[M] 43 my buddy helped me discover I was Bi [M] 44

This is a long one but I thought I should tell the complete story with the warning it’s long rather than split it up.

Well, I had bad experiences with guys as a younger guy. I really didn’t get into guys. I met a woman about 100 deep into my experiences who tore the roof off my mind and I just had to have her. I wanted what I had with her – each and every mind blowing fucking time – without exception. A straight guy and the best sex of his life.

So I start telling her I’d like to have a third in bed. She tells me you can try with a woman, but you better be OK with the notion of me and another guy. We both have to get what we want.

I tell her I am not sure I like the idea of that – sharing her. She says what if I want him to take you? Are you ready for that? Back then, no way, but I heard her.

So I decided to buy a gel dildo that was the same size as me to experiment. I tired to work with it for 6 months but it just didn’t seem right. I was even too nervous alone with myself to take advantage of myself.

So one night I started to treat myself the same way I would take a woman. You know – lube the entry, roll my finger around in slow circles and slowly touch into myself. Feel it slowly slip in, taking it out, adding more lube and just slowly playing with myself. Slowly easing my finger in until I eventually had it all the way buried in myself, easing it and sliding it in and out. I loved that sensation.

So I invited my lady to watch me. She watched me do this another night, but this time she asked me if I’d stuff myself with my gel dildo. She wanted to see it. I worked my finger in all the way and then lubed the dildo. I eased it in. Just the head. Not painful, I was taking my time and it was an amazing turn on. I pulled it out and slowly eased it back in again and again, but started to slowly ease it farther in. It started to tingle and I loved the sensation of it. No tearing or hot searing like people said, just a build of intense pleasure. It reached a spot that felt like another tight ring inside. I slowly pushed past it, pulled back, and did this for about 2 minutes and then it started to feel like a hum inside. I started to pick up the pace. I started to fuck myself with that dildo. My lady was turned on. She came over and cooed in my ear she wanted to play.

I was past caring, I no longer felt like she could cause me pain so I gave into it. She pulled my ass up in the air and kissed my cheeks. She grabbed the dildo and picked up the same motion I had and began to fuck me with it. Then she started to pick it up and pull it all the way to the tip and slam it back in all the way and it felt so fucking awesome I nearly shot all over on the spot. She did this for a half hour and then growled she “wanted the three of us to get to it.” I started to try to fuck her, but couldn’t hold the dildo at the same time.

So she had me stand up and dropped to her knees and started viciously sucking my cock – all the while with an evil grin and ramming the dildo in and out, fucking me with the same tempo she was sucking me with. I nearly lost consciousness when she drove me over the edge and I exploded in her mouth and down her throat, my legs melting out from underneath me I thought as I struggled to stay upright. An oral experience unlike anything since that wrecked my expectations of sex yet again. For the better. And from that point on toys became a regular point of our play. I no longer feared them.

And it made me think – that was HOT. What would the real thing feel like? She and I still talked about a shared threesome, now a MMF as well as a FFM was on the table.More?

So I had a friend. Call him Rob. Knew him since way back. Tall, lanky. good looking, straight acting and I always knew he was gay but he never talked about it and we never pushed on the subject. I knew he didn’t want to lose my friendship so he kind of worshipped me from afar, and dropped signs everywhere, but I never ever entertained it with him. We were always good friends. I’d been to his place many times, we always smoked up and drank together, even did some business trips together and shared room but never any talk at all ever of sex. I’d been to his places many times like I said and always saw the same type of guy he was with, and it was obvious to me he was a top who was in control of the bed.

He called me and let me know in 2008 he was gay. He broke it like a secret that would destroy our relationship. The “I have something to tell you and I hope it won’t affect us. But I’m gay.” I said and what’s your secret? Instant relief. he began to tell me far more openly about his life and let me in on his world far more now he knew I was not affected by it and would not judge him. And I always considered myself very straight. Never any homophobic remarks, but it was clear to him I was off limits. And then. he called me to tell me his guy had died of a heart attack out of the blue. He lived in another province now.

A year later he moved back, heartbroken, to a town 200 miles away. I agreed to meet up with him and make a meal and go over old times. He seemed to be getting better and told me he’d been of the market, as taking better care of himself and would like to hang out. I went to see him one Saturday in the summer. We caught up. He had a crop of pot plants growing and offered me a few. He told me his neighbours were gonna rat him out and he asked me to take a bunch home in my car. I said I could be talked into helping out a friend. We cut down the plants and just drank water, enjoying chatting. I saw him casing my ass and crotch multiple times., something he had never done before and didn’t know just how to react. I let it go. We did loads of yard work and I was sweaty and dirty. I asked him if I could use his shower. He said yes, of course and told me casually where all the towels and everything I would need were. I cleaned up with a nice long hot shower, hair and all, top to bottom.

I got out of the shower and could see the shower door was slightly ajar. I kept drying off. While I had the towel on my hair vigorously drying I felt this AMAZING sucking sensation and pressure as he clearly had come in and dropped to his knees and began taking a long hard suck on my cock. He’d later tell me it was his way of saying now or never. He was also playing with my asshole and his spit was running all over my balls and his fingers, he just began to grab at me and play with my ass. And he was sucking it better than my lady or any other woman ever had. It as an overload sensation.

I was starting to feel like I would cum and I just had to get my bearings. I put my hand on his head and stopped the motion. I told him “look, this is not what I expected man.” “I Know. Do you want to fuck me?”

