Story has some longer build-up. The chat/negotiation part turns me on. Feel free to skip to the sex.
Curious “DL” guys always make for an interesting Grindr conversation. My profile says that I am a top and dominant, but I’m never sure how many guys actually read it. One night after a standard work day and lift at the gym (I workout hard to maintain my 6’0, lean muscular physique with visible 8 pack abs), I received an unsolicited dick pic from one such account. As a somewhat selfish top, dick pics don’t do a whole lot for me, but even I was impressed at how huge this guy was.
I reply with a “nice dick” and a “what are you looking for” – neither is particularly original but it gets the job done.
He mentions that he is in town on business for the night and is looking for head or mutual JO. His profile says he’s married. I ask about a wife and he says she is cool with him playing on work trips. I tell him that my boyfriend and I have a similar policy – and that my boyfriend is out of town. For reference both of us are in our early 30s. I then send a hot nude pic of me flexing with my dick fully erect. I butter him up a bit by saying that his wife must love his huge dick. I then let him know that I want a tight ass to fuck tonight.
He tells me I’m hot and then says, “if I were a bottom, I’d let you.”
I’m not sure why, but I quickly replied “Every guy can be a bottom.” Sometimes DL or straight-curious guys aren’t used to having someone else take the lead but find out they like it. I hope this is one of those times.
“It’s my first time. You’d have to play coach.”
Immediately I’m turned on – he’s into it. My dick is rock hard. I find out his hotel is a few blocks away. We discuss logistics. I mention how hot it would be to find him ass up, but alas his hotel requires keys for the elevator. A few more chats and then I see:
“I talk a tough game because I’m usually the dominant one, who knows how I’ll do.”
At this point, his combination of curiosity, nerves, and general bro-y energy has me hooked. I would have driven several miles to top him.
We quickly discuss logistics. I’ll bring the lube and condoms and we’ll meet at the hotel bar. I assure him I’ll go slow and respect his boundaries. He loves to talk about me “training him” which turns me on. I throw on some clothes and call a quick Uber.
I arrive at the hotel lobby and scope out the bar. There is a conference of some sort going on so the lobby is crowded. I quickly spot him. He’s my height, toned/average build – typical midwestern, finance guy. He’s carrying a drink. I decide to cut to business.
“Is your tab closed?”
“Yes – all set.”
“Good. Take me to your room.”
The elevator is crowded, so unfortunately I can’t grab his ass or package. We glance at each other but are otherwise silent. Finally, we get to his floor and take a quick walk to his room. My boner is raging in my pants.
His hotel room is nice with a great view of the lake. He stands there nervously a few feet away. It’s so cute seeing a bro-y guy like him nervous. We chit chat idly about the day and the weather. I decide I need to break the ice.
“Let’s get started.”
I take a deliberate step towards him. To my surprise, he starts taking off his shirt, revealing a toned chest. I take him in my arms and begin kissing him. He opens his mouth up and our tongues dance. He’s an excellent kisser. I roam my hands on his body. He touches my arms and chest. I lower my hands to his waist and fiddle with his belt.
I break the kiss to say, “I don’t think you need these anymore”. He agreed and I quickly pull down his pants and briefs. For some reason, getting a guy naked while I am still fully dressed always turns me on. He steps out of his clothes. We start making out again, more aggressively this time. I gradually start directing him to the bed. He complies. I gently direct him down on the bed and climb on top. I start kissing his neck. I spread his legs so that my crouch is grinding against his ass.
“Are you good bro?” I whisper in his ear, between kissing his neck.
“Yea bro.” His husky voice sounds so sexy between low level moans as I continue kissing his neck.
I pause and look in his eyes. “I’m overdressed.”
I push myself up and confidently pull my shirt over my head. I flex my chest and arms slightly.
“Hot bro.”
I strip off my clothes. We continue kissing and grinding our bodies on each other. His huge dick is hard. I jerk our hard ons together as he moans. I then push his legs up exposing his virgin ass. I move my hands down and start teasing his hole. To my surprise, he says “Can we take this to the shower?” I happily oblige and take his hand to guide him there.
I turn on the water nice and hot. He’s still a bit tentative so I grab the soap and start lathering his back while we kiss. I slowly work my hands down to his ass. I lather up his ass and tease his hole. With a cocky smile, I say, “This is just like a shower after sports practice.” I then guide my index finger gently inside him. He moans and lets out a slight yelp. I check in that he’s ok and assure I’ll go slow. I slowly and gently rotate my finger while his tight ass adjusts. I rotate in the shower so that I’m standing behind him. I stroke his cock with my free hand. To my surprise, he puts hands on the shower wall and stands with his ass popped out to me. His body language is hot – his ass is mine. I keep fingering his ass, he is adjusting well and moans more. After a few minutes that husky voice of his lets out a “fuck let’s just do it in here.”
As hot as this sounds, I remind him that showers and condoms don’t work well. We turn off the shower and dry each other off slightly. I guide him to the bed again. Once on top, I again slip my finger into his eager hole.
“Should I add another finger?”
“No – let’s do this.”
“You sure you’re ready.”
“Yes.”
I withdraw a finger and grab lube. I slip the condom on my raging boner. I apply some lube to my dick while he watches. I then squirt a generous amount on my hand and slide my finger in his ass again to lube his hole.
I look directly in his eyes. “Tell me you want me to fuck you.”
“I want you to fuck me.” That husky voice just does it for me.
Missionary is my favorite position. I hike up his legs and guide the tip of my cock in. He’s still tight and winces. After a few awkward minutes, I suggest he rides me. We swap positions and he climbs on top. I let him set the pace and he starts to sit on my dick while I rub his chest.
“It hurts. Don’t pound me yet.”
“I’m not moving. Just relax.”
“You’re thick.”
“Relax. Your pace.”
That seems to do it. He slides down. I am in awe as my dick is fully taken by this virgin DL guy’s tight ass. I let him adjust. His eyes are closed and he moans while taking in this new experience. His huge cock is still rock hard, which I take as a good sign.
I check in. “You good?”
“Yea bro.”
I raise my hips to do a small thrust. He moans as my dick penetrates deeper.
“That’s it.” I encourage him. “Ride me.”
He starts riding. Gradually a rhythm develops but I let him set the pace. Our moans get louder, we start to sweat, two dudes enjoying hot sex. He jerks his cock as it slaps on my chest. I thrust a bit but he’s tight so I let him bounce on my dick. He’s a fast learner.
Once we have a pace, I reach up and pull him down for a kiss. This gives me a chance to thrust again.
I break the kiss. Once again I look in his eyes. “Tell me you’re my fucking bottom bitch.”
His hard breathing makes his husky reply hotter. “I’m your fucking bottom bitch.”
At this point we both are near climax. His tight hole squeezes my dick. I cum with a guttural growl. I stay hard and keep gently thrusting. I cry out “Come for me” while he rides me and jerks his cock.
“Here it comes!” He yelps before shooting a huge load all over my chest.
We kiss a bit after he finishes and gets off my cock.
“That was hot.” I say.
“Hell yea. Your cock is thicker than I thought.”
I clean up and dress quickly before leaving. When I get home, I see a thank you message on Grindr.
He hasn’t been back to town, but I keep his profile favorited. On a lark I message him several months later. He replies.
“I still think about that night. I haven’t been fucked since but I want it bad dude.”