would have done the same. Do you have any idea about staffing or assigned duties, for us?"

"Not as such, as I said I was brought on yesterday, but I'm told that there will be a further formal announcement to staff later on today. But, if I had to guess, management will be looking for the best and brightest to stick around, but as for the rest, I can't even begin to guess at this point. I'm guessing that there will be some layoffs, but when that will occur, your guess is as good as mine."

Paul knocked and came in. He too was pretty much shocked at what was transpiring today. "Paul, would you please show Angie to her office, thank you." As Paul led me to my new digs, he queried, "Why didn't you tell me about this?"

"Paul, I had no idea that this takeover was even happening until yesterday morning, and I was told to keep it under my bonnet."

"Yeah, but it's me!"

"Sorry, Paul... I really am, but I couldn't. Besides, what could you have done in 24 hours, anyway?"

"Not much, I guess. Am I going to get laid off?"

As they walked into Angie's new office, I closed the door behind us and pinned Paul against the door, "Not as long as I have anything to do with it, sweetheart. There's going to be a time of transition and no one is going, but I'm sure there will be a day, but I'm going to keep you safe as long as I can, and I will let you know if things change." The I kissed him hard.

Paul left and I started getting things organized because my first task was to call each employee in and tell them about their new reality, starting with Barbara. By the end of the day, I was totally thrashed and needed a drink. I rang up Paul and Barbara to see if they wanted to join me. Both had previous things to do, now I see why it's lonely at the top.

right at 6:00pm I got a call from Mr. Poncé, he wanted to know if I wanted to go get a drink. I said yes and went to one of the haunts that most of the upper management went to for drinks to meet him.

"How did it go today, Angie?"

"Not too bad, everyone is concerned about layoff's, as you can imagine. I told them not to worry, that was out of my hands and it was too early to say much about that."

"Excellent, anything else?"

"I was asked by Barbara if I knew anything about all of this."

"Well, that's one of the reasons why I kept this posting till the last minute. I'm glad that you didn't say anything. I want you to keep an eye out for the stellar talents over there, we can use a new infusion, if you catch my meaning."

"I will. Are there any particular strengths that you want me to look for?"

"Upwardly mobile management types. You should have enough time to get to know most everyone by the time we get to the layoffs and have a pretty good read of those five, or so, people that we will keep.

"So over half will be pinked?"

"Surprised? Angie, this is all part of management and there will be some casualties along the way. Don't take this personal, that's not your job. The selection will be cut and dry when we make them. We will offer some placement assistance based on your recommendations. There are going to be a couple of people who are marginal and we don't want to keep them in the industry. This is a business, plain and simple. We are here to make a profit for the shareholders, plain and simple. I would encourage you not to get involved with anyone on a personal level because telling them that they are fired, gets to be really hard. Like I said, keep your personal thoughts out of this and you will learn from the experiences that you are inevitably going to learn here."

"Mr. Poncé, my boyfriend works there."

"Aw, I see. How long have you two been together?"

"Just a couple of weeks, or so."

"Is it serious?"

"Well, it's kind of getting to that point."

Angie, I can't tell you what to do in your personal like, but I will give you some suggestions and reasons, if you like. The female genus is different than the male, so be careful with your emotions here. I can only hope that your boyfriend makes the muster when the time comes."

As I stared into my drink, I said, "Me too." After a bit more chit-chat, we said out goodnight's and we both left.

When I got home I kind of expected Paul to call or text, but he didn't. Was this my new reality? Oh god, I hoped that things would not turn adversarial.

The rest of the week went by without much drama, Paul had called and we made plans for the weekend. I kind of put some distance between us at work because I thought that it would not be good for anyone to get any ideas about the two of us being an item at work. Barbara was very congenial and wanted to see me do well and offered up her vast experience on the banking industry to draw upon. I had confided in her about only five positions moving along and she made her recommendations, unfortunately, Paul was not one of them.

I asked her why, "Paul's a nice enough kid, but he had a lot of maturing to do. He may, with a lot of nurturing, make a decent banker, but at this point, my vote is, no. I hope he can turn it around."

