Lisa Lee Xdressing Adventures
- 4 years ago
- 18
- 0
I have been crossdressing since I was about 14 and by the time I was 18 or so I was meeting with guys I met online for sex and I loved it! I got married to a hot and sexy lady when I was 23 and I thought that might take care of my tranny urges but in reality it only made it worse. I now have to go long periods between playing dress up and it’s often all I can think of so when I do have the opportunity I tend to get pretty wild, like I did a few weeks ago….
My wife went off to visit her family back east for a week and I couldn’t wait to spend the entire week dressed and cruising for cock. I made tentative plans with a few guys and other trannies on the net and planned to go out to a tranny club here in town a few nights. I replenished my wardrobe with some sexy outfits, two pair of killer high heels, and assorted lipsticks, false lashes, and other make-up in anticipation of my big week.
I dropped my wife off early Friday morning and secretly wore a pair of red lace panties under my jeans and on an impulse stopped at an adult video place on the way home, just for kicks. I don’t know why I stopped there, it was only 7AM and there was only one other guy there but I bought some tokens and headed to the private booths in the back. As I stood looking at the various titles available in the booths he followed me back there and stood next to me obviously pretending to select a video. I smiled and nodded to him and he smiled back so I went into a private booth and sat down and left the door open just a little. I put in my tokens and immediately saw a buxom blonde sucking a big black dick and the stranger opened the door and entered the booth. Without a word between us he stood in front of me and I unbuckled his belt and dropped his pants and took his already hard cock in my mouth and sucked him. He held my head with his hands as I gave him a blow job and I am not sure who was enjoying it more. I was dizzy with excitement and it didn’t take very long before he groaned and shot a big load in my mouth. I sucked him dry then he pulled up his pants, said thank you, and left. I glanced at my watch and realized that my wife’s flight was just now boarding and I already had my first mouthful of musky cum…..hopefully a sign of a very fun week! I finished watching the video then drove home so very excited to transform into Lisa Lee, my slutty alter ego! I took a swig of vodka to rinse out my mouth and took a long hot shower and shaved my face and underarms and put on a bra and panties. I opened up my computer and contacted some of the people I had lined up for the week. Dane hit me up first and he was at work but said he could get away for a long lunch so we made a date to come over my place around 12:15 or so. We already had exchanged photos and he said I looked “so fuckin hot” and he was pretty cute too. He was in his late 30’s and shorter than me, (I am 5-11 tall without my 5” heels!!), and has a nice body and a real nice looking cock. It looked to be about 6” long with a big head on the end and its uncircumcised. (Never had one on those!) I logged out, poured myself a vodka and headed to the bathroom to transform into Lisa. I was so damn excited and I love making myself into Lisa. I put on my foundation and powder then a pretty shade of blue/grey eyeshadow and drew in my eyebrows. Next came lining my eyes with a black pencil, and I put on some long false lashes and several coats of mascara. My eyes looked terrific! I took a little break and finished my vodka and cherished the moment…nice buzz and on my way to becoming Lisa, a cool guy coming over soon and it was only 10:30 on the first day of “vacation”! I lit a cigarette (120’s of course) then headed back to the bathroom to finish my transformation. I couldn’t resist a few more coats of mascara then I put some blush on my cheekbones then I outlined my full lips with a dark red pencil and filled them in with a creamy red Chanel lipstick. Most everyone, including me thinks I have the sexiest lips and today they looked extra special, and made for cock sucking! Next I took off my bra and put on a black corset and put in my silicone boobies that look and feel so real. I put on black seemed stockings and hooked them to the garters on the corset then tucked my “clitty” into a pair of black panties. I glanced at the clock and it was 11:30 and I still had lots to do before Dane showed up. Fortunately my wig cooperated and fell into place without much work. My favorite wig is reddish brown with blond highlights and its full and long, down to my shoulders with sexy bangs. Even I was amazed at just how fuckin sexy I looked in the mirror, and I couldn’t wait to see Danes reaction. I had another vodka (my 