First Time Stories

On Sunday April 7 I bottomed for the first time. I was anally penetrated by a man taller and heavier than me in Doggystyle and prone and against the wall. Neither of us came first because I couldn't get hard and also because I felt very strange especially coming as a bi but heavily straight leaning top that was only with cisgirls and MTF before.

On that day I had Grindr installed because I was looking for a clean person to help me with my curiosity of bottoming. I hit up a person 2 miles away and he told me was checking out in 2 hours. We exchanged photos and after 20 minutes I was at his hotel room.

I get to the room and knock and the door opens and in front of me is a 5'10 160 lb black man in his mid thirties with an 8 inch erection. I walk in and we talk while he's sparking up a blunt. He offers me some but I declined since I had a bottle of poppers instead.

We talk more and he mentions anything I don't feel comfortable with to let him know and he would stop. Don't lie either because he wants it to feel good. I tell him more about my curiosity with anal play and how it started with being rimmed by a girl so I bought a massager to try to get my p orgasm.

He tells me that his wife did the same thing to him and bought a strapon since he really enjoys it also. He asked if I wanted to play with him and her together and I said I would consider it.

I unclothe and get on the bed while he oils me up complimenting how cute I am and how his wife will love to play with me. After a few minutes of that and I'm relaxed enough he uses a condom and slides in but too fast for my now unvirgin butt. I jump off the bed and holding my hole for a while and he apologized saying I wasn't relaxed enough he kisses my back and goes slow until he is in all the way and this time it doesn't hurt.

This continues for a while including us in the shower and him kissing me on the lips and me sucking him. I still feel strange about it since it felt like I had to pee.

Attached: Screenshot_20190407-121255_Grindr.jpg (1080x1920, 127K)

I ran out of space to type but meant to say I felt very strange about submitting to another man especially being kissed and seeing him in my face.

As for my prostate orgasm I don't know if I had to pee or poop because it felt like I had a tingling sensation near my bladder

God damn that's gay lmao off to /lgbt/ faggot

this is pretty gay, even by r9k standards

Well I posted on there also but seems like there's no replies so I made it here also. Plus I'm interested in other people's first time stories

now you know that being a faggot is its own faggy thing, getting a dick up your ass is lame as shit, and being forced to be a faggot when you are younger makes you fucked up later in life. I wish I had never been raped by a male family member. Something about that experience just taught me that fags are just weird and shit and will do whatever they can to get their dick addiction satiated. Remember, its men with man level sex drives for not pussy but dick and asshole. There is a reason why homos are so controversial all over the world. Its not because they are just gay and thats it, its because gay men are so god damn aggressive with their sex shit.

Yeah I'm glad I got it out of my system it was weird as hell driving back home

Anyone else have their first time stories?

no, try /lgbt/ again

you will crave it again. try dressing up like a cute girls next time

Is that coming from personal experience? Because I'm a masculine dude but he did ask if I wanted him to treat me like a girl so maybe he would have been cool with me crossdressing

my director for my first time in a play during a one on one coaching cuz i was the lead. told me i am painfully shy and he knows what that means. next rehersal he stroked my arm. been trying to fuck me ever since. im too scared tho because asshole is for shitting.

i crossdressed for a role once. got kinda excited looking at myself in the mirror but thats it

So you're actually curious about going through with it?

Well for me I'm painfully hairy and have no girl clothes or makeup so yeah

Bump before I go to school just want to talk about it more

i bottomed for a middle age mex guy late '16 just to get the curiosity and virginity out of the way, i could have met someone more aligned with my attractions (as i later found out) but i wanted someone who could provide a little lingere
all went well, he came and even offered himself up after the shower but i was out of it and a little exhausted so i declined

helped me solidify in my mind that i -am- a bi switch that likes to cd, too bad i'm tall.

what else is there to talk about man? it is what it is

Damn son even for Jow Forums this is massively gay fuck this the gayest thing I have ever read

Getting raw dogged by a gay black man you now have HIV

You have your own containment board for your degenerate shit, faggot.

