cock before dinner with the fam - a tale of hometown play

So I did my first out of town hook up today. I’m visiting relatives in the town where I grew up. When I had visited in the past by the end of the visit I would be near explosion with sexual frustration. So I had decided ahead of time that I would see if I could arrange something for this visit. A week or two beforehand I added to my profiles that I would be in my hometown and the dates of my visit and then I changed my location to that city. I got hit up pretty quickly by a cute guy who had been with a trans guy once before and was not far from where I would be staying. We chatted for a bit, seemed very hot and then exchanged numbers. Cool.

So the week of my trip comes and he texts me to see if we are still on. I say yeah, most definitely so we arrange date, time, etc.

My hometown is the kind of place where you have to have a car – public transportation is really bad – so I realized I didn’t really have a way to get to his place. He offered to pick me up, but I was not OK with my hook up picking me up at my family’s place.....

So instead I asked my little brother to drop me off – LOL. I’m out to my little brother, but telling him to drop me off at a hook ups place is a little more disclosure than our relationship entails. So I tell him I’m meeting a friend and just have him drop me off at a coffee shop near the hook up.

I walk to his apartment, which is in an area I’m familiar with, as I walk I'm thinking about how the last time I was there I was in high school hanging with friends, now years later, I’m a little transqueer walking to get fucked by some guy I met online.

I get to his place, nice guy, cute, looks older than his pic which is hot as he has a bit of a youngish silver fox thing going. We chat for a bit sitting on his couch. He is very stereotypically gay. Then we start kissing – we make out for a while on his couch, clothes still on, its get me very hard. Then he leads me to his bedroom. We kiss, he’s a really good kisser, and we make out some more shirts off, I can feel his hard on through his jeans as he grinds into me. Its too much for both of us – he pulls back, strips then unbuttons my pants and pulls them off. We kiss and grind for a while just enjoying the feeling of each others bodies.

Then I push him back and take his cock into my mouth, he’s got a beautiful cock, he moans as i guide my mouth up and down his shaft, he is the perfect size where I’m able to take his cock fully down my throat, he moans and fucks my throat until I can’t take it anymore, then pushing me onto my back he spreads my legs and begins to tongue my front hole, this I love, after sometime he climbs on top of me grabs my head and face fucks me hard.

He grabs a condom, slips it on and moans as he slowly pushes his cock into me, he lifts my legs up over my head and fucks me, slow long strokes, after a while he wraps his arms around me and pulls me up on top of him, my arms around his neck and my legs around his waist i ride him as he kneels back meeting each stroke. He says he's gonna cum soon and pushes me onto my back, we’re both moaning and fucking each other frantically, he shoots and it must be a huge load cuz even with the condom I feel his hot cum shoot into me (no worries the condom didn’t break).

He pulls out cleans up and then collapses on top of me. We lie like that for a while. Just chatting about our lives and stuff. He’s a talker which is good cuz I’m feeling a little off my normal chat game. We chat for quite a while about our lives. I like him.

Then he starts kissing me again, we kiss and grind urgently, I can feel that he’s already hard again, he grabs a condom and pushes hard into me, I pull him to me and we kiss and fuck, our bodies tightly together, he’s fucking me hard and fast, he says he gonna cum again and we keep fucking until he lets out a huge groan, he keeps stroking me and I’m cumming as well until he collapses on top of me, his body against my clit and his cock still in me I hold him tightly to me as i feel my body continue to spasm and shake.

Afterwards we lie back and chat for a while more. I ask if he needs to go soon and he says yeah but he doesn’t want to so we just cuddle and chat. Then he really needs go to. He offers to drive me where ever I need. I just ask him to drop me in town near the bus. As he’s dropping me off he kisses me good bye.

So I’m waiting for the bus for over half an hour (like i said public transit in my home town sucks) when my little brother calls me to say that they are in town having dinner and asking where I am and to join them. I hesitate a bit cuz something seems not right about going straight from a hook up to dinner with the family, but whatever.

So I meet them at a local restaurant. As we are chatting over dinner i keep thinking is it obvious I’ve just been fucking some guy, do i smell like sex? surreal to go from an anonymous cock in my mouth to sharing a slice of pie with my mom.

