My Date with Destiny
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Currently I am sitting at my computer playing World of Warcraft wearing a sexy little red mini skirt with a white silk blouse. Under that is a white VS T-Shirt bra with a lace thong panty, flesh tone fishnets and my favorite red 5-inch heeled pumps. I also have my long wavy strawberry blonde wig on, ruby and faux diamond drop earrings, a lady's watch, necklace to match the earrings, casual makeup and just a splash of Dark Obsession perfume.
Since my roommate, Anthony, was going to be out with the guys playing ball for several hours, I knew I could indulge myself and become my alter ego, Kandi, for a few hours. I love dressing like a girl and being sexy. I may not be much of a man, but I know I am one hell of a hot looking gal. As you may have guessed, I am a dresser. I was taught how to do this many years ago by the girl I was dating at the time until we broke up about a year ago and I moved in with Anthony. He is a tall, dark, handsome guy that the women all go crazy for and reminds me of a young Denzel Washington. I don't think he knows I dress and would like to keep it that way, so had to watch the time so I could change back to Kevin before he got home.
Sadly, I am not your typical guy who is 6 foot 1 inches, about 185 pounds and sporting blonde hair, muscles and a tan . . . and a large member that girls drool over. I am about a half foot shorter at 5 foot six and weigh much less than the normal 185...I am a slender 135 of lean, lithe muscle with red hair and blue eyes, pouty lips so I look like a male redheaded version of Liv Tyler. Well in the face anyways!
After years of dressing, I have accumulated a full wardrobe, become skilled at makeup, mannerisms, and even speaking in a feminine pitch. All of this skill can be attributed to my girlfriend at the time, Janet. Janet is also about 5 foot 5, 125 pounds, brown eyes and hair that is long and wavy. She is a slender, fit and sexy woman with "C" cup breasts that are just amazingly topped by dark brown pencil eraser sized nipples, and an ass you would see on a pin up girl from all the cycling and swimming she does. Janet is bisexual and likes some of the lighter BDSM stuff as well as roleplaying and she has, well, quite an appetite if you get my meaning.
My life took a sudden turn while I was inflight to Stormwind and I heard Anthony come barging into the house hours before he was supposed to be home....
"Hey Girl, you seen Kevin....Wait, who are you and whaaa.....Kev man is that you?" he said shaking his head.
"Wait man. I can explain and this does not have to get ugly or nasty...." My life as a dresser flashed before my eyes like you see in the movies, just before you die!
-------------Flashback----------
When Janet and I met, 5 years ago, I was a sloppy dresser and not yet a cross dresser. I was a typical horny young man looking to get laid for a good time and sow some oats. Janet made sure to catch my eye and on our third date, we were in bed making way to much noise. Three months of us dating and having a pretty routine sex life had me moved in. One night while we were caught in the afterglow with me laying on my stomach and her sitting up stroking my shoulders she commented,
"Kevin, honey, has anyone told you, you have a sexy little butt? I bet you would look great in a thong! I know you go wild when you know I am wearing one. Can I buy you one to see if we like it? You know I will make it worth your while if you wear it!"
"Sure. Whatever. My white cotton briefs work OK, but if it gets you all hot and bothered, I am all for it baby! We can get some after we go for a bike ride in the morning if you want." I replied.
In the morning, we put on our spandex cycling gear, went for a nice bike ride and then we were off to the mall where we stopped into a Victoria Secret store where she got a couple of sexy brightly colored thongs and a pair of satiny high waisted bikini briefs. When I asked after we left if we were now going to Macy's or something to get me some underwear like we talked about, she just smiled and said that that was what we had just bought!
"You want me to wear girls' panties? That's a bit kinky baby. What if I get caught in women's clothes, I am going to be made a fool of?" I asked.
"You shouldn't be 'caught' unless you are sleeping with some other bitch. Besides, you think they look sexy on me, so I want to see if that cute little butt of yours is sexy in them as well. You said you would wear what I got you earlier, so you backing out now?"
"OK. You win, I will wear them for you! Sheesh, what I do for love!"
"You mean what you will do to get into my panties? Pun intended baby! Now, take these and go to the bathroom and change into them for me." She told me while handing me one of the thongs.
I did as told, and went into a stall, dropped my pants and removed my underwear and replaced it with the black thong. I had to admit that they were comfy and actually cupped my 'boys' better than the old briefs I just changed out of. Tossing the old briefs into the garbage and covering them with older towels, I came back out and she patted me on the ass and said,
"Mmmm I like it already, just thinking about you in that thong has me wet. We need to head back across the mall and get home so I can see you in them and then fuck your brains out you sexy little tease!" she smirked at me while again patting my ass in my tight jeans.
Walking through the mall took forever as she made us stop and window shop for some girls dresses and asked me what I thought about them or kept a constant tease on, brushing her chest against my arm, putting her arm around my waist and sliding her hand into my rear pocket and then casually 'patting' me. I was so wound up with sexual need, I would have done almost anything at that point to have her. When we got into the car, she had me drive and put her hand on my thigh and then as we got going, she slid it up and stroked my cock a few times making 'yummy' noises while licking her lips wantonly.
At home, she dropped to her knees, pulled my pants down and spun me about to see my ass in the thong and then made me yelp as she first kissed, and then bit my ass. Spinning me about again, she pulled my 5-inches out from behind the panty and started to suck on my now turgid member until I was moaning and squirting my load into her mouth in almost no time. She smiled and kissed me so that I could taste the spunk on her lips and when she tongue kissed me, I could really taste it. She then said,
"I told you I would make it worth it baby! I hope you liked it and will wear the others for me. Your ass was so hot. I can tell you liked it by how quickly you came. Now I need you to suck my pussy and fuck me. This whole thing has me so horny now."
Janet took me into the bedroom, pushed me down and sat on my face so I could eat her soaked and dripping snatch. When she saw me get hard again, she hopped off my face, and planted her hot sex onto mine and ground away till we both came. She replanted herself onto my face and I could hear her shout to me,
"Yeah, eat me you sexy bitch! Taste our come. You wearing my panties has me so fucking hot, I am not letting you wear anything else now bitch, so get used to it since I can tell you liked it by how much you came twice now while wearing my panties!"
