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What naughty fun have you been up to this fortnight? (June 10th - June 23th)
  • Woof is like tapping on Grindr. Kind of an informal "hey, what's up" or "I find you attractive" with no expectation of a response. Agreed scruff isn't a huge population compared to some apps but they're pretty cute and willing to have a chat instead of hooking up right away.

  • NSFW
    What naughty fun have you been up to this fortnight? (June 10th - June 23th)
  • The theme was back-to-back fun, which is kind of new for me.

    The first week was in NYC and filled with oral fun:

    • Nice fun-sized bottom came over one afternoon to suck my cock. One really interesting thing: he was lying down on his belly naked while I lay back and let him do his thing. Apparently sucking my dick in that position was hot enough that he came on my bed from the friction of rubbing up against it lol. I haven't had that effect on someone before :-) Also he really wanted to deepthroat me more, and he was so surprised when he kind of coughed up clear stuff he said, "woah, just like in porn, it's clear." he cleaned it up himself, of course.
    • The next morning a cute oral/side friend came over and also gave me an awesome blowjob. I like when a cocksucker understands that with patience (and no hands) I will, in fact, cum. I helped him cum by playing with his balls and nipples, they're superbly sensitive - so much fun.

    Second week I am in Portland, OR for a conference. Things were really unexpected for me. My special friend J from LA was supposed to be here for at least one night and day together, but he had to cancel his plans last minute. Yes, it made me quite sad.

    • One night after some really strong cocktails I was kind of drunk and a local guy still wanted to come over for naked hanging and cuddling. About the same size as me, but uncut.
      • When we started making out and stripping clothes, he very quickly decided to straddle me and start riding me! I didn't know I could get that hard and horny while drunk.
      • After him riding a bit, he wordlessly moved us to a big spoon/little spoon arrangement lying on our sides.
      • And I don't know what came over me, but I put him down on his stomach and lay my whole body on top of him and pounded really hard for a while. I loved the feeling of being totally snugged up against him and inside him, and somehow even though I curve up I didn't slip out once.
      • Growling and grunting in his ear, lightly biting his shoulders and back. Finally bred him when I couldn't take it anymore.
      • Transitioned back to a sideways position so he could jack off and cum while I was still inside him.
      • Notes: I'd never successfully topped in either of those two positions before, and to do it with alcohol in my system, no less.
    • The next night another hung vers guy wanted to come over. Again I had had quite a few drinks, and wasn't sure what was going to happen. About the same size as me, but uncut. Nice balls.
      • Enjoying making out, he started to play with my ass, when I let him know I wasn't clean for that, he said "oh well, wishful thinking" and quickly transitioned to riding me, like the guy from last night.
      • He also wanted sideways fucking, which after a little while, I put him face down, slightly hanging over the edge of the bed. My hands up on his back while we fucked pretty hard. His verbal was awesome.
      • Moved back and forth between different positions (him riding, him face down), and finally we both came by jerking each other off and swallowing each others' loads.
      • Cuddled and chatted for probably an hour or more afterwards. He's a sweet guy.
      • Note: I haven't topped two days in a row before -- I didn't know I could. That too late at night when I was super tired and also somewhat drunk. This is new information!
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    What naughty fun have you been up to this fortnight? (May 27th - June 9th)
  • The big update was my guy J from LA came to NYC for a few days for work, and got a hotel very close to where I live. We had so many date-y and sexy plans, but he ended up being too busy with work to do a lot. However:

    • He's been rowing and swimming a lot more and his back and shoulders and arms even sexier unfff.
    • We had lots of cuddles in the mornings before he'd start his day, and sometimes at night when I tuck him in.
    • Getting coffee or snacks together in the daytime.
    • We got a little high on the night he came and I came in his mouth, too :-)
    • One morning he wanted to jack off and cum while my hard dick was in his mouth and I was happy to oblige. I love the sound of guys moaning as they cum while their mouth is full of my cock. We planned to fuck that night, so I didn't cum then; but then he got busy with work and we weren't able to meet that night :-(
    • On the last day I wore his shirt that I accidentally took when we met up in November in LA, but he didn't take it back, he wanted me to keep it. Says I look great in it. <3

    Separately:

