Amber The Teen Tranny Part 2 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
Friday couldn't come fast enough! Amber and I had made plans to go for dinner and drinks and for her to spend the night at my place. I picked her up and could hardly contain myself when she got into the car. She wore pink nylons, short black dress that rode up when she got into my car, pink garter belt, pink silk thongs and high heels. She leaned over for a kiss and we ended up in a grope session right outside her place. She finally pulled away and said we should go before someone from her family saw us. She had mentioned me to them but not my age. As I pulled onto the main street Amber had leaned back enough her thongs were exposed and I could see the huge bulge in them from her beautiful cock. I reached over and groped her as we drove, milking her of precum. She moaned when I released her monster cock from the confines of the silk thongs and started rubbing the precum around the bulbous head with my thumb. Amber told me that felt great, but it was nothing like the feeling of sinking her cock deep into my ass and feeling it flex around it. She had told me during our FaceTime sessions how great it felt to fuck someone for the first time, and repeated it as I slowly massaged her huge cock head. I decided to take a side trip before dinner and quickly found a fast food place. Amber looked at me quizzically, like this was where I was taking her lol. I told her to follow me into the bathroom and she realized why we were there.

The place was fairly empty, being just after the supper rush, and I was happy to see no one in the bathroom. I quickly pulled Amber into the one and only stall and as she leaned in for a kiss, I quickly told her this was a quickie to get us through dinner and to just fuck me hard and fast until she came. A smile spread across her face as I dropped my pants and panties and used some of my own precum to lube my ass hole, spreading my cheeks, inviting her marvelous cock to enter. As soon as I felt the warmth of the head hit my hole, I relaxed and quickly slid back balls deep onto Ambers cock. We both took a deep breathe in as the pleasure overtook our senses. She began to slowly fuck me, letting her precum lube me some more, and as soon as her cock glided in and out of my ass with ease, she picked up the pace and started to fuck me hard and fast. Her balls slapped against mine and the sound of our flesh meeting with every thrust echoed thru out the restroom. I tightened my ass muscles and heard an audible moan escape her lips. She was holding onto my waist and drove her cock in and out of my ass at a furious speed. I reached under us and grabbed her big ballsack and massaged the two globes inside, trying to milk them of their wonderful jizz. Amber moaned loudly as she neared orgasm and I squeezed her cock harder with my ass until I felt it swell up. She was moaning loudly as her orgasm neared, and dug her fingers into my sides, pulling me onto her cock as I let her ballsack go, allowing it to slap up against my own tight raisin nutsack with every thrust. Finally Amber exclaimed she was cumming and I could feel her cock spasm with every jet of jizz it spewed out into the depths of my bowels. She came for a good minute, slowing her pace as her orgasm began to subside. With one final thrust, she buried her cock balls deep inside me and held it there, I'm sure to milk the last few drops of cum out of her softening cock.

Her big cock easily plopped out of my sloppy ass, as it was half flaccid, and before I could do anything, Amber knelt behind me and I felt her warm, wet mouth cover my gaping hole. She licked whatever jizz had oozed out with her penis, and when that was clean I felt her cover my hole and begin sucking and using her tongue to get at the ass jizz deep in my hole. I relaxed the best I could and felt a huge glob slide out and heard Amber slurp it down her throat. I than let a long loud cum fart out, and listened to it vibrate against Amber's lips almost comically. She used her tongue to again flick whatever jizz oozed from my bum hole into her waiting mouth. It felt like a long time, but I'm sure it wasn't more than a minute she rimmed and felched me in the stall before standing up and adjusting her lingerie and dress as I pulled my panties and pants up and turned to face her. I seen panic in her eyes as it dawned on me we weren't alone. No doubt being her first time getting caught in an awkward situation such as this, I whispered in her ear not to worry and just follow me out. Surprisingly there was a guy using the urinal and he didn't look at us as we exited, I wondered how long he was there and if maybe we had given him something to jerk to! Either way, we made it back to my car and burst out laughing when we were safely inside. Amber said her heart was racing and how great that was! I smiled and drove us to dinner.

We ate, drank and got to know one another over dinner. Amber asked me if I had ever been in a threesome. I chuckled and replied a few. She seemed intrigued and told me it was one of her fantasies to have a threesome. I said I was down and asked exactly what she had in mind. She told me and I was surprised to say the least. I told her I was definitely up for it so while we ordered dessert, she began to set things in motion. By the time the check came, we were all set for an evening of hot threeway sex! I was giddy with excitement, I think I was looking forward to what was about to transpire more than Amber was. I stopped at the liquor store and grabbed what Amber asked for, before heading home. We parked and went inside, I mixed some drinks and put Ambers on ice and fired up the hot tub. I put my frilly pink panties on and stepped into the tub and was emursed in the hot, bubbly water. Amber came out in just her hot pink lingerie and joined me, explaining our friend would soon be joining us and we should just relax until they did. I sipped on my drink and ogled Ambers cute little teen body, my dicklette making a tiny tent in my panties. She sat beside me and began massaging my legs. She teased her way up my thigh, only to retract it back down to my knee. I began tweaking her big nipples through the lace, silk bra she was wearing, making them jut out. Finally the door bell rang, and Amber told me to relax and she would let our friend in and bring them back to the hot tub. I was so excited I gulped my drink back and poured another. Finally the patio door opened and Amber walked up the steps to the tub, arm in arm with her friend and introduced us.

I was a little surprised back at the restaurant when Amber explained exactly what she had in mind for her first threesome. She had told me about Wendy previously and how they were friends since the second grade and were almost like sisters. She and Wendy masturbated all the time together and even though Wendy had always wanted Amber's big cock up her tight pussy, Amber had always declined, saying she wanted to be with a man when she lost her virginity, and now that she had, seen no reason to make her friend wait any longer. Wendy was far from being a virgin herself, and shared the same fantasy as Amber about a threesome. Amber had of course told Wendy all about me and she was intrigued by the fact I was comfortable with who and what I am, and thought if I pleased Amber surely I would be able to please her.