"Me too, I would hate to have to let him go."

That weekend, Paul came over all dressed up and ready to shop. "How's my makeup look, Angie? I've been practicing every night when I get home from work."

"Well, with what little time you have had to start to perfect your look, I think you've done an outstanding job. How are you finding this part of femininity?"

"It's not as easy as it looks, I tell you. Getting each eye to look the same is really hard. I've watched a bunch of videos online and the girls make it look so simple. The crossdressers do a little bit better job at explaining things because they are basically telling other guys how to put on it on, not a practiced thing for guys, you know. But, I keep plugging away. I went out and bought some opaque tights the other night, but I think I have made up my mind to shave my legs. I like the way nude hose look."

"Really?"

"Yeah, can you share any, how to's, on that?"

"I generally sit on the edge of the tub to do mine. You will want to lather up a couple of times to soften the hair for your first time, but take a shower first. I start near the foot and work my way up."

"What about my pubes? I know you haven't shaved yours," he said with a gleam in his eye.

"That's a personal choice, Rachel. You are going to have to make that one on your own. I did find that when I have shaved them before, that my panties don't chafe as much. I should do it again, maybe. Would you like that, Rachel?"

"Maybe we can do each other, sometime. That would be a unique experience, huh?"

"I suppose it would. Let me get finished putting on my makeup and we'll get going."

Once I was ready, we went to the shoe outlet first thing. The flip-flops that Rachel was wearing definitely needed to go and they did look kind of funny with his tights.

We found him a pair of flats that he could wear everyday in black leather. He didn't care for the pointy toed look, so we found something in an almond toe that looked pretty on his feet. We must have looked at twenty pairs of high heels, but there was nothing that caught his fancy. He did find a pair of ballet flats that he really liked, so two pairs down, and at least one more to go! He wore the ballet flat out.

It was amazing how much fun we had together like this, much more than with the other girls I had gone shopping with, that's for sure. We decided to go to one of the malls and see what they had. "Rachel, I would just buy a pair of pumps, may 3" at the max. You will find that you will be able to wear them all day long and your hush-puppies won't ever bark. Let's try her at the Magus Department store. Oh yeah, keep your legs together when you sit down, especially when the salesman comes over."

"10-4, dearest."

We looked in the window first and Rachel saw a pair of black leather 2" pumps with a somewhat flared heel that she liked, so we went in.

"Hi, can I see a pair of the black pumps that are in the window, the ones

with the flared heel."

"Great, those have been a terrific seller and every woman who tries them one, falls in love with them.. Let's have a seat and I'll measure your foot, please." I had to squeeze Rachel's hand to remind her to keep her legs together. "Ah, a size 10, Medium. I'll be right back." The man returned with a box and took the shoes and slipped them onto Rachel's feet. "All right, give those a spin on the red brick road. I'll be back in a couple minutes."

The shoes fit Rachel's feet like they were made especially for the her. After a couple of laps around the shoe department she came back all smiles. "Angie, you need to give these a try, you'll simply love them."

I smiled at her, "Thanks, but they are not my style, but they look great on you. Did you look at the price? Those are $145."

"Oh shit, you've got to be kidding!!!"

"Welcome to the world of ladies shoes, my dear."

"Oh man, these are so comfortable, though."

The salesman returned, "Well, how did you like those?"

"They were just like you said, very comfortable. I just love them."

"Can I wrap them up for you, then?"

Rachel kind of stammered, "These are a little out of my budget, right now, but thank you."

The salesman took a long look and kind of figured out that she was a he and then looked around, "Look, you can get these same exact shoes at Buster's Discount Shoes, over one St. Charles Street, near Richert Street, they have these in the larger sizes that we normally don't sell, and they have them for about 50% off. Why don't you try down there."

We thanks the young man and continued out shopping. We had done our best to try and find Rachel a pair of pumps, but the mall had nothing that he could afford in the styles that she liked. As we stopped by the Mac Store, Rachel went in and got a professional makeover, and she was a stunning creature when she left.

