Meeting my first tranny / trap.

James here writing about more sexual adventures. See my blog for past stories.

Meeting Alexis & Sky (Transexual) Part 1

I live on Cape cod Massachusetts. There is a gay/ bisexual community called Provincetown that is about an hour from where I live. My last adventure was my first all male sexual experience. See past blog. Now a few weeks had gone by since having my first anal experience via taking and giving. I was a bit confused about my sexuality. I was in my 20’s and back in early 90’s it was a different time then things today. I loved woman but my lust for all things sexual was growing. I loved to give and receive pleasure. I was still searching for fun on AOL at the time (same place I met Gale & Frank) from previous mmf see past stories. I found myself lusting again for sexual fun. I still hung out with my local friends and slept with some gills my age. I would try different things to get them off and my oral skills were getting good as I was helped by Gales instruction on how and where to find a woman’s g spot. But still I really enjoyed the group sex with older couples. Just thinking about it would get so horny. I was up late after a night out at the bars and searching local sex groups and started chatting with some people. One person had a screen name of vixen1990cc. We started IM each other and after a bit to find out Vixen called herself Alexis but was 25 year old crossdresser living in Provincetown. Immediately I was intrigued as I had not looked at much Trany porn or knew much about it then. But she sent a picture of her with her back to the camera and she was looking back over her right shoulder. She was naked and had an amazing ass. I felt my dick swell immediately. I had a couple dick pics saved as so I sent them back and we chatted for about an hour and then said good nights as it was like 2:30 am. We chatted about living on Cape cod and some sex stuff but mainly it was a pleasant friendly chat. I typed that it was nice to meet you Alexis, you look beautiful. I jerked a quick load out thinking about her and that one picture she sent. Long brunette hair looking back, she was petite and slender with shoulder blade length hair.

The next morning I awoke horny as hell with the thought of Alexis on my mind. It was Saturday and I had to work a day shift until 6pm. All day long I was thinking about her. I wondered what her cock would look like, was it small, big, and still I had fears about friends finding out that I was bisexual so I had no one to talk to about it. I worked that day and rushed home to jump on line to see if any messages from Alexis. None, I decided to send her one. “Hi Alexis, James here, it was great to chat with you last night. I have been thinking about you all night and day. I have the night off and was thinking about hitting up some bars in Ptown tonight. If free would you want to meet for a drink?” I staired at the screen and then hit send. I was nervous but excited to see if she would respond. I took a shower ate and kept checking my messages on my computer. You’ve got mail sounded and I almost jumped out of my jeans. It was a message back from Alexis. Hi James, I enjoyed chatting with you as well. I am going out with a couple friends tonight and listed a local bar in ptown where they would be. And that she would be happy enough to have a drink with them if interested. I was. I replied that I hoped to see them there later.

