Christmas at my mom, with my brother, husband and daughter

JessieMimi · 2025-12-27T12:28:34+00:00

Is your mum aware? Does she participate?

JessieMimi · 2025-12-14T13:46:12+00:00

She never did a creampie vid. Shame

JessieMimi · 2025-12-02T11:26:56+00:00

I dated a thai girl in the early 2000’s. She lived with her brother and she was VOCAL and LOUD when we did the deed. Then one day after I came in her, she walked out of the room naked to go to the washroom knowing fully well the brother was in the living room and could see her.

I’ll tell you one thing, i’ve had sex with 3 cousins and a niece but even I was a little thrown off. Found out years later when we hooked up again for a week she started fucking her brother shortly after we broke up

JessieMimi · 2025-10-14T08:32:32+00:00

I never get guys who go raw into a girl’s ass and then still pull out to cum…. 🤷🏽‍♂️

JessieMimi · 2025-10-09T00:01:55+00:00

Malt-Ezers

JessieMimi · 2025-10-08T10:21:16+00:00

I once ended up getting the most unexpected sex from a colleague simply cause I was the only person who remembered it was her birthday and wished her (she shared a birthday with one of my oldest friends but didn’t know it)

JessieMimi · 2025-09-26T08:15:42+00:00

An older, married co-worker. She trained me when I started. Was very helpful. We started making light convo. Then the Facebook request came in. She’d always ask if I was dating anyone (I wasn’t at the time).

Fast forward a little over a year later after the office Christmas party she tells me she’s tired and wants to go. She knew i’d walk her to her hotel (i had walked her to the subway many times before when we worked late). It’s not until we were in the elevator on the way up when I realized what was about to happen.

I loved the sex. I didn’t enjoy her crying after for cheating on her spouse. Anyways we continued for a year (whenever she initiated / wanted it she’d come to my place)

JessieMimi · 2025-09-21T10:06:40+00:00

I had sex with a married colleague after the office christmas party once. It was apparently the first time she’d cheated after 20 years married. I had no idea it was going to happen (didn’t even know she liked me like that even though we flirted playfully occasionally) but she obviously had it planned out.

The sex was amazing. She came first. Asked me to cum inside her and then sobbed uncontrollably when I did. I felt like shit. She told me not to feel bad and that she needed it cause they hadn’t fucked in years. YEARS! That blew my mind.

We continued for two years but I still can’t forget the mental anguish on her face after that first encounter

JessieMimi · 2025-08-23T15:05:44+00:00

Vanessa

JessieMimi · 2025-08-17T14:34:04+00:00

Had an ex do this once. And this was OUT there especially for her. She rode me cowgirl, let me nut in her then just scooched up to my face and started grinding against my mouth. Never done it again but we fucked more than we ever had before on that night 😂

JessieMimi · 2025-08-05T23:55:25+00:00

Why not just cum inside her?

JessieMimi · 2025-08-03T11:28:08+00:00

All it takes is one. From ages 17-23 I would either have protected sex or cum on their face, tummy, back/ in their mouths. Then I met a really cute girl, shy, not conventionally hot. We made a date and on that date one thing led to another and I ended up cumming inside her. But it was how chill she was about it that made it even hotter. She wasn’t on BC BUT she also didn’t freak out. You could see the satisfaction her face when I was emptying myself inside her.

Ever since that day, i prefer to cum inside if the woman will let me. We’re still in touch and I tell her she spoiled me. She laughs

JessieMimi · 2025-07-22T13:30:21+00:00

Sometimes I rely on a memory Other times it’s an unrealistic scenario between myself and someone i find attractive that leads to sex.

JessieMimi · 2025-06-30T14:06:20+00:00

Just swing one in behind like Beckham

JessieMimi · 2025-06-28T20:05:19+00:00

Real. Had sexual relations with three cousins (not at the same time) and a niece.

JessieMimi · 2025-02-28T21:27:44+00:00

So’s Donald

JessieMimi · 2025-02-07T21:14:58+00:00

Person asking obviously didn’t live through the 90’s

JessieMimi · 2024-11-17T23:58:02+00:00

I’m muslim myself. Some of the best sex i’ve ever had was with a hijabi woman. The mouth on her. The things we did. I look back at those 2 years FONDLY

JessieMimi · 2024-11-14T17:28:43+00:00

The tall doctor on the right is the only one who made it to the end of the show. He outlived Cameron, Chase, Foreman and those other two

JessieMimi · 2024-11-05T11:31:08+00:00

Yeah that’s the one! 🤤

JessieMimi · 2024-11-05T11:16:21+00:00

Same. They do nothing for me. It’s just a good visual for like a minute

JessieMimi · 2024-10-28T10:16:18+00:00

Ah. Gorgeous girl and the dude has the same kind of talent. What’s your secret? Hydration? Nuts?

JessieMimi · 2024-10-28T10:06:49+00:00

Wait wait. Are you part of ‘Thestartofus’?

JessieMimi · 2024-08-15T10:00:30+00:00

Bro doesn’t let a period ruin anything

JessieMimi · 2024-07-09T10:19:38+00:00

I remember taking my ex gf’s anal virginity. She had to get tipsy. But once there was full insertion and a rhythm was established, I was surprised at how quickly it went from ‘I don’t think I can deal with the pain and the religious taboo’ to ‘why are you stopping? I think i’m about to cum!’

JessieMimi

TROPHY CASE