I found a white top with a scooped neck that I liked and Rachel found a red one with a boat collar as well, along with a cobalt-blue pleated mini skirt. The two pieces looked very cute went worn together, now maybe some red opaque tights!

We finally made our way to Buster's shoes and fond exactly what she was looking for 50% off plus an additional 10% off for being a new customer., so her $145 shoes were only $58! Still a lot, but less than half than at the department store. Rachel wore them home.

We decided to go out for dinner and some more dancing, but after Rachel and I took turns shaving each other's privates. We both showered together, I guess you could call it that, because we were touching pee-pees more than anything else.

I sat her down on the side of the tub and handed her a new plastic razor and pointed to where she should start and what to look out for. After an arduous 15 minutes, the hair was all gone, up to his pubic region. I then had him stand up and part his legs as I started denuding his nether region. His penis was stiff as a board and was quite easy to shave away his curly locks. I ran my hand up and down looking for any stray hairs several times, more of my pleasure than his.

His testicles were a bit more than I had bargained for and Paul actually had to finish himself. I did continue to remove the hair around his groin area and when I was done, she was smooth as butter. I took a dollop of shampoo and began jacking him off and within a minute, he exploded and shot cum all over my chest. The warm juices flowed down between my breasts and it felt heavenly. He cleaned me up and I went to sit on the commode and let him have his moment of pleasure.

After lathering me with a warm wash cloth, he took the razor and very carefully started my new Cuppie doll look. I know that the majority of men like a clean shave pussy, it had been a while since I had kept myself up for a member of the opposite sex because I had not found the special someone.

Paul was working way too fast and I had to slow him down. "Paul, honey, slow down. You are missing half the hair. Take is slow and easy, sweetie."

"Sorry..." At least now he was making sure the every square inch was hair free. When he was done, he pulled my body forward and then went down on me, much to my delight. He started with his finger, but then got his tongue into action, I could tell this wasn't his first time doing this. He got me really close, but then backed off so that I had to suffer a little. After about five times of getting me to the brink, he masterfully sent my clit into orbit as I pushed his head closer.

To say that I was spent, is a major misunderstanding, no make that a total and complete mistake! I was certainly euphoric as I sat there trying to recover.

"Angie, have you ever thought about piercing your clit?"

"No, I talked to this one gal who did, she had nothing but problems afterwards. So no, not interested, thank you very much."

"I knew this one girl who did and she said it was the best thing that she had ever done. Just wondering..." he smiled.

"Maybe when you get your ears triple pieced and get a tragus in each ear, oh yeah, and a triple helix thrown in for good measure, maybe, just maybe, I'll consider it."

"Hmm, I'll see what I can do, then." We both laughed.

It was time to get dressed, me in a gray sweater dress with purple tights, and my black 5" heels. Paul put on his new outfit and he looked truly magnificent! He put his black wig on and was a beautiful looking young professional woman.

Much like the last time we were here, we were both besieged with offers to dance for the whole night. I did notice this one guy who was playing grab ass with Rachel because he was drunk. I could see that she was warning him to stop it, but he kept on pawing at her. Suddenly, Rachel had had enough and she reached between his legs and grabbed a hand full and gave it a merciless squeeze. The guy screamed, but was drowned out by the music as he fell to his knees. Rachel simple walked away.

Security had been keeping an eye on this guy all night long and then went and picked him up and gave him the heave-ho at the door.

When she finally sat down, I asked her what happened, "The bastard would keep his hand off of me. I hate obnoxious drunks and ones that put their hands all over your are the worst, I'm finding out. So, I grabbed his nuts and gave them a twist and squeeze. As you probable saw, he went down like a limp rag doll. Bastard!"

"Well, aren't you the brave one!"

"I don't know how women put up with this shit, I really don't! I, for one, am not going to put up with it!"

Boy was he pissed.

"I've had enough for tonight, are you ready?"

"I guess I am, ready when you are."

