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My wife is cheating on me, with me
I was on the bed with my golden red locks strewn across the pillow, my eyes closed and lightly made up in natural colors with light pink coloring on my oval lips as I sighed in contentment due to the pleasure I was receiving. My black garter was attached to dark hose and on my feet I had on a pair of black heels. I had my legs wrapped around my lover while my arms reached up between us and squeezed their butt to help ease them into my excited love hole. Janet, my wife, was making similar noises as she enjoyed pounding her strapless dildoe into said love hole and pressing her breasts against mine while we kissed and orgasmed from the intense feelings of sexual bliss and love.
I should maybe step back and tell you who I am and how I got to be in this position!
My name is Kevin and I am about 5ft 6in weighing in at 140 lbs with long brownish red hair and green eyes. Slender, hirsute and semi athletic, I am in decent shape if not 'buffed' or 'ripped'. My days are spent as a day trader and I am doing quite well at a portfolio of over 1.5 million dollars. I have occasionally spent some time cross-dressed but never got 'into it' like you read about.
Janet is my wife and she is about 5ft 5in and weighs about 130lbs with long dark hair and blue eyes like the ocean that you can just drown in! She has a slender but well curved figure with 'c' cup breasts that she tends to keep covered in her business apparel as an accountant. She had had some gay activity in college prior to her CPA, but then she stopped when I came along and we started to date out of college, moved in and then about 8 months ago got married.
A typical day would be for me to wake up, get the coffee going, make a quick lite breakfast while Janet showered and then take her coffee while she dressed and came out to get breakfast. I would be wearing a T-Shirt and either shorts or lounge pants with slippers till she started to eat and get her stuff together for the day. I would then get my shower in and still dress casual since I was a homebody.
One morning I had no underwear, and when I asked the wife about it, she responded with, "I'll bet that butt of yours would look good in a pair of my panties."
I gaped at her and said, "Huh?"
"I said, you'd look good in panties. You've got a really nice ass baby." She grinned.
"But I am not a girl and they would be to tight on my junk. I did not think you were into that kink." I said.
"I can't help it. I like to see my guys in panties. You know it turns me on when you dress up for me baby. It makes me recall those 'experimental days' of college!" she quipped.
"Thanks, but no thanks. And...hey! It's late! You've got to run." I told her.
That was the way it began. After Janet left for work, I tried to read the paper, but I kept thinking of what she had said. Panties? I bet she thinks all my hair would make it a joke.
My usual routine was to spend about an hour and a half on the computer, then take a break for my breakfast, and then go back to the computer for another two or three hours setting up trades before knocking off for the day for lunch, a lite work out, or house cleaning, laundry, you know, whatever needed to be done around the house.
Two days later, I lost about 100k due to an unforeseen fallout on pork bellies, so was pretty much in a funk and burned dinner.
Janet was a good sport and ordered Chinese and when I apologized again, she said, "It's Okay baby, these things happen. I'll let you off, on one condition. I have something for you."
I asked what it was. My jaw must have dropped when she brandished a pair of pink french cut bikini panties at me.
"These. You can wear them while we're cleaning up the dishes and watching a movie. They're comfortable, they'll fit you, and after a while you won't even know you have them on."
I doubted that. I flatly said, "No."
"Baby, I am putting my foot down on this. I know you work hard, and so do I. I want you to do something that will make me happy and not think about you or your 'masculine image' when no one will know but us! So just for once, I want you to do this. It's not a big thing, it isn't going to interfere with your 'junk', and it will give me a little bit of pleasure. Please. For me. Let me see how you look in these."
I had had no notion that this was that important to her. So, with a sigh, I stripped down and put on the panties. First one leg through its lace- trimmed leg hole; then the other leg; then drawing them up to my waist.
I felt kind of silly, but one level beneath that, something inside me was thinking, Damn, these feel good! Janet was right about that; the smooth, satiny fabric felt pleasant next to my skin. I wouldn't have thought that my...well, my male hardware...would be so comfortable in them. They were soft and gave me more support than I would have expected, and damn, they were sexy!.
The soft fabric rubbed me when I shifted in my chair, and I began to get an erection while we watched TV.
That last hour of the movie was pretty much of a loss. I had trouble concentrating, because my body kept reminding me that it was in panties, and my erection wouldn't go away. The movie ended and Janet and I went to bed.
I went over to the bed and when I crawled under the covers she grabbed me and kissed me, hot and passionate. Her free hand groped my panties and fondled my dick. Janet is very skilled at giving head and gave me a long slow blow job.
