Jacb1951 past to present.
Posted: Fri Apr 03, 2015 8:55 am
Unlike most Cross-dressers i didn't start at an early age. I started around age 13. I had a sister 2 years older and a brother 5 years older but i wasn't close to either of them. Still i did manage to pinch my sisters clothes now and then. Oddly i wasn't into make up or wigs yet. At 18 i stopped dressing and met my future wife. At 23 we married. We had a great sex life until our daughter was born. Because of my wife poor health i had a vasectomy. It was a bad surgery and i had internal bleeding. They went back in and fixed it all. But i noticed a huge decline in my sex life. I had little desire. It took a while to get hard and keep it hard. If i climaxed it was only a small amount. Way less then what was normal. A couple of years later my wife died ( natural causes ) and i raised my daughter who is now grown with a family of her own. When she left home i tried dating women but i wasn't really into it. Then i tried cross-dressing again. This time going full out make-up, wigs, clothes , etc.
I really felt i found myself. My penis on the other hand seemed to get smaller ( i always was small at 5 inches hard at best ) but now it looks more like 3 inches hard.
Not complaining. I tried gay sex and found i enjoyed oral and really enjoyed anal. But oddly most guys seem to want a cross-dresser to be the top not the bottom person. I was a disappointment to them when i had a hard time getting and staying hard for them. After a few years i felt i was too old to dress convincingly and i felt out of place doing so in public. So i gave up dressing. But i do miss it a lot. These days i still make the guy rounds at a local bath house about once a month.
I know its only a matter of time before i won't be able to orgasm any more. I doubt i'll really miss it. In fact i really don't even care about my penis. I much prefer to please a man and have a man orgasm in my mouth or anally. When i was starting out dressing my mom was on menopause meds. I did steal some of her pills and tried them hoping they would alter my body. I doubt they did. So i never tried any meds when i became an adult dresser. Maybe at that time i should have. I'm not much into meds even when sick so i didn't. I am blessed with very small but real enough breasts i think came from losing some weight over the years. Somehow that part didn't lose weight. Because of my blotch vasectomy i don't want to have anything removed. Not into that kind of pain again. The second vasectomy was way more painful then the first one. So i imagine a penis or testicles removal would be also very painful. Anyway in spite of it all i am a happy person who does enjoy life. So now you know my life story. Comments are welcome Jac
I really felt i found myself. My penis on the other hand seemed to get smaller ( i always was small at 5 inches hard at best ) but now it looks more like 3 inches hard.
Not complaining. I tried gay sex and found i enjoyed oral and really enjoyed anal. But oddly most guys seem to want a cross-dresser to be the top not the bottom person. I was a disappointment to them when i had a hard time getting and staying hard for them. After a few years i felt i was too old to dress convincingly and i felt out of place doing so in public. So i gave up dressing. But i do miss it a lot. These days i still make the guy rounds at a local bath house about once a month.
I know its only a matter of time before i won't be able to orgasm any more. I doubt i'll really miss it. In fact i really don't even care about my penis. I much prefer to please a man and have a man orgasm in my mouth or anally. When i was starting out dressing my mom was on menopause meds. I did steal some of her pills and tried them hoping they would alter my body. I doubt they did. So i never tried any meds when i became an adult dresser. Maybe at that time i should have. I'm not much into meds even when sick so i didn't. I am blessed with very small but real enough breasts i think came from losing some weight over the years. Somehow that part didn't lose weight. Because of my blotch vasectomy i don't want to have anything removed. Not into that kind of pain again. The second vasectomy was way more painful then the first one. So i imagine a penis or testicles removal would be also very painful. Anyway in spite of it all i am a happy person who does enjoy life. So now you know my life story. Comments are welcome Jac