(m/m) He gave me (straight) my first, and most intense orgasm with a man. | 2016

Let's start with a description of myself and Joey first. Joey is six feet tall, muscular, brown hair, blue eyes, chiseled jaw and a great smile. A very handsome guy.

I'm a little bigger, topping out at 6'5", 200lbs. I have short thick brown hair, dark blue eyes, a swimmers build and very thin body hair. I have a bit of a baby face and could be defined as a twink.

I had been single for a couple years when I started getting bored with jerking off. I had sex occasionally but I was having trouble finding a steady partner. I ended up trying new things, I started with fingering my ass lightly with a finger while I jerked off. This got more and more intense as I bought lube and started pushing more fingers inside of myself. For those who do this they know it's not a comfortable position, I wanted something bigger and easier filling me up.

I got curious and started browsing the local Craigslist ads. I became increasingly aroused by the idea of letting a man fuck me. I know I'm straight, but I had to have a cock, at least once. So I make an ad; "Curious guy looking to experiment"; and all sorts of creeps and weirdos answer it. Then through it all one normal seeming person does too. My heart is racing as we text back and fourth all day. I'm so nervous and tentative. We exchange pictures and I finally agree to meet with him. I head to his apartment and we sit down on the couch to drink some beers. I'm shaking with anxiety as we sit and talk. We end up talking for a couple of hours about completely unrelated things. Then as I relax he's asks if I want to go to his room.

My heart is racing and my face is blushed. We lay down on top of the covers, clothed. We keep talking, this time about being gay, him coming out, what I like, what I want to try. I'm still incredibly nervous. How can I possibly be about to try this. I'm straight, I like girls. Then suddenly be rolls onto me and starts rubbing his hands up and down my chest while he kisses my neck. My dick instantly jumps to attention. I can feel him getting hard against me and I moan loudly. He pulls off his shirt, then mine and starts kissing down my chest. Then he pulls off my shorts and takes me in his mouth. My hips buck forward and he starts giving me one of the best blow jobs of my life. One of my hands grabs the bed sheets the other his hair as I audibly moan.

He continues for a few minutes then asks if I want to fuck him. I say yes and I put on a condom and slide in easily. I have an above average dick (7inches by 2.5) so I was surprised by how easily he took it. I fucked him with his knees against his chest while he moaned and scratched my back. Unfortunately for me I couldn't feel much through the condom so I got soft after a while. He, meanwhile had gotten hard. I started stroking our cocks together and we moaned and kissed while we did it.

His dick was much bigger than mine. At least 9 inches by 3 or 4 around. I wanted it. I asked him to fuck me. I laid next to him and started lubing up my hole with my finger while he jerked me off. Then I lubed up his enormous cock and climbed on his lap. I was shaking with anticipation. My cock was already hard as diamonds. I reached back and put his head against my hole and lowered myself. The pressure was intense. Soon it started hurting, I was pushing to hard because I was so horny and excited. He told me to relax and take it slow. Over the next agonizing five minutes I lowered myself until I was totally full. My mouth open wide as I moaned uncontrollably. My cock covered in precum as I stroked it while very slowly grinding his monster cock. I had never felt so full, so aroused before. I started moving up and down and the moment I did I could feel my orgasm building. He asked me if I was going to cum and I moaned no. I fought it with every part of my being and kept sliding up and down slowly while I jerked myself off.

My hole was so stretched and tight. I had to slide off and relube him. The second time however he slid into me in a couple thrusts. I cried out in pleasure. As I slid down he unexpectedly pushed his hips up forcing himself in my completely. I yelped in pleasure. He did it again. After about 5 of these I felt my cock start pulsing and I knew I couldn't hold it any longer. My ass clenched down on his cock. I heard him moan as I exploded. I collapsed on him as I convulsed. Stream after stream coating our chests as I moaned out his name. I couldn't control the shaking, I heard him moan as he came too, filling up my ass with cum. I exhaled deeply as he stickly slipped out of my cum filled ass and I just laid next to him for what seemed like a lifetime.

My entire ride on him couldn't have lasted 10 minutes. It was the most intense orgasm I have ever had. I left his apartment, with a very bittersweet feeling. I just had some of the most amazing sex of my life, but with a man. I was confused, up until now I had been a lady killer, fucking girl after girl. Now all I could think about was when the next cock would be filling me up again. I drove home. Confused and horny, hungry for more. Things had changed, my sexuality had evolved. I still don't know what I am anymore.