The Craigslist Hook Up

One of the least enjoyable aspects of the anonymous sex scene is what I refer to as the "setting up" stage. The moment when you're horny as all hell and you've exhausted the million different ways to fuck yourself with your favorite dildo and you're way overdue for someone else to be wielding a cock in your general direction. So you hop onto one of the sites - craigslist, adam4adam, manhunt, etc. Some sites are more effective than others. I've tried all three of these with varying success.

Craigslist is a "you gotta work for it" kinda site. First there's the ad development phase. You have to decide how you want to describe your "trans-ness". Using terms like FTM, Trans Man, Trans Boy, has to be a deliberate choice, because each term draws a particular type of "gent". If you describe yourself as "FTM", you're more likely to draw a guy, for whom attraction for trans men has been tried, tested, and proven to be true. He can actually say "female to male" without tripping over words and looking seriously confused. This is my favorite kind of CL hook up because the sex is usually hot. If you describe yourself as a "Trans Boy", then expect the "daddy" types to hit you up. For some reason, the term "Trans Man" draws a lot more guys who are actually looking for trans women. Go figure.

Once the ad has been placed and the responses start trickling or rolling in, then the real work begins. Some men aren't scared to air their shit - they'll send cock pics right away, want to meet that day, and eagerly list all the many dirty things they'd like to do to you. Others are shy and hesitant. They're usually living a totally straight (and narrow) life with a girlfriend or wife, so every once in a while they gotta get a little kink in their life and that's where you come in. I generally steer clear of these guys, because, well...there's just too much potential for drama. Then there are the fools who, even after you've been clear about what being a trans guy means in your ad, you've emailed back and forth about this, they've seen your pictures (face and torso), they know about the facial hair, somehow after all this they're expecting (hoping and praying for) you to look more like a butch woman. I can tell you from experience, very rarely does meeting up with a guy like this result in sex (or even good sex). Once in a while, yes, a dude surprises the hell out of you and you walk away all glowing and shit, but most of the time, it results in nothing or nothing to write home about. You may have to wade through tons of responses from CL, a lot of them icky, and really only find one guy that you'd disrobe for, which is quite common, as well as time consuming! So, yeah, the CL hook up usually requires a lot of work.

Manhunt and Adam4Adam

so my co blogger and i were talking about how we don't include in our posts the process of arranging the hook up so i thought i'd share what i do. this is just what i feel comfortable with, everyone has there own way, no judgement intended, much respect and luv for whatever folks do to arrange to fuck : ).

so to start i used adam4adam and manhunt alot. i've used craigslist in the past and gotten some good results, but i'm a bit lazy and craigslist is sometimes more work then a4a and mh. my profile on those sites explicitly says that i'm a trans guy however no one reads the profiles... i have a public pic up that show's some skin (no breasts or genitals though - i've heard mh and a4a will take it down if you do that, but i also know some transguys who have gotten away with it), its a torso shot, i've gotten much better results with that then when i had a clothed pic up. i don't publicly post a face pic.  again just my thing i know lots of transguys who post face pics. 

i very rarely hit up guys, i usually wait for them to hit me up, in hopes that they at least glanced at the profile, i'm all about efficiency and feel like if they're hitting me up its more likely to work out then the other way around - not into wasting time... and clearly not all of the guys on these sites are into trans guys. UPDATE - recently i have started approaching guys more.  basically A4A and MH both let you see who has looked at your profile.  so now if someone has looked at my profile and i find them interesting sometimes i message them before they message me.  i have gotten some good results doing this but have yet to close the deal....

when a guy hits me up the first thing i say to him is that i'm a trans guy and i explicitly explain what that means, that i was born female but now am a guy, that for me it means i'm on hormones and pass as a guy but i have not had any surgery, and i spell that out for them, i say that means i still have breasts and a pussy (i know that some trans guys don't use that term to refer to their genitals and i fully respect and get that, but i use it and i am totally ok with it).

in my experience either there is no response or the guys will be like yeah i'm into it/interested. expect a good amount of non response - that's the reality of the hook up scene especially for us trans and genderqueer folks. i have a friend, another trans guy who also likes to play, he gets down sometimes about the non response, but i believe you can't take that shit personally.

