The Modern White Boy

I discovered the joy of servicing black cock many many years ago. There was no internet at the time, so there was not the encouragement for being transformed into a sissy white boi for me to follow. I am far to old now to be an attractive sissy, but believe me if I had the influence of the internet back then, my life would have been completely different than it has been. Don't get me wrong I will still suck a black cock dry when the opportunity arises, it's just that I would have been much happier as a feminized sissy.
 
I discovered the joy of servicing black cock many many years ago. There was no internet at the time, so there was not the encouragement for being transformed into a sissy white boi for me to follow. I am far to old now to be an attractive sissy, but believe me if I had the influence of the internet back then, my life would have been completely different than it has been. Don't get me wrong I will still suck a black cock dry when the opportunity arises, it's just that I would have been much happier as a feminized sissy.
I was in the same boat, in my late teens, mid 1980's no internet and was starting to explore sissy sex. So desperately wanted a girlfriend, but lived in a very blue collar, working class suburb... and the girls had no interest at all in effeminate, arty, emo types. Plus I was worried sick, that if I dated one and they discovered I had a tiny cock, if we broke up they'd tell the world. So, in desperation for sexual contact, I accepted an offer from a single middle aged man in our suburb, to have a place to watch porn & masturbate together... and soon enough started having sex with him.

I remember how hard it was to just buy lingerie at department stores and pretending it was for 'my girlfriend' and trying to hurry up with the purchase, before I died of embarrassment or a friend of my parents may see me. The relief I felt when he offered to buy it for me, if I wore it for him was huge, plus he was able to go to x-rated bookstores and buy me ' sissy slut' outfits that i adored.
To be in this situation today, with the internet, would be a game changer and young sissies today would have it much easier, even just to be able to play together, which I would have loved.

I have a few old photos he took of me when I was about 19yo... nothing x rated, but we wanted some to advertise in some swingers mags, and he owned a polaroid camera :) I look at this pic, and wonder if I had have been well hung, did get to date girls.. would I have taken a different road in life, and would I have ended up as a cuckold.

1986.jpg
 
I was in the same boat, in my late teens, mid 1980's no internet and was starting to explore sissy sex. So desperately wanted a girlfriend, but lived in a very blue collar, working class suburb... and the girls had no interest at all in effeminate, arty, emo types. Plus I was worried sick, that if I dated one and they discovered I had a tiny cock, if we broke up they'd tell the world. So, in desperation for sexual contact, I accepted an offer from a single middle aged man in our suburb, to have a place to watch porn & masturbate together... and soon enough started having sex with him.

I remember how hard it was to just buy lingerie at department stores and pretending it was for 'my girlfriend' and trying to hurry up with the purchase, before I died of embarrassment or a friend of my parents may see me. The relief I felt when he offered to buy it for me, if I wore it for him was huge, plus he was able to go to x-rated bookstores and buy me ' sissy slut' outfits that i adored.
To be in this situation today, with the internet, would be a game changer and young sissies today would have it much easier, even just to be able to play together, which I would have loved.

I have a few old photos he took of me when I was about 19yo... nothing x rated, but we wanted some to advertise in some swingers mags, and he owned a polaroid camera :) I look at this pic, and wonder if I had have been well hung, did get to date girls.. would I have taken a different road in life, and would I have ended up as a cuckold.

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oh my weren't u a little hottie - I bet u got lots of coc
 
I was in the same boat, in my late teens, mid 1980's no internet and was starting to explore sissy sex. So desperately wanted a girlfriend, but lived in a very blue collar, working class suburb... and the girls had no interest at all in effeminate, arty, emo types. Plus I was worried sick, that if I dated one and they discovered I had a tiny cock, if we broke up they'd tell the world. So, in desperation for sexual contact, I accepted an offer from a single middle aged man in our suburb, to have a place to watch porn & masturbate together... and soon enough started having sex with him.

I remember how hard it was to just buy lingerie at department stores and pretending it was for 'my girlfriend' and trying to hurry up with the purchase, before I died of embarrassment or a friend of my parents may see me. The relief I felt when he offered to buy it for me, if I wore it for him was huge, plus he was able to go to x-rated bookstores and buy me ' sissy slut' outfits that i adored.
To be in this situation today, with the internet, would be a game changer and young sissies today would have it much easier, even just to be able to play together, which I would have loved.

I have a few old photos he took of me when I was about 19yo... nothing x rated, but we wanted some to advertise in some swingers mags, and he owned a polaroid camera :) I look at this pic, and wonder if I had have been well hung, did get to date girls.. would I have taken a different road in life, and would I have ended up as a cuckold.
I, too, grew up in the pre-internet days, how hard it was dealing with urges I didn't undersand nor could I really research them.
Loving women's clothes and exploring sex with male friends, dressing in one of the boys sister's clothes for them.
 
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