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I Want To Know What Influenced You To Crossdress

My mother got divorced when I was quite young, and remarried several years later. I never got on with my step-father – I thought he was a bit of a boor, and he clearly thought I was a mummy’s boy.
When I was 12, I became fascinated with the tv ads for women’s control wear. This was the late seventies, and it was still common to see bras and girdles being advertised on tv. I guess it was an adolescence thing, but I developed a slight fetish about these things. I would masturbate thinking about them and, of course, it was only a matter of time until I tried on my mother’s girdle.
I can’t say I enjoyed the sensation of having it on – but it was a turn on. After having it on for a few minutes, I’d pull it down, masturbate, then tug the thing off and put it back in its drawer. In those moments immediately after masturbation, I hated the fact that I had it on, and couldn’t get out of it quick enough. So I wasn’t really into cross-dressing – it was just an adolescent stimulation.
Of course, I got caught. I was so mortified. My step-dad blew a fuse, and issued various dire threats if I was ever caught again. I was caught a second time. And a third. And that’s what did it. “So you want to be a sissy then?” he screamed. “Right!”
It was close to the new school year, and my birthday was coming up. I thought I knew what I was getting, but I was in for a surprise. We’d been shopping for my new school uniform, and I was waiting with my step-father while my mum was off doing some personal shopping. When she came back, she was stony-faced. “Did you get it?” my step-father asked, and she just nodded and handed him a large package.
It turned out to be my birthday present and also an unwanted part of my new school uniform – a Berlei “Instant Slimmer” long leg panty girdle. Two, actually, so I’d always have one to wear while the other was in the wash. I was shocked when I opened it on my birthday, but it was made pretty clear that I was expected to wear it. Permanently. All day, every day. No excuses. And I had to stay out of my mother’s underwear drawer from now or there would be real trouble. (I dread to think what he had in mind.)
I didn’t know then if it was a half-assed attempt at aversion therapy or whether he just got his thrills from bullying me. I begged and pleaded, he slapped me around a bit, and I put on my new girdle. We repeated the performance the first morning of school – I was bawling my eyes out as I tucked in my shirt and fastened my trousers with my new girdle holding me in underneath.
I said earlier I didn’t enjoy the feeling of having a girdle on. By now, I loathed it. There was no sexual excitement any more – just the shame of wearing women’s underwear and being excruciatingly conscious of it every second. My stupid mum hadn’t only caved in to this monster, she’d actually measured me and stupidly got me the correct size. So, instead of having something fairly slack on me, I was being properly held in by a well-fitting firm girdle.
I can still recall the horror of that first walk to school – meeting people, having them see me and worrying if they’d notice, watching the clock slowly, slowly oh so slowly tick off the seconds, minutes and hours, with everything the teachers were saying going in one ear and out the other as all I could think about was the tightness of my girdle. Standing up and walking away after having been sitting for 45 minutes or so was agonising – the tightness of the thing round my thighs, backside and belly was unbelievable.
I would have told a teacher, but I was too ashamed to tell anyone. So I wore a girdle all day at school, all evening at home, all weekend. I cried every morning as I put it on, and spent all day yearning for bedtime, when I could finally take it off. I don’t know how they did it, but I was excused gym class, and so there wasn’t even the respite of the odd day off. I had to wear a girdle every single day.
When Christmas came around, and I had been wearing girdles for nearly five months, instead of presents, I got tights (pantyhose) and a couple of long line bras. Any time my dwindling supply of boy’s underwear needed replacing, it was with panties. That’s when I realised he was a sadist.
My mum took in the bra cups a little so that there wouldn’t be excess material bunching at the front. I was a little overweight, and my step-father actually laughed at the sight of my slight boy-boobs filling the reduced cups. I wore heavier pullovers and trousers than the rest of the boys, and was often asked about it, especially in the summer term. I never had a good reason – I could hardly tell them it was necessary to hide signs of my corsetry. Apart from very slight boy-boobs standing proud and very faint girdle rings mid-thigh, no one was any the wiser.
And as I grew out of my old foundations, new ones were bought. From the age of 12 up to when I left home at 18 to go to university, I had to wear panties, tights, a long-leg panty girdle and a long line bra every waking moment of nearly every day. I would only get a handful of days off every year for things medicals and other doctor’s appointments, going on holiday, having relations over to visit and other times where there was a high chance my cross-dressing would be noticed and cause trouble. How I looked forward to those days, and how I cried on the first day after a holiday as he stood over me and watched as I put my girdle and bra back on.
And my mum never stood up for me once. I’ve never forgiven her for that.
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BerleiBoy · 61-69, M
As you can imagine, the fact that I still look on the internet for these things means that this stuff has affected my entire life.

