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  1. A TS Friend: Part 1
  2. A TS Friend: Part 2
  3. A TS Friend: Part 3

A TS Friend: Part 2

Categories Fiction

Authror: Cryptic Guy

Published: 13 March 2018

  • Font:

Hi All, This story is in continuation to part 1 of this story with the subject “A TS Friend Part 1”.

We had few more drinks while sitting at the bar very close to each other. While we were drinking, I told Kim multiple times that I have been thinking about her since I saw her pictures but she laughed those conversations off. I finally told Kim that I wanted to sleep with her which she denied immediately by saying “that is not happening”. She then explained that she already has a boyfriend but went on to explain that their relationship is a little complex. They both have some fun here and there and at times involve a third or fourth person to keep it exciting and fun but are committed to each other. I did not expect anything like that from Kim but was excited to hear that. My brain started imagining a lot of wild possibilities with her and all the fun I could have.

I was trying to be very subtle and told her that I would respect her boundaries. Only thing on my mind from last few days was Kim and was ready to do anything to be with her. I was successful in convincing her that I was not looking for a long term relation either and was interested only in some fun. From our conversations over the emails Kim had an idea that I was not those one night stand types and that was the reason it took some effort to convince her.

We decided to make a move and left the bar. Since I had few beers and was not going to drive back home immediately. We walked around that area for a while. After walking and chatting for few minutes, Kim agreed to my suggestion of sitting in my car and chatting. I sat on the drivers seat and Kim sat on passenger seat in front. As soon as we sat, I kept my hand on her thigh and started rubbing it. In next few seconds I leaned towards her with my hand reaching back of her head. She leaned forward and we started kissing. I started sucking her lower lip very gently, moved to upper lip and kept switching. She turned a bit towards left and moved her right hand behind my head. She pulled me towards her and started kissing back with her tongue licking my lips and trying to move inside my mouth. I moved my left hand to her boobs and started squeezing them one by one and was very hard by then.

Kim moved her right hand from the back of my head to my cock and started rubbing it over my jeans. We continued to kiss while her hand moved between my legs and reached my balls. She squeezed them very gently and made me moan and then moved back to rubbing my cock again. This continued for a while and then I broke the kiss and suggested moving in the back of the car. Without waiting for her response I went out of the car and made the rear seats to lie flat. Once I did that, the back of my SUV had huge room with rear seats folded down in the front with full access to the trunk. I jumped in the rear and Kim joined soon after. I laid on my back while Kim jumped on top of me with her ass grinding on my hard cock and her legs folded around my hips. I pulled her head down and started kissing her again. We kissed and licked each others neck, cheeks and lips. I kept squeezing her boobs with both of my hands.

After few minutes Kim broke the kiss and lifted her face up. She then lifted her waist up shifting her weight on her knees. She was looking in my eyes with a faint and lusty smile. She then lifted her dress up and moved her hand inside her dress to bring out a hard monster cock in dark. Without saying anything she stepped forward by moving her knees. As soon as she came near my face, she pushed her huge cock in my mouth. I was too horny to think anything at that time and did not resist her cock somehow. Her cock was way bigger than mine and she just pushed her cock head in my mouth and was moving it in and out very slowly with her hands on my cheeks. This continued for few minutes and then she took her cock out of my mouth. I was wondering on what will happen next before she moved both of her knees to one side and then turned around and moved one knee again on one side of my face. She then stepped back a little bit until her cock was hanging right in front of my mouth.

She unbuttoned my jeans, slid down my briefs and brought my hard cock out. She held my cock tight with her hand and then started sucking it. I felt her lips tight against the shaft of my cock and her warm mouth around my cock head. At the same time her cock was hitting against my cheeks which I accepted in my mouth. Kim was moving her hips and was fucking my mouth because of which I choked few times in between. I was still trying to do the best with her cock in my mouth. I had no experience in sucking cocks until then. We both sucked each other for a while and were moaning pretty much all the time. The uneasiness I was feeling because of a cock hitting my throat every now and then was the only reason I did not cum till then.

I started rubbing her ass cheeks while her cock was pumping in and out of my mouth. I gradually moved my hands under her dress and reached her ass hole with one of my hands. I was rubbing it softly before I started inserting one of my finger in her hole. As soon as I did that, her hips stopped moving and her cock was sitting hard and still in my mouth. I pushed my middle finger hard in her ass and started finger fucking her. I started feeling her moans on my cock which was a great feeling. Without waiting any more I pulled my finger out and then moved both middle and index finger in her ass. I started twisting my fingers while I was pumping them in and out. This triggered louder moans on my cock and her pace of sucking my cock was very abrupt now. I then pulled my finger out and tapped on her ass cheek suggesting to move ahead a little. She understood exactly what I wanted and lifted herself up a little to moved forward on her hands and knees. I pulled my legs from under her and got on my knees behind her. She was perfectly sitting on all four in front of me. As soon as I got on my knees, I held my cock and placed it on her ass pussy with one hand on her upper thigh. I gradually pushed my cock head inside her ass. I paused there for a fraction of second and move my hands to hold her waist. While I was doing that, Kim pushed back and sucked all 6 inches of my cock in her ass.

I then started pumping my cock in and out of her slowly with my hands on her waist. She was moving her hips back and forth so as to meet my thrust in the middle. I gradually started increasing my pace and that was when she stopped moving her hips. I was going all the way in and out very fast and rough. I used to pull my cock out and push it back all the way in every few seconds. I then leaned on top of her and moved my hands to her boobs. With my weight on her, she laid flat on her stomach and I was lying on top of her with my cock pumping in and out of her ass. I was squeezing her boobs very hard while I started licking her neck and ear. Her moans were getting louder and louder with every passing moment. This continued for few minutes before I was unable to hold anymore and came in her ass. I kept cumin in her for about 20-30 seconds with multiple thrusts. I kept my cock inside her ass and lay on top of her to catch my breath for couple minutes. I kissed her upper back, her neck and her cheeks before I pulled out of her.

We cleaned ourselves up with tissues I had in my car and then stepped out of car. I locked my car, kissed her on the lips and thanked her for the wonderful time. She was done for the night and I walked her home with her arm in my arm. I gave her a good bye kiss in front of her apartment building and she then went inside. I walked back to my car and on the way I sent her a thank you text and suggested we should meet again soon. She responded with “Sure, anytime :-)” and then I drove back home.

Hope you enjoyed the story and please share any feedback. Your feedback serves as motivation to write more and to improve. I do have more fun ideas for additional meetings with Kim and will share those in upcoming parts of this story.

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A TS Friend: Part 2

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Last Stories author Cryptic Guy

A TS Friend: Part 3

Categories Fiction

This is continuation of the series posted earlier with the titles “A TS Friend: Part 1” and “A TS Friend: Part 2” I went home drained after unloading so much of myself into Kim in the suv. I had said good bye to her at her door and was driving home. I got home at a decent...


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A TS Friend: Part 1

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Hello readers, hope you enjoy this story. I am 32 years old guy and live near bay area in California. I have had a thing for Transsexuals since long but have not been fortunate enough to meet one. This story is a work of fiction and inspired by some of my fantasies. I might commit some grammatical...


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