then there's some back and forth and negotiation - how much largely depends on the guy, my mood, his mood and sometimes just the time of day...

the majority of time i have to do some amount of trans 101, i'm ok with doing that, i know other folks are not - again its a personal choice.

almost always i say what i like to do and what i don't. i like to do that negotiation beforehand and not in the heat of the moment. and the online negotiation of that can be pretty hot sometimes... 

i'm gonna probably keep adding to this post so check back sometimes.

unsafe sex

So I hooked up with one of my regulars tonite, I don’t like to write about my regulars too much, but it was very hot, there is a category of regulars I like where I just feel very comfortable, no surprises, just good fucking. Basically I hadn’t fucked anyone in over two weeks due to travel and illness so I was majorly in need…. Now I’m home and I’m surfing the web. Not looking to play anymore tonite, just looking around…

So my co blogger and I are strong believers in Safer Sex. Though I will admit that there are times that I’ve been unsafe…

the time the condom slipped, my regular or two who I let fuck me without a condom, that I never use a condom for oral sex.... I say this because I think its important to be real and honest, while I would like to say that I practice safer sex 100% of the time, that’s not my reality.

I value my life and my health and I love and respect all my hiv positive family, most of the time I won’t fuck without a condom, at the same time I think its important to be real and I believe shame has never improved anyone’s health or life.

I believe in being safe, I believe in harm reduction, I believe in getting tested regularly, I believe no one should make you do something you don’t want to do, nor should you do something cuz you feel like no one else will want to fuck you, trans people are beautiful and sexy and there are lots of people who want to fuck us – this I know without a doubt.

Yet its complicated, when i let my regular fuck me without a condom, why do i do it? Sometimes shit happens, sometimes our beliefs and our actions don't align and i could lie and say that i'm always safe but I guess i'm looking for a sexual reality that's real - which at least for me means a little messy....

That said here is a really good resource about safer sex and ftm’s best one I’ve found. be safe : )

http://www.queertransmen.org/

Beaded Penis

He'd had beads inserted into his penis. When he showed it to me later, I was struck by the ordinariness of it. His penis was short and stump with these tiny sperical objects sticking out at odd intervals. Immediately, I could tell why he needed to adorn his dick with jewelry. Obviously he wanted something more than it could offer. "It enhances the sensation" he said with a smile and I smiled back, more out of politeness than anything. The color of his dick was pretty though. Reddish brown. Slightly darker than the rest of him. It brought to mind ovaltine and for that reason I wanted to taste it. I decided to call him "bumpy" and no, the beads didn't enhance a thing. Bumpy was alright in the sack, though "doggy-style" was certainly his piece de resistance.

Let me say a thing or two about doggy-style. One: rarely do I say "doggy-style" out loud without dissolving into a fit of giggles. It's just such a silly name and belies the seriousness of the act. Two: In my former life, I hated this position. It just seemed too vulnerable of a state to be in. Getting down on all fours, and allowing someone else to see all into your asscrack. My middle-class demure upbringing just wouldn't let me get into it! This was of course back when I set way too many boundaries around my sexuality, or rather when I allowed social norms to dictate how and when I should fuck. Well, here I am years later and I have to say "doggy" or "down on all fours" has become one of my faves. Not only does it make it easier for my g-spot to be stimulated, it also is just erotic as hell when a guy hangs onto my waist or my ass for leverage and pounds my ass. There's something so primal about the position which also adds to the appeal of it. And whatever Bumpy lacked in dick girth, he certainly made up in motion. Yeah, there may be a thing or two to that "motion in the ocean" adage.

Bumpy and I rendezvous-ed twice, which is my limit with most men I sleep with. I rarely ever cross over into thrice or we may as well be dating. I don't do "regular fucks". I figure if I've reached that level with a dude, then there had better be more than just fucking going on. In other words, I tend to get attached. It's the way I'm made up. Anyway, Bumpy and I did our thing twice and the 2nd time was even hotter. He hosted this time and his roommate, the ex-girlfriend (or so I was told), was out doing god knows what. He invited me into his giant soft bed and proceeded to lick the hell out of my pussy. That-is-what-I-am-talking-about. I may have said that out loud, in between bellows of "yes" and "god" and "I'm gonna cum". Yeah, it was good that 2nd time.

