So I’m a bit older now (mid 30’s) and I’ve settled down but I have some great stories sexy stories from my younger years.

Story 1:
In my mid twenties I worked for a carpet cleaning company and would clean local homeowners carpets. You would see wild stuff every day from drugs to sex toys, you name it. One day I got to this ladies house and she lived in a pretty nice home. She was a latina but spoke perfect English. The whole time I’m cleaning she keeps coming in and talking to me about random stuff (like her husband isn’t home, she doesn’t work, she’s lonely) By this point I’m starting to get the hint but don’t act on anything bc if I did and she wasn’t interested I’d probably get fired. So I make my way up to the bedroom and I kid you not. There’s a dildo and a vibrator right on the nightstand. She comes in as soon as I get there and pulls the whole "oh this is so embarrassing act". But then she starts asking me if I have a girlfriend and if I liked seeing her toys. Now without a shadow of doubt I know what she wants. Things escalated pretty quickly from there and we start making out. This lady is in her 40’s but has a great body and huge tits. At one point I have her laying on the bed and using her dildo on her while sucking her nipples. When I go to make my entrance she stops me and wants to go to the bathroom floor for some reason. No idea why… so She gets on all fours on the bathroom floor and I get behind her, ready to go. She stops me again and says "not in the pussy". I’ve never been more turned on. I’m like "you want it in your ass then?" and she said please and asked me to get her lube in her bedside table. And when I finally got to work she moaned like crazy. I started off slow but by the end, her asshole was wrecked. I don’t have some giant dong but it’s a pretty good size and I was basically going as fast and deep as I could go.At one point my knee slipped a little on the floor and I realized it was a puddle of her cum. I don’t know if she was squirting or what. But I finished inside her and got up and washed my dick off. She laid there for a while out of breath. I kept asking her if she was ok and she said it was just amazing. After that I finished the house and she stayed in the bathroom for a while and then came out towards the end in a robe. She basically told me again that she’s lonely and her and her husband stopped having sex a long time ago and he actually scheduled the carpet cleaning but she couldn’t help herself. I never talked to her again and moved on to a better job shortly after.

Story 2:
I lived in an apartment at the time and and met a neighbor girl while walking my dog. One night she came over for drinking games with me and my buddy. We got pretty wasted and at like 3 in the morning she asked if I would walk her home. I did and she asked me to come into her apt when we got there. As soon as I got in she lunged at me and started making out with me. I’m just thinking "hell yea, gonna get some tonight" but as soon as I got to take her shirt off she stops me and says she doesn’t want to do anything else. So whatever. We make out for a bit more and I leave. About a month later she comes over for drinks again and this time it’s just me and her. We get wasted and this time she is DTF. We go into my bedroom and just jump straight into the action. No foreplay just straight to sex. I’m whiskey dicked but about an hour into it I feel like I’m about to cum so I pull out and go to finger her. She stops me and says she’s a squirter. I’m like "ok great" and she’s like "no, I squirt evertime I’m fingered" but I’m wasted and I’m like that’s ok! Turns out she was not lying. Almost the second I start fingering her she starts squirting like crazy. I’m amazed bc I’ve seen in in porn but not actually seen it in real life. She squirt so much my bed was soaked down to the mattress. It was incredible at the time but sucked after she left. I had to sleep on the couch and then get new bedding the next day. Still to this day I have no idea why fingering made her squirt but not my dick.

Story 3:
I went down to Mexico for a guys trip. We basically went down to get drunk and party. One night we went to a club and we were hammered. I stepped out of the club to get some air and smoke a cig and I see this shop across the street. It was probably around one in the morning and there were two very hot ladies in the lobby but I had no idea what the place was. I’m drunk so I walked over and go in. They start speaking Spanish and I have no idea what they are saying. But then they lead me back to this room. This smoking hot milf comes in and she had a line of girls behind. And I’m like ohhhhhhh that’s what this is. The milf is like "you pay" over and over again. So I hand her a hundred and she points to the girls. I picked one girl out that had a great ass and I’m like ok now what. They don’t leave and she keeps pointing to the girls. So I picked another girl. And then they all walked out. These girls take off their clothes and rubbing up against me. I’m turned on and put on a condom and fuck them like crazy. I’d fuck one while fingering the other or have them lay on top of each other and go from pussy to pussy. At one point I looked back and the milf had our door opened and was watching us along with some of the other girls. I’m smashed so I didn’t care at all. I’m guessing there was a time limit bc eventually the milf came back in and the girls grabbed their clothes and left and I put my clothes back on and went back to the club. Never did get off.. Damn whiskey dick