I’ve had feminine thoughts and feelings since I was single digits old. Society has never accepted cross dressing or boys who feel like they should have been girls. It’s not just a clothes thing, anyway. I could pacify my urges by dressing up for several years, but having to hide that became tiresome and depressing.

I thought that perhaps I was just gay, but that isn’t the case at all. I’m not excited at all if I’m being sexually treated like a man by another man. I tried and it didn’t do anything for me. However, if I’m with a man who treats me like a woman, I’m very comfortable, and totally turned on.

The first time that a man made me cum hands free was a game changer. Prior to that, I would feel guilt and shame cumming while playing with a dildo or jacking off. When I had a man between my legs, and I was on my back, with his arms wrapped around me and kissing me, as he expertly thrust into my pussy with his throbbing cock, that’s when I finally felt like everything was right.

I started shooting uncontrollable spurts of sissy cum with each pump he gave me for about 5 minutes straight. With every moan I made, he would dig in tighter and stronger, all the while kissing me and gripping me tighter. When he finally came inside of me, and collapsed on top of me, furiously making out until we were both drenched in various bodily fluids, I felt like my true self for the first time ever. There was no shame. I could have let him fuck me all night. I was his. He made me feel as close to a girl as I’ll ever be in this life.

I’m a sissy girl, and I’m not ashamed.

 

I love dressing in women's clothes but I have no desire to become a woman. I've had sex with my wife many times while I'm dressed like a woman. Even though I've had sex with men, I haven't dressed up for one yet. Hopefully, that will change soon.

 

Thanks for replying, and I’ll probably answer in more than one post, as thoughts occur….

First, my thoughts probably don’t equate to yours, simply because you're a woman, and I’m living vicariously through feelings that I feel are genuine, but probably aren’t. Your “feminine thoughts” are just your thoughts, because you’re a woman. Long before anything related to sexuality entered my brain, I just felt more mentally aligned with girls than with boys. Like, I would be on the football field and would get distracted from the game from watching cheerleading routines…and what made that even worse than it sounds is that I was really good at football lol.

I just felt like I was in the wrong body and on the wrong “team.” I’ll elaborate more in a bit, but am I making sense whatsoever? This could be therapeutic for me in a sense if it does make sense and you care to hear more. Cheers

 

Daddy

 

I dont mind a sissy but I dont want a Diva. Dont pm me and say take me daddy then get mad at what I tell you to do!

 

I'm hear

 

I'm really excited for how many spun out sissy sluts are online tonight.. follow me if you want me to give you one hell of a video or live chat session for free of charge ... I'm so desperately horny I'd pay YOU to watch me blow a load on my face with my legs behind my head and definitely some type of pathetic wanna be crossdressing outfit .. FOLLOW ME YOU SICK FUCKS . I'M NOT SCARED OF GROUP CHAT EITHER.... CUMM AT ME

 

Tehe it be like that sometimes

 

I have accepted that I am a faggot

 

The first sexual encounter that I had with another guy probably shaped my thoughts pretty heavily. I didn’t even really consider it a sexual encounter when it happened, because there was no actual sex involved.
The first orgasm I ever had was hands free, which blew my fucking mind and I thought I had broken something in my body when it happened. I wasn't penetrated, nor was my dick ever touched. A friend of mine was sleeping over, and he was telling me about walking in on his mom and dad "doing something", and that he was confused. I asked why he was confused, and he said it was because she was on her hands and knees on the bed, and his dad was standing behind her and repeatedly bumping into her. We were prolly 11 or 12. He had no idea about my feminine side at all, because I shared that with no one.

They were obviously fucking, but he had never seen it like that. I was confused by his description as well, and after him trying to explain it several times, he said he would show me. He told me to get on the bed on my hands and knees, and stick my butt out over the side of the bed, so I did. I was in tighty whiteys. He pulled his undies down, and stood behind me. He grabbed my hips and got up close to me, then started thrusting into me, hitting me in the taint (where my pussy should have been).

He started soft, but after doing it a few times, he started getting hard, and he kept on doing it. We were laughing, and it actually felt good to me as well. He started doing it harder and harder, and he was as hard as he could get. I distinctly remember a numbing sort of sensation, and my tone changing from laughs to silence, because I was feeling something new and unusual for the first time in my life.

He was just humping away on me, when all of the sudden, I began spurting cum. I was paralyzed in the feeling at first, and started breathing heavier. Since I didn't know what was happening, I didn't realize that anything wet was coming out of me. By the time I did realize, I jumped up, and ran to the bathroom.

I remember examining the liquid with my fingers, and knowing that it wasn't pee.I dabbed it on my finger and smelled it. I dabbed up some more and put my finger under the light to examine it, and it was clear. I could n't even tell if it had come from me, or if by some weird chance it came from my buddy. All the while, my whole crotch area was wet and tingling.nonstop, and my dick felt extra sensitive. I asked him if anything weird happened to him, and he said some liquid came out as well, but it felt good so he didn't stop. We never spoke again of it.

 

It’s something very freeing about being in “feminine mode” I tend to gravitate toward being slutty, but I don’t identify with the sissy label, as I’m a top. I do respect the sissy lifestyle and what it entails, as I’ll be more than happy to be in the company of one!

 

No desire to become a woman ---- man, have you no ambition!

 

I’ve felt like being a sissy especially when I’m spun I think it comes from one of my moms bf treating me like one

 

Everything all started for me when my older sister dressed me up in her clothes when I was only 8, from that point on I felt different inside, I started my feeling about actually sucking cock and getting fucked, at the age of 12 I came out to my friends and started sucking their cocks on a regular basis and at that point I knew I was gay, I would end up losing my virginity to two gay men when I was only 18, it totally started my extremely happy sex life of a gay man, then I was seduced by my now wife because she thought I was handsome and wanted me to take her virginity, after we got married she asked me if I was ever interested in dressing up as a woman and I asked her why and she simply said that I had a very feminine look to me, I took her my story then she asked if she could dress me up as a woman and I said go for it and I did and boy did I look good as a woman

 

I'll never know.....