Smiling and licking her lips, she said, "There. You did something for me; now I've done something for you. For both of us, actually." She grinned. But I wondered whether some of the excitement of the experience arose from the fact that I had had those panties on.
The next evening, Janet gave me a pair of white bikini panties that had the 'all-lace' bottom to wear. I think it's significant that, without a word, with no objections or hesitation at all, I stripped down again and put them on. We again had great sex with me going down on her in a 69 and her gushing multiple times before I came.
From that evening on, I wore panties for her every day. One evening, it suddenly struck me that I had panties instead of underwear. My regular briefs were coarse compared to my panties, and they were a boring white, while the collection Janet was amassing for me were all kinds of colors and textures: white, pink, blue, red, even a couple of pairs of thongs.
I realized that I had come to LIKE them. After about a month, Janet proceeded to what I now know was the next stage. I was just starting to get dressed one morning, when she held up some pantyhose and said,
"You're going to need more protection against the cold, Darling, these will give you an extra layer of warmth under your pants."
I recalled the reluctance I had about the panties and how it ended up being OK, so I put them on to humor her.
But all during the day I could feel that they were there. Normal pants just rub your skin and can be somewhat course or like the Yoga pants, airy and unnoticeable; they don't rub your genitals or legs every time you get up or sit down or across the room. The pantyhose did and was a constant sexy reminder of what I was wearing. At lunch time, I couldn't stand it anymore. I went into the bathroom and jerked off.
When Janet got home, she asked me how my day had been. She always asked me that, but there was a look in her eye. I blushed. It was as if she had said, "What was it like to wear panties and nylons all day you sexy little vamp?"
I mumbled something about its having been okay, and Janet dragged me into the bedroom....She saw right away my hardon and proceeded to reward my 'putting up with her little kinky fantasy' with another evening of touching, kissing and passionate sex.
I wore panties and hose all the time now and sometimes even thigh high or stockings and garters when I knew Janet was randy, as it just pushed that kink button for her, and I had come to love wearing them. About this time, all my Jockey shorts had disappeared from my dresser drawer. Janet got me some short slips or camisoles to replace my undershirts, and the undershirts disappeared, too.
It was about 2 weeks later that the next step came out and Janet told me, "I really like you in the panties and hose, but there's only one thing, you need to shave so they look better without all that hair."
"Umm...shave?" I stammered.
"Well, look at your legs. All those hairs! Hairy legs look great on a man, but not under pantyhose." she replied.
"You mean, you want me to SHAVE MY LEGS?" I groaned.
"Well, you don't want them to look tacky, do you? Of course, you've got to shave your legs. You want that sexy look to be the best it can be and if I shave mine for you to look good, you can do the same for me!" she stated.
"Don't be ridiculous!" I tried to argue.
So that morning I started shaving my legs. I went back into the bathroom and lathered up. When I finished, I put the pantyhose on as normal, and...WOW!! If you've never felt how nylon feels on your legs when you've just shaved them, I can't tell you. All I can say is that it was as if they were closer and snugger about my legs than when I first tried them on. The feeling was so erotic that I was hard immediately and Janet noted it with a gleam in her eye and a promise to help with that when she got home.
"Another thing, Darling. It's going to look funny if you go out and wear shorts and a tank with the legs smooth and the top not, so maybe think about shaving all the hair off. Also, since it is getting too cold for you to sleep raw if you end up shaving, I think you should start wearing a nightie." She held up a filmy red baby doll nightgown.
I think it was about this time that I started getting into all this. Up to this time, I had been wearing the things she gave me to please her. But I thought about how that nightie would feel next to my bare skin, and I thought of cuddling up to Janet with it on, and I quietly decided that, from now on, I would wear anything she wanted me to.
The next day I went out to the Walgreens and got some Nair and did the rest of my body, even shaving my underarms and pubic area so it had just a little 'landing strip' about 2 inches tall and 1/2 inch wide.
That night, I wore the baby doll with my body completely free of hair since I was a kid and felt alive with all the sensual feelings coursing down my body from the hair free skin and just loved the enhanced tactile experience so much that I could not hold back at all and ended up coming quickly when Janet mounted me that night. I knew she was disappointed, so I dropped between her legs and slurped away at her privates till I could bring her to 2 quick successive orgasms.
About 1 week into October, she told me that there was going to be a 'unofficial' Halloween party and she wanted me to go as her 'date' and not her hubby....
"With your long red hair, I can make you Poison Ivy and I can go as Cat woman from the 60's...we can be bad girls together and you know I will make it worth your while. No one will know who you are, and I will set up the costumes! Say you will. Please baby? she cajoled.
I relented and knew at that point her goal was to obviously get me cross-dressed and at this point I actually did not mind it since it was making her such a horny lover.
