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theplayerking

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Everything posted by theplayerking

  1. A lot of guys like breaking in newbies. Be upfront and honest.
  2. I find that articulating what you want out loud, over time, helps with inhibitions. Try looking at yourself in the bathroom mirror a couple times a day and say out loud: “I want to get fucked up the ass.” (Or some equivalent.) Then try saying the same thing softly while walking down the street. It sounds cheesy, but physically saying what you want (rather than just thinking about it) can help.
  3. I would make a Plan B as well. People change. Bodies change. No one can be a cumdump twink forever.
  4. The West Side Club is closed.
  5. The problem with these scenarios is getting people to show up. And four bottoms is a lot. You’ll need quite a stable of tops to keep them happy.
  6. Saunas aren’t great in New York. One just closed because of Covid but it had declining attendance for years. Nearly all of the action is online these days. Your best bet is to live alone in Hell’s Kitchen or Chelsea.
  7. Many men bond by doing activities together. Sex is obviously one, but there are many others. Is meetup.com active in your area?
  8. I’ve never had a first time sex date. I’ve had lots of first time hookups, where the guy comes over, we strip down and go at it, but never with the pretense of it being a date. I’ve also had preplanned play dates with regular fuck buds, but usually avoid planning a first time hookup because I find they often don’t work out. Something comes up, or the guy just flakes, etc. Hookups are best quick and in the moment, before you each have a chance for second thoughts.
  9. Hot story. Wish my husband were into groups. I hope you guys get more action.
  10. I live in New York and while there are a lot of guys, they tend to be super picky. Especially in Manhattan. You might have better luck in the south, like Atlanta or Fort Lauderdale.
  11. Started having lots of casual hookups right after college and continued until my early 40s when I met my boyfriend (and soon to be husband). If we were not together I’d still be cruising Grindr, BBRT, attending sex parties, vacationing at sex resorts, etc. I love one-time hookups with strangers. Nothing particularly raunchy or kinky beyond the variety and quantity. My tastes and interests have not really changed at all.
  12. I’m neg and on PrEP. If you want to stay neg you need to be careful whom you play with or go on PrEP. Being a cumdump at a sex party is not a good idea if you want to stay neg. I would also be concerned about sensory deprivation in a location you don’t control. I think that’s best kept to your home or hotel room.
  13. I hired twin escorts once because I have a [banned word] fetish always wanted to two with two brothers. The sex wasn’t great. They refused to kiss and wouldn’t touch each other. One of them fucked me for a bit and the other would just get sucked off.
  14. Pig Week: [think before following links] https://pigweek.com Mid-Atlantic Leather: [think before following links] https://www.leatherweekend.com Easter in Berlin
  15. I have found this the case as well. I don’t hookup with black men very often, but they are usually the most fun at a sex party or bathhouse.
  16. We each have mental fictions and arbitrary lines in the sand to help us get through life. Many are silly and don’t hold up to logical scrutiny. Just ignore and move on.
  17. Getting fucked is 90 percent psychological. You have to be turned on either by the person or the scenario to make it pleasurable. I’ve found that being verbal can help me relax. Articulating my desires to a partner out loud makes it easier to take a dick and heightens my pleasure.
  18. I love group sex, especially in hotels, but I admit that I am also shallow and use casual sex as a form of validation. I need the guys to accept me and want me inside their bodies. You don’t get that if the guy is blindfolded and just collecting as many loads as possible. I understand that some bottoms do it as their form of validation, but it leaves me cold so I don’t participate in such scenes unless there are other aspects of sex (making out, rimming, sucking, dirty talk) involved. However, I will make an exception if the guy is way outside my league and unlikely to hookup with me in a one-on-one situation. Like I said, I’m shallow.
  19. It very difficult to learn to bottom with only quick, casual hookups. Your hole needs to be trained to relax. You can do this yourself with buttplugs or find a fuckbud to help you practice.
  20. I love fucking a preloaded hole, but not if it’s so loose that I can’t feel it.
  21. I fooled around with a roommate in college who was straight but bored and horny. He fucked me for a bit and then I rimmed him and started fingering his hole. I eventually got my dick halfway in his ass but I’m very thick and he said he couldn’t take it so I stopped. That was the only time anything ever happened between us. He was definitely straight and not expecting to have sex with a guy. He was just a little curious and open to the opportunity when it presented itself.
  22. It seems very kind and generous of him. I agree with the others that you should set clear ground rules, but it’s great that he’s willing to be flexible to meet your sexual needs. Not everyone is so lucky.
  23. Doggy at the edge of the bed so I can stand for better leverage. My BF likes to be fucked on his back at the edge of the bed so I can stand but he can still see my face.
  24. I like sexting when it involves sharing past experiences. Not into it if we’re pretending to be having sex with each other.
  25. Had a hookup at the Gotham Hotel a couple of weeks ago. [think before following links] https://www.thegothamhotelny.com/ I’d never head of it before. The building is very discreet with almost no lobby, but the rooms are nice and no key card needed for the elevator. It’s a convenient hookup hotel as it’s close to a lot of Subway lines.
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