3 rd or 4 th I think) and put on a white silky shirt that showed some nice cleavage and a tight black mini skirt and finished with my 5” patent leather high heels. At right around noon and 15 minutes from Danes arrival I put on silver heart earrings, silver necklace and bracelet and a cute silver ankle bracelet. A splash of perfume in all the right spots and I was ready for loverboy… Just as I walked out of the bathroom the doorbell rang! My heart was beating out of my chest as I walked through the foyer with that sexy sound of high heels on tile and I peeked through the peep hole. There was loverboy, all smiles with a bottle of champagne in his hands. I took one last look in the mirror and smiled at myself and opened the door just a crack and said “Sure your ready for this honey” “You bet I am baby.” Was his reply. I opened the door and hid behind it as Dane walked in then I held out my arms to my side and said “So, what do you think?” I love that look I get. He almost couldn’t say anything at first than managed a “Gawd damn Lisa, you look fantastic!” LOL We hugged and he kissed my neck and I felt a little rush when he did so, then he handed me the champagne. We chatted a few minutes and I could tell he was smitten with me and I had to fight the urge to suck his cock right there in the foyer! He followed me to the kitchen and he said he loved my ass in my skirt and I said I hoped he liked it out of my skirt too! He opened the champagne and poured us both a tall glass that we sucked down pretty quickly; poured another then I led him to the couch in the living room. We chit-chatted a little in between his compliments and it wasn’t long before Dane had his had on my thigh feeling my stocking tops. It felt so delicious so I just closed my eyes and softly moaned. “What do you want to do, baby? he asked. “I want you to take me anyway you want Dane honey” I whispered. “Suck my cock” he hissed. Dane stood up and dropped his pants and sat back down. I knelt between his legs and reached for my purse as he watched me apply a coat of lipstick. “Oh shiiitttt” he moaned as I leaned down and took his cock between my red lips. His uncircumcised cock felt so different than any cock I had before and I pulled the hood over the end of his cock and swirled my tongue underneath it. I sucked and played with it for a good 15 minutes as he squirmed. “Am I your little whore, baby? “Fuck baby you are the best fucking whore in the world.” “Will your little whores ass baby?” “Oh yes baby I want to fuck that sweet ass.” I stood up and dropped my skirt and led Dane to the floor. “Lay down baby” I said, and I grabbed my purse and squirted some baby oil all over his cock than put some on my ass hole, slipping my finger inside, the I straddled him and guided his cock to the little hole. Dane pushed up as I slid down all the way until his cock was all the way inside. “Gawd baby its so nice and tight.” I rocked back and forth and he felt so nice in me. We fucked like this for a while then he turned me over on my back, propped a pillow from the couch under my ass and entered me again and fucked me good! It was intense to say the least and my cock was hard and rubbing against his stomach with every thrust. Dane grunted and moaned and fucked me harder until he shot his load in my ass, causing me to cum too! He pulled out with an audible plop, followed by a stream of cum that ran down my crack. He got up and I laid there with my head spinning and feeling so fulfilled. I love making a guy cum like that! As is most always the case, the guy splits pretty quick after fucking and Dane was no exception, and that’s OK with me because I was already looking forward to my next conquest... Stay tuned for part two!It was a beautiful day in Wellington, the midsummer sun was shining, and the temperature was in the mid 20's. Glorious. Just the sort of day one needed to meet their first client. Rogers fresh new client 18 year old Sara-Lee was being escorted over by her stepfather, an extremely wealthy businessman, from California. He had made millions in the Dot.Com era. Sara-Lee was his only daughter and had become a bit of a handful after the death of her mother in a rather gruesome auto-crash, at the...
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Part One: My lady likes – actually loves big cocks. She can accommodate most any cock existing since her surgeon provided her with “a very, very nice play pen” (removed uterus – left very deep vagina), in fact the bigger the cock the better she enjoys it filling her pussy. Recently, an old friend arrived for a visit. We hadn't seen Lee for years but it took no time at all for us to get reacquainted. I should mention that Lee is a tall, well built black man. As always with old...