I tried to stop when I left home, but I had intense panic attacks in case HE found out. So I had to keep doing this stuff into adult life. There's another story there, which I'll add sometime.

Even now, as I sit and type this, I'm wearing a Triumph Doreen longline (as in the picture), a Rago 1924 six suspender open girdle and support stockings. I know it sounds so stupid, but I don't enjoy it. I just had to do it over so many years I've become conditioned to it. I don't feel dressed without a girdle and bra and can't bring myself to leave the house if I'm not wearing either a girdle/bra combination or a corselette. I genuinely do end up breathless with the panic attacks.

If I'd ever suspected this is where it'd end up, I'd have left my mother's girdle well alone!
BerleiBoy · 61-69, M
If I've done this correctly, here is a picture of it.


And here is the bra (they still make them) a Triumph Doreen.


Can you imagine having to wear that as a young boy?
JoeSchmoe · 61-69, M
I think I tried that girdle once, but this i sthe very bra I still wear to this day.
BerleiBoy · 61-69, M
When I was 16, I got an open girdle and a few pairs of stockings at Christmas. That was it - no other presents. But I couldn't wear it to school as the suspenders showed through. It really was a very firm, controlling girdle, and they made me wear it at home. A great Christmas that was...

JoeSchmoe · 61-69, M
God! This one was tight, wasn't it?
silkandlace · 46-50, M
@Berlei, i can't as a boy, but i must be honest, I'd love to now, older and vintage things are a weakspot for me, I'm sorry
JoeSchmoe · 61-69, M
I just wrote a story a couple of days ago, and that's exactly what I did to my bra cupsl! I just can't imagine having a stepfather insist on me wearing one and my mother doing the sewing though. That must have been hell - looking at her for support and instead seeing her just sitting there making adjustments to the very bra you're going to be forced to wear.

I don't know how you got through being compelled to crossdress all these years - I just can't imagine being a young boy and having to spend six years going to school wearing a girdle and bra. Six years! Just thinking about being that age and walking to school, hating the feeling of the firm girdle and bra holding you in, dying of shame at being in women's clothes and living in terror of being caught any second...I don't know how it didn't drive you crazy.
BerleiBoy · 61-69, M
Like all adolescent boys, I'd frequently become aroused. A couple of times I made the mistake of masturbating at school. It was first thing in the morning, just before classes, and I was in a cubicle after having just finished. I don't know why it is, but in those moments afterwards, being in women's clothes felt so appalling. I was having a hard enough time adjusting anyway, but there I was, panties, tights and girdle round my ankles, a heavy bra on under my shirt and pullover, feeling sick to my stomach, every instinct screaming to tear all this stuff off me...but having to pull my panties and tights up, haul that girdle back on, adjust the bra (the longline bra cuff overlapped the girdle waist all the way round), pull my trousers back on, and get on with the school day. Heading off to class on such occasions, more conscious than ever of my corsetry firmly holding me in, I'd genuinely wish myself dead.

I eventually learned self-control when it came to the self-abuse!
BerleiBoy · 61-69, M
corsetiere.net has a lot of this stuff - that's where I found the old berlei pictures.
laotzu92 · M
Further stories please.
What an incredible story. It has encouraged me to add my own experiences soon, although mine is I dare say a more normal route into wearing female underwear (did I say normal?). At least it now seems normal to me after the first few masturbatory experiences years ago when wearing my wife's panty girdle when I couldn't wait to get out of it once I had ejaculated.
silkandlace · 46-50, M
Omigosh, i can't even fathom that! :-(
silkandlace · 46-50, M
@Berlei, initially, the adverts you mentioned, not on tv, I'm not old enough, but any other adverts especially in the papers or catalogs....
silkandlace · 46-50, M
@Berlei, I'm SO sorry, but that is so lovely, where did you find those ads? They must be least 40 years old??
WillBGood · 61-69, M
@silkandlace: Hi, I'm new here, and found my way here via BerleiBoy's comments on one of my stories. As you like these pictures, here is a version of what I had to wear (though my own stupidity) for a few weeks (though it seemed much longer!) just before I left school.


This is a "Lady Mary of Sweden", whereas the one I wore was the "Miss Mary" version for taller women.
I was initially intrigued by pantyhose. I tried on a pair if my mother's and was hooked. It all escalated from there. I was never forced nor caught. Perhaps my mother knew or suspected. If so, she never said anything to me about it. It's difficult for me to read your story. Your step-father was cruel. Your mother should have stopped him. No one should have to go through what you experienced.
Gilliane · 56-60, F
I'd imagine you're dependent on the girdle and bra by now?
Goralski · 56-60, M
I ran out of clean underwear

 
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