Rachel vented all the way home on this guy that impugned her integrity. When we got home he threw his keys on the kitchen table and was still visibly upset.

"Calm down dear, it's all over and we are home, now."

Rachel sat down on the couch, still riled up. "Listen up bud, you can just go home and cool off. I don't think you are going to be a very good lay, tonight, and I'm horney as can be right now. So pack your stuff and go home, NOW!" I wasn't about to put up with this kind of crap. "As your friend, you need to go and get your head straight, right now. Too bad, I was really looking forward to sex tonight with my clean shaven friend, but you have really put me off, now GO!" Paul gathered up his things a quietly left, but did do a burn out with his car in the street. God, how childish! I was starting to see what Barbara was talking about, now.

As I cleaned myself up, I kept thinking how he would handle a crisis at the bank??? Maybe it was time to make the separation. Damn, and I had just shaved my pussy for him! I'll sleep on it and decide tomorrow.

My sleep was fitful and I finally awoke around 3:00am and grabbed my trusty vibrator to get myself off. I must admit, I liked getting myself off when I was hairless down stairs. The vibrator just slid over my labia and vaginal canal. It only took me five minute to have the massive climax I was hoping for tonight. The best parts was is could to this anytime I wished, all by myself!

The next morning, Paul called early to apologize for his actions last night and wanted to know if he could come over and make me breakfast. I told him he could, but to come in about an hour. That way I could get myself off again, oh how I love my vibrator!

When Paul arrived, he was wearing his male clothes and was standing at my door with a large bouquet of mixed flowers in his hand.

"I'm sorry for last night Angie, can you find it in your big heart to forgive me?"

"Come in and we'll talk." As he walked in he tried to give me a kiss, but I turned my head to deflect it. He now knew that I was pissed at him.

We talked about nothing important as we ate, but then I lit into him,

"Paul, you've got to grow up, you can't let this little shit get to you." I then decided to put my card on the line, "As of right now, and I don't mean this exact minute, your career at the bank hands in the balance. I've had discussions about who will stay and who will go this week, and right now you are on the go list. You had better get your act together here, and fast if you want to climb back into the running. Our relationship makes the even more difficult, as you can imagine because I really do like you, a lot. But as of right now, I think we had better cool our jets and give ourselves some breathing room."

"Oh shit, I've fucked things up that badly?"

"Yes, you have, and I would hate to be the one to say you are going, but as it stand right now, that's part of my job description." Paul started to weep. "Look we got a few weeks to get things righted here, but it is going to up to you to make them so. I don't want this to happen, Paul. I want you to grow up, mature, and get your house in order to keep things going, here. Do you think you can do that, honey pie?"

Paul snuffed, "Yes, I'll do my very best for you."

"Rachel, you've become my best girlfriend and I would hate to see that evaporate. I hope that you do find yourself and do those things I asked of you. Then our relationship can continue down this path."

"I see... You like me as a female more than as a male, is that what I'm hearing you say?"

"Darling, you are getting confused here. I love your male parts, but as a friend you are much better when you wear a dress. I know that sound confusing, but that's how I feel. Look, I was really anticipating having sex last night when we got back, but you screwed that up royally."

"I'm sorry..."

"Yes, I believe that you truly are sorry, however I can't let that sway my mind. Believe it or not, I want to take you to bed right this instant and have you fuck my brains out, but..." Paul just sat there with tears in his eyes. " I think you should leave now and show me what metal you are made of for the next couple of weeks and then we can revisit this relationship then." Paul got up and hugged me and left without another word.

It was an agonizing two weeks as I watched Paul struggle to mend his ways. I only wondered if it was too little too late. I know I sure did miss going out with him. He could be so much fun. The phone rang around 10:00am at work, "Hello, Costello speaking."

"Hey Costello, how's things?" it was Mr. Poncé.

"Doing great, I've got a list that we should go over for the names of those who are being eliminated."

"Your boyfriend, did he make the cut?"

"He's close, but I'm not sure that he has what we are looking for, he needs a bit more time to mature."

