First time anal with Kelly [MF]

This is a long story, but I think it’s worth it!

Background on me:

Hi, all. My name is Kevin and I wanted to share some past sexual experiences of mine. Replaying them (and sometimes reenacting with my current partner) is a huge turn on.

All stories are almost 100% true. Some facts have been changed to hide any identification.

I’m mostly average – white male, 5’ 10”, 160 lbs., fit enough but I don’t try hard. Brown hair, full beard, and pale blue eyes. My cock is almost 7 inches long with a thick, wide head. Women always love that first insertion…

The woman in this story:

Kelly and I met when we were both in our mid 20’s. We met online (before Tinder/Bumble/whatever the kids use now!) and dated for almost a year.

She was short, about 5’ 2”, with fantastic curves. She wasn’t thin, but not exactly thick. Full D breasts with dark pink nipples and a plump ass. Kelly also had long dark hair that she loved to have pulled and sweet, light brown eyes. She also kept a fairly full bush but trimmed her bikini line. Perfect in my opinion.

[MF] Blowjob in the park

I’m K, male, 5′ 10″, above average body but not ripped. Brown hair, blue eyes, beard. At the time of this story I was 26. This story is from a few years ago.

Our other character is G. She was 24, around 5′ 5″, long brown hair, pale skin, curvy body, with some great breasts (around 34D).

We had met on Match. We clicked instantly, both very excited to go on our first date. When we met, we were immediately sexually attracted to one another. Dinner turned into a few margaritas and then we headed back to her car for heavy making out while I fingered her to multiple orgasms (she was VERY multi-orgasmic and got EXTREMELY wet) while she jerked me off.

But that was just the start! This story is a few days later.

After many days and late nights of text messages about how we couldn’t wait to get our hands on the other, we finally decided on our next date.

We met at a popular sushi restaurant near us. We met there. It was early summer so she was wearing a short sun dress showing lots of cleavage. I was in khakis and a polo. N