And now here she stood at my hot tub, arm hooked into the arm of her best friend, huge grin on her face as she reached down to shake my hand. Wendy was very friendly and seemed really outgoing and she wasted no time stripping her clothes off to reveal a two piece bikini under them. I admired her body as she climbed in and sat across from me as Amber handed her a drink and joined us, sitting back down beside me. Being their first time, I explained there was no expectations and if either person were not comfortable, they could call it off and not have to worry about anything. They laughed and looked at each other and Wendy asked me if I wasn't comfortable. I assured her I was and she winked and said we were good to go. So we all drank and relaxed in the tub until Wendy reached behind her and untied her bikini top, freeing her firm c-cup titties. She sat back down and smiled at Amber who was also taking off her top. Once they were both top less, they came up to each side of me and let me put my arms around them and play with their tits as they each teased me by running their hands up and down my legs, lightly touching my crotch every so often. I was totally aroused and Amber whispered to me, asking if I wanted a show. I agreed and soon Amber was at the other side of the tub beckoning Wendy over.

Wendy went to her and the two embraced as they kissed and fondled each other. I leaned back and rubbed my dick through my panties and sipped my drink as I watched Wendy slowly expose her fat teen bum above the water and ogled as Amber slowly removed Wendy's bottoms. She had a beautiful teen bum! Nice chubby cheeks, which produced a deep butt crack, which led to her little slit, sparsely covered with fine hair. Her skin was flawless, no pimples or blemishes of any kind. Her ass was picture perfect and after staring at it swayed to and fro in front of me for several minutes, as she serviced Amber's cock, I wondered how long I could hold out just being an observer. Finally Wendy reached behind her and spread her butt cheeks and stopped fellatiating Amber long enough to turn and give me a beckoning grin. That's all I needed and I quickly put my drink down and crawled behind Wendy and gently worshipped her teen ass for a few moments before burying my face in her deep crack and lick the length of it like a dog in heat. Wendy moaned around Ambers cock, which in turn made Amber's toes curl in pleasure as she too let a loud moan escape her supple lips. I began really rimming Wendy's bum hole, slowly working my tongue into her tight puckered hole. When she finally relaxed I was able to stick my whole tongue up there and pleasure her by tongue fucking her most intimate hole. As I feverishly worked my tongue in and out of her butt, I reached between Wendy's thighs and slipped my thumb into her little slit until it touched her hard clitty. It was about the size of a pencil eraser, and equally as hard. As I began massaging it with the pad of my thumb, she stopped blowing Amber and began making mewing sounds as her whole backend began to lightly shake. Amber began dirty talking her, obviously knowing that her friend was close to cumming due to the numerous times they had masturbated together. Amber thought I was just eating her pussy, but Wendy cried out I was tongue fucking her ass and diddling her clit driving her crazy! Amber reached under her friend and began groping her firm titties, lightly pinching her huge nipples, making them hard and sending her over the edge. As she began to cum, I shoved my tongue as far up her ass as I could, and began swirling it around, at the same time, I flattened her clitty with my thumb and rubbed it hard and fast, as I felt her juices flowing from her teen cunt above, coating both my thumb and hand. Wendy's entire body was shaking with orgasmic pleasure, as both Amber and myself continued our assault on her teen body. I could feel her bum spasm around my tongue as she came, and when they began to slow down and get weaker I stopped rubbing her clit and gently rubbed the length of her slit, feeling how wet it was. She was very sensitive of course, and bucked everytime I would near her clit. I also pulled my tongue from her ass and gently licked her bum crack until she stopped cumming, so I gently licked her slit clean, again making her moan. She finally stopped me and turned around and kissed me deeply, moaning as she tasted herself. Amber was leaning back, slowly stroking her huge cock. We finally sat back in the tub and grabbed our drinks as Amber suggested we go to the bedroom. I agreed and as soon as we finished our drinks, I grabbed everyone a robe and we went inside.

Upstairs in my bedroom, the girls sat on my bed and Wendy whispered to Amber before they both giggled and Amber agreed with her. She turned to me and told me to go change into my most sissiest lingerie and cover it with my robe before returning to the room. I had butterflies in my stomach as it hit me I was about to show to hot teens what a sissy I was and wondered what their response would be! I keep all my play things in the spare room as that's usually where I entertain, so I went there and picked out the most humiliating and feminine lingerie I had, which consists of pink frilly lace panties, full back bloomers, pink corset/garter combo with pink nylon stockings. The corset is tight enough that it pushes most of my fat up and makes my man boobs bigger then normal, filling the cups of it up perfectly. I then unpacked a brand new set of silk gloves I had been saving for just such an occasion. They were pink of course, and as I rolled them half way up my arms, realized how ridiculous I looked, and far from hot like Amber looked in her lingerie. I decided to also put on make up and quickly slapped on some blush, eyeliner/shadow, and a light red lipstick that made me look like a complete sissy faggot. I then put on my robe and walked back to my bedroom to find Amber's face buried between Wendy's legs and Wendy, leaning back with something covering her face. I was astounded when I realized they were my golfing underwear! I usually wear panties except when I golf, as I change at the clubhouse so I wear normal guy undies. White cotton briefs, that usually get pretty raunchy after a few rounds in the hot sun. The pair Wendy had d****d over her face, I had actually worn on three separate occasions and they had huge sk** marks and urine stains on them. She seemed to be enjoying them as much as I enjoy a dirty pair of girls panties! I was now intrigued and the girls sensed my presence and stopped what they were doing. Wendy commented on how nasty my underwear were and said she loved sniffing them. Amber laughed and told me to strip for them and show them what I was wearing under my robe.