    • I invited a top guy over one evening for a bj and it was really fun. Handsome, not too well hung, and a powerful and voluminous shooter :-P
    • A neighborhood top wanted me to come over, and after months of not being able to scheduling work, we met up on Sunday morning! But it ended very early as apparently I wasn't totally clean. How embarrassing, that's never happened before. He was a very good sport about and said "it's okay, it happens" and we could definitely meet up another day.
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    What naughty fun have you been up to this fortnight? (May 13th - May 26th)
  • I think a few things:

    • Hotels get me really horny. Whether it's my hotel when traveling or going to a NYC tourist's hotel for a hookup.
    • I rarely end up giving and receiving pleasure in the same hookup, so it's easy to run them back to back. I wouldn't mind something more equal, but it's weirdly difficult to find in a hook-up
    • I keep trying new things and partners until I find something that was really satisfying. If I could be in a LTR again we'd probably constantly be having sex of some kind, and I wouldn't mind only/mostly having sex with them. It would be satisfying enough that I wouldn't look for more. For example, my last hookup in Orlando was so good I just got some Uber Eats and went to sleep.
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    What naughty fun have you been up to this fortnight? (May 13th - May 26th)
  • Wow that's something I'd never heard of before. Glad you liked being his ashtray 😁

    In general there were a lot of very kinky updates from folks this time. Cool to see people being more open with their partners, and with us. Thanks for sharing!

  • NSFW
    What naughty fun have you been up to this fortnight? (May 13th - May 26th)
  • Wow your story helps me understand that I'm not really that subby, at least not in a BDSM sense. Thank you for sharing! And congrats on opening up to your partner. I hope this openness will help you both become even closer to each other! ♥️

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    What naughty fun have you been up to this fortnight? (May 13th - May 26th)
  • Where you are matters I guess. I have many younger boys who want to top/flip for me. But some of them are too young for me, like 19 lol. Recon seems kind of intense, and even Grindr can be a lot for me. Scruff has good guys that you can know a bit before you get in bed for some fun. Would that be enough? It sounds like maybe you're looking for some fwbs.

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    What naughty fun have you been up to this fortnight? (May 13th - May 26th)
  • So hot. You kind of buried the lede on messing around with a trans woman. The communication and such was great. Do you have any other notes on the experience? Would you do it again? How far do you think you'd go with her? :-)

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    What naughty fun have you been up to this fortnight? (May 13th - May 26th)
  • Nice, thanks for posting! I think we should include today (Monday) since it was part of a long holiday weekend here in the US, too.

    Two weeks ago I was in Florida for a gay Disney wedding. I thought there would be more fun amongst the wedding guests, but everyone was straight and in couples. That didn't stop me from having some fun in the three days I was there (Friday, Saturday, Sunday):

    Friday

    • Conference hotel guest quickie bj for him, on drugs? - kind of weird behavior. Also weird was his scrotum was kind of empty. Very average dick which is fun to suck and suck on without worrying about breathing/gagging. Wanted me to bottom for him, but frankly I don't bottom for average sized guys - I just don't get much out of it. Later his profile name had balloon emoji, so I think he does some kind of drugs...
    • 20 yo Indian Australian tourist bj for me. Staying in a hotel room with his Mom from India and his brother from Pennsylvania lol. Came over to my room at night. Really had trouble sucking my whole cock. With some warmup he was able to take most of it down his throat, and it started to feel really good, like his throat was squeezing my head as I thrust in deeper. Always kind of fun when I see guys tearing up while deepthroating me :-) he was amazed by my rimming skills, and ultimately swallowed my load and went back to his family. He had told them he was out "finding something to eat" which was kind of true ;p

    Saturday after a whole day in the heat for the wedding

    • Disney resort employee came by after his shift. wanted to get "sloppy head" - sent me some examples of porn stars sucking dick. He said he has never done any kind of sex with a guy before. I'm skeptical of this claim, but okay sure. Challenge accepted. He's really thick and decently hung. Got him to cum once deep down my throat and then a second time while showering in my mouth. I had to manage my gag reflex, but after some warmup it was really manageable. He said it was so much better than women, and I agree. Men are better at sucking dick.
    • Younger curly haired, amazing ass for late night cuddles - Nice making out. Straddled him on top of his big firm/squishy bubble butt and massaged him for a while. Enjoyed getting head and rimming him. Massaged his prostate and sucked his nice dick at the same time. He wanted me to top him, but at that point it was 3:30am, and I just didn't have it in me. He had to leave at 6am to get his flight. I had him cum while I massaged his prostate. I love feeling the prostate harden as a guy orgasms.