I dressed and headed for Ptown. All kinds of thoughts swirling in my head. A little scared, horny, excited, nervous. It was December now as so it was cold in Ptown and so quiet from the summer tourists that flock there. I found parking and went found the bar. There was loud dance music, and it was crowded for the quiet town. There were men dancing with men, ladies with ladies, a mix of all kinds there. I was wondering if I would see Tom or Mike bit remember they said they would not be back until April. I found a spot to order a drink and did so. Now Alexis does not know what I look like, Just my cock lol from the cock pictures I had sent. It was dark lighting I chit chatted with some people at the bar as I could latterly talk and make friends with anyone. I moved my way to the back and did not see anyone that looked like her as so after half hourand 3 rum and cokes I was thinking of leaving or seeing if I could meet someone and see what happens. When I noticed a couple slim ladies in tube style dresses had entered and were at the bar getting drinks, One was a brunette the other blond. I could not see her face to see if it was her. I got a pit in my stomach as I was feeling shy suddenly, the usual feeling of what if I get rejected feeling we all get. I stayed where I was sitting near the dance floor watching as I didn’t want to run over. I was trying to play it cool. I saw the brunette turn and I could see her face. It was her. She looked amazing. So beautiful and sexy in skin tight red tube style dress that hugged her ass. She had small chested with hard nipples poking at the dress. Her friend was also gorgeous in a similar black dress. They where greeting others that they must have know specially being they live here. I was trying to plan what to say in my head. I headed over and tapped her shoulder, It was loud music as so I had to talk very Loud. “ Alexis? You look beautiful” I said. “ I am James” She smiled and gave me her hand to shake. “ Hi, I was wondering if you I would see you” she replied in her delicate voice. Her friend was a little taller than she was. I am 6’2” Alexis was 5’9” with heals on. Her friend was almost my height and I had no idea if her friend was woman of man. Either way they were both hot. “ This is my friend Sky” she motioned to her. Her Friend said hello. We chatted for a while and they asked me If I dance. I do, So I was lead out on the dance floor with Alexis and Sky. I wasn’t the best dancer but I wasn’t bad and we where all having fun dancing and sweating up a storm. More drinks and more dancing. I had a great buzz going and was having fun, We took a break and got a table where there was about 7 people crowded around, many where her friends, I was introduced to all and they were all very nice. It got to be around 11pm and I was really rolling now the booze was making me a bit wobbly. Lol I was sitting close to alexis and I could smell her perfume she smelled so good even after being sweaty and such from the dancing. Alexis said she needed to use the bathroom and asked me to go with her. The bathrooms where down this long hallway and in a quieter area. Once there she went in the ladies and I took the opportunity to use the mens. I waited in the hall and was there when she came out. I went to walk back and she grabbed my hand and held me from walking away. I turned to her. “ I think you are handsome James” she said. “I think you are breathtakingly gorgeous Alexis” Said back we got close as I looked down into her eyes and she leaned up and we kissed, a small lip catching kiss. Then again and then our mouths opened and tongues were swirling about. She stopped and looked up at me “that was nice” she said. “ it was I replied. We kissed again. I pulled her closer now, I could feel her body against me. It was great sensual kissing. She stopped again” we should go back before they think we are doing it in the bathroom” she blurted. I laughed. I was getting a little hard. She lead me back to the table by my hand. Sky Grinned “oh where have you too been” I looked at sky and I was smiling so was Alexis. Alexis waited for me to sit then she sat in my lap. And picked up her drink. I was enjoying this. I could fell her sexy little tight ass on me and I was getting horny as fuck. She wriggled her ass a little and I was getting hard. I adjusted a bit and now my boner was sticking up a bit and She turned to look down at me once she noticed it. She gave me a little grin and I shot one back like oops sorry you’re so hot I have a hard on. She laughed and in front of everyone leaned in and kissed me very passionately. I heard sky “ looks like someone is getting lucky, must be that big cock of his” I broke the kiss to look at Sky. “ what” I blurted out. Then looking at Alexis. “I showed her your cock pics” Alexis said. I was not sure what to say. Sky broke the awkwardness by saying” dudes got a hot cock” Others looked at me and laughed a little as Sky put her hand up to me like ahigh five. I high fived her and laughed as well. Alexis laughed and she put her lips against mine again. She nor I cared that we were those people making out in a bar at a table infront of others. We were kissing like no one was around. Very sensual. I heard a few comments like “ get a room” and such but didn’t care. She was a great kisser. She stopped and started kissing my neck (which ii love) and whispered in my ear “ want to get out of here and go to my apartment” I looked up to her and nodded yes. She leaned over to sky and was talking in her ear. I saw sky look at me and smile. She leaned back and stood up and said “ I will see you at the apartment to Sky and said good byes to the group of her friends” they hollered stuff like have fun and such. We got our coats on and went out into the cold December air. I told her I was parked but she only lived about a mile up the road. Provincetown was a small seaside town tiny homes close together and very narrows streets. So we decided to walk and she took my arm and leaned in close as we walked and chatted, she asked if I was ok that she had boy parts. I laughed and told her about my adventures with an older couple and my gays group sex romp. It was easy to talk with her as I could completely be MYSELF. I did not have to hide what I had done. She was asking me questions about the older couple and I shared how amazing it was. She liked talking about it. It was nice to talk with someone so understanding that was my age. we got closer to her apartment and it started to snow. It was very romantic. Here I was with this beautiful Tranny who was a smoke show and walking in this seaside romantic town. It was fun. We were buzzed and the cold wasn’t that effective. “ I Can’t believe you showed my cock to Sky” I joked “well I told her that this guy might show up to buy us drinks and I only know what his dick looks like” she laughed out. “ We didn’t think you would show, sorry” “ I was just teasing you” I whispered. “ here we are up these stairs” she said she lead up some very narrow steps to an apartment above a art gallery. I started to get hard again with thoughts of what was about to happen.