That Saturday morning, she had me dress in my normal panties, hose and a camisole in light pink with a pair of her jeans, some tennis shoes, a white bra we stuffed with hose and then did my eyebrows just a bit and added some mascara and light pink lipstick. She put all my ID into a small hip purse along with the lipstick and away we were to the mall to get the last items for our costumes. She drove, since while I was not, in my mind, totally passable, she told me no one would question my being a woman and we would get a few things as well as a makeover, so it was going to be 'girls only' today!
At the mall, we headed to the shoe place and I got green 5-inch heels while she picked up some knee high black boots with a tall heel. then we went to a charms kiosk and she had me get my ears pierced with 2 holes on each side and some long green dangly earrings and small green hoops. Janet got a gold chain hip belt and then we were off to the salon for mani pedi treatments. Janet got inch long french tips and the same style toes, while I got long burnt orange nails and toes with the ring finger on both hands having a little tree decoration. She had both of us get facials and my brows were waxed to look like Brooke Shields type arches and then we were off to another store called Pierre Silbre to get me mastectomies in a 'C' cup with spirit gum adhesive and removal ointment so I would not have to stuff tonight but feel them on my chest like a girl should.
When we got home we started to dress and Janet put on a black skin suit with the boots, the chain and a small cat ear headband with a black mask and looked so hot I had a hard time not getting frisky. Then she put me into a light green nylon body stocking, with a dark green satin leotard, the green heels, teased my long hair out and down so it was loose around my face and down my back, then gave me smoky eyes, pink lips and added the new earrings into my new piercings. She said, "You look good enough to eat baby, and I plan on doing just that when we get home, so remember you are my cousin Kandi tonight and not my husband Kevin!"
She again drove to the party and we were a hit as two sexily clad ladies at the party with many of her work associates there and already starting to show signs of plenty of drink. We danced, drank and got bought drinks, asked to dance and Janet was of course asked about Kevin, she responded with, "He was sick and since Kandi was in town visiting, I talked her into the party!"
I agreed and at one point while dancing with one of her workers, I could feel him getting aroused when it changed to a slow dance, and I did my best to ignore it but when I told Janet she just giggled and said, "That Randy sure is....but that should also make you feel better about passing darling!"
The rest of the night was us dancing together, and finally leaving around midnight since my feet were killing me. While we were driving home, Janet had her hand on my thigh, caressing it and teasing my tucked manhood ever so gently until I was squirming in my seat. When we got home, Janet opened the door, pushed me in, closing it with a heel kick and pressing against me kissing me with plenty of tongue and telling me how sexy I was and how much she wanted me. I could not help but to be aroused and returned the passion and drug her to the couch where she took off her boots, slipped out of the catsuit and pushed my head into her already soaked pussy. I lapped and sucked and inserted a finger into her pussy and her ass and that was it. She came hard and loudly squirting a load of her juice into my mouth and then started to grind and hump my mouth like a she devil in heat. Janet came in another rolling orgasm that lasted several minutes and then pushed me off her swollen labia and pulled the leotard and body stocking down to my feet and mounted my stiff manhood and sadly I again had no control and came quickly. This time she kept grinding and writhing on top of my cock, so it did not go too soft and brought us both to a more lengthy round of loving. When I was about to come, she hopped off me, took my cock into her mouth and wanked me into her open waiting mouth while staring straight at me. I groaned in erotic pleasure and did not even stop her when she came up and tongue kissed me and actually fed me some of my own come in the process. We ended up asleep shortly after in each other's arms on the couch and not waking until the next morning.
That started to become a routine for us during the week, I would dress mostly like a male with maybe panties, hose and a camisole on at the most but on weekends I would dress fem for her and we would always end up having wild sex during the weekends.
When December came around, I thought I would arrange a surprise and made sure to get a few gifts to spice up the activities, since it was apparent to me that I LIKED wearing these clothes and my wife had turned me into a transvestite. I had now been dressing for months and was fairly confident of my ability to pass, so I decided to get me a few leather outfits, a tattoo across the lower back and a belly button piercing since I noticed that Janet was inclined to be more responsive when I was a little slutty looking. That meant the outfits were tight, short and lowcut and the heels were tall.
I had the tat and piercing scheduled for early after Janet left and made plans with her to join her for lunch as Kandi. She was excited about having me show up at work dressed for her and was looking forward to lunch.
