I ran into an old friend over the weekend while Christmas shopping. We ended up going down on each other, he came in my mouth. That was the first time I ever let a guy cum in my mouth. Now I have a new FWB! I wrote up the whole story on /c/stories_gonewild

I ran into an old FWB at the bar who was back in town just for last night. Ended up back at his hotel room where we took turns sucking each other for a while. He asked to top me and offered to eat my ass first. Naturally I agreed, and I was in heaven while he tongued me and then put his big cock in my ass. It’s the biggest I’ve ever had, and I had forgotten how good it is to feel completely full. He pulled out and came on my ass, and then sucked me off and swallowed.

I crashed with him for the night. We made out and jerked off together to some porn this morning and went our separate ways. He’s gonna be back in a few weeks and we’ll have more time together. Looking forward to it.

My girlfriend is away until after Christmas so we’ve been long-distancing, it sucks not being together! We’re managing with calls and texts, she’s really good at dirty talk (like really good), I’m a bit self-conscious with that still so I sometimes feel like I’m dropping the ball. I do like watching her play with her toy, and I can encourage her and cheer her on at least!

Coming up on 20 years since my wife and I met, which we celebrate as our anniversary. The last few years have been rough on our sex life, but she surprised me when she was pregnant and the hormones kicked in about 19 months ago. Since then I’ve been wanting to step it up.

Had a few drinks after she went to bed and decided to buy some Christmas presents for us. Ended up going a bit crazy especially with a 40% off sale somewhere and dropped almost $400. Got all kinds of things for her, me, and both of us.

Then I got motivated and invented a card game where each week will give us a specific direction, including some old favorites and some things we’ve only just started, like pegging. Had so much fun making it that I jacked off every day for a week. Can’t wait for Christmas so I can try out all the new toys!

I purchased and tried out another of an old favorite of mine: a vibrating, inflatable butt plug. Forgot how good those vibrations feel when you’ve got it blown up!!

My lips wrapped around something. For some reason, deepthroating just settled in my mind this week. I’ve been planning for months to get a realistic sized human dildo with a suction cup, and finally got around to doing it. I was pleasantly surprised to get the 6" all the way in pretty swiftly. Technique will have to be worked on, but enthusiasm makes up for deficits, aye?

Then the next random thought drifted along: if I can take the realistic, what about something bigger? So I pulled out the ole bad dragon I have laying around (a medium chance, to clarify), and went a little bit farther than I normally do when playing with it orally. There’s definitely a little resistance as I get it into the pharynx, and I can control the gagging up to that point. I can’t get it much farther though. Angles and a little pushing and lots of spit don’t seem to overcome a barrier of some kind. I’m a little disappointed. I once was told by a dental surgeon that I had a narrow airway, so I wonder if I’ll ever be able to swallow the damn thing. I really, really want the visual and feel of my throat bulging, and I’ve only got my lips to the medial ring, so there are several more inches to go.

My apartment renovation might be done in about a week! Just one experience, but one worth turning into a long update here.

I went to my first ever sex party!

I’ve only even done 1/1 stuff up until this point, but I got invited to a local sex party. It was fun! I’m going to break it down by sections.

Location: At a huge suite at a nearby hotel. $20 cover. The host stocked chilled water, condoms, dental dams, lube packets, mints, blow pops. Poppers available for purchase. He told the telegram group how to walk into the hotel and avoid reception, and a secret knock for the door :-) Suite had a huge glass shower, a whirlpool, multiple rooms, sofas, chairs. The host put porn on the TV sometimes.

The group: 37 guys, with most arriving within the first hour. Very distributed in age, from 21 up to probably 60s?

The other action: Mostly older guys started anal and stuff before I even got there. A lot of oral and random anal. It was nice to see how one guy would ask another if he wanted to bottom, and to hear “yes, and condoms please” I liked how polite things were. Some guys enjoyed more random chilling in the whirlpool, too.

My action: I don’t really like guys that old, so once I started to feel warmed up, got involved in a few things

• Basically everyone wanted to suck my cock, and most of them did a good job!
• Making out with a sexy shaved otter while another guy is on his knees sucking both of us
• Topping a very slutty bottom bent over the bathtub
• Choking a slightly older guy calling me “daddy” while he beats off furiously and I push him against the wall
• Bringing a hung twink over to the bed so I could rim him while he sucks me
• Being sucked by another guy while I’m making out with the twink and a bear, at times with both simultaneously. I don’t know whose mouths, hands, and butts are going where. It was like everyone was on a mission to get me to orgasm! This was how I came the first time. By now the group had thinned down to about 10, mostly the younger guys.
• Relaxing and joking around when a new guy comes in late and I introduce him, and we make out, and the whole cycle starts all over again.
• Inviting the passionate hung twink to top me, and he does a great job. Hits all the right spots. Other guys are watching, some are touching us, some are encouraging us. Eventually he lies next to me and we make out and jack off and cum together that way. He shot so far it hit a guy two people over. The host later asked to be invited to the wedding lol.

My thoughts: It was really fun. Seeing that many other hard cocks in one place, I do see how mine is pretty nice, both in size and shape. I got to try a bunch of things I’ve wanted to try for a while. It lacked the intensity that I feel with a 1/1 encounter. It took me much longer to climax than normal, I think because it was such a new experience and I was a little bit on edge. I think I would go to another party like this, but probably try one in NYC next instead of Long Island. I am in touch with a few of my favorite guys via Telegram, Scruff, and/or Grindr, including: shaved otter, hung twink, and new guy (who it turns out is super kinky). Hung twink agrees that I get to top him next time ;-)

All in all I was there about 5 hours. Oh, and I got an ice cream bar on the way home :P I’m happy to take any questions or provide more specifics.

I haven’t been on here for quite some time. In short - I was made redundant at my job and was very quickly shitting myself (I literally got myself a house a month ago and I’ve got myself a mortgage) and going job-hunting. I had an interview last week, so I’m hoping that has gone well and I get an offer soon.

So up until now, no naughty fun. In fact, quite the opposite.

On Sunday I went out on a date with a lady I met off Hinge. We seemed to have conversational chatter with our voice notes, so I figured it would be good to meet her in person.

She was quite shy and didn’t really do much talking (I’m sure I chatted both our ears off) outside of other opportune moments where she seemed really excited. She also told me (both on the date and in voicenotes up to the date) that it takes her a long time to warm up to people. For reference, she is divorced and her ex basically emotionally abused her as well as quite literally had an affair for half their marriage as well as had a kid with another woman while forcing my date to be on the pill (at the time she really wanted kids). So yeah, scumbag and I’m not surprised she was shy.

HOWEVER! She has agreed to another date with some Egyptian VR thing as the date in the new year, and we’ve even agreed to try and meet up before the new year as a dinner date. So that was really nice!

The one thing I am kicking myself over is that I didn’t kiss her. Two reasons:

• She did say she took some time to warm up. She seemed to really like me, but I didn’t want to risk overstepping my boundaries.
• She was quite literally coughing throughout the date. She wasn’t feeling well, but still turned up (I mean, that’s got to count for brownie points, right?)

I do hope we get a date soon so I can get the opportunity to kiss her though. We seem to have so much in common and she’s just such a delight, not to mention she doesn’t deserve even half the shit she’s received with her shitty ex. It would be nice to see the relationship progress :)