The next morning, I noted all my underwear had been replaced with panties and really did not care. Our sex life was amazing. She was so sexy and when she bought me a pair of tight low-rise flair jeans for a present and made me wear a thong, I did not care. I noted the shallow pockets and she just told me to not worry about that as they made my butt look even better and while we were out, she again kept a constant tease and fondling routine up until we got home. After another sexual marathon she confessed to having put me in women's jeans and that she was hoping to get me fully cross-dressed so she could indulge her fantasies of being with another woman since it had been over a year since she had last been with one. That meant she slept with another girl just before we started dating!
I wore thongs or bikini panties every day for about a month and the occasional pair of her jeans when we went out for about 2 more months. One night, to really get her going, I put on a white camisole under my pink button up shirt, a pink thong and the women's jeans she had gotten me several months back. When she saw me come out of the bedroom wearing my outfit, she wolf whistled me and showed me her short little minidress with a twirl. I reciprocated the whistle and when we hugged, she must have felt the camisole as she pulled back and asked,
"Oh, do you have a bra or a cami on baby? You know I like fucking a woman now and then, so is this a girl's night out you sexy bitch!?"
"Well I did not think of it as 'girls' night', but I did want to sneak a sexy little surprise in for you. I think when you see the end result after dinner, you will enjoy it."
"You, Kevin my love, are one hell of a tease and now my pussy is getting wet with anticipation on what you have planned. Do we have to do dinner, or can I just take you to bed now for dessert like I had planned?"
"You will have to wait for dessert until after dinner baby." I admonished her gently.
We ate dinner with major flirting and groping going on and I laughed as some guys checked her ass out as we walked past their table.
Back at home, she rushed us into the bedroom and removed my shirt while kissing me, grinding against me and then she gasped as she realized I was completely hairless. Then as she stroked up and down my arms making happy noises, she tugged at my zipper and pulled down my jeans to reveal that I had indeed dipilitated my whole body. Janet cooed about loving the smooth look and after fondling my butt in the thong it was all I could do to remove her dress. After finding her in only thigh high stockings and heels, I pushed her down onto the bed while I still had on the cami and panty set and dove into her now bald snatch. Pushing a finger into both her pussy and her ass had her grinding and flowing in no time. She squirted her orgasm into my opened mouth and then pushed my head back down onto her so I could keep going. After a second orgasm, she pulled me up so I could mount her and pump my dick into her until we both came at the same time. She ended up pushing me back down onto my back after I rolled off her and sat on my face while taking my limp meat into her mouth until we both came another time. The night was filled with loud sex noises, happy lovemaking and when all was finally done and we were in that post coitus glow, she commented,
"I like this look on you. All hairless and in women's clothes being my girl lover tonight. That was a major turn on for me baby and then having you be able to stuff me with your dick made it even better. Stay this way and be my boy and girl friend. I will even help you become passable with makeup, jewelry and mannerisms if you want so I can take you out totally dressed up as a sexy bitch instead of just a sexy sort of dressed up one. Say you will please baby. I want us to relive tonight if we can and this was so HOT!?"
"Well when you ask so nicely....I can try to put on a dress for you if you want to have lesbian sex. Heck I guess that's why I did all this tonight. But going out in public dressed totally as a girl...I don't know Janet. I don't think I can do that. But I have no problem doing it for you while inside our house!"
Janet just smiled, clapped her hands in joy and said,
"OH. I love it! I am going to love making you look like a sexy assed bimbo before banging the shit out of you baby! Mmmm, I can't wait to see you in a dress and heels with that tongue of yours on me."
The next day, Sunday, Janet left early to go grocery shopping as she normally does and did not come home till late with groceries and then a bunch of packages.
Janet went all out and got me a little black minidress, red heels, lingerie, jewelry, mastectomies and even a red-haired wig! We had a lot of fun changing me over and putting make up on me and before I knew it we were off to the club. A place called the Transporter that was a LGBTQ place with a pub style atmosphere and a small dance floor. We ate, drank and danced with each other and I never even worried about being hit on or beaten up since it was an openly LGBTQ place. Sex that night was amazing, and she made me promise her to dress again and be her slutty girlfriend all weekend before letting me come. At that point I was all in and agreed to anything.
Weeks went by with me dressing up as Kandi on weekends and us going out to the Transporter until one night she took us to a standard club, and now I had to worry about guys hitting on me, touching me and buying us drinks, dancing and after a while I just stopped worrying and enjoyed myself knowing I was going home with her.
Our sex life continued with me sometimes as a man, and others as Janet's girlfriend. We even started using toys and she took me 'back there' with a strap on a few times and while it was fun and made me gush buckets when she hit my prostrate, I enjoyed banging her pussy with the dildoe in her ass more...and truth be told I think she did too!
After several months, I had almost as large a clothing selection for Kandi as I did for Kevin, could do all my own shopping, make up and even had an ID for Kandi. Sadly, that all ended a year ago, after us living together for several years this way when I caught her in a threesome with another couple due to her wanting to be poly, while I thought we were monogamous.
-------------back to now------------
"Naw, man this is perfect! I rushed home because I heard Melindra, you recall her, the one you told me was trouble and to dump right away? Well she is going to be at the Jocko's wedding Saturday with her new man and I was wonderin' who you knew that I could take...looks like I gots me a date, as you looking full on sissy and no one knows me better to piss that bitch off and stop her from shovin' her man in my face! This way she see me with a hot ass bitch and be like, damn I let him get away! You do it man or the whole complex knows you a sissy and I tell you parents and work too!" Anthony said with way to much enthusiasm.
"But Anthony, I'm not gay...well dressed like this I guess I am, as I like women just like you do! Melindra will never buy us being a couple as we won't be acting like one! So come on man, ask Nikki to take you. She is cute, likes you, is in room 222 around the hall, and you know you will be banging her at the end of the night....not happening with me!" I responded while shaking myself out of my reverie.