She unlocked the door and we went in to her apartment. It was a small livig area with a couch and that led to a small dining counter with a kitchenette behind. “ This is it” she said. Her and Sky lived there, she had confirmed that her and sky where both tranny’s / fem boys that met in NY city in collage. They both visited here the summer before and dropped out to live here. They became close friends as they both knew they wanted to be feminine and not boys anymore. I helped her with her coat off and then took off mine. “ I hung them up on a hook near the door as she turned on a light in the kitchen. That glowed into the living room. I walked up to her pulled her close. I looked down at her and we kissed again. She had the softest kissable lips. I pulled her close and was rubbing my hands down the small of her back. She pushed me back and I my back hit the refrigerator with a thud. I was hard as a rock now. I could feel my aching cock strain in its jeans prison. My hands slid down to her tight ass. I squeezed her cheeks in either palm. She moaned a bit and that was a huge turn on. We started grinding on each other and she stopped pulled back a bit and slid her hand down the front of my shirt and found my straining cock and squeezed it though my jeans. “ ahhhhhhhh that feels good” I moaned. “ oh is this what I was feeling poking my butt in the bar” she went back to kissing me while rubbing my dick thought my pants. My hands were all over her hot ass. She started kissing my neck again. My hands started to pull her tube dress up and now I could feel her naked ass cheeks, she was wearing a thong. I slid my hand into her ass crack and was rubbing her asshole. She moaned while kissing my neck. She stopped and pulled away and started off toward the couch. Pulling me behind with my hand again. She stopped and stood at the couch and turned to meet my face it was obvious I was hard. I looked down and could see her dress was poking out a bit. She too had a hardon. I reached out and felt it. She liked it by giving a soft moan. It was still hidden by her dress and thong but I gave it a good squeeze and it was not as big as me but it was so hard. She reached down with out breaking eye contact and started to unzip my jeans. Once she did she shimmed my jeans down beyond my ass and my dick flopped out to point right at her she grabbed it and looked down at it. “ wow, you have a hot cock James” She whispered. “ she was slowly jerking it. “Omg your leaking already” she said with a devilish grin. “you are so gorgeous Alexis” I shot back. We kissed again while standing rugging each others dicks. I pulled her dress up and her she cock was poking out the top of her thong. I slid her thong done to free her boy clit. She breathed in quick when my hands wrapped around her clit. She pulled back and looked down to see my hand stroking her. She looked back and smiled and went back to kissing. Kissing her was so sensual. I was kissing her neck and down her shoulder and she was loving it. She then pulled off my shirt. I was so horny. She moved closer and grabbed her cock and was rubbing it on mine. While we watched our cocks slap together. It was so hot. “ I am so fucking hard Alexis look what you do to me” I said. “ So am I “ Her clit was rock hard. She let her thong drop further down and stepped out of them. She then pushed me back onto the couch and I sat and she pulled off my shoes then my jeans. One they where off I spread my legs a bit so she could see my cock. She knelt down in front of me at the base of the couch and grabbed my cock by the base and helt tight which made it look huge some cum leaked out and dribbled down the side. “ its so hard, I want to put it in my mouth, do you want that?” she said so seductively. “Please” I shot back very fast. “ Please what?” she said.

