An acquaintance had recommended that I get in touch with Miss Courtney as she would be perfect to guide me through my first trans experience.

I had, for a long time, fantasied about being with a trans woman. These desires kept bubbling to the surface and I knew before long I needed to act on them to at least ether get it out of my system or pursue those desires further.

I had arranged to meet Miss Courtney at a local bar. I arrived early I was nervous and had the overwhelming desire to walk straight back out the door. But I overcame that urge, got a drink and found a quiet location in the bar and waited. I had an idea of what Miss Courtney looked like from my friend description and it wasn't long before I saw this elegant goddess walk through the door. She was tall (just under 6 foot) with long flowing auburn hair which framed her gorgeous face. She was wearing this flowy dress which added to her elegance. As she walked through the bar I caught her eye and we embraced as we greeted. We sat for several hours had a few drinks and got to know each other. She was a fascinating person and her opening up about her life added to the attraction for me. As the alcohol flowed we flirted and touched and the chemistry between us was clear to see. Several hours had passed in no time and it was then she suggested we go elsewhere. It was clear she wanted me learn 'more' about her.

We made our way to her hotel room and she poured me another drink. As she handed it to me I moved forward to give her a cheeky kiss and she responded in kind. She tasted delicious as our mouths and tongues meet. We continued to sip our drinks touching and caressing. I wont lie I was rock hard by then and excited to see what I was going to discover under that lovely dress. I excused myself and went to freshen up in the bathroom - basically to slow myself down and not 'explode to early.

When I returned to the room Miss Courtney has disrobed and was standing there in an exquisite lime green lingerie set. My god she looked good, She had a delicious set of boobs, slim stomach and gorgeous ass which she loved to show off. I just about fell over as I made my way to her grabbing her around the waist and kissing her deeply. I reached around to caress her ass and she giggle as I gave it a little slap. She then turned to face the wall arched her back and reach up and assumed the position likes she was about to be frisked. Again she was showing off her gorgeous round smooth tanned ass that was beautifully framed by her lingerie. I moved closer, my cock straining under my jeans, and grabbed her around her waist pulling her hair to one side and kissing the back of her neck. I reached around the gently run my hands across her magnificent boobs. Although enhanced they we just about perfect and I managed to easily unclip her bra to release them fully. Her cherry coloured nipples became erect to my touch and her excited whimpering made me harder. I continued to kiss her, and with one hand held her hands against the wall. My other hand started to move away from her lovely tits and move down across her stomach until I felt the lacey touch of her knickers. The bulge there was undeniable and I slipped the material to one size to release her lovely lady cock. It was silky smooth and grew harder to my touch and I gently ran my hands up and down the shaft. Miss Courtney's breathing started to quicken and I could tell she was enjoying it. I reached back around to her ass and eased down her knickers to fully release her lady cock. As I did I pushed her legs apart and she bent forward. I knelt down and parted her lovely ass cheeks and drove my tongue into her puckered ass reaching around grabbing her lady cock which was now rock hard. I ate her ass with vigor and she responded with shudders and shakes. She then turned grabbed me by the hair and commanded that I devour her cock. I took it in my hands licked her balls and shaft and then for the first time I tasted a lovely tranny cock and I took it down as far as I could manage gagging at the same time but loving it. She pounded my mouth and my own cock was ready to explode in my pants.

We then moved and quickly got undressed and Miss Courtney commanded I get on the bed. I was secretly loving her dominance. She was above me and we stated kissed again passionately, deeply and wet. She pushed my legs up and told me to hold then at the knees exposing me fully, whereby she went down and started to devour my ass. My god that was delicious and she knew exactly what she was doing. I begged her to pound my ass and she worked her fingers in to loosen me up and prepare me to take her lovely lady cock. With some lube she slowly eased the tip of her cock into my asshole and gradually built up some rhythm easing more of her cock into me until I was filled up. She moved back and forth and it was my first time to experience being fucked in the ass wow what a sensation. My body was quivering and shuddering as I felt wave upon wave of orgasmic feeling rush up and down. Miss Courtney was in a really good rhythm now and I could feel that she was close to coming. This heighten it for me and without even touching my cock it exploded with a powerful orgasm and I sprayed my chest and the bottom of my chin with my cum. Miss Courtney arched her back her lovely tits looking perfect as she pulled out and sprayed her love seed all over my cock and stomach. We collapsed in a heap and woke what was several hours later. We said our goodbyes and planned our next meet.

My first trans experience was unbelievably satisfying and I know that it wouldn't be the last