And there would have been a 3rd time if he hadn't gone and freaked out over the trans bit. By fuck session number 2 I'd started experiencing all the usual changes trans dudes experience. I don't know who he thought he was screwing. He must have blocked out the "I'm a trans dude" portion of our introduction. For some reason he'd look at the hair growing on my chin and chest, hear my deep voice, and still refer to me as "ma". After the umpteenth time of this I had to remind him. Well, lets just say, my usual "I'm a dude with a vag" shpiel is a bit of a mind fuck for people who aren't in the know. I understand that. After all, we all grow up hearing and believing so many untruths about gender. Hell, I hardly know what it is any more. I'm a patient dude. I can wait for you to have your epiphany and realize that actually there isn't a lot about gender that's set in stone or genetically predetermined. I do draw the line at pretending though. If you're turned on by this here trans boy and we're going to fuck, you'd better face up to what you're desiring. Bumpy couldn't, or rather, he wouldn't. Goodbye Bumpy!

motels...

I had been messaging with this guy for a bit and we decided to make it happen. He'd been with a trans guy before. We met at a bar near his place. My type, more attractive than I had expected based on the pics. Cute, brown skin, latino, medium build, beard. We chat some, or more so he talks non stop and he buys me a drink. He says so you wanna do this. I’m game.

So we leave the bar and he calls a cab, he says his place is a mess and he doesn’t want to go there tonite that he has another place to go. Cabbing it somewhere with a hookup is not something I normally do, but the vibe felt safe though I was definitely nervous. We chatted during the cab ride, ok guy. We pull up at a cheap motel in some random part of town. He pays for the cab. I’m still feeling a little nervous but decide to go with it. He pays for a room. Of course, the guy at the counter asks me to show ID (i look pretty young...).

We go up to the room, its your typical cheap pay by the hour motel room, everything is that slightly dirty color of beige, along with a flashing neon sign outside the window.

he kisses me, I unbutton his pants and begin sucking him off, he smokes while i suck his dick which i actually find really hot, we strip, this is when I realize he is less my type without clothes on, a total bear (no offense to bears just not my thing usually), but at this point, whatever, he sucks me off, grabs a condom and fucks me for a long time in a couple different positions, he’s a pretty good fuck, big guy which I like…

Afterwards we lie in bed and chat some about our lives, backgrounds, etc. He starts kissing me again, I feel him getting hard, I suck him off some more, he grabs another condom and we fuck again. Afterwards I tell him i need to get going so we head out.

He’s a total daddy type, insists on paying for my cab ride home, wants to see me again…… I have a taste for daddy types every once in a while.

Tall, dark, n' lovely.

He fucked me hard and deep. 6 feet 5. Locks down his back, formed into pretty long braids that he kept having to flip out of his face as he bent over me and entered me gently. He hadn't had pussy in 3 years and some change. The ideas of a guy with a vag confused and turned him on simultaneously. That's the reason he hit me up on adam4adam. That and the picture where I'm flexing my arms - one of my best features, by the way. He flipped my legs up in the air. Placed my feet on his chest. I could feel his heart hammering away. His big dick plunged into me and I gasped. He was gentle at first. "You're so tight," he whispered as he withdrew and entered faster this time. I closed my eyes and moaned. God he could fuck. God he was big. And I could no longer stop the sounds spewing out of my mouth. This is why I love Black men - the connection formed as skin comes upon skin.

"Hold onto my arms like that, baby boi. I got you," he said as he plunged in deeper. I grabbed his shoulders, now thinly layered by a film of sweat. It was almost too much. A sweet, delicious pain. I dared to look down to where the action was happening. "You see that dick?" he grunted as he fucked me faster. I did. I got wetter at the sight if his dick going in and out of me. This 6 foot 5 giant now cradling my ass with a gentleness challenged only by the ferocity with which he pounded my pussy. His eyes boring into mine. My mouth agape. Sounds I could barely recognize as mine escaping them. I thought, as he leaned down to wrap his tongue around mine, I am never fucking white men again.