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My lady likes -- actually loves big cocks. She can accommodate most any cock existing since her surgeon provided her a "very, very nice play pen", in fact the bigger the cock the better she enjoys it filling her pussy. Recently an old friend from our nudist days arrived for a visit. We haven't seen Lee for years but it took no time for use to get reacquainted. I should mention that Lee is a tall, handsome, well built black man. As always with nudist friends, we invite Lee to get...
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lee got to the wedding reception and noticed a huge bouncer with his back to him,lee noticed his huge mass and couldn't believe how tite and hott his ass looked,as lee got to the door the bouncer turned round and smiled and winked at lee,lee noticing how tite his clothes were and looked painted on but got a semi over the tite seethrough sheer shirt. lee went to the reception room said hi to his mates and went to the bar,the bouncer walked in and made the point over going over and started...
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"Wow!" I exclaimed when Lee answered the door that evening. "You like it?" she said, doing a little twirl to make her short skirt flare out. "Yeah I like it. You look... Beautiful," I said, totally awestruck. Okay, so she was showing more skin than Jennifer ever did, but it wasn't so much that it was slutty. She'd really outdone herself. Jennifer was at one of her girlfriend's house so she wouldn't see us leave like that, but their dad was there and I must say he didn't like...
Lynn erupted into a loud, quavering scream as she came again. Her orgasm simply refused to let her go, spiking repeatedly as Lee's cock continued to slam into her at an ever-increasing pace. Her face was burning hot, and her whole body was alive with energy. Auburn hair covered her brown eyes, tossed there by the bucking of her body with each wave of ecstasy. Lee smiled and growled, nearly at the point of no return. He jerked his head to one side, getting his long, dark brown bangs out of his...
Some of you have read the stories of Ted (magichands) and his wife, Lee (magichandslee). I have the advantage, I knew both of them personally. Since the death of Lee’s husband, Ted, we became friends. Lee always encouraged me to write, but I did notice that some didn’t like my stories. Lee said it was because I tried to make them erotic, instead of just telling the truth of what happened. Lee was right on that point, I think. So here, I just tell you what happened. I am trying to copy...
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IncestNote : This story is completely fictional! Sometime ago I told you about my dad’ old army buddy Mr. Miller, and all the fun the three of us had the last time he was in town. Well I thank its time I tell you a little more about my dad’s old army buddy. Dennis and my dad met when they were in the army, they were station in Japan. Dad and I would lie in bed and he would tell me stories about how he and Dennis would spend months with just their army unit, back in those days women were not allowed...
IncestCupping and lifting up her breasts she teasingly asked “You boys like what you see?†Noticing our embarrassment she then asked. “Would you like to see more?†After the morning coffee room service start of my day at Plantation House, late breakfast downstairs was a bit of a sombre/hung-over affair with lots of coffee being consumed. After breakfast, pushing back from the table Lee Anne said “It’s a glorious sunny day and Gary and I are planning to spend time at the waterhole in the river...
Masturbation‘Knock…knock…knock’. Melanie put her book down and answered the front door. “Hi…Mrs. Barton,” the good looking teenager asked, “Is Warren in?” “Ehm no,” she smiled when she recognised her son’s best-friend Lee Clark or Clarkie as he was known to his friends, “he’s at work but shouldn’t be long; do you want to come in and wait?” “Yeh thanks.” He mumbled and wiped his trainers on the door mat as he followed the slim woman into the living room. Clarkie and Warren had grown up...
The next day, I woke up in the afternoon. I had trouble sleeping the night before, I couldn't get Mrs. Lee out of my mind. Her sexy thick build, her soft sexy voice, replaying her making me cum the night before. Whatever it was, she had a spell on me. I bet I had stroked my cock at least three times after getting home last night, thinking of her.I laid there, my 6'5", 210 pound, muscular, eighteen-year-old body only covered by a thin bed sheet. I felt myself growing hard again. My hand started...
InterracialIt has been a week since Em and I have moved in together and things have been pretty good.We have had sex in just about every room this week as if she was wanting to mark her territory.Today we had just finished with a quickie with her standing up looking over the stairwell .Emily has seemed to like this position which gives my hands easier excess to her firm breasts. She also likes it when my fingers rub her clit coated with her juices as we stand fucking in this position. When she turned...