"Well that gives us today, Thursday and Friday to get you used to being around me as my girl and Saturday to wow her into jealousy so she becomes my girl again!" he crowed out his plan of reunion to his ex.
"Are you freaking nuts dude!? What if I get caught as a dresser at this party? What if you react badly to me touching you? You beat me up as a sissy in front of everyone and that accomplishes what exactly? More importantly, how can you want Melindra back after she dumped you for 'what's his name' because he was 'so much better than you'?"
"Johnny, His name is Johnny. Now look man. You doin this is all I got to say and that means we go out tomorrow, Friday and you wear something extra special to the wedding party Saturday and make it look like you madly in love wit me in front of her and we good....shit man, this work, you got rent free for three months! So we doing a movie tomorrow and dinner and dancing Friday and then Saturday, the big wedding party for Jocko. You straight on the way this goes down? We can just hang as you look too scared and shame faced right now to take out. So pizza delivery and a movie maybe?"
I logged off WoW and ordered pizza. I got Anthony a beer and poured myself a glass of wine and sat next to him resignedly watching, ironically, 'Victor Victoria' until the pizza guy showed up and I unthinkingly answered the door and signed for the pizza while he checked me out and smiled at my overdressed stated for the house and actually flirted a little with me until Anthony called me back to the movie.
After about two glasses of wine and half way through the movie, I was starting to relax and so was Anthony. He actually put his arm around me and pulled me close and said with a slight smile,
"You do look pretty cute in that outfit Kandi, and I am not surprised at the pizza guy hitting on you, but you know your my girl, so please don't encourage him in front of me."
"Wait, you think he hit on me!? no way, I thought he was just being nice!"
"Kandi, you look good and that's why I did not recognize you at first when I walked in. You definitely look like a good looking woman so I am sure Melindra will be jealous of you and I being together. Especially if you and I are holding hands, kissing and dancing at the wedding reception."
"Oh. So, you thought about kissing me? How's that gonna look to you?" I asked with a smirky little smile and tilted my head up to his to taunt him a little about it.
Anthony surprised me and bent down and kissed me quickly full on the lips and then repeated the kiss with a rolling wet bit of tongue that caught me by surprise and made me gasp as he pulled away and said,
"It looks about like that, but you don't look so surprised at the end, girlfriend!"
The movie ended and we both went to bed, but I did note him checking my ass out in the wall mirror as I walked away, so put a bit more 'roll' into it and when I got to my room's door, said with a grin,
"So Chinese and that new thriller movie tomorrow honey? I can't wait to wear my pleather pants for you and see how you like my ass in them if you were watching my ass wiggle in a skirt just now."
He actually blushed and agreed to the Chinese and movie, so off to bed we went.
Thursday morning, we woke and did our normal morning ritual for work and my day went by in a frantic buzz until it was time to head home. On my arrival, I noted Anthony was not home so grabbed a quick shower, made sure I was clean smooth all over by using a little Nair and put on a black thong panty after tucking and taping my boys in place, attached my "C" cup mastectomies and put on a matching black bra. Then I started on my makeup and jewelry, when I heard him come in. I finished my make up with some light pink and tan shadow, some light pink lips and then painted my nails in a frosty pink before exiting the bath in just my panties, bra and a kimono so he could use the shower to get ready. In my room I put on a pink silk top with open shoulders and split sleeves with my black pleather pants and some pink 5-inch heels. I added some 4-inch hoops, my strawberry blonde wig and put it into a pony tail so it was easy to manage and went out to wait on Anthony who already was out of the shower and wearing a pair of dockers and a blue button shirt.
At his car, I made him open the door for me and sat and then swung my legs into the car and smiled at him when he closed the door for me. I then reached over and opened his for him.
We ate and chatted among other couples and I never once got looked at like I was a freak....well maybe a couple of older white fold were concerned about the young black man being out with a white girl, but that was to be expected, I guess, as some just do not accept mixed couples. At the movie, we had some popcorn and a soda we shared, and Anthony put his arm over my shoulders, leaned in and kissed me saying how pretty I looked. I thanked him, kissed him back and put my hand on his leg while the movie started, and we munched popcorn. At one point I felt him shift and I adjusted my hand and felt his manhood press against my arm. His cock must be huge, I thought, as I moved my arm slightly down and away while I still moved closer to him for the body warmth just like a girlfriend should, I guess. The rest of the movie went as expected and as we were walking out, he took me by the hand and held me close so others could see us as a couple. When we got out to the car, I waited for him to open the door and then kissed him and said,
"I had a nice time and thanks for treating me like a lady. That means a lot to me."
"Sure Kandi. You know I kind of like being out with a hot little white girl. You do look amazing in those pants. You're right by the way, they do make your ass look fantastic!" he quipped.
"Oh Anthony, you say the nicest things! Glad you like the look. I wore it just for you baby!"
The drive home was a blur as I realized we had been flirting the whole time and I recalled feeling his massive cock in the theater and wondered if I had been mistaken as I thought I was pretty normal sized at five inches, but his felt like a porn star sized cock and for some reason it had my curiosity piqued.
When we got to the house, he opened the door for me and walked me to the door arm in arm. I pressed close to him and wrapped my arm around his waist while his went over my shoulders and as we got to the door, we both stalled thinking the other would go for their keys, and that's when I realized, I was stalling not for keys but for the end of the night kiss. When I looked up at him standing so near, he must have realized what I was thinking as he bent down and started to kiss me, and I felt my arms move of their own volition and wrap about his neck while my right foot popped up during the kiss. Damn, it was romantic and erotic as hell to me, all at the same time, and when he started to tongue kiss me I eagerly responded and Frenched him back with a long, slow, wet kiss that lasted several minutes until I felt his manhood start to grow as he grasped my butt and pulled me against him. I must have gasped as I pulled away and asked,
"Holy shit Anthony....Is that really you? I thought I felt it in the theater, but damn you are huge, aren't you?"