The Tattoo was a little tribal thing with a heart in the center that had her initials in it. Then they did the piecing and I groaned on that one, but when I saw the little bling in my belly, I just knew it would make Janet hot. I got home and put on a pair of tight low-rise acid washed jeans with no back pockets, that had a horseshoe gusset to really accentuate my bottom with black thong panties and black clunky heeled boots. I had on a matching black VS Bra and a little crop top long sleeve sweater in black with the cut-out shoulders and a turtle neck...it was such a great oxymoron statement I loved it and knew it showed the belly button and since it was extra tight, my breasts as well. Light day makeup, jewelry and a purse with all the asundries and I was ready to go.
Oh my gosh! I liked wearing these things. They were so light, not heavy the way men's clothes are. They just felt much more comfortable than my old men's clothes.
When I showed up in the lobby and Janet came out and saw me, she squealed and rushed up to give me a hug and kiss and as we hugged she whispered it was such a surprise to see me looking so hot and feminine...almost as if I was teasing her!?
I told her, as I pointed to my belly and then lower back, "I wanted to surprise you and make you squirm the rest of the day thinking about it, so chose this to show you my new bling!" She saw the piercing and tattoo and chuckled softly as she took my arm and escorted me out saying, "Kandi, you are a little tramp! I like to feminize my men, but I know where to draw the line. You appear to have crossed right over into being a slutty little tease!? You're enjoying this; I can tell."
"Yes. But mostly I like the way it gets you all steamed up and horny, so I don't mind being your slutty girlfriend on the side!" I told her with a wink.
We went to lunch and ate some salads with wine and the whole time I was touching Janet, playing footsies and just being a brazen hussy and I am sure it drew attention. The problem was that it had an obvious effect on Janet and she finally just got up and took me by the hand and said,
"Come to the restroom with me so we can fix our makeup and pee, OK?"
I smirked and complied, rising from my chair and sauntering in front of her wiggling my hips and ass at her for a little more torment. That may have been a mistake.
When we got into the bathroom, she rushed me into a stall, pushed me down onto the toilet calling me a little slut and promptly lifted her skirt and dropped her panties pushing herself into my face while holding the back of my head. I could smell her horniness and taste her already dripping nectar and said softly, "Mmmm, desert!"
Lapping away at her sex until she grasped me with both hands forcing her against my mouth and groaning in orgasm was the best feeling I had as a woman. It made me feel powerful, sexy, wanted like I never had as a man and most importantly, satisfied at making my lover feel good!
Janet stepped back, pulled up her panties and dropped her skirt back down and said,
"Fix your face lover, it looks mussed, while I go pay the check."
Sex at home was better than ever that night as she had stopped at an adult store and purchased a strapless dildoe that inserted into her and had a 'ball sac' that held batteries and then extended into a 8 inch realistic phallus. She took my virginity that night and again in the morning with both of us screaming in orgasmic bliss.
In the morning after we recovered and had some coffee and breakfast....I made eggs, waffles and bacon. Janet told me that there was a X-Mas party she wanted me to attend with her but was not sure who should come. She loved me and our life, but she was becoming more and more fixated on me as her female lover that she was seeing on the side and wanted to bring her to the party as well and did not know what to do.
I told her the best thing she could do was get a ticket for her husband, be seen at the party with him and then in the hotel room, hook up with her lover that she was seeing on the side! That way she keeps the good professional image of a working professional wife at work and still gets to sleep with her girlfriend in a 'hotel liaison'
So on that day, I had treated myself to a day of pampering and got my fingernails removed, my toenails redone with french tips, insured I was smooth all over with a depilatory and pulled hair back into a ponytail and put in small gold studs for earrings. No makeup and only male watch but did have a silk button shirt in white with a plain cotton camisole underneath. White satin cheeky panties and dress socks under my nice 3pc suit in grey pinstripe with a nice Christmas tie said I was a trendy fashionable guy. In my overnight bag, I packed a pair of Jeans, a bra and panty set, a nice floral blouse, and my makeup kit, and tennis so I could leave as Kandi in the morning. I also had a truly sexy little baby doll in red with black trim, some back seamed thigh highs in black, black CFM pumps with 5-inch heels and of course my mastectomies.
I did have a long conversation with Janet on who she wanted to attend the party with and if it was me, did she want to have a rendezvous with Kandi after as it was becoming more apparent that she enjoyed her affair with Kandi but still loved me as either person.
Janet told me,
"I want you to come to the party and maybe I can sneak a few hours away with Kandi that night....or if I spend it with you, that works too baby. I love YOU. Whether it is as Kevin or as Kandi, you both turn me on and I enjoy our lovemaking either way. It is just a different kind of sex between both of you, that's all."
So with that thought, I had my hair cut shorter so it was almost a crew cut and packed the wig and her dildoe into the Kandi bag.
