Bareback Anal The First And Later..

I've always been pretty good, as a rule, as a gay guy, at taking precautions, HIV is something not to be messed with, but to a certain extent I was maybe taken advantage of, the first time I took another man's **** into my anus, and it was unprotected bareback sex.
I think because of that, and how good it felt, I've craved bareback ever since; But have been very good, and always used protection since, until recently where I am in a long-term relationship with a man, who I will be getting civil-partnered too, before very long, and we have had the tests, and so can bareback now all we like.

Anyhow, back to the first time, both the first time of anal sex, and of course also of bareback.

I'd met this guy online, I think one of the old MSN groups and we'd exchanged a few E-mails and then arranged to meet up.

I was in my late teens, and he was in his mid forty's, and he came round one afternoon, and we started making out.

I sucked his **** for quite a while to get him good and hard, and then as he knew I wanted it rough, and had rape fantastys, he kind of flung me onto the bed, onto my front, and lubed me up, before giving me a truely violent and fabulus anal ****.

He said afterwards he'd planned on using a condom, but the feeling that first time when he exploded inside me, is one I'll never ever forget.

And then, afterwards, an hour or two later, the feeling of his *** running out of my sore hole, and into my panties, and I was able to collect it up and eat the *** he'd deposited into my once virgin hole.. Just fabulus...

Mind, I'm so totally in love with my new partner, that all sex with him is just magical, and especially as it is now all bareback, and I can get to suck his **** after its been inside my dirty wel-used boy-hole..
eusarian eusarian
31-35, M
5 Responses Dec 6, 2012

sissiegirl- your man sounds loverly, and it sounds like he treats you really very well. It must be loverly for you to be treated fully all the time as the sissy you are; I am not quite that far into my relationship yet, and I think my man, my daddy likes me to be dressed as a man when we are out together, and keeps the making me his sissy girl, for when we're in the bedroom, or at least alone.
Daddy was here yesterday, my man, and he was so good to me, I'd dressed up for him, in some loverly sissy pantys, and bra, and we made such beautiful love. He was so masterful and treated me like a real sissy. He adores my breasts, which are rather large now (nearly a C-cup, natural and no hormone treatment or anything yet), and he kept telling me, as he played with my **** and nipples, how femanine they were, how girly I was, and told me I was being a good girl, when I was sucking his **** and ******* his tasty *** out...
He really just used me, in a way sissys like us like; just moving me to the position he wanted most, and then taking me; He ****** me fabulusly hard, holding me down, and then face-****** my mouth, just using it for his pleasure, and letting me enjoy to drink his ***, when he came inside my mouth.... My panties were soaked with my juices by the time he'd finished; I'm still wearing the pantys now, they're so nice and *** filled..
And now, of course, today, my **** are so sensative, after he lavished so much attention on them; using his hands and fingers, and his mouth too, he suckled my **** for a good long while, which I always enjoy... I just wish sometimes he'd make me dress fully as the sissy I am, all the time, and take me out dressed as a sissy... with his *** deep inside me..

sissiegirl- that is kind of him to do that for you. My man doesn't really treat me as his sissy, outside the bedroom; I have sometimes wanted to keep his *** in though, and I use a buttplug inside my hole, to keep it in..

I do too but sometimes we are going somewhere after he has filled me with *** and I don't like having the wet spot show in my shorts or capries. plus he likes to play with the string after inserting it and telling me that that is what sissies and girls have to do since I' so feminine in our relationship or I could just wear a pad but he perfers me using tampons. says no man would ever wear one only sissies and girly bois like me

sissiegirl- But I love feeling his manly juices, as they slide out of my gaping stretched hole... Plus I can always lick them out of my panties later on, if he's not around and I'm missing him and wanting to taste him.. I adore ***..

I insert a tampon to keep my pantie gusset dry after my bf throughly **** me