"Heh. It's just a normal black cock. I didn't mean to scare you with it, but kissing you got it goin a little, you know? Come on inside girl. Let's get a drink and talk about our plans." He said with a smile. Once we were inside, I got us some wine and we drank while we talked about tomorrow night doing dinner and dancing so we could get better used to me being his date. Then Saturday how we would cuddle and such and if needed, due to too much drinking, he had already purchased a room, so we could stay the night.
"One bed or two? Didn't you get this room when you were with Melindra, so I am betting it is one bed?" I asked nervously.
"Yeah, it is one bed, but don't freak out, one of us can sleep on the floor or on the chair or something so it is not awkward."
Since we were actually sitting quite close, with me having my legs pulled up and partially over his lap while he had an arm around me, I had to ask mischievously,
"Oh you mean like this, awkward?"
Then I leaned in and kissed him again knowing that maybe the 3rd or 4th glass of wine in about as many hours was making me a little reckless. That kiss turned into a longer one as he kissed me back and then we were necking like two teenaged lovers making sexy kissing noises and groping each other. Suddenly Anthony pulled me on top of his lap so that I was straddling him and continued to kiss me all up and down my neck making me quiver with excitement. I could feel his manliness growing between and unconsciously started to grind against it while I tongue kissed him, wrapping my arms around his neck to run my hands through his hair. As his manhood grew larger, I lost control and started to realize it had been months since I had been with anyone and almost felt like one of those times Janet had me dressed and she wore her ten inch strap on. I pulled back a little and grinning said,
"MMmmm. Feels like you like me a lot right now. I think that must be painful, so I have to know if it is really as big as it feels."
I slid of his lap into a squat and undid his pants to free his big black cock and gasped as it popped free and almost smacked me in the face. It. Was. Huge. I think it was actually bigger than the strap on Janet had used on me. She had made me fellate it and then take it in my 'pussy' and while I did not really care one way or another about sucking on her phallus or taking it from behind, it did give me a hard orgasm when she pushed it against my prostrate. This thing was larger by an inch or two in length and maybe an inch in diameter and I was staring at it in fascination until I felt my head growing closer until it was against my lips. I felt his hand on the back of my head, pushing my hair aside as he said,
"Yeah, suck my big black cock baby. I know you and I will both like that!"
As the head of his cock touched my lips, I could smell his male musk and taste his salty, sweet precome. Unthinkingly, I licked his cockhead and my lips and suddenly knew...I liked the taste. It was so much more real than that plastic dildoe Janet used. This was human, hot, throbbing, pulsing little drops of precome that made me lick it up to savor the flavor. I heard him groan when I pushed my mouth down over his cockhead, sealing it with my lips, sucking on it and twirling my tongue around it, across the frenum, dribbling spittle down its length so that I would use my small hands to pull it down the long shaft while wanking it until I could take more and more of the length into my mouth. Janet had been very proud of me when I finally was able to deepthroat her strap on, so I knew I could get close to that on this big black monster, and when I finally stuffed it down my throat so I could feel his balls pressed against my chin and my nose against his pelvis, his hand came away from the back of my head and I heard him gasp out,
"Shit girl, no-one has done that ever! You got some skills with that mouth Kandi!"
When I pulled back to the top of his cock, I kept just he head in my tightly sealed mouth while I looked up at him so I could watch him close his eyes in blissful happiness as I slid back down his length, once again taking his big black cock entirely down my throat. I was able to hold it there for several seconds before again backing off and then licking his length, his balls, using my lips and tongue and hands to tease his cock or balls before popping it back into my mouth and savoring his musky sweet secretions. I started to make sucking, slurping noises as he face fucked me for a while and then pushed his hands away so I could again take control. Now that his crotch was covered in spittle, I had no problem taking him balls deep again in a slow and deliberate sucking of his cock until I felt him start to tense up. I used my right hand to gently squeeze his balls, while my left hand wanked his shaft that I had aimed at my opened mouth, tongue extended. The first blast shot across my face, making me blink and then I was able to better guide the remaining three spurts into my wanton, hungry mouth. When he stopped spurting, I lifted my head so he could see his jism in my mouth, swallowed and then immediately pushed his cock back into my mouth, sucking hard, using plenty of tongue against his frenum to get the salty Dulce de leche tasting jism he had left inside his balls. As he softened, I used my fingers to scoop up his semen from across my face and licked it off my fingers while staring him straight in the eyes with a cocky grin and asked,
"So, I hope you did not think that was awkward baby, because as your girlfriend, I am gonna do that again! You taste amazing. I didn't care for the dildoe Janet and I used, but your big black cock was something totally different and it tasted so good, I could not stop myself." Then after a pause with no answer beyond the silly grin he had, I added,
"OK baby, I am off to bed. Since I do not work on Friday, I am staying as Kandi so I can get ready for tomorrow night's date."
I stood, walked into my room and at the door turned to look if he was watching me shake my ass as I walked away. He was. I knew tomorrow was going to be wild since I actually really enjoyed sucking on his massive cock. Changing into a little satin baby doll nighty, I heard him shutting down the house, locking the doors, etcetera so I came out as he got to his bedroom door across from mine and wrapped my arms around his neck pulling him down for another long wet kiss and told him,
"Pleasant dreams baby. Thanks again for a wonderful night. I can't wait for dancing tomorrow. I hope you like my club dress tomorrow night."
Then I twirled about, stepped into my room and quietly giggled at his expression as I closed my door and crawled into bed, dropping off into a deep satisfied sleep like I had not had in about a year.
Friday morning, I woke up at our normal time, made some coffee and fried some eggs with toast while wearing just a t-shirt and some yoga pants over my panties from last night. Anthony came out, saw me, smiled, patted my ass and got a cup of coffee while I set a plate down in front of him.
"Kandi, you lookin' quite pleased this morning. Whatcha gonna do today. boo?" he asked while eating his breakfast voraciously.
"Just going to get my nails done and make sure I have stockings for tonight and tomorrow. maybe play some WoW while I wait to get ready for the date tonight."
