Bi-Sexual Male / 26
Submissive Tranny
I started at about 15. My sister did gym and my parents and her would often be all day at a meet, sometimes even trusting me enough to be alone overnight.
The first time, I'd wandered into my sister's room and ended up in her knicker drawer playing with bras, to improve my technique in getting them off.
Then one time, out of nowhere, I found myself slipping into her panties, stockings and padding up a bra. I went and got a wig my mum had used for fancy dress and even put some make-up on. I loved it. This is how I would have looked if I'd been a girl. I had a stiffy all the way through. I was checking myself out in the mirror, looking over my shoulder at how my bum looked in my sister's lacy panties. I can still remember feeling flushed and excited at how I looked
I started watching transexual porn. This was just for dressing ideas at first and I definitely wasn't thinking about doing it with men. Over time though, I started to fantasize about scenarios where a man had caught me dressed and mistook me for a real girl. I would play along and it would go so far that I would end up sucking his cock with my make-up smeared everywhere. i would be watching porn as i masturbated and would cum as the 'girl' in the video got it in the mouth or over her face.
A friend showed me a dating site he'd joined, showing off the pics of girls he met. I checked it out alone later, then searched for crossdressers and found a new outlet for my fetish looking at pictures that people had added to their profiles.
I joined a different site and put some pictures of me on, just to see if anybody liked them. To my surprise, I was inundated with requests to meet from other dressers and men of all ages and types. I was too nervous to accept.
I went to university a few months later and at the back of my mind i knew that once I was living away, I would surely cross another line.
It took less than a month. I put together my own collection of lingerie and dresses. I'd been growing my hair anyway and got good at styling. After a few weeks pretending I'd be happy to just dress and sit in my room when everyone was out, I went back on the site, selected a good looking older guy with great feedback, who told me he revered young cross-dressers like me and would love to have me over to his house to take some really good photos for my website profile.
He insisted that I had to be already dressed when i met him and this resulted in some pretty crazy behaviour. Me getting changed in the dark on some waste ground, doing my make-up in a compact. My heart was pounding, as I emerged from behind some trees in a sexy girl-out-on-the-pull outfit and getting into the passenger seat of this stranger's car as he pulled over at the side of the road.
He was gushing about how sexy i looked and said he'd got some other clothes he thought would suit me great for the pictures. There was no parking at his house, forcing me to walk in public as a girl for the first time, through residential streets for at least 200 yards. He took my arm to help me, inexperienced as I was in heels. Even the feeling of the air on my legs up my shortish dress left me feeling exposed in an incredibly exciting way.
He put me at my ease and soon I was enjoying hamming it up as a model at a photo shoot, pouting and posing as he clicked away. He unashamedly plied me with wine, saying tipsy girls are more likely to put out.
I was now in a very short, black dress. He took pictures of me on my knees. leaning back, he lying on his front to get an angle up the skirt to catch my lacy panties. When he stood up, his bulging jeans were immediately in front of my face with the clear outline of his big, hard dick right under my nose. It was the most natural thing in the world for my hand to rub along the outline and then for my mouth to do the same, leaving a smear of lipstick over the denim that sent me crazy with cock lust. In a moment it was out, with my mouth performing all the moves I've seen in (so many) porn videos, He was pulling my head down onto his shaft and I was finding out that gagging on a big dick is something that i love. When I'm dressed like this, I am a girl. 100%. I found this out on that night when I went crazy for sucking his dick, could not get enough of necking with him, and then finally, gave up my virginity to him in his bed over the course of the next couple of hours. Turns out I love dick in there too and if i don't get it for a couple of weeks I get mood swings.
Now I belong to another guy. H puts invites on dating sites 'Tuesday at mine. Help me fuck this slut'
The first time, I'd wandered into my sister's room and ended up in her knicker drawer playing with bras, to improve my technique in getting them off.
Then one time, out of nowhere, I found myself slipping into her panties, stockings and padding up a bra. I went and got a wig my mum had used for fancy dress and even put some make-up on. I loved it. This is how I would have looked if I'd been a girl. I had a stiffy all the way through. I was checking myself out in the mirror, looking over my shoulder at how my bum looked in my sister's lacy panties. I can still remember feeling flushed and excited at how I looked
I started watching transexual porn. This was just for dressing ideas at first and I definitely wasn't thinking about doing it with men. Over time though, I started to fantasize about scenarios where a man had caught me dressed and mistook me for a real girl. I would play along and it would go so far that I would end up sucking his cock with my make-up smeared everywhere. i would be watching porn as i masturbated and would cum as the 'girl' in the video got it in the mouth or over her face.
A friend showed me a dating site he'd joined, showing off the pics of girls he met. I checked it out alone later, then searched for crossdressers and found a new outlet for my fetish looking at pictures that people had added to their profiles.
I joined a different site and put some pictures of me on, just to see if anybody liked them. To my surprise, I was inundated with requests to meet from other dressers and men of all ages and types. I was too nervous to accept.
I went to university a few months later and at the back of my mind i knew that once I was living away, I would surely cross another line.
It took less than a month. I put together my own collection of lingerie and dresses. I'd been growing my hair anyway and got good at styling. After a few weeks pretending I'd be happy to just dress and sit in my room when everyone was out, I went back on the site, selected a good looking older guy with great feedback, who told me he revered young cross-dressers like me and would love to have me over to his house to take some really good photos for my website profile.
He insisted that I had to be already dressed when i met him and this resulted in some pretty crazy behaviour. Me getting changed in the dark on some waste ground, doing my make-up in a compact. My heart was pounding, as I emerged from behind some trees in a sexy girl-out-on-the-pull outfit and getting into the passenger seat of this stranger's car as he pulled over at the side of the road.
He was gushing about how sexy i looked and said he'd got some other clothes he thought would suit me great for the pictures. There was no parking at his house, forcing me to walk in public as a girl for the first time, through residential streets for at least 200 yards. He took my arm to help me, inexperienced as I was in heels. Even the feeling of the air on my legs up my shortish dress left me feeling exposed in an incredibly exciting way.
He put me at my ease and soon I was enjoying hamming it up as a model at a photo shoot, pouting and posing as he clicked away. He unashamedly plied me with wine, saying tipsy girls are more likely to put out.
I was now in a very short, black dress. He took pictures of me on my knees. leaning back, he lying on his front to get an angle up the skirt to catch my lacy panties. When he stood up, his bulging jeans were immediately in front of my face with the clear outline of his big, hard dick right under my nose. It was the most natural thing in the world for my hand to rub along the outline and then for my mouth to do the same, leaving a smear of lipstick over the denim that sent me crazy with cock lust. In a moment it was out, with my mouth performing all the moves I've seen in (so many) porn videos, He was pulling my head down onto his shaft and I was finding out that gagging on a big dick is something that i love. When I'm dressed like this, I am a girl. 100%. I found this out on that night when I went crazy for sucking his dick, could not get enough of necking with him, and then finally, gave up my virginity to him in his bed over the course of the next couple of hours. Turns out I love dick in there too and if i don't get it for a couple of weeks I get mood swings.
Now I belong to another guy. H puts invites on dating sites 'Tuesday at mine. Help me fuck this slut'
- That's Juicy! 4
- Remove It! 12
