u/Stroker0099

I’d just gotten out of a long relationship and I made a profile on an adult hookup site. Started chatting on there with this girl from my town. She was also out of a long shitty relationship so we figured a friends with benefits type of deal would be best for us. No feelings, just good sex once in a while.

We started off with messaging on the site we’d met on, then moved onto texting. And then sexting. That’s really when it got fun. She was stunningly hot (still might be the hottest chick I ever fucked), and she loved to send me dirty pictures of herself and sext all the things we liked and were going to do to each other. She also LOVED my cock pics and vids. I have a nice dick and I’ve always enjoyed showing it off. So I sent her pics and then videos of me stroking it and all that. So she’d seen my cock plenty of times. Even sent her some awesome cumshots when I’d stroke to her sexy pics.

But when the night came that we finally met up, apparently the pictures and videos didn’t tell the whole story. We were in my bed kissing and touching and all the fun stuff. I was all over her big round tits, groping them and sucking them. Rubbing her bald pussy and fingering it. Holy shit, she was so tight. Easily the tightest pussy I’ve ever been in. So while we’re getting into it, I noticed she wasn’t even touching my cock at all. I didn’t understand what was going on, since she’d sexted all this dirty stuff about how she was going to suck me and slobber all over my hard cock and what not.

I didn’t get hung up on it, she grabbed a condom and handed it to me. I rolled it down and got on top of her missionary position. Def had to ease into her. Little by little I was able to work my way in, and eventually I was able to establish a nice rhythm pumping her lil pussy. Playing with her big tits and kissing her while I was sliding into that little hole was pure bliss. Didn’t take long and I felt my nut coming. I raised up onto my knees so I could hold her thighs up to give myself a nice angle to plow her. Between how tight that pussy was and that amazing view of her tits bouncing, and her face as she orgasmed…I blew a huge load. My dick twitched and throbbed inside of her and she clamped down on it so hard. It was awesome.

She told me afterwards when we were laying there that she was sorry for not touching it. She said she wanted to but when she saw it, she was genuinely afraid it wouldn’t fit. Said she’d never had one that big and didn’t realize from the pics just how thick it was. She said she was afraid if she touched it or even looked at it that she wouldn’t have been able to go thru with the fucking. But since we did fuck and she loved it, she said she’d be able to touch it going forward.

45 married male. Mostly straight. Already came once this morning, looking to cum again.

Never hiked nude before, it sounds so amazing. Any recs on where to go? Or want to go together? I’m in southern Ulster County, in NY. Can travel within reason.

45 m

I was dating a college student, and her family invited me to her house out of state for Thanksgiving. Her dad didn’t want to let us sleep in the same room, so my gf went to her bedroom, I got the little sister’s bed, and lil sis got sent to the couch.

At some point during the night I was woken up by somebody rubbing my cock thru my shorts. I wasn’t overly shocked that my gf would sneak in to play around, we were very sexually active, horny people. When I started to get hard, she pulled it out of my shorts and started to suck me off. It was a nice wet passionate blowjob, and it didn’t take too long before she was swallowing every drop of my cum. She pulled my shorts back over my cock, gave it a little pat, and walked out of the room.

Next morning at breakfast, dad was cooking, little sister was at the table. My gf and her mom were still in bed. Dad asked me how I slept, and I told him good. When my gf walked into the room a couple minutes later he also asked her how she slept. She said great, she didn’t even wake up once during the night. I smiled at her and gave her a little look. She looked confused lol. Which made me confused. Little sis kinda laughed at something so I looked over her way and she was giving me the same knowing look that I had just given my gf. My eyes went wide when I realized what was going on. She just smiled.

—-> so whenever I’ve shared this story, people always ask me if the little sister was better or my girlfriend. And honestly it was a surprise blowjob in the middle of the night, so I don’t really even remember how good or bad it was lol. I just remember getting my dick sucked, and my load swallowed. But for the record, that girlfriend was average at best at sucking dick. She was very willing, and she did it often, and she got very into though, so it made her good!

Having a thick dick is usually a good thing, but when it came to anal sex, it didn’t ever work in my favor. Some of my gf’s over the years were willing to try anal, but most wouldn’t. I probably had my dick in 3-4 girls buttholes over the years, but I never got to actually fuck them and cum in their ass. Until this night!

This particular gf and I used to fuck constantly. Like 3-4 times a day. I never even asked to fuck her ass because she gave me so much pussy, I didn’t even care lol.

On this night she was on top, riding me good. We’d had some drinks and the sex was fucking not as usual. Her pussy was absolutely soaked. She’d cum a few times and my cock was bricked. Out of nowhere she reached down and grabbed my dick and repositioned herself to line my cock up with her asshole. And she plunged herself down on it. The whole thing all at once. Balls deep.

She’d been leaning forward and was kissing me, but once she had me in her ass, she sat up tall and was grabbing her tits while she rode me. It didn’t take long for me to feel my nut getting ready to blow. I started thrusting upwards into her and I was holding her hips to pull her down onto my thrusts. I exploded in her butthole. It was so fucking good.