Should’ve Paid More Attention in Boy Scouts…

by Paul

Gender: Male
Age: 23
Race/ethnicity: Korean/White
Location: Southern California
Highest education received: Post-graduate degree (currently pursuing)
Occupation: Student/Teacher/Tutor/Writer
Religious affiliation: None
How religious are you? Not at all
Sexual orientation: Gay/Lesbian
How many hookup stories have you here posted before? None

Should’ve Paid More Attention in Boy Scouts…

How long ago did this hookup happen? Two months maybe?

How would you best classify this hookup? Friends-With-Benefits?

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? He’s taller. Probably 5 inches or so taller than me. I like my men on the stockier, beefier side. We hadn’t met before, but had been talking on Growlr for a while both about friend stuff (work, school, our lives) and about sex. I have an okay sized dick and I like to show it off. He expressed interest in bottoming for me.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? The hookup started as like, “Well, let’s just watch some Netflix and cuddle. If something happens, great! If not, no worries and we can still be friends.” He came over to my place after work one night (it was a Sunday, I think). Before that there were definitely preparations made. It’d always been a fantasy of mine to get tied up and edged, so he stopped at home depot for some nylon ropes. I already had some condoms and lube at my place.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? We got along right away. He was sweet, smiley and very friendly. I took to his energy right away, and he clearly took to mine. We hugged as soon as he came in the door, and the Netflix never happened. We just went at it. We made out first, and slowly the clothing came off. It turns out he had had the foresight to put on a neoprene top harness and a nasty pig jockstrap, both of which looked absolutely fucking hot on him. We sucked each other for a minute. After that, he decided to make good on his promise to tie me up and tease me. He knew some basic rope bondage knots, and we had a pair of scissors handy. We experimented with the ropes for a bit until I started getting a little bit light headed. Then he untied me. At that point, he’d wound me up the point where I just fucking went after him. I have a thing for bending over bigger, taller, beefier guys and fucking their brains out, so I overtook him, bent him over on my bed and after fetching a condom and some lube, eased it up in him.

We both lost track of time, but once I got it in there, my power top tendencies kinda took over and I did not at all go easy on him. I know it’s probably not the best idea, but with bigger dudes, I always feel like I can be rougher. That’s why I prefer them.

He was moaning like a madman. I used his harness for extra leverage. He was on all fours kinda? I was shoving his head down into a stack of pillows. We got into a serious rhythm, and I finally decided that I didn’t care at all about my roommate hearing. I’m about 100% sure that he heard, but whatever.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? This first incident, we fucked using a condom and an ample amount of lubricant! After we trusted each other, we may have taken a couple of risks in the heat of the moment. Both of us had been in long relationships recently and had grown accustomed to fucking bareback, though I never shot a load inside him.

We both discussed our sexual history and our history with STIs via Growlr beforehand. Both of us had been clean and… mostly safe. We felt comfortable enough with each other to fuck. I’m an honest person, and I never fuck around when it comes to safety and disease prevention. Luckily, he took things just as serious. He was a very respectful partner and a very caring friend!

What were your REASONS for having this hookup? I was horny and wanted some companionship. Plus I was out of a relationship in which my partner was not at ALL adventurous, and I wanted to try something new!

Were alcohol or drugs involved? If so, how much? I smoked a little pot right before. He had to test clean for work, but didn’t care. I’m a habitual smoker. He told me he couldn’t really tell any differences in my behavior, but I definitely felt stoned.

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? Right afterward, we both caught our breath and I kinda rested on his back a little bit before I pulled out. He looked back at me all sweaty, with a look of satisfaction on his face, and I could see a ring of moisture where he’d bitten down on my pillow.

Then I pulled out and noticed the condom was completely covered with blood. I immediately informed him of the fact that the condom was completely covered in blood, to which he was also surprised. It turns out he didn’t feel a lick of pain at all, and was just as satisfied with the experience as I was. We disposed of the condom and washed off right after.

We cuddled for a minute and I smoked a little more. He helped me pick up the ropes and put em in my dresser.

We had a great time and have hung out a couple times since then. One notable incident, he was really depressed and needed a hug. We’d both gotten out of relationships lately, so he came over at 2 or 3 AM and brought me home with him to cuddle so he could sleep.

We’re not dating, and never were, but fuck buddies who cuddle are the fucking best!

To whom did you talk about the hookup? How did they react? I’m very candid and open with my sex life, and bragged about it to all sorts of people. Not too many details, but since it was my first experience with bondage of any kind, I felt really excited about it, and my friends were also very excited for me. This includes mostly gay men, but also some queer women and straight women. I don’t have many straight male friends for some reason.

Was this a consensual and/or wanted experience for you? For your partner? We both consented and we both had a fucking great time. We’ve fucked around 2 or 3 times since!

Do you regret this hookup? If so, why? Not at all!

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I learned a lot about myself!

I wasn’t feeling very confident in my ability to please a bottom because my last partner was reliably unsatisfied with me despite my best efforts. It was nice to know that I was capable of making a man happy in that respect, as fucking is something I absolutely love doing.

I also learned that I LOVE bondage and rough sex! I even referenced the hookup in a poem the next week.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? Not at all negative

What did you think about this story? Tell us in the comments – just be nice!

You have a hookup story to share? Submit it here!