It was like a dream come true! Two hot teens in front of me as I danced around like a whore and slowly exposed my sissy outfit to them. They both laughed hysterically as I flipped the back of my robe up and exposed my frilly panty covered ass. I finally turned my back to them and opened my robe and turned around and flashed them. Their eyes bugged out as they stared at me, Wendy more entranced then Amber as she had already seen me. I let the robe fall to the floor and began running my hands all over my body, stopping to rub my man boobs and little dicklette through my sissy lingerie. Wendy had her mouth covered with her hand as she shook with laughter. Amber looked at me and winked licking her lips seductively. I asked them if they liked my penis and pulled the panties tight around it and heard Wendy howl with laughter and apologize. Amber told her I loved it when girls laughed and humiliated me and Wendy said what a sicko, old pervert I was! She asked me to turn around and show her my butt. She was in awe as I stood there and smoothed out the panties over my ass, showing off how flat and saggy it was. Wendy said eeeewwww, looks like an old man's bum! She told me to moon them so I pulled my panties down to hear her laugh and say how gross I was and how she couldn't believe she had been sniffing my nasty underwear minutes earlier. I turned around and exposed my penis to them and Wendy gasped at how tiny it was before breaking into hysterical laughter. She asked how I jerked off so I showed her, using just my thumb and finger and she howled louder. She then reached over to Ambers massive cock and showed how her hand barley fit around it and how my dick would be lost in her tiny hand! I was oozing precum and she was disgusted when I scooped up a copious amount and licked it clean. I then turned around and spread my ass cheeks and showed her how loose I was. She called me a faggot and said she wanted me to watch as Amber fucked her properly with her big cock.

Wendy made me kneel beside the bed as Amber layed down, her mighty cock standing at full attention, and told me to watch closely as she impaled herself on it. They both moaned in pleasure as they felt their genitals meet for the first time. They both forgot I was even there as they looked into one another's eyes and smiled. Wendy was the first to speak and told Amber how amazing it felt to be filled by her cock finally. Amber agreed and said it was a lot wetter then my ass and felt different but just as good. Wendy began riding her friend slowly, sinking all the way down until their pubic bones touched. She then slowly began gyrating, picking up speed as she became more comfortable with Ambers size. Soon she was bouncing up and down furiously, moving her hand to her slit and rubbing her hard little clitty. It wasn't long before Wendy was cumming again. She shook as her body slowed down and felt the fullness of Ambers massive cock, as she quickened her pace on her clitty, sending her over the edge and cumming hard all over Ambers crotch. When she was done, she layed beside Amber and told her how amazing that was and asked me to lick her friends crotch clean. I did as she kissed Amber and layed back telling her to fuck her until she filled her cunt with her hot jizz. I stopped licking Ambers juicy crotch and sat back and watched her mount Wendy missionary style and begin pistoning her cock in and out of Wendy's used pussy. Her pussy made squishing sounds as Ambers cock went in and out of it. Wendy moaned and held her legs apart, I couldn't help but get behind them and begin licking their sweaty crotches. Ambers balls bounced off Wendy's sweet little ass as I licked both clean of her juices. Amber moaned as I took her balls into my mouth and began sucking them. Wendy told her to hurry, that she was going to cum again. Amber moaned and all of a sudden tensed up and her ass clenched in time with her orgasm. Amber had cum unexpectedly and filled Wendy's cunt with her hot jizz. After her orgasm subsided I was going to eat Wendy's pussy to another orgasm when she surprised me by asking if I could fuck her.

I usually don't fuck for obvious reasons, but here was a perfect hole to fuck, one that I didn't need a condom and one that wasn't too fat that I wouldn't fit. I pulled my panties down and exposed my tiny penis to her before climbing between her legs. She mocked me as I put the tiny head against her wet hole and sank the two or so inches into it. It had been a long while since I fucked anyone and the feeling was superb! Wendy looked at me with a grin and told me to fuck her teen pussy like the old disgusting pervert I was and fill her with my disgusting old man cum. I began pounding her teen pussy with my short tiny strokes and she finally told me just to gyrate against her and rub my hairy crotch against her clit. I did, and she looked at me and began telling me how fat I was and how lucky I was to be fucking her. I agreed as Amber undid my corset and let my fat free, telling Wendy to look at it jiggle as we fucked and grabbed my man boobs and jiggled them for Wendy's amusement. Wendy burst out laughing and as she giggled her twat contracted around my penis, almost squeezing it out! Amber then picked up my dirty underwear Wendy had been sniffing earlier and placed the sk** marks right over Wendy's nose and told her to smell my fat ass. I could audibly hear Wendy sniff my dirty undies as she said how disgusting they smelt and how gross it was I was on top of her fucking her with my pin dick, my nasty sweat dripping all over her. Amber meanwhile had gotten under Wendy and was sucking her nipples hard. Wendy moved the underwear so she see me through the leg hole and told me to talk dirty to her. I began thanking her for allowing a fat slob like myself to fuck her teen pussy and how old and disgusting I was and how I was wearing sissy underwear and makeup like a faggot. She was getting close to cumming, so I started yelling how my little pee pee was going to squirt! I looked right at her and said my little pee pee was going to explode in her hot teen pussy as I dropped sweat all over her tight stomach like a disgusting piggy. That sent her over the edge and she began to cum hard. Harder then she had all night and she wrapped her legs around me and shook with orgasmic bliss, sending me into a mighty orgasm and spewing a huge load of jizz into her cunt, mixing it with Ambers previous load. I was dripping with sweat and shaking as my orgasm subsided, Wendy's had as well and as I looked down at her I expected a look of horror. Instead she was smiling and pulled me close to her telling me how amazing that was before kissing me. We broke our kiss and Wendy said now for le piece de resistiounce! Before telling me to lay back on the bed with me head hanging over the side.

