Hoping this is the right place to post and open up about my experience?
*Lets set the scene + some context*
I’ve recently broken up with my girlfriend. After a string of semi-serious/serious relationships, I was a little lost. Part of me wanted to get “straight back out there” and have a few more flings with women, but a niggling part of me wasn’t satisfied with the rinse-repeat method I’d been doing.
Now a little about me. I’ve ALWAYS dated and had sex with women. I’ve somewhat convinced myself I’m straight, and to this day I still believe I am, thought I’m probably going to have to soon accept I’m bi-sexual (but labels aren’t my biggest concern right now). I’ve always been curious about having sex with another man. Now what I mean by that is being fucked by another man. I’ve never really wanted to fuck another man (me being top) on the basis that if I wanted that, I’d rather fuck a women (strange I know). Now this thought of getting fucked by another man is a thought I’ve never been able to get out of my head. Its never been at the forefront of something I wanted to try, but its been a thought nonetheless.
So I’ve broken up with my girlfriend, I’m not in a relationship with anybody therefore I’m free to date/see/mingle with anybody. I went on the usual dating websites to find women to talk to/meet up for dates. I met a few women but nothing really materialised and I got bored.
On one of the dates (at a local bar), I went to the men’s toilet for a piss. I stood up against the urinal, pulled my cock out and peed. A man came into the toilet, stood next to me, pulled his cock out and started peeing too. A little awkward yes, and I much prefer that people stand away from me when I’m in a public toilet. But then my eyes accidently glanced him. I saw his cock. His thick, meaty, perfectly sized cock. Something changed within me. I felt…attracted? Like I couldn’t stop thinking about cock. Like in that very moment, I’d become addicted to cocks.
I left the toilet in a hurry after peeing, face slightly flushed and returned to my date waiting for me in the bar. My head was in a mess. I could only think about cock, and from that thought I was thinking about sex with another man, like I’d been thinking about previously in the past. It hit me that as a single man, this could be something I would be free to seek. I couldn’t even talk to my date. She was lovely and could have been this most beautiful woman in the world yet my head and mind was only thinking about one thing…cock.
The date was over and I hurried home. My cock was throbbing from all my thoughts and feelings I’d been experiencing that night. I quickly hurried and downloaded Grindr and setup my profile. I just wanted to get in contact with someone, to discuss my thoughts and feelings, explain my situation.
My profile read: 25, Straight (I think), looking to experiment with someone similar age, would like to try bottoming. No strings attached. DM if interested. I’ll send a picture of myself on request.
Done. My profile was complete.
I quickly masturbated and got myself prepared for work the next morning. I left my profile open for people to message me…
*The next day*
I travel to work. Boring office job but nobody looks over my shoulder. I get plenty of time by myself. I open the app. *43 unread messages*
Wow! Did not expect a response like that. The thought of being wanted in a sexual way by 43 men really turned me on. The majority were opportunistic people, those who hadn’t read my profile, requirements or needs and purely spamming for a potential fuck. There were a few thought that thankfully met my requirements.
Message Received: Hey, saw your profile and what you’d like to try. More than happy to experiment with you at your pace. I’m a strict top and had sex with a few men who’ve wanted to have sex with a man for the first time. I’m discreet, can meet in public for a coffee or a chat first to see if this is for you. Photos are on my profile, let me know if you want to chat or continue discussion. Thanks!
Perfect I thought. This is just what I wanted. We continued talking when he mentions where he’s from/where he lives. Just round the corner from my work. I was anxious but excited at the impending reality of the situation. Was I really gonna get fucked by another man? Was it what I wanted? I asked myself these questions again and again, and each time I said yes. I really wanted to get fucked. Feel a cock pounding me in my ass, I wanted to be used, to experience sex as a submissive rather than always being the dominant one. I wanted to feel alive again, excitement once again in my life.
We agreed to meet on my lunch. A coffee shop round the the corner from my work. He was a friendly, approachable, kind, trustworthy man who didn’t lie with the way he looked. He explained the situation and put everything on the table to avoid any awkwardness. He invited me back later to his flat after I’d finished work, but left it up to me whether to accept the invite and whether I wanted it to be today/another day. He soon left and I soon went back to work.
