Bi-Sexual Male / 29
My most embarrassing moment was when I was twelve. My parents came home from the movies two hours early (the movie was a total bomb) and they caught me sucking a 17 year old neighbor's cock while I was in drag. They didn't know I was bi and liked sucking cock and they didn't know I was a cross dresser with aspirations of becoming a shemale with tits and all.
They excused themselves and went back out to the car giving me and my prime source for the sperm I was addicted to, to put ourselves together in a relatively decent manner and then re entered the house a few minutes later but only after knocking. By that point I had the skirt to my school girl uniform back on but I couldn't find my panties. I straightened my pigtails ( my real hair is quite long so no wig) and my friend had is cock back in his pants.
My Dad took my friend outside to talk to him separately. Mom sat down on the sofa and began playing with my pigtails. She made a comment about what a lovely little girl I was and wistfully said she had wished she'd known, so she could have spent all these years buying me girly stuff to wear. She complimented me on my make up and nails and the way I put my outfit together and asked where I got everything and I told her that my friend bought it all for me. Mom asked if I was gay and I said no but I was bi and liked both. She sighed in relief but then said it would have been ok if I was gay and that her relief was that if I was bi it meant she might still one day have a chance at becoming a grandmother. Then she said that lots of girls are attracted to girly men and some won't mind sharing another man's cock with their husband. She made another comment about how pretty I was and even suggested that some day scientists might find a way for transgender women to have babies.
A few minutes later my dad came back in without my friend. He told me that I was not in trouble of any kind and that they just wanted me to be safe. That's when he finally said that due to this situation he wanted me to have a cell phone in case I ever needed to call for help. He said older guys can sometimes be unpredictable and that he suggested I try to find play mates closer to my own age. So then both my parents informed me that I was now officially out to them about being bi and a cross dresser and asked if I had any other secrets to share and I joked about secretly being a republican which would have been grounds for being disowned. Dad didn't find my joke funny at all.
For the first few minutes all this happened this was the most embarrassing thing I ever experienced. But my parents were incredibly nice about the whole thing. Mom took me out shopping for clothes. I became her new project. She finally got the daughter she always wanted even if it was only a part time thing with me. She even bought me some very sexy lingerie to wear, she bought me perfume and took me to have my nails done and my ears pierced. She gave me most of the jewelry she saved from her preteen and early teen years so I had all the baubles I could hope for and most of them still looked stylish. She bought me almost a dozen pairs of shoes. I wanted for nothing and every time I wanted an article of clothing I said "Mommy could I have..." and she would almost always get it for me. I was careful not to abuse the privilege. I only called her "mommy" when in girly mode. As for my friend, I was allowed to play with him but I was warned not to take it up the ass without a condom. Oh and that is when boxes of condoms began to magically appear in my room from time to time along with lube and an assortment of vibrators and dildos and other adult toys. They also gave me about the most comprehensive collection of sex education books including some from Europe that are borderline legal.
Sometimes the most embarrassing moments can lead to the most wonderful conclusions.
They excused themselves and went back out to the car giving me and my prime source for the sperm I was addicted to, to put ourselves together in a relatively decent manner and then re entered the house a few minutes later but only after knocking. By that point I had the skirt to my school girl uniform back on but I couldn't find my panties. I straightened my pigtails ( my real hair is quite long so no wig) and my friend had is cock back in his pants.
My Dad took my friend outside to talk to him separately. Mom sat down on the sofa and began playing with my pigtails. She made a comment about what a lovely little girl I was and wistfully said she had wished she'd known, so she could have spent all these years buying me girly stuff to wear. She complimented me on my make up and nails and the way I put my outfit together and asked where I got everything and I told her that my friend bought it all for me. Mom asked if I was gay and I said no but I was bi and liked both. She sighed in relief but then said it would have been ok if I was gay and that her relief was that if I was bi it meant she might still one day have a chance at becoming a grandmother. Then she said that lots of girls are attracted to girly men and some won't mind sharing another man's cock with their husband. She made another comment about how pretty I was and even suggested that some day scientists might find a way for transgender women to have babies.
A few minutes later my dad came back in without my friend. He told me that I was not in trouble of any kind and that they just wanted me to be safe. That's when he finally said that due to this situation he wanted me to have a cell phone in case I ever needed to call for help. He said older guys can sometimes be unpredictable and that he suggested I try to find play mates closer to my own age. So then both my parents informed me that I was now officially out to them about being bi and a cross dresser and asked if I had any other secrets to share and I joked about secretly being a republican which would have been grounds for being disowned. Dad didn't find my joke funny at all.
For the first few minutes all this happened this was the most embarrassing thing I ever experienced. But my parents were incredibly nice about the whole thing. Mom took me out shopping for clothes. I became her new project. She finally got the daughter she always wanted even if it was only a part time thing with me. She even bought me some very sexy lingerie to wear, she bought me perfume and took me to have my nails done and my ears pierced. She gave me most of the jewelry she saved from her preteen and early teen years so I had all the baubles I could hope for and most of them still looked stylish. She bought me almost a dozen pairs of shoes. I wanted for nothing and every time I wanted an article of clothing I said "Mommy could I have..." and she would almost always get it for me. I was careful not to abuse the privilege. I only called her "mommy" when in girly mode. As for my friend, I was allowed to play with him but I was warned not to take it up the ass without a condom. Oh and that is when boxes of condoms began to magically appear in my room from time to time along with lube and an assortment of vibrators and dildos and other adult toys. They also gave me about the most comprehensive collection of sex education books including some from Europe that are borderline legal.
Sometimes the most embarrassing moments can lead to the most wonderful conclusions.