After he left, I ended up showering, dressing in a clean bra and panty set, some jeans, tennis shoes and a t-shirt. I went light on makeup, jewelry and headed to the nail salon to get a mani-pedi. The ladies were bored with no-one else in the shop, so I was given the royal treatment and I got my toes done in a deep wine color but had one-inch French Tips on my fingers. At the Victoria Secret shop, I was able to get some tan back seamed stockings with lace tops, then got some thigh highs in black for tonight's outfit. I found some big red enameled hoops I had to have and then also got a three-tiered faux pearl choker with matching drop pearl earrings that would look perfect with my dress Saturday.
I then spent the rest of the day idle around the house until about 4:30pm when Anthony was due to come home and slipped into my bedroom with a closed door and started to get ready. I put on a red cheeky panty from VS and a matching red lace bra. Then came the dark thigh highs, red high heels and a black mini dress that was seamed up the middle front and back, so it drew attention to my chest and ass. The skirt only came to about mid-thigh, while the scooped neckline also really made the girls look inviting, especially since the lace bra still allowed a little hard nipple to poke through the dress like it was cold out! I knew Anthony would be staring at my tits and ass all night long in this outfit and I wanted him to see me as a sexy woman and not a crossdressing laughing stock after last night's sexcapades! I spent plenty of time on my make up doing the eyeliner with a little wing, smoky eyes, plenty of mascara and a dark wine-colored matte lipstick. I left my hair down and loose, added the big red hoops I got earlier today, with ruby earrings, a lady's watch, a couple of rings, then a thin red lace elastic choker. I put all my effects into a small black clutch and was ready to go. Everything was red and black, screamed sexy babe, so I slipped out into the living room to meet Anthony who was by now wearing another set of tan slacks, a green silk button shirt and nice dress shoes. When he saw me, his eyes got big and I did a twirl for him while he said,
"Shit Kandi, you look fucking hot! I mean....you ummm, look really nice in that outfit!"
"Thanks Anthony. You look handsome as well. I am glad you like my dress. Where are we going for dinner? I am famished and can't wait to get to the club and dance. It's been forever since I went dancing."
"Well I was thinking of that nice little Seafood place down in the heart of the city and it has a dance place a block over called the DV8, that is kind of popular with the kinky crowd and a mixed couple like us would not be so 'out of place' like last night. I saw a few unhappy faces on our being a mixed couple so this will make that an non worry."
We walked out to his car, with him again opening the doors for me and I sat, swung my legs into the car and realized that the skirt rode up a little higher than expected and he could see the bottom of my lace top on my stockings. I just smiled and said sort of huskily,
"Think of it as a promise glimpse of the future, baby."
When he closed the door, I again reached across and opened his and then settled my hand on his thigh while we chatted and drove to the restaurant. His hand on my nylon covered thigh sent a shiver of excitement through me the entire trip. We ate a very nice meal with many guys checking me out. I realized I had a sort of super power over men I never realized before. As Anthony, and several others in the restaurant, I noted, constantly checked out my boobs or watched me walk to the lady's room, I understood finally what it was to be a sexily dressed, attractive woman. Men would watch as I uncrossed and crossed my legs, when my water was low, the busboy came to refill it immediately and never stopped staring at my chest, so I teasingly inhaled to push them out and brushed 'lint' off them and then had to tell him with a giggle to stop filling my glass as it started to overflow. He spluttered an apology and walked away red faced to the sound of Anthony and I chuckling. After Anthony paid the meal, we walked, arm in arm, the block to the club so we would not have to find a new parking space. I heard my heels clicking on the sidewalk, saw my reflection in the storefront windows and realized why I had drawn so much attention. I really was a very attractive woman! The sexy little black dress only accented my feminine appearance.
Inside the club, it was loud music, drinks and dancing and soon I was a little tipsy but enjoying myself immensely as Anthony was actually a pretty good dancer and when a slow song happened, he pulled me into dance frame and led us on a slow Tango that made me glow with excitement. I think he 'glowed' as well since I could feel his manhood bulging during the dance and as it ended, I stayed pressed against him and asked in my best Mae West voice,
"So does little Tony want to come out and play or are you just happy to see me big boy?"
"I am happy to see you and yes I think I may want to play with you like we did last night. I can't believe how turned on you have me Kandi. Mind if we call it an early night and head home?" he responded huskily.
My response was to take him by the hand and head to our table to gather our things and lead him out of the club and back to his car. When he opened the door for me, I spun to him, kissed him with plenty of tongue and whispered in his ear,
"I want you to make me your woman tonight stud, so take me home and feed me that beautiful big black cock you are poking me with right now like I can feel you want to do anyways!"
His response was to squeeze my ass, spin me about so I could sit, upskirt him, and then swing my legs into the car and open his door for him. When he got in and started the car, I again placed my hand on his leg, but this time much higher up so he knew my intent. His hand also slid higher up on my stocking covered thigh to caress the inside of my lace stocking top and drive me crazy with lust.
Once we got home, I took him to the couch, sat him down and lifted the skirt portion of my minidress so I could straddle him and start necking. In no time, I had his shirt opened and my hands on his strong, muscular chest. Has hands were grasping my ass cheeks and grinding me against his hard-throbbing erection. I could not take it any more after he nuzzled my neck and stood, removed my dress and knelt in front of him while he dropped his pants. His gloriously large manhood was waiting at attention and I dutifully knelt to begin my worship. Stroking it with my hands, licking its length and finally pushing it down my throat until my nose touched his belly. I could hear him groaning about how good my mouth was to his cock and that spurned me on to suck his big black cock until I felt his gasping and shuddering in pre-orgasm. I lifted my head away from his cock, squeezed it hard to insure he did not come and then gently licked his length and sucked on his balls until I had the shaft well covered in spittle. Rising up, I slipped out of my panties and mounted him so that his cock was poised at my rosebud and wiggled it back and forth across my ass to gather up some of my own precome, I then looked him in the eye and told him,
"I want this big thick cock inside me when it spurts out your treasured seed."
Easing down until his cockhead slid past my sphincter and into my hot boy pussy made me groan out,
"Oh, shit baby, it's too big. I don't think it is going to fit. Fuck. I am already full of your cock! Oh My God, it feels better than I thought it would. Give me a second to get used to it!"
