boys who like to hook up with crossdressers

[noonenew]

So... I've been having flings with a few local young men who are enamored by "girls" like me. I'm all of their first, but I've noticed something common between all of them..

Why is it, as soon as they cum, they don't even want to look at me any more? I mean, they do, (I'm assuming out of courtesy) but it looks forced and unnatural.. When 5 minutes prior he was dripping with lust out of his eyes? This includes the boys who like to touch my dick too, they all seem to be disgusted with themselves after they cum.

Like this guy who came over today.. (first uncut cock I've been with, that was weeeeeiiiiirrrrrd) I suck his cock for a while through a condom, he was all over me, hands up my skirt, playing with my dick, my boobs, etc.. Wanting to kiss me, but I'm afraid of herpes, so I veto that for now. I let him inside of me, I ride him, then he fucks me doggy style, then he fucks me face to face, feeling on my tits and my body. I'm no where near cumming, and he's almost done. He tells me to cum, but I'm not ready, he cums in the condom inside me, then imediately stands up and watches me with near disdain as I try desperately with fingers in my ass to jack myself to completion. I ask him if he wants to play with my asshole, or touch me, etc. He doesn't! I finish up and clean up, and as soon as I come back into the living room, he's dressed and out the door.

Fucking closet faggot. (no offense to my gay brothers out there, but even you would call this guy a fag.)

Seriously, what is it with these repressed wannabe sissy fuckers?

 

[Shywong]

Why is it, as soon as they cum, they don't even want to look at me any more? I mean, they do, (I'm assuming out of courtesy) but it looks forced and unnatural.. When 5 minutes prior he was dripping with lust out of his eyes? This includes the boys who like to touch my dick too, they all seem to be disgusted with themselves after they cum.

Like this guy who came over today.. (first uncut cock I've been with, that was weeeeeiiiiirrrrrd) I suck his cock for a while through a condom, he was all over me, hands up my skirt, playing with my dick, my boobs, etc.. Wanting to kiss me, but I'm afraid of herpes, so I veto that for now. I let him inside of me, I ride him, then he fucks me doggy style, then he fucks me face to face, feeling on my tits and my body. I'm no where near cumming, and he's almost done. He tells me to cum, but I'm not ready, he cums in the condom inside me, then imediately stands up and watches me with near disdain as I try desperately with fingers in my ass to jack myself to completion. I ask him if he wants to play with my asshole, or touch me, etc. He doesn't! I finish up and clean up, and as soon as I come back into the living room, he's dressed and out the door.

Fucking closet faggot. (no offense to my gay brothers out there, but even you would call this guy a fag.)

Seriously, what is it with these repressed wannabe sissy fuckers?

That's pretty sad. On behalf of all the real sissy-lovers (that sounds so corny) out there I'd like to apologize for what that douchebag did to you. If he was trying it for the first time and somehow didn't like it the least he could do is help you get off then respectfully part ways. I've never actually been with another guy but I know I couldn't abandon someone who made me cum, I'm the type who likes to cuddle afterwords. If my dick isn't up for it my mouth will finish the job. It's too cruel to use someone for your own pleasure then leave them writhing in ecstasy. Some guys are insecure assholes who just want a hole to fuck with no strings attached. Even if the string means assuring their partner also gets satisfied. You're right for calling them boys because usually they have the mentality and maturity of one.

 

[johnie ringo]

That's pretty sad. On behalf of all the real sissy-lovers (that sounds so corny) out there I'd like to apologize for what that douchebag did to you. If he was trying it for the first time and somehow didn't like it the least he could do is help you get off then respectfully part ways. I've never actually been with another guy but I know I couldn't abandon someone who made me cum, I'm the type who likes to cuddle afterwords. If my dick isn't up for it my mouth will finish the job. It's too cruel to use someone for your own pleasure then leave them writhing in ecstasy. Some guys are insecure assholes who just want a hole to fuck with no strings attached. Even if the string means assuring their partner also gets satisfied. You're right for calling them boys because usually they have the mentality and maturity of one.

Can not speak from experience, so only guessing. I know from reading the mutitude of threads, that there are probably many guys that fantisize about many different experiences, say eating your own cum after you play with yourself. While you are in a pre-cum frenzie, you are fixated on the thought of following through with it, how this is going to be the time, not like the others when you thought about it, but this time, yup you are going to do it. Then the orgasm hits, and alas, you are left with a feeling of not wanting to finish what you started. Sucks on one hand,(no pun intended or do I?) having that after orgasm let donw, but on the other side, thinking and fantisizing when playing with yourself is most rewarding. I would assume, that when these gentlemen are all worked up, they are not thinking about what is happening, but are getting lost in the moment and just enjoying themselfs, the orgasm hits, as does reality, and they probably are unable to handle the truth of the situation. I would suggest to you, since you are dressing up as the woman, you need to understand the man like a woman, know your release comes before thiers!

 

[Shywong]

I would suggest to you, since you are dressing up as the woman, you need to understand the man like a woman, know your release comes before thiers!

I think you quoted the wrong person. I said nothing about dressing up as a woman. As for the cum tasting analogy, I've tasted my own before. I may lose my sex drive after cumming but not my sense of gratitude. Not many people eat their own cum because it doesn't serve a purpose unless someone else wants to see it.

 

[emap]

Transgender women is a fairly common fantasy among men I think, alot want to screw one at least.

See the problem here is, before a guy comes he can agree to alot of things, after it's a sort of oh my god what did I do thingy, sorta like waking up the morning after a night of heavy drinking covered in something or other or with the missing link. If you've never been there don't try it's not exactly a wonderful experience.

