What (naughty) fun have you been up to this week? (from 29th April to 12th May)

We had Northern lights, so we went up to local mountains and did a nice blowjob followed by a creampie bent over our car.

It was fun, our first outside creampie.

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Outside inside cumming. Hot. I've never done sex outdoors in any form. Any notes?

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- Bring wet wipes.
  
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Last week I bought a prostate vibrator for the first time. Reading about prostate orgasms for a while now I wanted to give it a go. It ended up a little bigger than I expected and I am really glad that the shop recommended the lube to go with that thing.

It took me quite a while of careful stretching, relubricating and stretching again, but I manage to fit it in. Very strange feeling to have such a knob up the ass for the first time. Gave me some perspective on why all the girls are so hesitant to do anal with me, though.

In the end I was a little underwhelmed by the result, it is an Ok feeling I guess, definitely stimulated me, but couldn’t manage to cum from it alone.

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To "cum" (orgasm) from prostate play alone requires regular practice and focus on the sensations that your prostate is giving you. In my experience, I had to work at it to take it from "interesting" to "oh woah that's amazing". And even the, I need to be in the right mindset to really enjoy it. Don't give up! It's something we get to enjoy that women don't, as they don't have a prostate :-)

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I did similar recently and yes, it's tough to do and will take some time. I haven't gotten a prostate orgasm yet but keep working at it. Repeatedly clenching helped increase the pleasure.

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Still job searching! I just got back from a week in Montreal, so I'll try to share just the highlights. I think I had sex 9 times over the last week lol. There was a ton of oral, sensuality, anon encounters, and some anal, too.

Sucked a guy while we both did poppers, until the blood. We were close to getting a second orgasm from him when he started bleeding while face fucking me. Oops! I guess there was a sharp edge somewhere in my mouth that nicked him. We just hung out and chatted for a while about Montreal and what to see/do.
First ever threesome with a real (gay) couple! They were sooo sweet! Lots of oral and some anal fun. One guy was a great kisser, and the other guy had an awesome dick. I ended up riding him for a while. We all chatted and had wine, cheese, and nuts after we all had nice orgasms.
Bottomed for the best hung guy I've ever met. I cannot explain how huge, I think at least 10 inches and incredibly thick. It turns out he was also visiting from NY, so we might meet up from time to time lol. He's the first guy that got me to a prostate orgasm with his penis (twice!), which normally I can only do with my own toys alone. We both ended up cumming twice.
Well hung sub-y guy fun. Nice also very hung fella came over. I just posted a short clip of me face fucking him. I fucked him for a while too, and I bottomed for him for a bit, too. One highlight was I had to take a 30-minute call and he just kept (quietly) sucking. I don't know how he kept me hard for an hour and a half with his mouth and ass.
Incredible sensual time with the boxer. Italian transplant to Montreal, also a fellow techie. Described as "cuddle monster" on Scruff. Big boxer, and it shows :-) Lean, hard, and muscular. After a morning coffee we decided to meet again in the evening. We had like 5 hours of incredibly sensual making out, grinding, him sucking me, me rimming and playing with his ass, cuddling, and spooning. He could not stand the sensation of me touching his cock, which leaked like a faucet the whole time. He got me into a great full-body orgasm with his hands and mouth. But the sensual fun continued for hours after that.
Picked up a woman for the first time in a while…? At dinner alone one night met a nice woman seated next to me. After getting a drink together elsewhere, we had some very handsy fun together. I might have gone to her hotel room for some more fun, but I had already had sex twice that day and mostly just wanted to sleep :-D I'll be in Portland next month and she's thinking about being there around the same time. Maybe we'll meet up for some fun.
Random notes
- Hooked up with a guy, but ended up playing with his Aussie Shepherd Dog for probably longer than our hookup lol
- Hooked up for oral, and ended up spending more time helping the guy (an entrepreneur) set up his account on Apple Business Connect so he could update his business info/hours
- Hooked up with a guy who was in my hotel lobby visiting the Starbucks and came up to meet for a little quick fun

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That is an impressive list of encounters, for just a two weeks time span. I am not sure whether I could cum that often even if I tried, on the other hand it sounds like you found some very competent help… 😄

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- hehe well actually I didn't include the meetings from two weeks ago, only last week :-)
  
  Biggest things from two weeks ago that I can rememebr:
  
  Coffee date with a really beautiful Indian woman while she was in town from Texas. Like so pretty that sometimes I was wondering why this woman is actually sitting here with me. We're in touch on text and will meet again.
  
  Date with R (bottom) which had to be shortened to just drinks, but still ended with sex back at his place. We definitely like each other, and are figuring out what that means. He just got a new French Bulldog puppy too :-P
  
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Sounds like an awesome week!

Hooked up for oral, and ended up spending more time helping set up his account on Apple Business Connect

I can't stop laughing

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- To be fair I couldn't stop either. The absurdity of it all. His computer was set to french so even though I was using it he had to sometimes translate the Apple website forms for me.
  
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It was a quiet couple of weeks for me. A little masturbation but nothing noteworthy or memorable.

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There are many fun ways to masturbate to keep it interesting. As someone who has gone many years between sexual encounters, trust me. 😉

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- Me too! I've gone quite a while without sex so I empathize. It's just been a quieter few weeks sexually for me. It ebbs and flows.
  
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Partner has been sick and then bleeding and now I'm traveling so a holy-fuck-it's-been-too-long-bend-over quickie naked in the living room for all to see had to suffice.

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For all to see? 😏 Do you have a little exhibitionist streak?

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- I'd like to thank my wife's college roommate who challenged her to a sex location checklist challenge. Still adding to the list 15 years later.
  
  Very lucky not everyone carried HD cameras around with them in those early days.
  
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Trying some new toys with the wife, she finally was able to have the womanizer (like) experience and holy fuck she liked it very much, I think this thing won't be clean too often :)

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Nice. "Womanizer" like ikr Britney Spears song…?

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- Well specifically this one, made my wife "sing" :)
  
  https://www.satisfyer.com/fr/satisfyer-pro-2-generation-2
  
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Thanks for bringing this back! Imma try to contribute even though I've not got much to say.

I had a great (non-sexy) time tonight with a lovely woman but I chickened out of asking her on a date because I'm a little bitch :(

Got a date arranged for someone else on Monday. It'll be our third date and she's really into me, I asked her to stay the night. Pretty nervous and not sure if I want to go through with this but we've been friends a long time so I'm very comfortable to turn her down / take her home early if I need to

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I'm gonna have some goooood stuff for this next time so definitely don't forget about it 👀 going to bi-weekly would be totally fine if it works best for you + others, though :)

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Dang based on your post history I'm really interested in finding out 😏

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