I did as requested and Wendy quickly got up and squatted over my face. I looked up just in time to see a huge glob of cum ooze from her slit and hang down. I quickly opened my mouth and caught it, spreading her slit with my lips and catching more jizz as she squeezed out of her teen cunt. I heard Amber tell me not to swollow any as Wendy squeezed more into mouth. She then stood up and Amber appeared beside my head and turned it to face her before placing her mouth over mine and using her tongue, scooped the pussy cum out into hers. I quickly snowballed the rest of the cum to Amber who then snowballed it to Wendy who was waiting. Wendy savored the load before moving towards me and snowballing it back to me. By now it was mostly saliva but I went to give it to Amber but she told me to swollow it. Then Wendy squatted over Ambers face and I watched as she pushed another huge load of cum out of her cunt before letting out a huge pussy fart, splattering jizz over Ambers pretty face. We all giggled a little bit, but soon Wendy was grunting and squeezing the last bit of cum from her cunt. Amber licked it clean and stood in front of me and shared the tasty load with me, snowballing only a little to me before turning to Wendy and kissing her, snowballing the rest to her. Wendy and I then shared a kiss and I snowballed what Amber had given me to her as I already swollow ed a nice load. Wendy looked into my eyes as she showed me the cum in her mouth and moved it around, before swollowing it and licking her lips like it was sweet candy. She then layed back and thanked Amber and I. She then apologized to me for humiliating and degrading me, which I assured was okay and quite welcomed. She grinned and told me what a perv I was before laughing and winking at me. We ended up falling asleep in each others arms in my king bed.

Same as Amber The Teen Tranny Part 2 Videos

3 years ago
  • 0
  • 9
  • 0

The Cabbie and The Tranny

The Cabbie and The Tranny By Michele Nylons Twas the middle of Manchester one winter night; and the only cab on the rank, The driver was reading a 'Score' magazine; whilst quietly enjoying a wank. He was dreaming that Venus was kissing his penis; and the shaking was making him tired, When a tranny called Lena, with false tits like Sabrina; came over and gently enquired. "How much to Oldham" she said; well the cab driver nearly dropped dead! He got such a shock he let go of his cock;...

2 years ago
  • 0
  • 19
  • 0

Tranny Boy Posse Tales of the Evil FagHag

This is just a story, okay? I don't advocate having sex with underage people and I realize that probably most cross-dressers aren't gay. Yeah, and most females who choose to hang around gay dudes aren't evil either. Most 'fag-hags' seem to be nice people and some may even resent that term of endearment. And it's never been my intention of slandering the Vegan lifestyle, Wicca, Druids, the rest of the occult and all the other great religions of the world. This is just a story, okay? It...

2 years ago
  • 0
  • 16
  • 0

Tranny Motel

Tyrone and Kimberly Woods kissed as all of the guests at their house party cheered them on. It was their first anniversary and they were celebrating this night with family and friends. There were close to forty people in attendance – most of whom had brought some form of alcohol and all of whom had brought a gift. There was great music and excellent barbecue as Kimberly’s dad and Tyrone’s uncle manned the grill. Folks were laughing, dancing, and having a great time. In one corner of the yard,...

4 years ago
  • 0
  • 16
  • 0

SARAHS NINE INCH TRANNY

For the last week my man has been tempting me with images of hung trannys. They have an added dimension when it comes to sex - tits and a cock, preferably both in generous doses. By the end of the week I am hanging out to experience a new one. One of the images he showed me was a side on shot of a tranny in panty hose with her back to the wall flaunting a huge erection thrusting out of her panty hose that really piqued my already strong libido. Another was a pic of tall slim tranny sitting...

3 years ago
  • 0
  • 16
  • 0

SARAHS NINE INCH TRANNY

For the last week my man has been tempting me with images of hung trannys. They have an added dimension when it comes to sex - tits and a cock, preferably both in generous doses. By the end of the week I am hanging out to experience a new one. One of the images he showed me was a side on shot of a tranny in panty hose with her back to the wall flaunting a huge erection thrusting out of her panty hose that really piqued my already strong libido. Another was a pic of tall, slim tranny sitting...

2 years ago
  • 0
  • 12
  • 0

TRANNY THREESOME

“Ask me again baby,” he groans as he supports himself above me on his hands and toes and frantically slides his full eight-inches into me. “Would you like to blow a tranny while I watch?” “Yes, baby yes, so fucking good, yes,” he moans as we orgasm together. I had just the tranny, Rosie, in mind, I hadn’t told Roger but she propositioned me recently and hinted that she would enjoy me and Roger at the same time. We always go to some trouble to dress or undress to turn on our guest when they...

1 year ago
  • 0
  • 10
  • 0

Slovene Tranny and Her American Men

Milena Dorin awakened from her slumber. She grabbed her iPhone and pressed the button to see the time. It was 6:14 a.m. She decided to get up and bathe. She walked into the master bathroom of her palatial two-bedroom, two-bath downtown condo. She pulled her douching apparatus from beneath the sink. She cleaned out her 40-inch ass. After completing that task, she hopped in the shower. The steamy, hot water felt good against her milky-white skin. She scrubbed her curvaceous figure with a purple...

3 years ago
  • 0
  • 10
  • 0

TRANNY THREESOME

“Ask me again baby,” he groans as he supports himself above me on his hands and toes and frantically slides his full eight-inches into me. “Would you like to blow a tranny while I watch?” “Yes, baby yes, so fucking good, yes,” he moans as we orgasm together. I had just the tranny, Rosie, in mind, I hadn’t told Roger but she propositioned me recently and hinted that she would enjoy me and Roger at the same time. We always go to some trouble to dress or undress to turn on our guest when they...

3 years ago
  • 0
  • 16
  • 0

Tranny in Croatia

I started crossdressing as a teenager. I had a young mom, who always had some interesting and sexy clothes. I was 13 the first time I took her clothes (she was 31 at the time). I took a metallic silver jacket and some lacy thongs, and I put on her pink lipstick. I took a couple of photos, but they all came out blurry. But I liked how it felt, the only trouble was I did not know what to do... it felt wrong enough to hide it but right enough to get me interested. I dressed up quite often, but not...

4 years ago
  • 0
  • 15
  • 0

Riverbank Tranny Fucktoy

Hello to all of you that read my first true story about outdoor sex. This is another account of a meeting I had in the middle of a city near a river. It was late one summers evening when I met up with this sexy young Portugese stud I had been messaging on a gay dogging site. I had been chatting to Fillipe for a couple of hours, and we were both getting hornier and hornier with each new message that we sent. It was me that asked if he would like to meet that night, and he of course said yes....