He just smiled and said,
"Baby, it's gonna fit and you are gonna like it. You took my whole cock in your mouth, you can take it here too. Go slow and relax baby. You're so tight, you could hurt one of us if you force it."
I heard him and after just a few moments, slid up a little bit so my sphincter stretched a little again and then dropped several inches with a gasping cry. I lifted myself again and dropped even further with another groan that dropped me about six more inches down his length. I wrapped my arms over his shoulders, around his neck and kissed him, then slowly lifted and dropped down, balls deep, with another gasping moan while he groaned in sexual satisfaction.
We both sat for a moment, just kissing and letting me get used to that massive cock inside my boy pussy. Then I started to grind and rock my hips forward and back. Anthony's hands rested on my hips as I ground against his cock and moaned about being 'full, loving how his cock felt inside me, wanting his seed inside me, fuck it is so big'. After a short time of that I started to actually bounce up and down harder and harder crying out in little moans and yelps of passion. His hands ended up grabbing my ass cheeks to help me move and down against his beautiful big black cock while it was stuffed up inside my ass. I arched my back and ground against him, I pushed my mouth against his and shoved my tongue into his mouth and begged him to fuck me and make me his woman. Anthony started to suck and nip on my neck again making me shiver my whole body in ecstasy. Then on one of my forceful drops onto his cock, he stopped me, wrapped his strong arms about me and stood up! My legs wrapped about his hips insuring I was impaled on his big cock while he carried me to his bedroom. I ground against his cock and arched by back to drive more of my ass forward and used my heels to drive him even deeper inside me with a sudden satisfied shout that I was coming, I felt my body quiver against his as he walked into his room and lay me down onto his bed and had me spread my legs wide while he started to pump in and out of me in long slow deliberate strokes. I started to become even more vocally loud which was so unlike anything I had ever been in all my years with Janet. I thought I sounded like some hard-core porn queen getting the best fuck ever caught on film. I was yelling, groaning, crying out and gasping in turns as his hard cock pistoned in and out. He stopped and cried out in disappointment until he rolled me over onto all fours and took me doggie style. His hands on my hips, my face pushed down onto the bed while he stabbed his love stick into me harder and harder so I could hear that slapping sound of his pelvis against my ass. My mind went into a sexual fog of lust as I heard him grunting and pounding into me. Eyes rolled back in my head, drool slipping out of my mouth as I was focused on the feeling of his tool pounding into me. I used my hands to pull my ass cheeks even further apart so he could slip in just that much deeper. Finally, after a long grunting groan, he tensed, drove his cock into me and spurted his orgasm inside me. It pulsed against my prostrate and made my whole body convulse in time with his spasming ejaculations and clamp down onto his cock as I also spurted onto his sheets in orgasm in a long, loud wail that I was coming. He stayed pushed up inside me until his softening cock slid out with a plopping sound and I felt cool air swirl against my gapped anus as he sat back and then lay down on his back next to me.
I sat up, feeling my ass drip in a cream pie moment as I tried to squeeze it closed and then turned so I could suck his softening member into my mouth and clean his organ in hopes of gaining any remaining taste of his seed in my mouth. Then I curled up next to him and kissed him soundly before saying,
"Thanks Boo. I have never felt this wonderful after sex before. Damn that was good. I think my ass is going to have to put on some panties and a napkin or I am going to leak all over yours and my bed."
I kissed him again as he just smiled dreamily at me and I slowly stood. I had to clench my ass cheeks to prevent a glob of ejaculate from dropping on to the floor. I got to my room, grabbed some bikini panties and a napkin and then went to the toilet to clean up, adding the napkin to my panties so I could hobble back to my room with a 'well fucked swish' and climb into bed to sleep.
Saturday morning had me up a little late as I lay in bed and luxuriated in the post sex glow a little more until I decided I needed coffee. I put on some yoga pants and a t-shirt with no bra and noted that Anthony was not up yet, so after starting the coffee, I made eggs, bacon and toast which seemed to call him from his room. When I heard him come in, I reached up into the cabinet to get him a coffee cup and he pressed up behind me, cupped my chest and kissed my neck, pushing my head to one side and then whispered in my ear,
"Morning boo. You were fantastic last night. I can't believe how hard I came. Must be true about 'Fuck a white bitch, you gonna get hitched'...you know like that other saying about 'Once you go black you never go back?', cause dang, I woke up thinking about last night and then seeing you here, all sexy and shit. Making me horny all over again!"
"Save some of that thought for later honey. You're going to need your strength, so here is some coffee and breakfast. Now kiss me and sit down to eat, baby." I kindly told him with a sappy grin to show how good I thought last night was as well.
We spent several hours like a happy new couple flirting, playing grabby ass and kissy face until I could not stand it and around lunch time, pushed him back on to the couch and again straddled him and pushed his meat into my eager wanton hole. He fucked me good again until we both came and then rested in a post coitus afterglow until it was time to get ready for Jocko's wedding.
Anthony put on a nice soft grey pinstripe suit with a dark blue shirt and grey, yellow and blue tie and looked super handsome. I took a considerable bit longer to get ready as I know I needed to look perfect for him to get Melinda's goat.
I started with a white lace and pale blue bra and thong panty set that had a matching garter belt. I added the tan seamed stockings I had purchased yesterday along with some one inch platformed tan 5-inch tall stiletto heels. Over that I put on a blue shirt dress that ended at my knees, but since it had that male button shirt cut, was a little higher up on the side of my legs. It was belted and had long sleeves that ended in bell cuffs. I put on the pearl choker, earrings and left my hair down and loose with just a thin braid starting at each temple down to the back of my neck to tie it together a little. I had lite tan and blue eyeshadow, extra mascara, pink matte lips and all my rings and a nice ladies watch. I put all my ID, Makeup, cash and a few as sundries into a purse and then packed an overnight bag with a baby doll nighty, tight jeans, a nude bra and panty set, a white blouse and some wedge sandals in case we did end up staying the night.
Anthony thought I looked ravishing which rewarded him with a kiss, which got a little heavy for a few minutes and then me wiping some lipstick from his mouth and having to redo mine, before we left for the wedding.