I was pacing back and forth in my office. Outsiders probably thought I was contemplating a difficult business plan, but the reality was I was contemplating whether to allow another man to put his cock in my ass tonight. Would it hurt? How would it feel? Would I even like it?
I pick up my phone. I put it down. I pick it up. I put it down. I pick it up. Fuck it, I’ll say yes to his invite. I can get a train home later than usual. Message sent: Sure, tonight sounds good. He sent me his address, told me to come when I finish work.
The rest of my day flies by. But I can’t stop thinking about being fucked. My ass for the first time in my life feels empty at the thought of being fucked. My cock, rock hard sticking up in my suit trousers is contemplating all the thoughts and feelings in my head.
*Work day ends*
My legs turn to jelly as I walk down the stairs to leave the office. I know where I’m heading, I know what I’m about to do.
His flat was a 5 minute walk. My head is in such a blurry state of dopamine, excitement, anxiety. Was I really going to do this? Was I really going to let another man fuck me in the ass? Have a cock inside me? Let somebody use me?
I arrive at his flat. Its posh, expensive and a lot bigger than I expected. He opens the door to me as the subtle sound of jazz plays in the background. I smell pizza as he leads me to the kitchen and invites me to have a slice. Its dominos and I take a bite of the pepperoni one he ordered.
He reminds me of what we discussed, how at any point if it wasn’t for me we can stop and how everything is no strings none committal and that its a safe space for the both of us to explore.
He makes the lights slightly dimmer as he invites me to but my work stuff down in his living room. He asks me and leads me to the bedroom as I walk to sit on his bed. He closes the door as he follows behind me and sits next to me.
“So how should we start?” He asks me. I told him I wasn’t into the thought of “making out first”, rather go straight in and “make out” during the sex as is natural to either of us in the moment. I’m so horny and he knows it. My cock is bursting out my trousers, precum spilling from me, dripping down my cock and balls. “Want to try sucking my dick?” He asks me.
He unbuttons his jeans as he slides them away to reveal his clean, foreskin intact cock. “I’ve showered, clean and everything before you arrived, don’t worry”. I stare at his cock and the thoughts come rushing back into my head like the day back at the bar. Its beautiful, hard and like a magnet, I was compelled and attracted to it .
My lips pluck as I feel drawn to his cock. Was I actually going to do this? But I’m straight? I supress those thoughts. Fuck it, if I want to suck his cock, I’m going to suck his cock. My lips meet the head of his cock as I taste it for the first time in my life. I’m in heaven. I could orgasm right now. The thought of sucking his cock sent a warm shiver down my spine as I begin to lower my lips further down his shaft. He moans in the delight of me sucking his cock and his hands grab my hair.
I continue to suck his cock in pleasure as I begin to take off my trousers. My cock is rock hard as i grasp it in my hand nervously and begin masturbating whilst sucking. He notices and nudges my hand out the way and begins to tug on my cock. I’ve never had another man touch me anywhere near as intimate as this, never mind touch my cock!
His cock leaking pre-cum meets my lips as another mans cum for the first time. The mixture of cum, sweat and the scent on my lips makes me roll my eyes back in pleasure. I’m in heaven. This is what I wanted my whole life, to feel sexually alive, to feel pleasure, to feel sexual belonging.
My ass is twitching. It knows what it wants. I know what I want. I want a cock. A cock in my ass.
Pounding. Hard, Thrusting. Pleasure.
He twists me around and tells me to lie on my back. He leans over to his bedside cabinet and grabs a bottle of lube and condom. I lie back, shifting up to the pillows as I await him to lie on top of me. This is it, this was actually happening! He asks me to slightly raise my ass as he places lube into my whole. Its cold and it makes me jolt ever so slightly. He laughs and assures me it’ll get better wants its cooled down. He shows me that its slightly numbing so should take away any pain for a “first timer”. He begins by slowly pressing his fingers into me. It felt good. It felt right. My cock, hard as a rock slowly leaking precum as he collects it on his finger and pushes it into me.
*Fuck, just writing that and remembering that is fucking hot!*
He continues to finger my ass as I moan slightly in pleasure. I feels so good as he composes himself to put another finger inside me. A slight pain for the first time as he stretches me open with two fingers. He knows my virgin ass is tight, and I’m sure this isn’t the first time dealing with someone so tight. He reapplies more lube to his fingers as he slowly pulls in and out my ass, fingering me hard in the process. This feels so good. If you’ve never experienced it you won’t understand. Its a feeling that begins inside your ass and moves up to your penis and throughout the body. Its a feeling that your ass is empty but it needs filling to satisfy the feeling. Its an orgasmic thought and sensation.