1 year ago
  • 0
  • 8
  • 0

Sissy Tranny Annie Slutty Fantasy

I have been dressing since an early age, dressing in my mothers stockings, suspender belt, bra, panties and heels. I used to feel my smooth legs and my cock would get hard straight away. I love how my cock looks when im dressed as a sissy slut and from that early age all ive ever wanted is to have a horny guy in front of me, with his cock hard knowing that he wants to fuck me. My fantasy and dressing got a lot more sluttier when I first in with my first love. Her name was Claire and she loved...

1 year ago
  • 0
  • 12
  • 0

My black tranny wife part 3 final

Heather's dress or lack of was amazing. It was white and floor length in the back. It was open down far enough exposing half of her tight ass. The front was cut open down to her naval it was covered in very sheer lace, so the inside of her tits and her cleavage were easy to see. From her waist down, it was also open. She was wearing a sheer G-string. She must have been excited because you dick was semi hard and it really filled out her panties. If you looked close enough you could see her dick...

3 years ago
  • 0
  • 11
  • 0

Couple Finds Another Plus Tranny

While I was in the military, there were many opportunities to see some of the wild and crazy sites and people of the world. One time in Japan a bunch of us in a mixed group (men and women) went to a show that featured transsexuals. These were men who now dressed and acted like women. All of the men/women featured had breast implants to additionally make you believe they were real. The show was very exciting with each of the trannies on stage showing us they were as good looking without their...

3 years ago
  • 0
  • 27
  • 0

First time with a Tranny

Stevie had always found it relatively easy to get girl friends. Not all had been good experiences. He always felt that after sex he just wasn’t satisfied. Maybe he wanted something different. Some people are perfectly fine about being gay or bisexual, but for others, it is a scary mine field. Stevie was one of those people. People had commented on him being gay for years and he always felt ashamed. He denied it, of course, but as time went by the thoughts about the whole subject haunted him. He...

Gay Male
1 year ago
  • 0
  • 20
  • 0

Young Tranny at Great Grandmas Funeral

“What’s going on,” inquired the 34 year-old construction and building inspector.“Nothing,” smiled the high school senior with the 22-inch dark brown wavy hair extensions and gray contacts. “What’s up with you.”“I want summa that.” he leaned forward trapping her between his heaving chest and the counter.“What?”“That sweet potato pie over there,” he winked.“Oh, okay! I’ll cut you a piece.”“You do that,” he said not moving an inch and running a forefinger down her weave.She darted her eyes away,...

3 years ago
  • 0
  • 8
  • 0

Threesome with a tranny and a woman

I have a friend with benefits that I have been with for a few months. Her name is Bree and she is a tranny. I figured out I was Bi a few years ago so I started looking around for guy's to have sex with. Like others, I found guys who seemed to want to get together but would not pan out for some reason or another. That's when I discovered tranny's and new I wanted to be with one. So I started to look around for one and that's when I met Bree. She was beautiful 5'3" tall, dark hair and a tight...

1 year ago
  • 0
  • 9
  • 0

Nate and his tranny neighbour

My first ever story. Depicting sex between a man and a transsexual.It is lengthy but personally I enjoy these best. Constructive feedback is greatly appreciated, so feel free to write to me. Enjoy ; )Nathan (Nate for short) was an average eighteen year old boy; liked girls, sports, partying, and being on his summer holidays he enjoyed the time off school. With some exceptions to the average rule, he loved his kinky dirty thoughts and porn. Frequently watching shemale porn, gorgeous busty women...

1 year ago
  • 0
  • 5
  • 0

My first but not last encounter with a tranny

My Wife and I have been married for about 3 years now and have since recently, been looking to have our first experience with a she male. I met a girl online name Judy and after chatting for a while and exchanging pictures we agreed to a meet and greet. Judy proved to be a very sexy transgender with feminine features. Her highlighted hair was long and she had size B cup breast with a thick firm ass and long pretty legs. She was very beautiful and had an awesome personality. We sat down and...

She Males
2 years ago
  • 0
  • 16
  • 0

Ambers Email Troubles

Amber’s Story     The hair on the back of Amber’s neck stood tall.  She sensed something or someone more than feel it really. Amber turned hastily her dark eyes peering through the night.   Something, no someone moved in the shadows behind her.  She was sure of it.  Amber strained her senses in the night air to hear anything, to see anything, to calm her nerves if nothing more, NOTHING.  Yet she knew it, somehow she knew it? someone WAS following her.  And this was not the first time either. ...

3 years ago
  • 0
  • 13
  • 0

Tranny Wife Me

I have always loved sex with trannies, even more than sex. Friendship and closeness that I would struggle to fin in a guy. My wife had no huge preference for Tgirls but she did have a ravenous appetite for sex and was curious enough to try everything. We decided to go to Manchester and their regular Saturday night Tranny evenings and from previous visits, we had a few drinks in Napoleon's Lounge. It was a popular meeting place for "girls." Trannies who liked other girls, trannies who preferred...

4 years ago
  • 0
  • 12
  • 0

Amber and Jake an Amulet of Zulo Story

Amber and Jake - An Altered Fates Story By Eric Mr. Jacob W. Watson, known to one and all as Jake, walked with his usual energy through the parking lot to the plant. He was 35 and though he was popular, Jake would not win any beauty contests! He was 'medium'. Medium height 5' 10, hair medium brown, eyes medium brown, body not slim but not overweight. Today he was even wearing a brown suit! Jake was VP in charge of manufacturing at Schimdt tool and die company. The plant was the second...

1 year ago
  • 0
  • 12
  • 0

Amber

Begger's Stories Sunday, April 13, 2008 Amber Chapters 1-7 This was the first teasing and denial story I wrote several years ago (2004ish) for orgasmdenial.com. It contains a lot of ballbusting and teasing, chastity and female dominance. A lot of the inspiration to write came from one of my favorite OD writers, Peter, who should be linked to somewhere on this site. Anyway, enjoy my first work and let me know what you think. "Amber" by Begger It was Friday, I had been waiting for today for...

