Bedtime Stories - My First Time
The first time I had sex as a girl, it was in a shitty hotel by Euston station several years ago.
I had been communicating with this guy via email - how and where I met him online, only God knows - and he had said he was into dressing as well. I had just had sex with my first trans girl a month before, and I wasn't sure whether I was ready to go it alone with a man, but I somehow convinced myself that, as he dressed himself, that it would be a mutual trans-on-trans experience.
I travelled to his hotel room from my flat in West London. I didn't want to spend a lot of time getting ready there - I was still completely useless at doing my makeup and styling - so I did everything in advance, packed the essentials in a hold all and off I went, sunglasses covering my eyeliner and lashes as I rode on the London underground.
As it turns out, his idea of dressing was rudimentary. We had agreed to both get dressed - I in the bathroom, and he in the main bedroom - but as I pulled my tight dress down and slid on my stilettos, I had a distinct urge to be taken and submissive as I caught glimpses of myself in the mirror.
I ended up brushing aside his attempt at feminising himself, and asked he just come at me as a man, which he duly obliged.
The moments preparing myself for his hands, mouth and cock to invade my virgin body felt like an eternity. I stood up, strutted over to the wall and leaned over, spreading my arms and legs wide and sticking my bubble butt up in the air. My long legs were encased in smooth, translucent opaque tights, while my minidress barely covered my smooth ass. I could feel his gaze devouring my body in those seconds he took before he even touched me.
The first strokes, grabs and smacks, I will never forget. I've never felt so turned on in my life, and nothing matches the sensation of sexual objectification, humiliation, submissiveness coupled with desire, attention and pulsing hormones all at the same time. My ass bounced back into shape every time he hit it, and I think he knew how lucky he was - there was no way a mundane, middle aged man could have had a chance with me when I was at my peak.
I moved from the wall to positioning myself on all fours at the edge of the bed, like I'd seen so many girls before me doing. When he entered me it was painful at first, but the sheer desire, horniness and excitement of being fucked in my boy pussy for the first time completely overwhelmed it and before long I loved the sensation of a stiff shaft stretching out my asshole as it slid in and out.
He came before long, and it was over.
But it was great, nonetheless. A disappointing guy, but a great experience. And the rest, they say, is history.
x
I had been communicating with this guy via email - how and where I met him online, only God knows - and he had said he was into dressing as well. I had just had sex with my first trans girl a month before, and I wasn't sure whether I was ready to go it alone with a man, but I somehow convinced myself that, as he dressed himself, that it would be a mutual trans-on-trans experience.
I travelled to his hotel room from my flat in West London. I didn't want to spend a lot of time getting ready there - I was still completely useless at doing my makeup and styling - so I did everything in advance, packed the essentials in a hold all and off I went, sunglasses covering my eyeliner and lashes as I rode on the London underground.
As it turns out, his idea of dressing was rudimentary. We had agreed to both get dressed - I in the bathroom, and he in the main bedroom - but as I pulled my tight dress down and slid on my stilettos, I had a distinct urge to be taken and submissive as I caught glimpses of myself in the mirror.
I ended up brushing aside his attempt at feminising himself, and asked he just come at me as a man, which he duly obliged.
The moments preparing myself for his hands, mouth and cock to invade my virgin body felt like an eternity. I stood up, strutted over to the wall and leaned over, spreading my arms and legs wide and sticking my bubble butt up in the air. My long legs were encased in smooth, translucent opaque tights, while my minidress barely covered my smooth ass. I could feel his gaze devouring my body in those seconds he took before he even touched me.
The first strokes, grabs and smacks, I will never forget. I've never felt so turned on in my life, and nothing matches the sensation of sexual objectification, humiliation, submissiveness coupled with desire, attention and pulsing hormones all at the same time. My ass bounced back into shape every time he hit it, and I think he knew how lucky he was - there was no way a mundane, middle aged man could have had a chance with me when I was at my peak.
I moved from the wall to positioning myself on all fours at the edge of the bed, like I'd seen so many girls before me doing. When he entered me it was painful at first, but the sheer desire, horniness and excitement of being fucked in my boy pussy for the first time completely overwhelmed it and before long I loved the sensation of a stiff shaft stretching out my asshole as it slid in and out.
He came before long, and it was over.
But it was great, nonetheless. A disappointing guy, but a great experience. And the rest, they say, is history.
x
12 years ago
Good girl xx