The back Story Of Lee In the time that I was a bartender, there were only two girls out of the close to 20 I slept with that I actually really liked. April was one, and near the end of my 2 year run Lee was the other. As if a gift from the sex gods, Lee showed up at the bar right around the time I was getting ready to dump Sarah. If you've read Sarah's story, or seen any of her videos you know that she was a fuck machine. She'd complain a TON, but you could fuck her whenever or however. Well,...
After I dressed up for Lee a few days later i dressed for Bobby. We would fuck and suck and i would dress up but i was watching more porn and was wanting to take it further. My step dad had a video in not with the others in the box under his bed it was in a shoe box in his closet I glued one day when I was getting some of my moms clothes to wear and Fuck Bobby. The shoe box had 2 videos in it Gangbang girl 9 and Backdoor Desires, condoms, lube, and a handcuffs with a key. I watched both movies...
“I think the first thing you need to do for me is to fix this bed”Lee said as it squeaked when she laid down on it. Every move we seemed to make made us giggle as we tried to be quiet. Knowing Emily was in the room next door Lee whispered that she would hate to tease her since she has no man in her life. Finally after no result of being quiet in the bed I saw the chair beside the bed and moved to sitting on it. Lee got the idea and moved to sitting facing me “smart move” she whispered as...
“It is finally going to happen” I was thinking after Lee moved Emily’s hand down onto my cock. She kissed me then rubbed Emily’s cheek telling her to have fun and then walked out of the room.It appeared to me that Em was inexperienced by the way she had a firm grip on my shaft and was just moving it back and forth against my groin. I leaned in and gave Em a kiss in which she responded back with a short kiss several times before laying her head against my chest.She would look up at me and...
41 year old Kathy Lee Gifford was looking at herself in the bathroom mirror as she finished her shower. Not to bad she thought, certainly not the figure she had when she was Maryland's Junior Miss but still a shapely woman. Her 5' 6" frame carried her weight well, her hips were a little more generously curved but she still had a slim waist, just a little swell in her stomach. Her Junior Miss 35B breasts were fuller and rounder now, up to a 35C size, just a little sag but not much. All in...
I have experienced in the past with some of my old girlfriends that having sex two or three times a day over a two week period would wear them out.Even though the sex was always good it was too much for some to handle causing them to tell me to find some one else. Sometimes it led to us breaking up but a couple of times they would bring a girlfriend in to assist them. In the case of Lee and I we had Emily who is 32 and seemed eager to step in when needed.She has yet to be called on but...
I have had a long sexual relationship with Lee, a woman 15 years older than I. Me being just 50 and in a soured relationship with someone else Lee filled the void. Sex was what Lee wanted with me and was always happy to see me when ever I dropped by. Lee in her younger years was a prostitute but as the years went on so did her activities with the men. When I came along she had already given up and had begun to think she wasn’t attractive any more. But I changed that because to me she was...
Wednesday, May 19, 1971 My breakfast arrived a few minutes later, delivered by another first time Nurse's Assistant named Nancy Lee Pirkle. She came in the door talking, and never stopped. She said she was sixteen, and graduating ninth grade. She was a year older than most of the other kids because she missed most of fourth grade due to mono and had to repeat it. Her mom and dad, Rita & Cale Pirkle, ran Pirkle's IGA in town. She had two older brothers seventeen and twenty-one, and an...
Still startled by Lee catching me fingering Em then leaving, I kissed Em and then told her that we should clear the roof . “What”she said “are you kidding I want you,what are you doing teasing me”?. I zipped my jacket up “if Lee wouldn’t have come by I would have had you on the bed licking that sweet pussy”I said .”Foreplay my dear, do you like it so far,I know I do “I said helping her zip her jacket up .Reaching the top I pinched her chin and gave her a kiss,”you should wear a scarf your...
So there I was standing at the front door to the beauty salon. I could not hep but look at the reflection in the glass of the door. I was dressed in a gray pinstriped skirt-suit, with the skirt riding just above my knees. Nude stockings covered my legs which stretched down to the pair of patent black pumps on my feet. The sharp lines of the suit were offset by the ruffled blouse under the jacket which peeked out from the cuffs of the jacket as well as along the neckline. At my neck...