1 year ago
  • 0
  • 10
  • 0

Amber Lamps

( A Les Lumens Story ) Amber absently toyed with a lock of her strawberry blonde hair as she watched the streets pass by outside the bus window. Her stop was fast approaching, and she was psyched to finally spend some time in her new apartment. She still couldn’t believe that Rachel had conned her parents into renting it for them and moving their things. No more parents rules, and no more dorm rules. They were free to live the college life to its full extent now. With only a block or two left...

3 years ago
  • 0
  • 13
  • 0

Amber and Jake An Altered Fates Story

Thanks to Steve Zink he helped enormously by super editing as always! Amber and Jake - An Altered Fates Story By Eric Mr. Jacob W. Watson, known to one and all as Jake, walked with his usual energy through the parking lot to the plant. He was 35 and though he was popular, Jake would not win any beauty contests! He was 'medium'. Medium height 5' 10, hair medium brown, eyes brown, not slim but not overweight. Today he was even wearing a brown suit! Jake was VP in charge of...

2 years ago
  • 0
  • 11
  • 0

Amber

Hung Like a Horse Every summer, our family took a trip to visit our relatives on their farm. It was a trip that my sister and I looked forward to every year. For two weeks, we basically had the run of the land with little or no supervision. We got to explore all of the barns, watch the a****ls, and swim in the creek that flowed through the pasture. Usually there were other visiting k**s to play with as well.This year, my cousin Amber was visiting from New York City. It was her first trip out...

1 year ago
  • 0
  • 10
  • 0

Amber and Sinndy Make it Hurt

Amber and Sinndy Make it HurtThe air was crisp and chilly enough to perk the largest fattest nipples. Amber and Sinndy smiled devilishly to each other as Amber pulled away in the 1993 Suburban. The back seats had been ripped from their lodges in the floor to make room for Eric, the luscious blonde grungy beauty they'd seen at the TSOL punk show. He had been smiling at them as they sparked the joint out on the lawn right before TSOL came onstage. He approached them, and left smiling, high, and...

1 year ago
  • 0
  • 7
  • 0

Amber Gets Stretched The final chapter 7

When the day of the shoot finally arrives, I decide not to even open the shop, hoping that Doug will let me on set during the filming so I can watch as Amber gets fucked senseless. When Amber arrives, I'm instantly turned on by her outfit. She is wearing a skin tight shirt that hugs her tits perfectly, not hiding anything and exposing her stomach. Her skirt is very small, showing lots of ass. "The guys are going to love you," I say with a grin. Amber pushes her blonde hair back behind her ears,...

Erotic
2 years ago
  • 0
  • 10
  • 0

My first tranny

I had never been with a tranny before and did not plan on being with one at all but you never know what will happen. I had a bad day, I had been in meetings all day with new clients in another city. I decided to stop for a drink or two before going back to my hotel room. I found this bar that look interesting so I went in. There were lots of beautiful women there so I thought that maybe I would get lucky and not have to be alone tonight. I went to the bar and ordered a drink and checked out the...

3 years ago
  • 0
  • 7
  • 0

My first time with a tranny

I always had a strong sex drive, and since I had been around 16 I had been turned on by gay porn. I must say that I am straight, well on second thought, better say that I am bisexual. And I always have and will like girls. But there is something about a cock that turns me on and I then discovered shemale porn. I think that a hot sexy shemale and a cock is the best combination there could be. I have a strange fascination with cocks and a hot sexy girly body tops it off.In August 2007 I was 24...

1 year ago
  • 0
  • 11
  • 0

Dream Tranny

Dreams can be strange, sexy things. Your wife may be a stunning knock-out, way the fuck out of your league, but I bet she ain’t your dream girl. No, your perfect fantasy angel has the big tits and pretty face you love so much, but she’s also got something extra: a big ol’ dick between her legs. Sorry, wifey, but tonight may be a good evening to spend with DreamTranny.DreamTranny.com is a site with history. They’ve been around since 2000, making them one of the older shemale porn operations on...

Premium Shemale Porn Sites
2 years ago
  • 0
  • 11
  • 0

Amber Lamps

Amber absently toyed with a lock of her strawberry blonde hair as she watched the streets pass by outside the bus window. Her stop was fast approaching, and she was psyched to finally spend some time in her new apartment. She still couldn't believe that Rachel had conned her parents into renting it for them and moving their things. No more parents rules, and no more dorm rules. They were free to live the college life to its full extent now. With only a block or two left until her stop, she...

2 years ago
  • 0
  • 9
  • 0

Amber Takes a Risk

Amber smiled as she helped Mrs. Robinson unlock her mailbox. "Oh, you got a package!" she winked at the old lady. "Order something nice from the home shopping channels?" "Oh no dear. Those are probably my sleeping pills. You know, the one that the butterfly goes in people's bedrooms late at night in the TV ads. They're the only medication that does a thing for my insomnia." The younger woman tried to suppress her excitement. What perfect timing! "Here, you take these, and I'll...

4 years ago
  • 0
  • 8
  • 0

Amber and Kelly

I heard a knock on the door. It was Amber. I propped myself up on my elbow and rubbed my eyes. She ran in and jumped on the bed with me. She started to kiss me and she grabbed my morning wood. I slept in the spare bedroom between Amber’s and her parents’ room. I kissed her back then pushed her away frightened, “What are you doing? Your parents…” She cut me off mid sentence, “My parents went to the mall. I told them you and I were going to Kelly’s to play soccer and to keep the...

4 years ago
  • 0
  • 7
  • 0

Amber hires melanie

Amber had inherited the business from her late husband and had grown it tenfold. What started out as a small firm of engineering consultants had now grown to include architects, civil and hydraulic engineers, quantity surveyors and a construction division. With her business acumen, talent at networking, people skills and background as an architect, although she had never really practiced, Amber had proved that all round knowledge, common sense and people skills were a better recipe for success...

