Want to Try

I am a younger middle age man. I am professional. I have become enamored over the last several months or so, with crossdressing and sissy porn. I have a secret desire to crossdress and let a man use me like the slut that is lurking inside. I have never done anything sexual with a man before, but there is always a first time.

[bigdeerphantom8]

[wanttoinbaltimore]

I want to be everyone in this photo.

[succubus-of-sissies]

[tomboi4cock]

Yes sir! That is what I want!

[wanttoinbaltimore]

I would love this to happen to me. I would love to do this as a dare or a bet. or just a silly game with a friend, but then once restrained, have that friend bring in a bunch of guys with huge cocks to fuck me over and over again, fill me with tons and tons of cum leave me with photos texted to me, wondering forever if i’ll be blackmailed. but loving every minute of it.

[titoxano]

[wanttoinbaltimore]

I want to get really drunk with this gurl. Have her help me shave and dress up. then when completely tanked, have her tie me up and have her big manly big cocked friends come turn me out.

[wanttoinbaltimore]

Now that tumblr is going family friendly, it is going to be much harder to indulge in my forced to be a sissy crossdresser/blackmailed to be a sissy crossdresser fantasy. If you have something along those lines i’d love to hear it, or see it. The more humiliating, and brutal the better! 

[ziggyisthe1]

[wanttoinbaltimore]

wow! this outfit!

[onlymonica]

Late-60s look

[wanttoinbaltimore]

i love this look. I wish I was this amazingly hot!

[katyvanaimee]

[wanttoinbaltimore]

always a good tip!

[sissy-queer-wannabe-deactivated]

DON’T it, THOUGH?!!!   ;-)

[wanttoinbaltimore]

You know it would be so hot if a guy was watching me and another sissy fucking! maybe he’d film it, or jerk off to us... then black mail us.

[fortheloveofgurls-deactivated20]

Beautifully sexy. 💋💋💋💋💋

[wanttoinbaltimore]

I wish I was dressed like this right now!

[neverenoughcds]

[jenn14u]

Every sissy winds up here eventually

[tgirlinthemirror]

They do if they’re lucky!

[wanttoinbaltimore]

I want to be a slutty sex slave for a night or weekend.

[sissy-queer-wannabe-deactivated]

THANKS, girls!  My DICK is SO HARD with ANTICIPATION.  ;-)

[wanttoinbaltimore]

I know it is wrong, but I am obsessed with rape fantasies like this. I want to be “forcibly” gangbanged on a webcam well tied up and dressed slutty/sexy.

[favouritehumiliationcaptions-de]

[plsdonthumiliateme]

Total Humiliation

[wanttoinbaltimore]

Holy hell, where do I sign up to be this used slut!

[blackfemdomwife-deactivated2022]

Yea keep telling yourself that babe 🙄💄💅🏻❤️

[wanttoinbaltimore]

It also is not gay if you’re dressed as a girl. (so I say) where do I sign up!?!

[stockingssexy]

[wanttoinbaltimore]

I want to have someone rip up my pantyhose! and then destroy my ass by force! Huge fantasy of mine! 

[mitzemit]

[wanttoinbaltimore]

What a fun outfit! I would do anything for this. 

[trautmans-legs-deactivated20250]

[wanttoinbaltimore]

I love these leggings. I want to wear them all the time.

[the-best-of-lingerie]

[wanttoinbaltimore]

This is such a hot outfit! I would love to wear this for a guy(s) with a huge cock!