Dolly screamed as another orgasm washed over her. She couldn’t believe the things the young man was doing to her body. His kisses had turned up the sensitivity of her entire nervous system. His touches had ignited desires that she had never known existed within her. His miracle tongue was now taking her places that she had never been. Her cunt, that was her word for it, wanted filling. Her hands found his ears and started pulling him away from her clitoris. Using words that surprised and...
The Lee Odyssey Chapter 2If you have not read chapter 1 please do so.I had many firsts in my growing womanhood. I had not only been fucked and sucked, but I had sucked a black man’s cock. I couldn’t brag about it lest I be branded the town slut. I began to worry that Lee might tell his buddies and it would be all over town. I had to talk to him as soon as possible. He actually sought me out at school and we went for a walk in the park. I told him of my concerns and he assured me that he was not...
This is the story were I had sex with my for first time a threesome.The names are Tom and lee with me rekkkaa ok .It happened when we all decided to have sex knowing about each others willingness for have gaysex. Tom and Lee wanted have sex first as I was young among us they said i have no experience so they said me to watch them have sex with each other.Tom stood up and opened his legs and showeed his to Lee and smiled athim all of us were naked and horny Lee came behind tom stood behind him...
GayLee and Diane came over for dinner, one night when our girls were both out. After dinner, the conversation turned to computers, and computer games. I mentioned that I had several games, including some very adult games, one of which was called INTERSEX, a Monopoly type game for consenting adults. Since, by then, everyone had had several rounds of drinks, it was decided to try the game, and anyone could call it quits at any point they felt uncomfortable. In setting up the game, we decided to use...
Kathie Lee Gifford was so fucking horny that she couldn't help herself. She'd actually gone into the network ladies room and gotten into one of the bathroom stalls, locked the door and then slid her hand down inside her pants and finger-fucked herself until she exploded in a very strong hot orgasm. She had been anticipating this opportunity for a long time and she'd finally decided that she was going to seduce another young sexy woman -- Katie Couric. Katie was one of the sexiest and hottest...
It had been a few weeks now since Eve and Lee had any kind of intimacy. They had both agreed it shouldn’t continue, although they both wish it did and only agreed as they thought the other wanted to stop.Lee had been seeing more of his girlfriend and was concentrating all his efforts into trying to convince her they were ready for more intimacy. Unfortunately his girlfriend did not see it that way and wanted to hold off, at least until her 18th birthday. Lee knew she wouldn’t change her mind...
While being woken up this morning with one of Lee’s fantastic blow jobs I saw Em peeking from the doorway. When our eyes met she quickly moved away and soon I smelled the coffee brewing.After I came and Lee swallowed my load she kissed me “thank you for my daily dose of protein”she said . She got up and threw one of my T-shirts on and walked out, a few minutes later, Em came in “coffee is ready” she said. She gave me a kiss then sat down on the bed”someday I hope to be waking up beside...
I suppose it was inevitable that Sally would be recognised at some stage especially now I had her profile posted on a number of forums and dating sites. Sally was involved in the setup of each of the profiles so it really should not have come as a surprise when someone actually knew who she was. Having said that Sally could have not have predicted this to happen only a couple of months after creating these profiles. A lesson learned and just emphasised that we probably need to be more discreet...
Wife LoversWe all sat and drank wine on the back deck. It was a perfect night for it: warm summer breeze, not a cloud in the sky. Amber and I sat on a bench, and Mrs. Lee was on her husbands lap. I guess this is what they looked like when they acted to be one big happy family. I chuckled to myself thinking about it and about how Mrs.Lee probably still had my load inside her.We made small talk about our summer plans and Amber said she was excited about starting college. Mrs. Lee made a sarcastic remarks...
InterracialI woke up beside Emily of course with my morning wood pressed against her and with a little adjustment slid between her thighs. With her back pressed against me I moved my hand along her hips and up cupping her firm breast. When I kissed her cheek she opened her eyes and smiled letting out a light moan.As she pushed back slightly she said “I could wake up every morning like this”. This was the first time Emily and I slept together all night and I have to admit I liked it.I had been with...
