I'm a 25 y/o male, a crossdresser who's not ashamed to say I still live with my mom. Mom had me when she was 17, and we have always been close. My grandparents [who we lived with] have always been loving and supportive too. I started wearing my mom's clothes when I was 8. Mom thought it was cute, and everyone agreed it would keep me occupied while mom worked. I tried to stop crossdressing when I hit 14, but I went right back to it after about 6 months. Mom was always very encouraging, teaching me makeup and wig styling. I started building my own female wardrobe. Mom has always dated men, but has remained single. After age 18 I started spending all my non-school time crossdressed. With slight features and great cheekbones, I look quite femininely attractive. Mom and I are best friends and almost like sisters. We have the house to ourselves now, and I have also realized I am bi. I mean I've only dated men for close to 4 years at mom's encouragement, and the women I dated were always older. Since I have a job where I can openly be a feminine man, I have grown my nice wavy hair done to my shoulders.

I find cuddling with mom and massaging her feet to be very pleasurable, and she did teach me how to kiss, but that's as far as we went. We were seeing the same guy for awhile, a hot married guy in his 30s who was 'doing' the both of us [separate rooms of course!]. Until we did a 3some. It was freaky having sex in front of my mom, and seeing her naked having sex. But it was way hot, as we tag-teamed him. Where it got intense was when I started sucking on my mom's toes while she made out with him. And she did jerk me off whe I was blowing him. The relationship is over, but it's became 'out' that mom and I are attracted to each other. And it's only when 'm a "girl". We make out on the sofa, or suck each other's toes, and I have to try real hard not to come. We almost had a thing with a guy and his son, the son digging older women and the guy a tranny chaser. But it was too freaky for them. And we've done another 3some, but the guy didn't realize I was a dude. It's very wild when you and your mom are sucking a guys dick at the same time, and also tongue kissing! I used to be a shy, nerdy guy, and now I'm a bit of a hot slut!!!

Comments

No comments yet... be the first to comment on this confession!

Comment this

Can't read the image? Click here to refresh