We sat on the Groom's side and I saw Melindra come in with her date Johnny. He was in a expensive tailored suit and she was dressed in an even more revealing outfit than I wore last night. It was all red, spandex and barely covered her ass or breasts. Her heels were 5-inches like mine but had open toes and clear platforms like a stripper's shoe! Her nails were ivory colored, about 2-inch-long claws and she was, in my opinion, too heavy on the make up for a late in the day wedding. She noticed me eyeing her and gave me a glare as she realized I was with Anthony....she obviously did not recognize me which I thought was good. As we sat in the pew, I put Anthony's hand on my thigh so he could feel I had on a garter. He squeezed my thigh, leaned in and whispered,
"Oh, you sexy bitch. All I am thinking about is what you got on under that dress now. NOT this wedding. Thanks." He smiled and quickly kissed my ear as he finished to take any sting out of it and I just grinned innocently at him while batting my eyes.
The ceremony was a nice short twenty to twenty-five minutes and we all headed to the Marriot where we knew the reception was taking place. When we got there, we got a drink and started to mingle while awaiting the bride and groom. I almost laughed at Melindra as she stepped over to us with her date to say hi to Anthony and I while introducing Johnny and bragging about him being a CEO of some company I cared less about. I made a point of hooking my arm through Anthony's and lean against him slightly with my head on his shoulder while she talked. We made eye contact and I slowly shook my head in a negative fashion which only seemed to piss her off and they left to 'mingle' with others right after that.
"What did you do to piss her off, to make her leave so quick, Boo?" Anthony asked in a shocked voice, "I may need to do that myself sometime. You were right, she is bad news and that trampy look and obvious gold digging would not have made for a lasting relationship."
"Well I just smiled at her and slightly shook my head 'no' so she knew you were not hers anymore and that I had claimed you....works every time baby. She will come back and hit hard on you later after we eat, I bet, so if you are still thinking about getting back with her, I set it up for you like I promised."
"Did you just hear what I said? No way am I dating that girl again. Especially when I found a sexy little white girl that rocked my world!" he teased.
"Who is the bitch!? I will scratch her eyes out for messing with my man!?" I teased back.
We mingled, danced, ate, celebrated the wife and groom, danced, toasted them, danced, had cake, danced and then it happened. Melindra cut in on a dance and pushed me off to Johnny who looked a little shocked and walked me to my table and then eyed her obviously hitting on Anthony as he went back to theirs. Anthony and Melindra danced for maybe half the song before separating and she stalked back to Johnny and gave me the evil eye the whole way. When Anthony came back to our table, took a seat, I gave him a questioning look and he responded with,
"Damn Kandi, you must have been psychic or something. She came up to me and asked to get back together because she missed me, and Johnny was not what she thought he would be. How did you know that little head shake was all it took?"
"Well Baby, I am tuned in on what a woman thinks. She saw me draped all over you, your arm around me, and when I told her 'no', reverse psychology took over and she had to have you at that moment. It was destined to happen as she was told no and that drove the response. What did you tell her as she stalked away looking very unhappy?"
"I ...umm...sort of told her I was with you now and that she was with Johnny and that was how it had to be." He almost seemed to be blushing, so I had to press a little!
"You sort of told her you were with me? How did you tell her? It must have been good because she was pissed off baby, not let down easy that's for sure. So what did you say?" I smiled at him and ran my heel up along the inside of his leg to let him know I was just teasing in more ways than one.
"Well I told her . . . Ummm, that you were my girlfriend and after seeing how she was, I would never date her again. She needed to focus on making her current man happy and not worry about her ex-man."
"Oh I like the sound of being your girlfriend boo....kind of makes it official sounding. Now give me a kiss, handsome and let's go get set for the garter and bouquet tosses."
Anthony leaned in and gave me a lingering kiss with his hand on my thigh and my hand on his and as he started to pull away, I leaned in again to kiss him with a light bit of tongue and said quietly, so only he could hear,
"Girlfriend...yep, I like the sound of that one, maybe you meant it a little bit, hmm Daddy?"
He grinned and then stood with several other single guys to catch the garter. Yes, he caught it to much cheering. Then many other young available ladies and I, stood to catch the bouquet and I had to fight off Melindra who again gave me a really dirty look and called me a whore! I told her she would know and almost got into a cat fight as she reached back to start something and was quickly pulled away by other ladies who saw what happened.
When Anthony and I did the garter / bouquet dance, I felt his manhood stir and could not help but to put my head on his shoulder then kiss his neck softly and grind against him till the song ended and we were rewarded by several cat calls as we walked back to our table. Both of us had the good nature to blush a little, I think.
As the night progressed, we did start to see some rather inebriated fellows and I think we may have been part of that crowd. Just before we excused ourselves to head to our hotel room, we saw Johnny and Melindra get in a fight and he left while she ran after him.
We said our goodnights to all that were left and headed to the elevator to get to our room. I made sure to press against him and make out on the ride up to our room and made sure he was feeling as horny as I was.
At the room, Anthony led me into the bedroom, kissed me passionately and then sat me down onto the bed while undoing his pants and telling me,
"I know you like to suck on my cock, so this will be a nice start for both of us as I plan to fuck you silly tonight girl. You have had me so turned on these past few days, I can't believe it. Now start sucking!"
"Yes Daddy." Was all I responded with and promptly started to kiss and lick his growing shaft until I had it wet with my spit so I could bob up and down on it. Anthony was a little impatient, so he took my head in his hands and started to face fuck me while I held my mouth open and tongue slightly extended. This had me make slurping or gagging noises that just seemed to excite him more. He finally stopped so I could begin to deep throat him like I know he appreciated. As spittle dribbled down my chin and onto my dress, I used my free hand to undo the buttons on the dress and then remove it all while licking and sucking on his massive man meat and looking up at him to see him smiling down on me.