“ Please put it in your mouth” I said again in haste. “Please put what in my mouth” She said back. I caught on finally. “ alexis, please put my hard cock into your hot soft mouth” I said with authority. She smiled and winked then leaned her head down and her lips slid around my cock. She licked up and down the sides a little then took it back into her warm mouth. It felt so good. She went deeper each time. She slid one hand onto my chest and was rubbing around her other hand held the base of my shaft. She went to work up and down, I was in heaven. She looked up at me and would stare at me to see my enjoyment of her action. I could feel me getting closer to wanting to cum. I gently pulled her head up leaned forward and kissed her. I could taste my cock on her mouth. I stopped and looked at her and said” Alexis I want you to put your clit in my mouth now” she grinned and stood up and her dick was pointing at me. I grabbed it and licked from the tip down one side. It was about 6” to my 7” it wasn’t thick like mine but thick enough to not look tiny. It had a slight bend. I got it wet then I looked up at her and took her into my mouth. She moaned aloud once as I sucked it deeper and deeper into my mouth. I was craving her dick. She put her hands on the back of my head and was slowly thrusting her girl cock into my inviting mouth. My dick was pulsating because I was so horny sucking on her tasty cock. I reached Around with one hand and was rubbing her hot ass. My fingers found her rosebud and were rubbing around her hole. She was loving it. “ Oh I like that, mmmmmmm baby that feels so good. Lick my big clit baby” she moaned. I was in bliss. I stopped and stood up to kiss her and she then said we should go to my bedroom. We left out clothes behind and she led me to the bed room , There was only one that her and Sky shared. It was a large room with two beds on wither side. She lead me to what must have been hers and I walked up behind her and hugged her from behind. My cock was poking her in the small of her back. I was kissing the back of her neck and she reached down to stroke my cock. “ OMG James you leaking so much cum out” She said. “ I love sucking your clit, it’s a big turn on” I said. She climbed on the bed and motioned for me to lay down next to her then she started sucking on my again. “ swing your ass this way” I asked so I could stroke her. She then moved so we were 69 position sucking on each other. I was playing with her asshole as well. And I could feel her soft shaven balls on my face. I started rubbing my thumb on her rosebud and I started to push it in. ass her asshole opened to allow it she had to let my cock slip out of her mouth so she could moan. I pushed my thumb in more. I could feel her clit swell. “ oh god that feels so good” she said. She started sucking me again. It felt great. I had a shemales cock in my mouth, this was amazing the best of both worlds. I could again feel myself getting close to orgasm. She then stopped and climbed off and spun around to sit just below my cock and face me. She was feeling her little nipples, they where hard and she had little puffy breast. I reached up to feel them and pinch her erect nipples. She moaned when I did. We kissed. She then said” James, I want you to fuck me, fuck my boy pussy” she whispered “Is that ok, I want to feel you inside me” she said. “ I want to be inside you” My lips sounded. She got up and went to a drawer and pulled out what must have been some lube and I watched her apply it while coming back to the bed. She swung her legs over and sat her hot ass down on my dick. She started sliding up and down on it while moving for it to get closer to being inside her tight ass. She came down and we were kissing again. I could feel her hand reach back and grab my hard shaft and line it up. Then her asshole on the tip of my dick and it started to enter. This I remember was such an exciting moment. She pushed down hard as my cock started to slide into her. I then felt as her ass opened up and swallowed my cock. She went all the way down on one motion and I could feel the rush of lust engulf me. It was so warm and tight my cock was in all the way. She then started to ride me. She sat up straight and I could see her hard cock bouncing up and down and slapping my belly. She was moaning and grunting. I reach out and started to stroke her clit. As soon as I did some pre cum oozed out to glisten her cock. It was so hot. She was full on riding to the tip and back down again on my cock. “ oh fuck, I love your tight ass” I blurted out. “ Fuck that pussy” she said back. She was getting louder and I could feel my self building up I was going to cum soon. As I could not handle how great her asshole felt sliding up and down on my throbbing cock. “ Oh man I’m going to cum” I let out. Right then she leaned back and was bucking like mad, I was stroking her and she started to shoot cum out onto my chest, once I saw it and felt it hit me my dick exploded inside her ass, her next shot of cum shot up onto my chin and neck. We were both Cumming at the same time. I was thrusting into her ass with every shot of my semen inside her tight little asshole. As she came on my. We then were gripping onto each other tightly while our orgasms shuttered our bodies like we were holding onto a boat in high sea. We seemed to cum forever. Then Alexis fell against me, spent from her orgasm. Laying on my chest and on her own cum shot. I was still inside her and could feel every pulsation of my dick in side her warm hot cum filled ass. We were breathing heavily and sat like that for several minutes. “That was incredible” I said to her finally catching my breath. “ I came so hard” I added. She slid off so my dick slipped out of her ass and when it did a river of my cum leaked down and was landing on my dick and balls. “ Omg you came so much” she said. She then collapsed on the bed next to me. I pulled her in close and we snuggled still catching our breath. After few minutes we kissed again. I looked at the clock and it was around 1 am. We cuddled and Must have fallen asleep as Part 2 to be the follow up to meeting Alexis & her roommate Sky.
द्वारा प्रकाशित mANOFTHECAPE
1 वर्ष पूर्व
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15
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rhh33
I love CDs
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amazing !!!!!  
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Gozre
Yes! That's itis!I like Shemal! Wonderful Sex! Wonderful Story!
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mANOFTHECAPE
प्रति Questfirstone : Thanks, I havent had the urge to write in a while.
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This story was so hot and I can’t wait for part 2 to come out.
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That sounded like a fantastic sexual experience.  She is described as a beautiful and sexy trans gurl.
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hankypankie
Hot 🔥 
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mANOFTHECAPE
प्रति wezeer : Thank you. Was the best of times...
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wezeer
that was hot james been wanting a tranny for years
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mANOFTHECAPE
प्रति Naughtynev69 : Thanks
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Naughtynev69
Yummy
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wat een heerlijke geile bijeenkomst; had er graag deel aangenomen
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teresavio
Que hermosa experiencia que has tenido,sentir todas esas sensaciones desde que la conociste hasta el final,bien¡¡¡
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mANOFTHECAPE
प्रति Calilad : Thank You
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Hot storytelling James...
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