So I guess I'(m) bi..... | 2016

This is a probably long overdue update of my original post and first update. I'm still getting a lot of PMs wondering how things have been going, so I figure you guys deserve another update

It's been a very fun and pretty interesting few months to say the least. For the first month or so after the initial blowjob, that was the extent of our sexual encounters. We became very good friends at the same time so it wasn't just him using me to get off...but there was a LOT of him getting off. The favor was never returned, which was totally my choosing...I was totally comfortable around him as a friend, and the fooling around was totally sexual with no emotion to it really, but I was still worried about any awkwardness or regret that might instantly come over me if I were to cum.

He seemed pretty happy with getting head pretty much whenever he wanted it, but would always tease and joke about how badly he wanted my ass. It was definitely not something I have ever really thought about wanting to do, and wasn't particularly interested in it, but knew that he was eventually going to get bored of blowjobs all the time. So, the first time we went down that road was, of course, in his hot tub. It was a pretty strange, slightly uncomfortable feeling at first...I hadn't even been naked in front of him before, so to be not only naked, but bent over the edge of the hot tub with him licking back there and his hands grabbing at me was a pretty vulnerable feeling. Once I got past that feeling a bit though, it actually felt a lot better than I thought it would. When we went inside to his room, I started going down on him while he continued to play around back there, and quickly discovered that regardless of what it did/didn't do for me, it was well worth it for how much it turned him on! He came harder than he had any of the other times, by far!

So from there, we kind of just continued on that way. I agreed that at some point, I'd be willing to try sex. But we both agreed to just take it slow and wait for the right time (obviously he's way too big for us to just jump into things anyway). We’d tease each other throughout the week with texts…he’d send me quick pics of his cock, I’d send him pics of my butt, so when we’d meet up, we’d go straight to town on each other...sucking his cock while his face was buried between my cheeks. It was fucking hot! Then he introduced buttplugs to the mix, which took some getting used to. He never really brought up the topic of sex, so I felt like it was left up to me to decide when I was ready for it. I don’t know why I thought Valentine’s day would be a good day for it, we were hardly a couple or anything like that…just friends with benefits.

It’d been a week since we’d last fooled around, and we’d made plans to hang out on Valentine’s day. All week we’d been texting pics to each other and were both horny as hell, but I made no indication that I had any plans of letting him fuck me that night. We were hanging out in his hot tub, and things started to progress as they usually do…he was sitting on the edge and I was sucking on him, nervous as hell as to how I’d bring it up. I stopped sucking…”I want you to fuck me” I said quietly. I put him back in my mouth and continued sucking, anxiously waiting for a response. “Seriously?!” He replied with obvious excitement in his voice. I was so relieved (not that I was that surprised)! I looked up an nodded yes, his cock still in my mouth.

We quickly got up, and as I was walking out of the hot tub, he stopped me, pulled down my swimsuit and proceeded to bend me over and start tonging my ass. He was VERY enthusiastic about it, grabbing and slapping my cheeks, which was a pretty big turn on for me too. We quickly made our way to his room where I laid back on his bed. He grabbed a bottle of lube out of his dresser and started lathering up his cock, which was rock hard and looked fucking amazing all glistening and oily! It was like this massive focal point of his perfect body…his hard abs, thick muscular legs, defined lines of his pelvis were just like compliments to that 9” of hard thick perfection. At the same time I was starting to wonder how the hell this was going to physically work!

He lifted my legs and started rubbing lube in and around my ass, fingering it slowly. I was incredibly nervous and probably shaking my this point. I think he could tell, and was trying to contain his excitement and take things slowly. He asked me if I was sure I was ready for this…I wasn’t sure, but nodded yes anyways. He removed his fingers, and the next thing I felt was his cock pressing against my ass. I had gotten pretty used to the buttplugs by this point…but he was still bigger. There was pressure as he pushed…then we both gasped as his head slipped in. He paused before slowly pushing it in. My mind was racing…I was turned on, but at the same time, it wasn’t until that moment that it really hit me that this was kind of a no turning back moment. I was no longer just a “straight” guy experimenting by giving head….I was having sex with another man. It was a bit of a panic moment, but I wasn’t about to tell him to stop…and it passed fairly quickly as he started fucking me.

To be honest, though it felt pretty amazing at that point, it was definitely a strange feeling between us. I don’t want to say it was uncomfortable or awkward, but it was definitely different. We’d always just enjoyed each other’s bodies, I’d suck his cock and he’d play with my ass. It never really seemed that personal. Now, me laying on my back with my legs on his shoulders and him facing me, it was very personal. It was like we weren’t sure if we should be looking each other in the eyes, or talking to each other, and neither of us knew what the other wanted. I finally broke the ice…”You feel so fucking good!” I whispered as I looked him straight in the eye. He smiled, looking a lot more relaxed, and picked up his pace.

After a few minutes, I asked him if I could try riding him. He laid on his back and I straddled him, lining him up and slowly lowering myself onto his cock. This felt incredible, gripping him with my thighs and holding on to his muscular chest as he held onto my ass firmly. As I bounced up and down, he met me with his thrusts….the passion was definitely building by this point. We slid up the bed a bit so he was sitting up against his headboard, and continued fucking. This was things really started to progress where neither of us ever thought we would go. He had me pulled tight up against him, and without even really thinking about it I started licking and nibbling at his ear. My face was right up against his…so it just seemed like the logical thing to do. With that, he started kissing/sucking/biting my neck. Then…we were biting/sucking/kissing each other’s lips, and soon enough our tongues were in each other’s mouths. This was a bit of a surprise since never, ever, at any point thought I would ever have the desire to kiss another man…but I guess you never know for sure until you’re fucking one.

I felt like he could have made me cum from fucking me alone, so combined with the sensation of my cock rubbing against his stomach didn’t leave me much hope. I whispered in his ear that I was close, and asked if he wanted to cum. He didn’t answer, just spanked and squeezed my ass and started pounding me harder. We kept kissing, and just as I started cumming all over our stomachs, he thrust as deep as he could and I could feel his cock throbbing as he came. It was the first time he’d cum anywhere but my mouth, and the first time I’d cum at all.

We just sat there for about a couple minutes afterwards, looking at each other as we caught our breath. I didn’t feel the remorse, shame, or any of the negative feelings I’d worried I’d feel after cumming. I smiled, at him, and he smiled back.

So yeah, I don’t know what you’d call us. We’re not really “dating” or anything like that. We’re sexually exclusive, and very sexually active. It’s every bit as passionate every other time we’ve done it too!