    Sunday last full day in Florida

    • Marriott corporate employee quickie bj for him - he was there for a conference. a little older than me, very very thick, average length. Very tender and positive/welcoming. A lot of fun to do something like that with a nice guy.
    • Local guy doing idk what but it was amazing - went over to his place. he said no promises about bottoming but he really wanted my dick in his mouth. We have a good 40 minutes of him sucking, me rimming, and me face fucking him. He's so cute, and he looks even cuter with his mouth full of my dick. While rimming him, he asks me to tease his hole, and we have another 40+ minutes of me teasing his hole by rubbing my hard cock against it. And then even teasing by just inserting the tip and holding it there and removing it. It was primal. There was only lust when I looked at him, feeling his hole like that was such a turn on, coupled with his responses and moans. I was so close to just ramming it all the way in a few times, but I managed to keep it under control. He leaks a lot of precum, and the wet sound of him jacking off while I'm on his ass made it all even hotter. Sweaty, hot, grunts, moans. It was intense. Finally when it was just too much, I gave him the requested facial and he jacked off and came at the same time. He's a really smart grad student, and we had some great chit-chat for like half an hour after that. It was the perfectly satisfying conclusion to a busy weekend.

    Two more things in the last week/days

    • Weird doctor hookup - idk, pretty good looking, but his apartment was totally empty. We ended up taking a curtain off the wall so we had something soft to lay on while we fooled around. Quick to rinse his mouth and ask me to rinse mine after even a tiny bit of oral fun (no semen or anything). Wanted to make me cum, but didn't do anything at all with my cum once it sprayed everywhere. Not even playing with it...
    • Cute cub-type for Broadway show fun :-) - nice funny local LI guy on Scruff invited me to a preview screening of a broadway show in the city. He's in media and is kind of an "influencer" so he gets invited to stuff like this. His pics and stats suggested an otter, but in person he was a lot heavier :-\ we enjoyed the show and Q&A with cast and crew, then had dinner and went back to my place. He wanted to bottom for me, and I was nicely aroused for it, but I didn't feel the kind of attraction that would have me really enjoy it. So we had oral fun. His dick is significantly below average, but very leaky and fun to play with. He enjoyed getting me to cum, and I was surprised when he came and shot like 6-7 feet, and ended up spray a bunch all over my headboard lol. We had ice cream at the train station before we both boarded our different trains back to Long Island. We'll stay in touch and be friends and maybe hook up from time to time idk.
  • Being discreet at work is fun

    Like it's actually fun. A few folks at work know I broke up with my girlfriend of some time recently. When I later asked them to let me know if they know anyone nice to set me up with, I always use gender-neutral language. But every single one pretty much assumes women only, and frankly I'm okay with that. Everyone doesn't need to know everything. If they ever asked, I'll tell them.

    However, the married gay guy made sure to ask me, "are you into girls, guys,…?" and people I felt so touched and seen that someone didn't just assume. He says his mind is tingling with ideas, and I'm sure if he and his husband make any intros they'll be great.

    Finally, I totally have a work crush on a guy, and I feel so stupid about it. My work crush at my last company was also a smaller guy who kept it tight, which is a funny theme. This time though I'm pretty sure he's gay, based on a few different things including a pretty sexy insta. I just want to hold him and carry him around, and now I feel super weird when I see him or make eye contact. Ha here I am almost 40 and this guy still has me horned up like a teenager. Maybe one day I'll build up the courage to say something to him. Non work dating and hookups are so much easier though!

    Anyway yeah, basically being in the closet at work is…fun!

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    dazedandconfused @lemmynsfw.com

    Male Bi Vers NY. Mostly posting for the boys here on Lemmy because the girls already get enough attention.

    I'll do anything once, and most things twice ;-)

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