So how did it feel your first time? Did it hurt? Was he aggressive? Did it feel good? Have you bottomed since?

I told you before I posted a thread but it's not getting any replies because they're gay

I used to bottom for an older guy. Let him raw dog my ass and cum right inside me.

I just had a blood test 2 weeks ago and it came back clean. I don't want to risk my health anymore like that but God damn I get hard thinking about bottoming

So when did it start feeling good? He didn't want to use condoms?

Damn OP this is like a big fantasy of mine but I probably would never do it

For me it's always painful at first trying to get his cock in. Even with lots of lube, i have a tight asshole so it takes time of his pressing slowly until he gets in. By the time he is fully in, he will start slowly pumping and my ass hole is nice and stretched by now so he starts pumping faster. It feels good being used for pleasure, i think most of the pleasure comes psychologically rather than physically, like I could never get off dildo-ing my ass.

As for condom use, I have never been a fan even when I fuck women. I wanna feel skin on skin, I wanna feel my cum shoot inside her instead of some plastic barrier. The same applies to getting fucked. Condoms just make the sex feel fake

Yeah I guess I can see that there was an odd feeling of submitting to him when I bottomed. I almost got hard sucking him but he didn't let me do it long enough since he wanted to keep topping and so I was worried I was going to pee or crap on him

Yeah I try to go raw also I can understand that feeling but as long as he was clean and such

>So how did it feel your first time?
it was good. a little awkward if anything but hey thats being a virgin. i think it would have been more enjoyable if he spent more time on me (he sucked me for like 30 seconds and i had to have spent at least 10 minutes on him but part of it i was trying to make up for the gag reflex)
>Did it hurt?
i had been playing around in the shower for a couple years prior, and had cleaned myself out that morning, so once the condom was on and he lubed up there wasnt really reason for pain.
>Was he aggressive?
not particularly, it did surprise me how much you get pushed around getting fucked though. having to have your ass up, back arched hard, and face fucked into the couch cushions was about the worst of it.
>Did it feel good?
sure, in hindsight i could have done more, he could have been more creative, bla bla bla, but whatever.
>Have you bottomed since?
nah, its something i really have to go out of the way for but sometimes the cocklust gets real and gets really tempting; i have since bought a real dildo and my own garter/lingere/panties so its not like i cant just go enjoy myself like that if just jacking to porn isnt quite what im looking for

As someone who's fucked dude, I'll never come to terms with it. It's just wrong, the whole thing. The best thing was the taboo aspect but that is a lot better than the actual act

I definitely almost threw up because of my gag reflex also but I did try it for like 10 minutes ago while he played with my ass. He sucked me off to try to get me hard for like a minute because he wanted to ride me but I just couldn't maybe too nervous.


I was completely surprised at how much I got pushed around also. I don't know if I'll try it again but ask to ride him or missionary maybe a little slower than him jackhammering me like he did because it was just me bearing and taking it

Like you topped or bottomed?

both, but it has made me feel that too much focus is placed on who someone sleeps with, although watching the behaviour of some openly gay people and people on grindr really make me think otherwise

very h o t OwO~

>i too, hate flamboyant faggots. There's no reason to base your entire personality around your sexuality, and not only that, they get really fucking obnoxious about it.
i keep my bisexuality in the closet just because it's easy to have less drama about shit in your life. Who really needs to know about who you're fucking?

go back to your hole faggot and stay there

>bottomed 3 times
>every single guy came in like 1 or 2 minutes
I fucking hate this. It's hard enough finding someone that wants to fuck my ugly ass to begin with. Not to mention prepping for anal stuff is NOT fun. Being a bottom sucks.

>Burning coal
Fucking kill yourself worthless trash

How can you be this upset?

Yeah I was there for at least an hour and he kept lasting so I was glad about that. I would have been so mad if he came and that was it then I wouldn't even have had my curiosity satiated and felt raped

Fuck off mayosapien

Yeah I'm kind of glad my time was with a bi dude instead of a creepy guy but I think the perfect would have been to find a trans top but they charge money literally always

Right on so which do you like more? Or equal?