Couple that with alot of guys are rather protective of being straight, so admitting to anyone they slept with a transgender woman would kinda mean they admit that they had sinful thoughts. Yes religion plays a huge part of that, but not all of it, most people want to be normal, just like everyone else, another face in the group. Sleeping with you means they are no longer another face and that's hard for most to accept.

Your best bet is to think nothing of it, it's not you they are ashamed of but themselves for no good reason, your better off without them. Simply chalk it up to some bad sex and move on.

 

[danisometimes]

speaking from my experience...ive had flings with 3 guys...two that were gay....and one that wanted to explore. the one that wanted to explore seemed very pensive at first...but he let his inhibitions go.

I'm still trying to figure out what my transvestite butt is..Since i love really girly girls and cute boys.

 

[lonelyhornyboi]

So... I've been having flings with a few local young men who are enamored by "girls" like me. I'm all of their first, but I've noticed something common between all of them..

Why is it, as soon as they cum, they don't even want to look at me any more? I mean, they do, (I'm assuming out of courtesy) but it looks forced and unnatural.. When 5 minutes prior he was dripping with lust out of his eyes? This includes the boys who like to touch my dick too, they all seem to be disgusted with themselves after they cum.

Like this guy who came over today.. (first uncut cock I've been with, that was weeeeeiiiiirrrrrd) I suck his cock for a while through a condom, he was all over me, hands up my skirt, playing with my dick, my boobs, etc.. Wanting to kiss me, but I'm afraid of herpes, so I veto that for now. I let him inside of me, I ride him, then he fucks me doggy style, then he fucks me face to face, feeling on my tits and my body. I'm no where near cumming, and he's almost done. He tells me to cum, but I'm not ready, he cums in the condom inside me, then imediately stands up and watches me with near disdain as I try desperately with fingers in my ass to jack myself to completion. I ask him if he wants to play with my asshole, or touch me, etc. He doesn't! I finish up and clean up, and as soon as I come back into the living room, he's dressed and out the door.

Fucking closet faggot. (no offense to my gay brothers out there, but even you would call this guy a fag.)

Seriously, what is it with these repressed wannabe sissy fuckers?

I have almost the exact same problem! I enjoy dressing too, but the guy I let bone me doesnt care for it too much, so i dont do it around him. First time we went out we went back to his place, and he was teasing me a bit with his hands, exploring me, then I sucked him off. Since then I've hardly been able to get him to touch me unless its to put my hand on his hardon, or to hold my head still while he uses my mouth. After he's done on top of me, he never wants to cuddle either. One time, that was it. Then we have to get dressed because he doesnt want someone walking in on us.

 

[Wolf of Mibu 69]

It's shitty that they treat you like that, but I know something about the thoughts that're going through their heads. First time I got a blowjob from another man I pretty much dashed out of his house after it was over with.

The feelings of shame can be hard to deal with until you come to terms with your own sexuality.

Now I consider myself orally bi and very much intrigued by crossdressers. If I were to ever have the opportunity to have sex with a special girl like that, I would certainly attend to her needs before mine, just like I would with a genetic girl.

 

[bluesky496]

So... I've been having flings with a few local young men who are enamored by "girls" like me. I'm all of their first, but I've noticed something common between all of them..

Why is it, as soon as they cum, they don't even want to look at me any more? I mean, they do, (I'm assuming out of courtesy) but it looks forced and unnatural.. When 5 minutes prior he was dripping with lust out of his eyes? This includes the boys who like to touch my dick too, they all seem to be disgusted with themselves after they cum.

Like this guy who came over today.. (first uncut cock I've been with, that was weeeeeiiiiirrrrrd) I suck his cock for a while through a condom, he was all over me, hands up my skirt, playing with my dick, my boobs, etc.. Wanting to kiss me, but I'm afraid of herpes, so I veto that for now. I let him inside of me, I ride him, then he fucks me doggy style, then he fucks me face to face, feeling on my tits and my body. I'm no where near cumming, and he's almost done. He tells me to cum, but I'm not ready, he cums in the condom inside me, then imediately stands up and watches me with near disdain as I try desperately with fingers in my ass to jack myself to completion. I ask him if he wants to play with my asshole, or touch me, etc. He doesn't! I finish up and clean up, and as soon as I come back into the living room, he's dressed and out the door.

Fucking closet faggot. (no offense to my gay brothers out there, but even you would call this guy a fag.)

Seriously, what is it with these repressed wannabe sissy fuckers?

i think it because they feel a mixture of disgust with themselves, shame at giving in to their basic urges and fear that they will be discovered having sex with us honey,xo

 

[jdee1]

Really sorry you had a shit experience. I think that this is probably common of a lot of hook ups where it is only sex that is involved rather than someone's feelings. Not everyone is the same and sex means more to some people than just cumming and fucking off.

Looking at your (many) pictures, they are the losers here.

Keep smiling.

 

[jackstud]

Darlin, they truely are the losers. Move on to nicer people

 

[bpm73]

Hi Im a straight Guy who has had the Mind Blowing pleasure of having Slwpt with 4 TGs 3 post 1 pre op & also quite a number of TVs, I did get embarassed the first time but would never just worry about my satisfaction, Do you like to have your Dick played with while a Guy is Deep inside U? Reach around, its about timing it right so U CUM together xx

 

[jackstud]

Well said Stick

 

[Stella_Omega]

offer yourself as a piece of meat and you can expect to get emotionally butchered.

I could not possibly have said it better. Thank you!

I was going to say that hookups used to be kinder in my day, but I'm remembering stories. Transphobia was as rampant then as it is now.

And OP, and other ladies in this position-- Keep a couple of cockrings around take control of his hardon. (Thats a trick I wish I'd known myself!) If you're going to let them into your body, make sure they respect what they are getting.