"Ok, why don't you bring the list over in the morning and drop it off, I need you to go to Denver for a couple of days for a short project that could use your undivided attention."

"Yes sir, I'll see you, at what time?"

"Better make it at 6:30am, your flight is at 10:00am. Pack a bag for a couple of days, at least. See you in the morning kiddo. Bye."

I had a sense of dread creeping over me, call it woman's intuition, or something, but I did. I went and told Barbara that I had to go to Denver tomorrow and I would be back in a few days. She already knew I was being sent out of town because Mr. Poncé had called her to let he know that she would be carrying out the deed to make heads roll at the end of the week. Of course, she had been sworn to secrecy to not let on.

"Oh lucky you, Denver in the autumn. Be sure to pack a long coat, it can get pretty nippy this time of the year."

At 10:00, I left for Denver and would get snowed in for a couple of extra days when an early snow had hit with a vengeance. After I go there, my cell phone decided to die and I went to get it fixed at the service center at one of the malls. I had to leave it overnight because the part that they needed was on national back order. Damn! I decided to get a new phone to expedite things but my calls were kind of spotty depending on exactly where I was.

I was without service for a full day and a half and when I did get within range, I have 16 missed calls. I quickly opened that app to see who called. Paul had called six times, and Mr. Poncé twice. I called him at once to explain my problem here in the mountains. He understood because that's exactly why he had sent me to this remote locations, just so I couldn't take nay calls. I then called Paul. He was still in tears that he had been let go and wanted to know why.

Paul, I gave my list to Mr. Poncé and had a question mark next to your name. That was his signal to call Barbara and see what she wanted to do. I guess she was not on your side, or something. I'm so sorry dear heart." He was too broken up to even respond and hung up. I would have to give him a call when I got back.

After I did return, I tried calling Paul, but he wouldn't pick up. I decided to go over to his place and see if he was home. I only hoped that I wouldn't find him dead. When I knocked on the door, Paul was dressed in his female togs and opened the door slightly with the chain attached, "Yes..." His lipstick was smeared and his mascara had run down his face from his sobbing.

"Paul, it's me, Angie. Please let me in." The door closed and I heard the chain come undone and then the door opened so I could enter. His place was a wreck. "Paul, are you all right?"

"Yeah, kind of..."

I talked to him and found out how everything went down at work. He was the first one to get notice and was walked out with security. Again, I told him I was sorry, but it was out of my hands. He asked if I could do anything and I told him I would try, but not to get his hopes up. He told me that he got around $10k in severance and that should keep him afloat for a while. Barbara had at least given him a favorable reference and I would do the same, but for now he was pretty far down.

I told him to SSS (shit, shower, and shave) and that I would take up out for the evening. I wanted to try and cheer him up, at a minimum. He slowly reacted to my statement, and I told him to get a move on. I ducked my head into the shower and startled him check and see if he was keeping himself completely shaven, but from the looks of it, he had let that slide too. Once he was showered, I took him by the hand and handed him his razor and pointed at his mid section. "I can't take you out looking like this! Here I don't see you for a couple of weeks and you let yourself fall apart. I can't have this, understand me!" I handed his the soap so he could lather up.

"Paul, you've got to get your shit together, or I'm not going to be your friend. You've let the bloodletting at the bank get to you and you have a lot of great things that should make your skills very desirable out in the market. Do you think you can pull it together for me? Are you listening to me sweetheart?"

"Uh huh... Damn it, I nicked myself, shit! Here, can you finish me, please?"

I took the razor and cleaned the rest of him up and he was now, slick as a whistle. I took his penis into my hand and stroked it gently until he was rigid and hard. "Now, if you want me to finish this you are going to have to take me afterwards so I can have way with you."

Paul was not starting to get more aroused and put a thin smile on his face. "Now, sit down and I'll do your makeup. I'm getting hungry." After a quick and easy makeup, all Paul had to do now was get dressed. He chose a blue long sleeve blouse with a scoop neck and buttons down the front and his favorite black pencil skirt. The choice of nude pantyhose was right on and he had bought a pair of taupe platform high heels that boosted his height at least five inches.