That Friday afternoon of the party, I grabbed Janet's and Kandis packed overnight bags and put them into the car. I then got my suit and clothes ready for the party and after showering and performing my daily trades, ate a light lunch and just relaxed till Janet got home.
When Janet got home a little early, I was at the door with a glass of wine and told her to shower and get ready while I changed into my suit. I had all the other bags in the trunk and ready to go.
I put on a sexy black thong, making sure to pull my junk forward, grey and pink argyle socks, a pink silk button shirt, a light grey 3 pc pin stripe suit with a dark grey and pink paisley bow tie and black and white spectators. When I finished dressing, I went into the bathroom and refreshed Janet's wine while she was putting on her face wearing only a garter, bra and panty set in white lace paired with tan back seamed stockings and could not help but to envy her sexiness. She shoo'd me out, telling me she wanted to surprise me with the dress, so I left and waited in the living room.
Janet came out 20 minutes later, wearing a creame lace fitted long gown with a sweetheart neckline that really showed off her girls and figure. The split was offset at her left leg and showed just the hint of the garter and stocking tops paired with her silver stiletto sandals, she just oozed sex appeal. Her nails were a dark pink on her fingers and toes, with smoky evening eyes and long dangling diamond and opal studs. A lace choker with an opal cameo highlighted her neck and made me want to kiss it long and wetly. She wore her dark hair down and all I could do was stammer how wonderfully beautiful she looked.
I escorted her to the car, opening and closing the doors as a true gentleman should and drove us to the Hotel and party.
When we got there, we checked in and I took up our bags. Then we turned in our tickets to get into the party which put us into the raffle and bellied up to the bar and ordered us both dirty martini's. We mingled, and Janet got many compliments while I was also told I looked handsome. We had a blast dining, drinking dancing and mingling with her coworkers. Dinner was prime Rib, veggies and fried potatoes with onion and mushrooms. we drank, chatted, danced and had a good time till about 11 pm when I excused myself back to the room and told her to enjoy herself as I had had a busy day and was tired.
When I got to the room, I undressed and put on Kandi's clothes for the night I had packed earlier. Then I opened up the wine I had chilling in the sink and put Janet's dildoe and some lube on her nightstand. My wig and Mastectomies were held in place by the spirit glue adhesive, so I was all set to put on my face and wait for my lover to show up. Janet came to the room about 15 minutes after I had everything set up and when she saw me on the bed, she closed the door, and left a trail of clothes to the bed and bent down to give me a soul kiss that left me breathless in anticipation saying,
"My, what a sexy little slut you are in that outfit! Did you wear that for me lover? Because you know I love that sexy little slut look on you baby!"
"Mmm come and get it darling!" I said huskily.
Janet dropped her dress, climbed on the bed and took me into her mouth and proceeded to blow my shecock long and slow till she spun around and planted herself on my face as well. Our lovemaking started out slow and sensuous with petting, kissing and holding and then progressed to Janet making me suck her now shaved pussy until she came explosively squirting her juice into my mouth and drenching the sheets! I climbed up and kissed her while inserting my cock into her until we both came again. She pushed me over, climbed onto my face and rode it till she again orgasmed forcing my come and hers down my throat and then she got up, inserted her dildoe and rode me from behind till we collapsed in orgasm. The loving had continued into the wee hours of the morning when we finished in satiated exhaustion and slept till about 10 am and had to dress and pack and check out. I used the adhesive remover on the mastectomies and put on jeans, tennis shoes and a t-shirt while Janet did the same and we cleaned up the room a bit to remove most of the sex.
During our X-Mas celebration at home the next week, Janet was off work and I spent the entire time as Kandi. X-Mas Eve we spent cuddling and celebrating our love till we went to bed and actually just slept. The next morning, I awoke to her spooning me from behind and cupping one of my breasts. She woke, kissed me and said she loved cheating on Kevin with me as Kandi. I was such a wonderful lover, girlfriend and husband that she decided to get me laser hair treatments for Christmas, so I would not have to Nair my body anymore as well as breast augmentation!
It ended up being the best gift I could get and was able to give her the two tickets for a Hawaii vacation with her girlfriend and sexy little Wicked Weasel bikinis ( she got the cherry bomb and I got the sailor stripe ) and told her that if she was going to cheat on me with me, we could spend some quality time away from the 'husbands' prying eyes and she could get us both working on our bikini body and tan lines! She laughed and hugged and kissed me telling me she was looking forward to spending quality beach time with her mistress, but maybe the hubby was going to have to go missing if I got the breasts done at my current mastectomy size!
I guess I will have to change my name permanently to Kandi now!?