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Breaking out of my shell after a break up [MM30s] [First time] [straight turned gay] [oral]
Author Summary
northwoodsredditor is in Oral
Post Body

After my long-term girlfriend and I broke up, I decided it was finally time. I had never thought of myself as anything but straight for my whole life. But — in hindsight — the curiosity was always there.

So now, newly single, and feeling pretty liberated, I said “fuck it” and hit up my city’s local r4r subreddit.

It took a while of looking, posting, and chatting — dealing with creeps, flakes, and fakes — but I eventually found a guy I clicked with. We chatted for a few days and sent some sexy pics (my first time doing that, much less with another guy). I had never thought of what my “type” in guys was before, but he was certainly it. A fair amount of chest hair. Masculine. Some tats. And while he didn’t show me all the goods, his teasing photos did hint at a great cock.

It was a Wednesday night and I was sitting alone in the apartment I had shared with my ex. I had a few drinks in me and was feeling down. I needed to get out of there so I summoned my courage and just messaged him “I need a drink. Want to me up?”

I didn’t expect he’d respond. I had tried to meet up with a few guys before. All had bailed. And to be honest, I had too a few times. But to my surprise he messaged back with the name of a bar near him and just “in 1 hour?”

As quick as I could send a thumbs up I got showered, ready and ran out the door to grab a train. I was a bit buzzed, nervous and excited. And asking myself “am I really going to do this?”

As I walked in the bar, the reality of the situation kind of hit me. And I was scared shitless. I was even thinking of turning around and just forgetting the whole thing. But as I was about to chicken out, we caught eyes. I had never seen his face, but I knew it was him — besides it was a weekday and the bar was almost empty. He was just as handsome as I had hoped. A trimmed beard. Sexy smile. Gorgeous blue eyes.

Still nervous, I smiled back and took a seat next to him. We exchanged brief pleasantries and Ordered beers. He could tell I was nervous. He knew I hadn’t been with a guy and I certainly wasn’t “out.” But he helped me calm down. “It’s fine,” he reassured me. “Just a couple bros having a beer. Nothing strange about that right?”

It helped me loosen up. And before long our conversation quickly resembled the witty banter we had when messaging. One beer quickly turned to 3. I couldn’t believe I was actually doing this and how well it was going.

In a brief pause in our convo, he asked if I wanted to go for a walk. This was it I thought to myself. Moment of truth. Go for it or chicken out.

I went for it. “Absolutely,” I said.

We settled up and started walking. He told me about his time in the military, his workout routine, his taste in music.

In just a matter of minutes we were back at his building, and without asking or inviting, we walked in together.

His studio was small. A typical bro bachelor pad, but neat and comfortable. He grabbed us a couple beers and we plopped on the couch. He fired up his computer and hooked it up to the tv. “Do you like bi porn?” He asked. I smiled and nodded.

He fired up a video and joined back on the couch, sitting right next to me now. Without pause he pulled out his cock and started stroking. It was perfect. Smooth. Cut. Not too big not too small. I followed his lead and joined him, pulling out my cock and stroked right alongside him.

He quickly noticed my attention was on him and not the video. So he took my hand off my cock and moved it over to his. “Let’s switch,” he said smiling, and smoothly moved his hand to my now rock hard cock.

Our thighs pressed against each other. Our arms crossed. Our cocks in each other hands. And the masculine moans coming from both us and the video on the tv. His cock felt perfect in my hand and I could start to feel his smooth tip get wet as I gently massaged it with my thumb. I could feel him start to twitch slight with every stroke.

As our strokes synced up our eyes locked and our faces leaned towards each other. His grin was perfect, he slightly bit his lip and moved into kiss him. Our lips met and our tongues intertwined. Feeling his warm hard cock in my hand and his tongue in my mouth sent me to a place I had never been. I needed him. As our kiss broke I asked, “Want me to suck you off?”

A grin and a nod was all I needed. I had never flirted with a guy. Never kissed one. Never seen a naked man outside a locker room and certainly had never touched another man’s cock. Now here I was craving it and dropping to my knees to pleasure a guy.

And it was amazing. It was my first time and I’m sure I was terrible. But he was patient and instructive without being condescending. Feeling his warm, moist head on my tongue was pure bliss. Feeling his smooth veiny shaft glide over my lips was a dream. I tried to mimic what I knew from receiving BJs, jerking his shaft while keeping his gorgeous cock wet with my mouth.

It must’ve worked because I could feel his legs twitching. His moans became more intense. Each stroke was better than the previous. And I could feel his delicious cock start to convulse in my mouth. I could tell he was ready, and I moaned loudly to let him know he was good to go.

His load came quick as I tongued his head. I could feel his warmth shoot onto my tongue. He tasted amazing and I massaged his balls and rubbed the base of his shaft as I gently drank every drop of him.

He caught his breath and I kissed his pelvis. It may have been my first, but it wouldn’t be my last. I was hooked.

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2 months ago