When Paul put on a couple necklaces and several wrist bangles, I was really impressed with his sense of style and presentation. "Angie, can you help me with my earrings?"

"Sure, where are they?"

Paul held out his hand and said, "Here..."

There must have been a dozen shall hoops and balls. I looked at him questioningly.

"I did as you suggested got everything you suggested. I always need help with the triple helix, my fingers just don't seem to connect the dots because the balls are all so damn small."

I was stunned that Paul would go to such an extreme for me. I put in a set of graduated hoops in his lobe holes, the a ball in each tragus, and then the three balls in his forward helix. I felt myself get wet as I put each earring into its assigned hole. There is something just so sexy about putting earrings on yourself, but especially someone else. "Ok, I think that's it, right?"

"That's it! Now for some lipstick and we are out of here." Paul had once again transformed himself into Rachel and he was stunning to look at.

We went to one of my favorite steak houses and had a couple of terrific filet mignons with a buttery pile of sliced and grilled mushrooms. Then we went dancing a about an hour in the bar of the steak house. It was nice, but not like the clubs I was used to. As the evening wore on Rachel was slowly back to her old self and that made me happy.

As we pulled into my driveway and stopped, I reached over and brushed Rachel's hair back so I could see her ears and then gave her a tender kiss and thanked her for going tonight.

"Thank you dearest for getting me out of my funk tonight, I was devastated when Barbara told me I was let go. She tried to put a good spin on it, but I guess it didn't work on me. But, you, you make it doing."

"I've got an itch and only you can satisfy is, ready to go in and let me have my way with your body?" Rachel smiled and shook her head yes. Tonight, Rachel was going to get her cherry popped and it would make a new person out of her.

When we got inside we immediately got physical with each other. I had very much missed Rachel's tender kissing technique. When we finally got each other undressed and made it to the bedroom we were wrapped in each other's arms as we crashed onto my bed. Paul was now had as a rock and I was more than ready for him.

"Come on big boy, put it to me," as he made entry is could feel his energy flow into mine. He was so masterful with his boy toy, he could raise the crescendo, then send it crashing down and the make it rise again, only higher. When he allowed me to cum, it was like being in paradise. I lost my breath for a second I was so enraptured. ."Paul that was so good, my love... But now it's my turn to get you off. Stay right here, I'll be back in a minute. I went to the bathroom so I could get ready.

When I came out, I was wearing a harness that had a 12" dildo attached to it. Paul's eyes got wide. "What's that for?"

"You my darling. Now get in the doggie position here on the edge of the bed with your ass facing me." I took a jar of petroleum and jelly and scooped out a big dab and I began smearing it against Rachel's bottom. She moved her butt around as I did. I slowly inserted my middle finger into her waiting rectum and slid it in and out in a rhythmic rhythm, Rachel was now moaning and thrust her butt even higher in the air. Within a couple of minutes, I was able to get two fingers inside her.

I lubed my big fellow and slowly entered Rachel. She moaned at first when the tip first entered, but once her sphincter muscle relaxed, I shoved myself inside her as deep as she could stand and just stayed there for a couple minutes. As I stood there I reached down and gave her breasts a good working over and then her nicely rounded butt. I slowly withdrew and started my love dance.

With each thrust Rachel would moan and try to catch her breath. The faster I pumped, the more she seemed to like it. As is pumped I could feel my balls bounce off of her butt. I grabbed her boy toy and began stroking it for all I was worth bouncing the dildo against his prostate and manually jerking him off, brought about a climax that was so monumental, the she collapsed onto the bed in a heap. I crawled onto the bed so that Rachel could wrap her body around my backside.

Rate this story

Liked this story?

Nifty is entirely volunteer-run and relies on people like you to keep the site running. Please support the Nifty Archive and keep this content available to all!

Donate to The Nifty Archive
Nifty

© 1992, 2024 Nifty Archive. All rights reserved

The Archive

About NiftyLinks❤️Donate