2 years ago
  • 0
  • 12
  • 0

Amber and Jake An Altered Fates Story 2

Amber and Jake - An Altered Fates Story By Eric Edits by SteveZ Thanks again to the editor without a peer Steve Zink Part 4 Jake gulped. This was way beyond awkward! She had to talk to Bob pretending to be Amber and not make any mistakes, yet at the same time remember she was at work and the real Amber might pop in at any time and not like what was said. Feeling like a cat trying to ice skate, Jake answered. "Hello, darling." (That was safe enough) "Hello yourself, sexy!" said...

1 year ago
  • 0
  • 24
  • 0

Amber Pays the Rent Reposted

Amber was shocked at the news! She was just told by her boss that her job was being eliminated. What on earth was she going to do now? Even with a regular paycheck she barely got by.The next day she went to the unemployment office and she was told she would get some weekly benefits but then they told her how much. That would never pay her rent or put food on the table.As the next few days went by she dreaded telling her landlord that she would not be able to pay him. He seemed like a nice...

3 years ago
  • 0
  • 22
  • 0

Amber Womb of the State

Mature and Younger, Flashing, Up Shirts, Cuckold, Cream pie and KinkyAmber blushed as the boys whistled at her, she stood dressed in a formal long Red Gown. Behind her walked out James in a tuxedo, they were attending an award ceremony of 20 year service as foster parents. Their present 4 foster boys had seen them leave, together or separate every night for the past week.It was 21 years ago at the age of 35 that James suffered a massive stroke. He went from a commercial pilot to rehab and...

2 years ago
  • 0
  • 11
  • 0

Amber Chapter 7 Saturday

It was a stressful 24 hours. It was what I wanted; of course it was what I wanted. But sometimes you just can't have what you want, or rather who you want. Amber. My schoolgirl fantasy; my knicker-showing tease.A date.It was ridiculous how excited and scared I was at the prospect of going on a 'proper' date with Amber. Excited, scared and stressed. And there was something that came naturally when I was any of those things. I cleaned the pipes three times at work, each time provided only...

Novels
3 years ago
  • 0
  • 17
  • 0

Amber wont do it again

Introduction: 17 Year old Amber Davis is in trouble Go to your bedroom and take off your panties!But Daddy.Go to your bedroom and take off your panties, Now, Amber!s*******n year old Amber Davis could not believe what was about to happen. Her father was going to spank her. Amber had only been spanked twice in her life. The last time was five years ago when she was twelve. She knew she had broken the rules, but a spanking at her age. It was too humiliating to even imagine.Jim Davis continued...

1 year ago
  • 0
  • 9
  • 0

Amber and Friends

He thought he had gotten away clean when he saw his ex and her friends come into the bar. Alas, he was not so lucky. “Jake? Jake!” Amber said. She ran across the lot and caught his arm ten strides before he got to his car. “I thought that was you.” “Oh, hello Amber,” he said. “Hello yourself. I thought you were in Miami.” “I was.” Jake took a moment to look at her. She had lost weight through her middle, which only served to accentuate her ample chest. Her hips and ass also appeared to...

2 years ago
  • 0
  • 11
  • 0

Amber and Jake An Altered Fates Story Final Chapters

Amber and Jake - An Altered Fates Story By Eric Edits by SteveZ Part 6 Jake awoke the next morning feeling wonderful; she kissed her lover Bob gently as he began to stir. It was great to feel so sexy. She padded over to the mirror and looked admiringly at her - at Amber's body. 'Well, in many ways it was tempting to see if Amber would be willing to trade bodies and lives,' she thought, 'but I love most of my own life too! I'm rich, have a great job, my income from all sources is...

2 years ago
  • 0
  • 9
  • 0

Stag Night Tranny Gang Bang

I really still don’t know why, to this day, i said i would go with Ross to the Stag night. It was probably one of my more stupid decisions in life!! I’d met Ross a couple of times before, mostly at the S Club in Merton. Ross was about twenty three, really good looking, and loved the whole cross dressing scene but didn’t dress himself and described himself as an ardent ‘admirer’. He’d approached me at the bar one night and we’d got talking. Although I was much much older than him it only seemed...

2 years ago
  • 0
  • 6
  • 0

Stag Night Tranny Gang Bang

I really still don't know why, to this day, i said i would go with Ross to the Stag night. It was probably one of my more stupid decisions in life!!I'd met Ross a couple of times before, mostly at the S Club in Merton. Ross was about twenty three, really good looking, and loved the whole cross dressing scene but didn't dress himself and described himself as an ardent 'admirer'. He'd approached me at the bar one night and we'd got talking. Although I was much much older than him it only seemed...

2 years ago
  • 0
  • 9
  • 0

Amber Heard behind the scenes

Working in the movie industry is a stressful but also and interesting and exciting thing to do, especially when there is opportunity's to meet all sorts of folks. Al Pacino, Seth Rogan, Chevy Chase and Meryl Streep, all of them I have met and worked with on set. But then there was the time I worked on a film with a director named Patrick Lussier and that film in question is Drive Angry back in 2011, and yes that means I did meet naughty blonde hottie actress, Amber Heard. Since I got the word I...

3 years ago
  • 0
  • 8
  • 0

Amber Brief Stardom

Amber really hoped to die and called her landlord to say she would be moving out next week. There was no money to pay the rent. The chances were only one out of 50 but she would be executed if not selected and want to entertain others with her nudity and death but thought a lot about and would need to privately hang from a tree in the back yard hoping someone would find her and have fun removing her body. Being homeless was not fun but she would risk it. She called her ex husband and said...

1 year ago
  • 0
  • 10
  • 0

Amber The Next Generation

Amber, my beautiful young neighbor and now my wife, and I have been going at it hot and heavy for the past four years, now. Since she gave herself to me that first time. We just celebrated our first wedding anniversary, or "anal-versary," as we call it!!! It all started at our wedding, when I was introduced to my lovely bride's young cousin. "Chris, I'd like you to meet my cousin, Amber," my bride said. Apparently, Amber was a family name. There were at least two Amber's in every...

