Author: chr0y-209

Date #2 – Breaking in her truck [MF]

First date story is in my post history, and now the real fun begins.

Since our first date, Anne and I had been texting constantly. Just about every night, those texts turned into sexting, sharing videos and pics, and she wasn’t shy at all. I loved seeing her using her toys to get herself off, and loved showing myself off to her. Turns out we both really enjoyed the exhibition side of things.

We met at one of those dog parks that had a couple bars and restaurants around it. She showed up wearing a tight shirt and very tight jeans. I’ll skip all the safe stuff, that’s not why you’re here, but long story short, we spend about 4 hours bouncing around the restaurant etc to the point where there are only about 5 or 6 cars left in the parking lot.

Before we head to the parking lot, she leans over and whispers in my ear, she wants to swallow me, doesn’t care how we get there, but that’s how she wants it to end. She also had just got a new truck and wants to break it in…We head to the parking lot and climb into her. Back seat. Read more »

I slept with one of [M]y sister’s bridesmaids (repost)

This is a repost cause I had deleted it before accidentally.

Not the most scandalous stories but worth sharing. My sister got married on a gorgeous ranch; perfect scenery, perfect weather, etc.. All family and wedding party were staying in cabins around the place, so we were around each other quite a bit. My sister had several attractive bridesmaids, but I’d always considered them to be off limits.

I was just out of a long, long distance relationship, so I was very much looking forward to letting loose. The only problem was having so much family around.

The weekend started uneventfully, normal wedding activities. After the ceremony, the booze and dancing really started. I’d known one of the bridesmaids, let’s call her Kait, for several years as we went to college together and she ended up rooming with my sister afterwards. She’s always been cute but like I said, off limits. Everyone was drinking, dancing, having a great time until the buses packed up and left. That left just the core group of people there, some of which wanted to go to bed, some wanted to continue the party. I was certainly in the latter. Read more »

[M]y first and only dating app success

I met a girl on a dating app, we will call her Anne, and immediately started connecting. She was very passionate in her messages and full of energy, 100% my type. We decided to meet in a couple days on a Wednesday for drinks and see where it went. I haven’t had a ton of success on dating apps; for a little bit of background, I have always been told I’m attractive by friends and dates; I stay very fit as it’s important to me and keeps me sane. I only say that to emphasize my streak on the apps is less than stellar.

Anyways, we meet for drinks and she’s gorgeous, dark hair, big green eyes, fitness is clearly a priority for her. It was very easy going to talk, mostly because we’d chatted so much already. We had a couple of drinks and then headed to a different bar where you can play all sorts of bar games, break the touch barrier, etc.. The touch barrier lasted about 5 minutes at this place before we started kissing a bit, nothing too intense, just intermittent affection. Read more »

Trivia night led to so[M]e of the best sex I’ve ever had

I had so much fun writing the last story, and got so many great messages from you, I figured I should keep the stories going. I prefaced my last story with the fact I’m not the most promiscuous person, but I do have some stories. I’d like to think these are the stories when I’m alone (such as quarantine) and my mind starts to wander, these are the stories I think about.

I am going to skip over a lot of the backstory because, let’s be serious, that’s not what you’re here for. Long story short, we met at trivia night, had a couple awkward dates for drinks, made out innocently enough, then met for happy hour a couple weeks later and this happened: Read more »

I [M] slept with one of my sister’s bridesmaids that she’d planned out of spite. And got caught

Not the most scandalous stories but worth sharing. My sister got married on a gorgeous ranch; perfect scenery, perfect weather, etc.. All family and wedding party were staying in cabins around the place, so we were around each other quite a bit. My sister had several attractive bridesmaids, but I’d always considered them to be off limits.

I was just out of a long, long distance relationship, so I was very much looking forward to letting loose. The only problem was having so much family around.

The weekend started uneventfully, normal wedding activities. After the ceremony, the booze and dancing really started. I’d known one of the bridesmaids, let’s call her Kait, for several years as we went to college together and she ended up rooming with my sister afterwards. She’s always been cute but like I said, off limits. Everyone was drinking, dancing, having a great time until the buses packed up and left. That left just the core group of people there, some of which wanted to go to bed, some wanted to continue the party. I was certainly in the latter. Read more »