When he saw the lingerie I had on, he made an appreciative noise and pulled me off his cock to stand me up and pull my panties down revealing my taped back privates. He then lay me back on the edge of the bed and lifted my legs up holding my ankles spread wide while he eased his big black cock into my waiting hole. I felt myself gasping as his cock was slightly teasing my prostrate and sending me into mini little body orgasms like when a real woman has rolling multiples. After several minutes of this pounding onslaught, he pulled out, pushed me up further onto the bed, mounting me missionary with my legs up over his shoulders. He started to tongue kiss me while my hands clasped his butt, his back or shoulders and as he started to get more energetic, he started to nip and bite and suck on my neck and I knew somewhere in the back of my mind, he was giving me hickies while I was scratching his back and crying out for him to fuck me harder, but I was lost in the euphoric state of sexual congress and did not care about anything beyond making him fill me with his seed!
I started to moan loudly and make little yipping noises of excitement as his long shaft moved in and out of my slick, grasping hole. After several minutes of this he pulled out and again fed me his beautiful cock by straddling my chest and pushing it between my mastectomies and into my mouth. He stopped and pulled away saying he did not want to come yet and rolled me over into a doggie position. His big black cock slipped back inside me, and his hands were on my hips controlling the tempo of our congress. I was moaning loudly again and squirting little orgasms onto the sheets as his hips smashed against my ass cheeks making a slapping sexy noise that started to force me down onto my stomach. When I was now flat on my belly with my ass slightly raised so he could bang me while I lay there with my hands reached back against me, pulling apart my ass cheeks in hopes that I could gain an extra bit more of his cock inside me. His cock pushed in and out at a frantic pace and I knew he was about to come. When his cock started to swell and his thrusts became short jabs into my waiting hole, I knew it was seconds away and cried out for him to fill me with his seed. His hot sperm spurted multiple times into my hungry ass as I ground back up against his hips as he forced his spasming rod into me and held it there in a long hard orgasm. As his cock started to soften, he pulled out and lay to the side of me. I lifted myself and immediately gobbled up his black shaft into my mouth to savor any of his spunk I could get out of his large sweaty balls and was rewarded by his enhardened prick standing at attention!
I used this opportunity to mount him in the girl superior position and start to bounce up and down on that wonderful long shaft of his with my hands on his masculine chest and coo at how good and feminine he made me feel. His hands came up onto my chest and then after a short time back down onto my hips so he could hold me steady and pump into me from below making me cry out again that I was coming as I squirted my jism up onto his stomach. Without missing a stroke, I was able to scoop it up and lick my own come from my hands and then force my ass down hard onto his manhood and grind against him. I bent over and started to kiss him as my hair framed our faces. The feel of his thick, long cock pumping in and out had us both moaning and making more noise than was probably proper, but it felt so good, I could not help but to vocalize how good it was. He must have gotten caught up in the noise and passion as well for his comments were become more dirty and demanding and when after I do n't know how long, I came again in one long hard shudder that had me calling out his name and blacking out for just a few seconds. It was as I came to, that I felt him start to tense again. His follow up orgasm hit him hard again. He groaned out as his body arched up into me and I smiled down at him while slowly grinding my wanton ass against him until he subsided, shrank down and plopped out of my now come soaked hole making a massive cream pie as his love oozed out of my now gapping anus. It felt somehow empty and devoid of what it needed and craved, but shortly as I flexed it, it was able to seal and both of us collapsed into a post coitus sleep. I noted it was about 2am and that I was still in my bra, garter, hose and had to kick off my shoes before falling into a dreamless sleep, thinking we needed to wake in a few hours so we could leave prior to our 10am check out!
At eight in the morning, I started awake at the feeling of Anthony pushing up against my bum with his hard cock and while I wanted very badly to indulge him, I noted it was eight in the morning and we only had a few hours to shower, pack, eat and check out, so had to push him back and wake him with the news that we were short on time. He frowned but complied and we quickly laid out our clothes for the day and hopped into the shower.
While we were soaping each other up, I felt his cock rising and could no longer contain myself, much less hold his ardor back and pushed back against him as his cock pressed once again into my open hole until we both came again somewhat quickly. We finished cleaning up, packing and while he wore cargo shorts and a polo with tennis shoes, I put on a new thong panty, my tight indigo flare jeans, a white cotton cami top and then his button shirt from last night over that and tied it at the waist. I added my tan wedge sandals and we were off to a quick breakfast and then back up to get our bags and check out with just a few minutes to spare.
That was when the day was interrupted by Melindra who looked much the worse for wear in jeans, a colorful top and looked as if she had spent the night crying and woke up hung over. When she saw me hand in hand and pressed against Anthony's side, she screamed at me, calling me,
"You're the slutty white girl who stole my man! I am gonna tear you a new one bitch!"
She charged me with fists upraised and Anthony, bless his heart, interposed himself between us until Hotel security could escort her away from us. I thought it was great when they offered us a free night due to the inconvenience.
Anthony and I started to seriously date after that wit my dressing feminine right after I got home each night and staying as Kandi on weekends. Three months after we started to date, I transitioned at work to Kandi on a full time basis and this created a few problems since I did wear some nice 'sexy office attire' and actually had guys start to flirt with me which made Anthony jealous. I made up a reoccurring Wednesday meeting between he and I so that when he came into my office that first time, somewhat pissy on why I had called a vague meeting, I just asked,
"Did you see what I was wearing this morning Boo before I put on this sexy tight dress? no? Well I have on thigh highs, a cheeky panty that matches the Bra you bought me for our 3-month anniversary of dating. I thought it would be appropriate to wear that at this meeting. Now can you close my door, lock it and come to my desk please?"
He did as I requested and as he stepped to the edge of my desk, I sighed, pulled him close by his belt and then undid it, pulled his magnificent black cock from his pants and started to fellate him at my desk.
"Shit, Kandi! What are you doing? We could get caught!"
I noted that he did not try to stop me, and I stopped sucking on his cockhead long enough to say,
"I don't care if we get caught. I care about my man thinking I would even think about any of these other guys when he has this wonderful thing to control me with."
I did not let him argue and just stuffed him into my mouth until I was rewarded with his treasured semen. I made sure to kiss the head of his big black cock before putting it back into his pants. Licking my lips and smiling up at him I asked,