3 years ago
  • 0
  • 11
  • 0

The Perils of Pauline Tranny at the Truck Stop

Paul sat behind the wheel of his Mustang, the windscreen opaque with heavy rain. It had been raining hard for the last hour and he was hoping it would have stopped before he reached the truck stop. He looked through the windshield as the wipers lazily swept back and forth across the glass. The sodium vapour lamps bathed the parking lot in an orange hue. The blacktop was slick with rain and puddles had formed in the numerous potholes. The lot was quiet; as it usually was at 8:30pm on a Tuesday...

3 years ago
  • 0
  • 12
  • 0

Amy The Tranny Chapter 1

I met Amy at an adult theatre in town.She was dressed to nines in a mini skirt, tight halter top, and pumps leading up a pair of fishnet clad legs. I invited her into a private boothand once inside, went over her price for someadult fun. She told me I couldn't fuck her as shewas on her period but I knew something was up and asked her flat out if she was a tranny. She looked at me wearily and slowly nodded her head. I assured her I was into tranny sex and she relaxed and asked if I was into just...

2 years ago
  • 0
  • 10
  • 0

Amber and Bobby Fraternal Twins with benefits

I had developed too over the past years and now stood 6’00” tall and weighed 168 pounds. Our hair and eye color was the same but I was tall and lanky in stature. Puberty had also left me with a cock that grew instantly to 6” in length and typically stayed rock hard for most my waking hours. As weird as it seemed in my head I always looked at Amber and wondered what she would look like and feel like naked. I never acted on it but the thought was in my head daily. Amber and I were both...

1 year ago
  • 0
  • 4
  • 0

Amber Gets Stretched Part 4

A week and many "work out" sessions after Amber starts to work in my shop, I get another call from the Scalzi twins. "Gary, you been holdin out on us long enough, we want that slut of yours now. We'll be there at six." I don't know what to do, I haven't mentioned anything to Amber yet, but I got to come up with something fast. I try not to look worried as Amber walks down the stairs, wearing a sexy uniform as usual. A strapless bikini top that hardly covers her tits, and a thong bottom that...

Group Sex
1 year ago
  • 0
  • 16
  • 0

First Time with Tranny

So this is the story about how I got my first experience being a bottom, and why it was with a tranny.I was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...

3 years ago
  • 0
  • 28
  • 0

Im a Meat Packing Girl Tranny

I didn't go looking for a tranny, shemale, dickgirl, or whatever derogatory term a homophobic world has labeled women that happen to be packing a penis. In fact, while I had messed around a little with the man worm, back in college and with a drunken buddy a few times, I considered myself 100% a hetero male, in love with the female form and a total horn dog for a beautiful woman. I must admit, I've jerked off more than a few times to shemale porn on my computer at home, wondering what it would...

1 year ago
  • 0
  • 28
  • 0

My Tranny Schoolgirl Fantasy

As I sat on my couch, i was thinking, "Being alone doesn't have good perks. Maybe if I wanted to dream something naughty, it might be cool." So, I closed my eyes, and I dreamed of a very naughty tranny schoolgirl who would do what i like. All of a sudden, I heard a sexy female voice say to me, "Hey Brian, you bad boy, you big stud." I woke up, and there was this hot tranny girl who was dressed as a naughty tranny schoolgirl. She had nice lovely pigtails, a very sexy tied tight white top, in...

3 years ago
  • 0
  • 6
  • 0

My first time as a bottom and with a tranny

So this is the story about how i got my first experience being a bottom, and why it was with a trannyI was 18 and wanted to try being a bottom. For a long time I had experimented by myself at home with different things (hair brushes handles, screw drivers handles, ping pong paddles handles etc...) but I really wanted the real thing. I had the fantasy about sucking dick and getting fucked. I had been watching anal sex porn, gay porn and shemale porn for a long time, and always I thought the...

3 years ago
  • 0
  • 7
  • 0

Nate and his tranny neighbour Part 3

Nate and his transsexual neighbour part three, as always hope you freaks enjoy and let me know what you think ; ) Nate woke up thinking about his last two encounters with his hot big-dicked neighbour. Having never had much experience with woman to having the hottest sex he could hope for was a dream come true. However as he slowly stroked his hard morning wood he realised he had yet to fuck Jez, her gorgeous tight ass in lycra was a vision to behold. Wanting nothing more to feel her pretty...

1 year ago
  • 0
  • 10
  • 0

Fun with a latina tranny

So I'm a big fan of a big tranny cock in my ass. Just throwing that out there early on here.So this past summer I decided that with my school being off I should get some tranny cock as fast as I could. I went on a site and set up a new account, hoping for the same luck I had a few months ago with a hot black tranny named Jade and her friend. I quickly found a very nice 20 something tranny names Maria who said I would do. We went through a few chat sessions, with our cams on and I convinced...

4 years ago
  • 0
  • 8
  • 0

Tranny Delight

I had been feeling particularly horny one day and waiting for Joe to come home I got to thinking about having sex with a black woman and then watching as Joe took her and then thought even more that perhaps a black tranny might be a bit more fun. So when Joe came home I easily talked him into going down to the alternative nightclub we had visited once before and off we went. Upon entering the club I saw that it was as crowded as usual and Joe and I took up a small table and settled with our...

1 year ago
  • 0
  • 11
  • 0

Amber pt3

Part 3I could tell Amber was horny as we were leaving the restaurant, twitching and glancing at me on the way to the Tahoe. Sliding in to the front, instead of sitting on her side, she took the middle seat, buckling next to me before saying "Are we still doing my reward?"I grinned, starting the Tahoe and said "Yes Honey, anything you want"Her hand slid up my thigh and pushed against my pussy as she looked out the window, not meeting my eyes. She was breathing heavily as she ground it into me,...

Porn Trends