Boys Who Dress As Girls

i still don't quite know what it is about looking at a truly beautiful girl, long hair, lipstick, breasts, flat tummy,nice bum, sexy lingerie and long smooth legs and then seeing that bulge in the panties or maybe the outline of a cock through the lace. whatever it is (and i do love it) , i became very obsessed at about 15 and when i got the chance would spend entire days edging and watching tgirl videos. my favourites were convincing transexuals, with small natural or hormonal breasts and a small penis that gets hard when she submits to a man. i like to watch men dominate them but not in a nasty way. i like the girls to act and dress in a very feminine, even slutty way and to be very submissive. i like girls with hard little dicks who love being fucked hard by real alpha males.
i had a profile on various shemale sites and several forums where people would comment on videos. i would correspond with some of the others and after a couple of years of this, one of the men asked me if i was going to the tranny weekender in manchester a few miles away. i said i wasn't but i had been thinking about this and i decided to go on my own and check it out. if it looked like the kind of thing i would be recognised or filmed at i would just get out of there.
it was a revelation. there were some frightening looking old drag queens about but there were also a good number of stunning natural looking 'girls' and my obsession hit new heights as my mouth went dry and i couldn't take my eyes off the way they moved. there's just something about the way that they almost carry it off and then just maybe a gesture or walk is slightly too exaggerated that gives them away and makes me love how much they want to be girls.
i had a few drinks and loosened up a bit and ended up talking to two of the more obvious, older, not my type trannies at the bar where i was amazed to find i could get served with alcohol (i definitely didn't look my age and i wasn't eighteen yet). We were joined by a guy in his early forties who i recognised from profile pictures as the guy from the website. i found he was ok and told him who i was. he was delighted, got the drinks in and introduced me to some of the girls who made a fuss over how young and cute i was, much to my mingled embarrassment and enjoyment.
when i left he pressed a pair of lacy panties into my hand and said one of the girls i had been talking to had been wearing them. as i left he told me in a jokey way that i should put them on when i got home and jerk off into them. i just laughed but within 30 seconds i knew that that was exactly what i would do.
i started to do that regularly and got a total boner just from pulling them on , although i really loved to let it ease off and then look at the slight bump through the lace that my little cock and balls made before rubbing myself through the panties until i came.
my friend from the website asked me if i had done this and i told him that i had not. he kept teasing me about it and then one night when my parents were out and i'd had a few drinks i told him that i was wearing them at that moment in front of the computer. he told me to jerk off into them right now.
i'd already crossed a few lines but i knew that by doing this i was becoming something else entirely. i did it though and it got me very hot at the time and whenever i thought about it afterwards. he had me do this a few times but i think he knew that i would soon want more and he wasn't wrong
shortly afterwards he told me he had a couple of 'girls' coming over to his house, one was a girl from the weekender and that i should come over and hang out with them. i was really up for it and my imagination kept going in all directions as to what would happen.
when i got there the two 'girls' had arrived. they dressed female full time although as i arrived they were transitioning into full slut hair, make up and sexy outfits. they were both in their late 20s and i couldn't believe my luck. shelley, the one i'd already met kept telling me what a cutey i was and giving me a squeeze or two. the taller one, who had long, dark hair and small, natural looking boobs was talking to me as she was doing her make up and i started to get very hard thinking about getting it on with her. she was doing her eyes and talking to me through the mirror, eye to eye when she said 'i believe you can't get enough of Shelley's panties, baby'
i blushed scarlet but she just smiled. 'well i'm in no place to criticise' she said 'i'd love to see you in them though, i'll bet you look really hot'
it was at that moment that it dawned on me with a sickening feeling in my stomach that i hadn;t been asked over to enjoy the girls. the sole purpose had been to get me to dress. he'd brought them over just to tempt me into it.
it was only a few moments more before i realised that the sickening feeling was excitement. i strongly wanted pete out of the way but i was aching for this hot pair to make me up like them and dress me as a girl.
they were very good and didn't overdo it. though not naturally very hairy, i had my legs, arms and body very attentively shaved. Shelley did my hair. subtly making a few cuts that could be brushed into a very feminine look but also brushed out again. by now i was loving this, especially as pete stayed out of the way and let the girls work their magic. again the word 'subtle' crossed my mind as they did my eyebrows and a very little make-up. i was concentrating on my lips as the lipstick went on but immediately afterwards i caught a look of the whole of my face and hair at once and i felt dizzy as a flustered, excited, young and i have to say very beautiful girl stared back at me.
the girls, of which i was now one, were cooing over how sexy i was and how well their work was turning out.
it's all about the clothes though babe, they said and brought out a bag with a huge amount of every kind of women's clothes. they seemed to have it worked out already though and produced some cream coloured hold-up stockings which they helped me into. at this point my briefs came off. i'm usually embarrassed in front of other people because it's quite small but i think i'd sort of gone past that. i did blush again slightly as the taller girl said quite feelingly that she wished she had a little cute one like that, but i could tell she really meant it so for once i felt quite good about it.
the matching panties were very lacy and stretchy. although i have a slim figure my bum is big enough that it filled them out and they firmly cupped the outline of my little package partially visible through the holes in the lace. this was topped off with a sort of bra come bikini top that was perfect in not making me look like just a boy in a bra. i had a moment as i gazed at myself appreciatively to reflect that i was exactly what i would want to jerk off over if i was at home. perhaps i had finally found out why.
shelley produced a check patterned micro-skirt and i was squeezed carefully into this. it was ever so slightly too short and she remarked 'Good. He loves to see just a hint of a nice bum below the hemline'
it took a second for the meaning to register but then of course it was obvious. what else was i here for, only now instead of wanting him to stay out of the way i was really longing for him to look at this lovely, hot teenage woman and tell me how sexy i was
i had blushed again though and the taller girl saw it. 'he'll love you' she said 'who wouldn't. i could eat you myself' and i felt proud because i knew she was right. i felt beautiful and confident and i could see that even the way i moved was slower and more girly.
a tiny jacket finished it off, you could still see my flat tummy and where the bra met in the middle. the girls were so excited and took some pictures. i posed and looked pretty and sultry and it never occurred to me that pictures like this could be dangerous (don't worry, they didn't abuse the trust).
we should show him, they said and i was excited again but a bit shy. then shelley stopped and turned to look at me. 'i'm so sorry' she said archly 'how rude of us. we never even asked your name?' without a pause i replied 'my name's cassie'. i still have no idea where it came from.
shelley preceded me into the room, 'pete, i'd like you to meet my friend cassie' she said.
i stood shyly, hot with embarrassment and then satisfaction as i saw his obvious appreciation. he walked all round me whistling and stopped in front of me surprising me by stooping to softly kiss me on the lips. as i was looking down i could see that he was hard...and big. he looked at me and very unsubtly said ' you know what cassie? you'd be able to see it a lot better if you were on your knees. i looked into his eyes and then obediently knelt down and without being asked began to rub my face against his hardness.
'Good girl' he said.

Comments

Anonymous

by Anonymous on Oct 26, 2020 at 8:15 PM

And then you what...???

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Anonymous

by Anonymous on Oct 26, 2020 at 11:01 PM

We need more, this is hot. I'd love to see you dressed up.

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Anonymous

by Anonymous on Oct 27, 2020 at 9:55 AM

From one good girl to another, this was so hot to read. If I ever am near Manchester I might have to drop by!

(I am the sissy girl locked in chastity by my Domina from a few posts below you)

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