Lynn awakened with a moan, the dream still vivid in her mind. When she shifted in the bed, the covers lifted just enough to allow a breeze from the ceiling fan to kiss her powder blue thong, sending a tingling chill through her from the wet spot there. For the last week, she'd dreamed of what was going to happen two days from now. A couple that she and Lee had met online was coming to visit, and she knew she was going to have her first double penetration in a long time. It would be Teresa's...
By Samantha G. “What is this place?” I asked, hoping some of the darkness will turn to light. Hoping I am not alone. It’s cold, very cold as I feel the chill going right to the marrow of my bones. I can feel myself shaking to keep any warmth around me. My clothes feel old and made of tattered heavy wool, and smelling very dank. I can hear the faint rhythmic tapping of horses hooves on a hard surface. They seem to echo as though endless in their journey through the blackness....
This took place when I was just finishing high school. I was eighteen and probably in the best shape of my life: tall, good build, shaved head, and never had any problem getting the ladies. Matter of fact, being the only black men in a hundred mile radius, I never had any problem with the ladies throughout life.This story is a little different because it is about the start of my addiction -- my addiction to married women. Some might call it being a gigolo, some might say it's wrong. But how can...
InterracialTennis ? by: Jennifer White I play tennis at a private club. I'm a pretty good player, but not great. I'm in a men's double's league from 7:00pm until 9:00pm on Mondays. After we're done, we sit around, talk, drink beer, and watch the next group play. We watch them play, because they are all better players than our group. And they are all girls. These are the best women players at the club. They're all in great shape, they all play a mean game of tennis, and almost all of...
LEE SULA LUCKY WITH WINNING A THREE-MONTHS TRIP TO THREE EUROPEAN SUMMER SCHOOLS====================================================================================Lee Sula studies the ancient Asian board-game Baduk from five years yummy young since the day she is smart Enough to grasp the depth and beauty of Baduk from watching her parents play every evening and all weekendsEvery beloved off-spring loves to learn by mimicry in trying to copy their behaviour at a baduk-board so...
After dinner with the girls I was in the shower recovering and getting myself ready for bed. Three times with Emily today was fun, but I was hoping I could muster enough stamina to please Lee. I heard the door open and a few seconds later Lee stepped into the shower”can I share this with you “she said . She wrapped her arms around me as we kissed, feeling the water run around and down our body’s. As we washed and ran our hands over each other's body I thanked her for sharing Emily with...
I’m an orphan, raised in a nunnery with very little contact with the outside world so I was a very naïve young lady by the time I was eighteen. I knew about what I felt and that if I rubbed my pussy I could give myself very pleasurable feelings, which I did as often as possible. I was the only orphan in the place and was raised to be obedient, hard working and with certain secretarial skills that the nuns put to use when I turned eighteen. There was a fairly young nun in the nunnery that was e...
LesbianAngie Lee was due in from the states soon and John was certainly happy about seeing his wife after a five month separation. He was a bit apprehensive about how she was going to fit in with his new friends. He was sexually involved with my wife Dot and her best friend Goody. At twenty-something she was engaged to be married, but he disappeared one day. Much as she tried, she didnt think she would ever find her Prince Charming. All of the good men were married. She was easily attracted to men....
The marriage between Carol and I was a one of a kind thing. It is difficult to even describe, one almost had to live it. Carol had one real goal, and that was to please me. My own goal was to please her! There was never an argument, or upset of any kind in our time together. She delighted in teasing me, she knew very well of my urges to have her ‘accidentally’ flash some poor unsuspecting soul. There were no inhibitions at all in this beautiful woman! One would think that this type of...
PR021710 Lee and Lyns World Chapter 4 I set up a meeting with the ruling committee. I did not like the report that I was going to give. Moreover, I was afraid. Nothing scared me more than things that I had no control over. Nevertheless, this scared me worst. It had fooled me into thinking that I had control, when in fact I had none. When I went into the room, I put a metal box to keep the door from closing. I made sure that I was the last one in and that the door...