Frustrating hookup last night...

JTravels

Experienced
Joined
May 22, 2009
Posts
44
Disclaimer: Long story that ends in the sexual frustration of yours truly. Just feel the need to rant about last night...

A while ago, I signed up for an account on a well-known free personals site for men. Why? Originally, just to show off pics of my junk to an appreciative audience. Last night, though, I got much more horny than I should have; when I logged into my account and started catching up on my messages, I decided to go out on a limb and find a random hookup. I'm talking about a ridiculous level of rambunctious horniness here, just so we're clear.

I found a bunch of profiles that looked interesting, but none of my top choices could host. I eventually settled on a guy in his late 30's (very out of character for me, I'm really only attracted to guys 18-25 or so.) He said he was versatile and wanted to "do both ways," I told him I'd just need a shower beforehand. I got his address and directions to his house, with no idea what the hell I was actually going to do when I got there.

I parked out front and he let me into a small, tastefully furnished apartment. I didn't really look at his face, but I noticed out of the corner of my eye that he wasn't looking at mine, either. I noticed he was a bit overweight, but it didn't concern me much. I really didn't want the situation to become awkward; after all, I'd just put in several hours of time online and an hour of driving just so I could have sex with this stranger. He directed me to his bathroom and left me to take my shower in private.

I closed the door, shed my clothes, and jumped into a steaming shower that felt amazing after my exposure to the cold night air. I soaped up a bath puff and scrubbed myself clean from my neck to my toes, paying careful attention to my shaved cock, balls, and ass. It felt strange to be relaxing in a stranger's shower with the knowledge that I would be expected to perform sexually in a few short minutes, but my awkwardness and hesitation took a backseat to my now-frustrating urge to experience a new and forbidden pleasure. To warm up, I started fingering my ass - I was surprised by how easily my fingers slid inside. The feeling was amazing; it was difficult to make myself stop and get out of the shower.

Feeling clean and bold, I wrapped up in one of his warm fuzzy towels, grabbed my clothes, and strode into his bedroom with him close behind. I dropped the towel and lay back on his comfortable king-sized bed with my legs spread in the dim light, rubbing on my smooth balls as he undressed.

As he got into the bed beside me, I was watching his cock - it was surprisingly short, probably only three or four inches, but an average thickness. He was wearing one of those painful-looking steel cock rings around his cock and balls, and I reached over to stroke his package with my hand. I could tell this guy was horny, nervous, and unsure of what to do. Great - I was the beginner, and it was obvious that I'd have to direct the action.

I asked him for his bottle of lube, and he brought out a humongous bottle of something water-based and surprisingly slick. I lubed up my hands and started giving him a sloppy, wet handjob until he got hard. Horny and impatient, I covered two of my fingers in lube and began fingering my ass. The feeling was amazing, and I still wanted more.

So far, the night hadn't been all that great, but I kept my hopes high and looked forward to being topped. Unfortunately, it wasn't to happen. He got soft while he put his condom on, so I changed position, ending up between his legs. I slid a lubed middle finger into his surprisingly tight ass, targeting his prostate with the tip of my finger. My plan worked, sort of - he immediately got hard inside his rubber, but I kept up the motion of my finger because the shocked look on his face was so priceless.

After about half a minute, it was completely obvious that I was dealing with a bottom, and he didn't seem to have much interest in completing the deed. Mentally, I felt a mix of disappointment and relief - I just didn't find the guy attractive in the least. I kept up my relentless rubbing on his prostate as he writhed, moaned, and furiously jerked himself off. Suddenly, he arched his back in an explosive p-spot orgasm which surprised me - as he gripped the blankets with both hands, I watched his cum burst forth into his transparent condom, his dick still half-hard.

Before he could even recover, I was already heading back to the shower shaking my head. When I left his house, he still bore the glazed, stunned look of a man who'd just been completely drained.

Now I'm stuck on my couch, still awake, and no closer to orgasm than I was in the stranger's house - actually, I got closer to coming in his shower than in his bedroom! Feels like time for an intense, private session of furious masturbation, preferably with a camera; here's the kicker, though: I'm staying with my parents for the week and I have absolutely nowhere to be alone for any appreciable amount of time.

Discuss.
 
almost same experience- sad

I'm a pretty experienced bi male 50 in Dallas TX. I had one of those sad experiences from Craigslist poster.This guy was 6 1/12 " but thick. He could not even get his cock in my ass, and I'm not that tight. I ended sucking him off and getting a handjob from him. I have had better times with a blow and go. Conclusion: get someone with a little experience and lay down what you expect from the begining. Contact me at if you want some in Dallas TX. I can host nightly.
 
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