I'm not a great story teller. Please remember that and don't judge me to poorly for the telling

First ever Tinder date last night. I'm not completely inexperienced but it's been more than 10 years. (I'm middle aged now)

We both decided we liked each other enough to smoke some weed together and just see what happens.

Was great to hang out to have someone to chill with and we got along well enough. Not sure if I'm just too old now, the weed or if it has just been too long but i didn't have much in the way of arousal. Unfortunately it turns out shes is a very horny lady and got very aroused chilling with me. I love cuddling so i was very okay with that. I felt really awkward though having to tell her I'm not going to try and force myself to have sex if im not feeling it but that I'm having fun just hanging out if still into hanging out. And she was very understanding not wanting to pressure me into something if I'm uncomfortable with.

We talk about it for a bit and decide that she can be as frisky as she wants as long as she stops when i say stop. I want her to have as good a time together as she can i just dont want to get her hopes up because i am comfortable speaking up if i dont want to do something but that theres a lot im still willing to do.

A lot of hands roaming, cuddling and some heavy breathing later and the couch is not very comfortable. So we talk about expectations again before moving things to her room so we do. Shes very vocal, but quiet and hard to hear but shes telling me how turned on she is and i want her to enjoy this as much as possible so i have an idea. Maybe im not going to finish her but i like to make people happy so maybe we could use those to help her get off.

Now im not sure here, but i think she was shocked i suggested it. Like in a really? You would be okay with that? Because it took her a second but she immediately grabbed a few toys and put them to use.

So here we are, me first time getting stoned with someone who is very horny and now theres a very happy sounding person in my arms twitching a very good twitch from how she feels against me. Somewhere over the next 20 minutes she begs for me to play with her nipples. I am okay with this and she feels great in my hands by the way.

She is grinding hard into me and she goes completely silent multiple times before turning off the toys and then cuddling up to me. She quietly admits she made a mess and is apologizing for getting me wet. She was very very wet but that just makes me think she must have enjoyed herself. Which was really fucking cool to be a part of that even if i didnt do much but be there and encourage it. Ive never felt someone squirt so much it was a lot of fun being a part of it.

We ended up using her toys on her 5 or 6 times over the next 3 hours or so in her bed. I can no longer say i havent spanked anyone.

I forgot how much i enjoy just being naked and comfortable holding someone is. Highly encourage everyone include their favourite toys and put them to good use. I really like to help other people feel good

My FWB brought over his fleshlight, I showed him my toy collection. We spent all Saturday together completely naked. He used a vibrator on me for several hours over multiple session, I came sooo much. I edged him all day with his fleshlight, it was so fun making him squirm, until he finally came inside it.

Sunday night we watched the superbowl with some other friends, and went to his place to fuck afterwards. I wore some red lingerie under my clothes to watch the game and surprised him with it, he asked me to keep it on while we fucked.

We had agreed to only do the benefits thing on weekends but we're making an exception for valentine's day.

Still on Long Island, still no job, so things have been weird.

• Friday, however, while out to run some errands, I met up with a guy on Grindr who lived near the hardware store. He wanted to take care of my cock, and I wanted that, too.
  • Fun guy, very chill, played music on his PS5/Spotify. Spent so much time sucking me off, about an hour the first time. He was somehow squeezing his throat tightly around my cock while fitting most of me in his mouth -- I have no idea how it was amazinig. I was rimming him for so long, too, and I loved how much he loved it. I'm starting to get pretty good at slapping a nice big booty while chowing down. Sounds good, and feels good in the hand.
  • Slowed him down a couple of times so we could keep going. Finally, I let him swallow my load and we had some nice chatting and goofing around.
  • I had him cum while I was rimming him, which was enough to drive me to cum a second time. He was a good boy and ate it all up again.
  • Some fun embarrassing stuff with his roommate coming home early and me mostly naked cleaning up in the bathroom. Good chat about the anime we like. He also had an adorable and chill cat that played with me for a little bit :-)

I matched with this girl on Bumble, and the conversation went from "lets meet up in London" to "lets meet up at your town".

We met up, had coffee, went back to my place, made out and had some filthy sex!

Sad news is that I thought this was going to lead to a capital R relationship, but I think she just wanted to have a cheeky shag. Nothing wrong in it, but I wish she hadn't strung me along.

Doesn't Matter: Had Sex.

EDIT: Completely forgot two things:

• She said I had a big cock! Anyone who knows my past knows I had some insecurities around this area, so I was so chuffed to hear that!
• She said I was the first person to have made her cum through penetrative sex alone!!

My friends, I think I deserve a trophy 😎 😎 😎

Had a long discussion about sexuality with my neighbor/coworker/roommate. (it's complicated). Also, he has a new headmate who calls me mommy/sis (it's also complicated) in a sexual manner. Which is neat.

I was invited over to cuddle with a guy I know. It immediately escalated and he was slapping my balls hard while I sucked his nipples. He had his finger in my ass begging him to let me cum when he said no. Then we fell asleep lol. He Dommed me so well I'll be going back lol

... I guess that makes sense..

Thanks