He continues fingering me, opening me up more and more and my ass starts to reciprocate. Its opening up for him because it wants to me filled. The pain soon subsides as he picks up the pace and places a third finger inside me. This time things feel better and the pain from stretching seems less impactful as he goes hard inside me. He’s prepping my ass for his cock and I’m letting him. He knows this ass is his right now as he makes eye contact with me. The closest I’ve ever had to being fisted and he’s in control. He pulls his fingers out of me and wipes the remaining lube on his cock.
He grabs a condom and wraps his meaty cock. He’s ready to fuck me and I’m ready to let him. I slide my ass further towards his cock as he grabes the lube and prepares himself. He’s ready. I’m ready…
He pushes the head inside me….
FUCK!
His cock is inside me! I wanted this for so long as its happening. His eyes meet mine as his shaft slowly slides on inside me. I’m inviting him in. My tight virgin ass is no longer as its wet tight walls are sliding up against his hard meaty cock. My ass begins filling up as his full girth is inside me.
And then it hit me. His cock was fully inside me. His groin area meets my ass for the first time as he begins moaning in pleasure “Not gonna lie, you’ve took this cock like a champ! Tightest hole I’ve had in so long!” He mutters to me.
And it begins… The thursting. His cock picks up pace as he’s sliding in and out of my ass. His condom wrapped cock looks like a beautiful piece of art as i catch glimpses of it slides out of me when i peer downwards. He looks at me. He moves towards me, kisses me and slides his tongue inside my mouth. I reciprocate as we make out and fuck. And fuck we did. He picks up the pace, noticing the pleasure on my face as he starts to pound my ass. The noise of the cock hitting my asshole and the noise of the wetness and lubed asshole of mine ring through the air. This was proper sex. Sex I’d been missing out on my entire life. He looks down at me again. “This is my ass yeah?” Fuck, that’s super hot. What do I say? I’d done dirty talk with girls before but normally I’m the dominant. “Yeah it’s your ass, your fucking ass” I reply.
“I’m gonna cum…!”
He moans in pleasure as he slows the pace down, cumming inside my ass. My ass wrapped tighter and tighter round his ass. He collapses on top of me in pleasure as I contemplate the moments just passed. I felt good. A little slutty if that makes sense? I felt belonging. Like my ass was his? He came inside me so why wouldn’t I feel like this?
He slides out of me and invites me to cum. I decline and tell him that I’d rather finish when I’m home (I really wanted to prolong these thoughts and feelings and the pleasure felt from fucking).
He slides the condom off his cock, places it in the bin and begins to get dressed. We discussed how it felt and whether it met my expectations. Honestly at the time I was in such a pleasurable euphoric sexual high I didn’t know what to think (on retrospect it certainly did).
I get dressed and prepare to leave to catch my train. We hug and I thank him for being so thoughtful and inviting. He gave me his number and asked me contact if we wanted to do it again. He showed my his “BDSM” closet (lots of rubber latex, kinky clothes, dildos, sex swing) and said that he’s open to experimenting/trying most things.
I leave, catch the train home and get home. I lie on my bed, contemplating how hot the sex was, how slutty and submissive I was for him and how I wanted more. My ass was still lubed up as I continued edging myself, fingering my ass with the lube still inside me. I came to the most powerful orgasm of my life, almost collapsing me and my muscles were weak to the bone.
I composed myself and grabbed my phone “Can we meet again soon?” I Texted him. “Sure, this weekend, Saturday evening?”
So here I am, attempting to find clarity and understanding after what happened. We’re planning to meet again this Saturday and all going well I can talk about that experience. Hopefully people enjoy reading this. He’s very kinky and we’ve been exchanging back and forth things he wants to do to me (wants to dress me up next) which seems super slutty but exciting for me to think about.
Anyway If you want to hear more please let me know and I’ll share more experiences I have.
Source: reddit.com/r/eroticliterature/comments/qifyu5/25m_i_had_sex_with_another_man_for_the_first_time
Yessss share more experiences please. I love the way it was written