Checkmate.

I wanted to know what it felt like. I said eagerly hell yes. He grinned and motioned outside the bathroom door to go up to his bed. I just went up, no second thought. He had lube and condoms on both sides of the bed on nightstands. He came in and literally threw his towel off. He’d taken a shower as well. He told me he’d wanted this for years. My massive stiff cock between us, I pushed him by the chest down on his bed face up. I grabbed the lube and covered my cock and his asshole in one swift motion. Soaked.

I lifted his legs on my shoulder and set my finger in motion playing with his asshole. He’d been playing expertly with mine a few minuets before and I mimicked the same motions, he was wanting it up there and I could feel his ass grip my finger when I put it in. He was greedy for cock. The room smelled of soap and innocence as I slowly slipped the head of my cock into his ass, bareback, in and out slowly as that feeling as I got to the ring inside his asshole was and drove it past, going in balls deep.

The room began to smell masculine and sweaty now. I drive him a few times. He asked me what I wanted while I relished the tight squeezing of his asshole all along the length of my cock.

I blurted it out. “I want you to fuck me just like this.” I kept slowly stroking his ass with my length. I saw him visibly stiffen and his cock looked like it grew 2 more inches. He said “when?” I pulled out slowly and said “right now.” I dropped on the bed, the lube was right there. I slicked myself up and wondered if I really wanted to do this. I had to try it once or regret not trying it with someone I trusted.

I lifted my legs and slid them apart, exposing my asshole to him. Soaked and hungry. His eyes went all misty bedroomy and he positioned his cock at the entrance of my asshole. He asked me “do you want me to kiss you?” I said “No. I wanted to feel your cock and see if it’s anything like the toys I’ve been playing with in there.” A dreamy evil giggle escaped his lips. He had been massaging the opening for a couple of minutes to treat me like the virgin I reported to be to him. Slowly working a single finger in, then 2, then 3.

Really? Is this what this feels like? Awesome and amazing.

His fingers slid out and magically his cock slid in. Slowly, teasingly, hot, pulsing, warm and beating wit his heartbeat. Growing and undulating as he slowly established a rhythm and took extra time to slowly enter me. It slid in. Unlike a toy that feels like it’s grabbing on to the sides, it was clearly alive and melted into my flesh. Throbbing, wet, glistening, pulsing with life. The room began to take on a musty odor – clearly male, not ass, but obviously a musk of sex. I felt it get to the same spot at the end of the asshole, that second ring that lets whatever is there all the way in. He eased past it.

I nearly blew my load on the spot. The sensation was so intensely erotic and sexual, a different type of sex entirely. He started to pick up the pace. “Does it hurt?” “surprisingly, no – it feels absolutely amazing I am embarrassed to say.” I didn’t think it was possible, but he hardened even more.

He began to get faster, his breathing picking up. He began to drip beads of sweat all over my chest and legs, slipping all along me as well as all along in me. I was too lost in the feeling to feel anything other than the rapid increases of his heartbeat all along his cock inside me and the sweat beginning to rain on me. He rammed me, harder and harder with every single stroke for nearly a half hour. He was breathing in short gasps of hot breath that he was going to cum, he couldn’t help it and wanted to cum in my ass.

I told hi m “fuck my ass. Own that ass and shoot your load in it. I want to feel it empty out in me.” And without a second’s hesitation, he began bucking on my ass as I felt a firehose of hot wetness start to enter me from the outside and warm my insides up. It felt like it was being put in my stomach from the inside as he just jetted into me for nearly a full minute. He was letting out screams and guttural noises that would wake the dead. Didn’t care. I was lost in the moment.

He collapsed on me – literally – my legs falling down and him dead weight right on top of me., sliding all over with his sweat drenched frame in a sex smelling whorehouse of a room. His cock slowly started to soften and I left his cum drench out all over his bed and my balls. I was sooo confused. I enjoyed that I thought. Not the same as sex with a woman and so much better than a dildo. Alive.

He muttered something. I didn’t care what it was. I slid and slipped out from under him and squirted lube on my cock. I grabbed his hips and pulled him back hard on to my cock, little bitch he was, no mercy in a single motion and impaled him. He let out a soft whimper of delight and I began to mercilessly fuck him doggy style harder than any woman ever in my sexual career. I kept pulling him back on my cock, he was a rag doll, and driving it into him repeatedly and felt myself well up in him and my cum exploded inside him, jets and jets of it, leaking out all over outside his asshole on the bed as his cum continued to leak out of my asshole.

I collapsed on him spent, smelling of sex and stayed with my cock resting in his ass. The rest of the weekend until Sunday afternoon was filled with more, we discovered we really had a thing for each other’s cocks and asses. The conversation never got awkward and we now wonder why we didn’t try it sooner. I do, I wasn’t ready for the experience the same way I was that day, so it happened the way it did for the reasons it did. I don’t regret it and clearly understand that was the day I just had to admit I was bi.

I told me lady about it – we had a deal either of us could do these things but not to bring any baggage back home. I described the whole sordid details to her (more vividly than to you) while she finger fucked herself into a frenzy. She now knew it’d be no problem to have any type of 3 way.

The best part? She never wanted me to let her have a second guy in the bedroom, I was enough. She just wanted me to be man enough to be open to allowing the experience, ironically. That second woman? Or the third? A story for another day.

Source: reddit.com/r/gonewildstories/comments/lbbm8l/m_43_my_buddy_helped_me_discover_i_was_bi_m_44