Sex with a sibling's friend.

[BigBen]

Fucked a few of my older sisters friends. im 43 shes 59. Some she was cool with, some she MAJORLY bitched me out about cuz they were married co-workers. lol especially the time she had a bbq and walked in on me fucking one. But on the flip side shes also hooked me up and brought girls to me

I had no siblings...but once upon a time when I was far younger....two paternal side aunts by marriage to my fathers brothers, and their husbands had their own extremely huge "horse cocks"...the two aunts did play a role in my meeting some far older MILFs who were friends of theirs.
The would give me slips of paper, with a name and address and directions and a time. An example might be "Mrs. Adams, 111 Maple St. Go left for a block, turn right at corner, go two blocks to Maple, go left of Maple to end of the street. Last house on the left, go down alley and knock on the back door. Wednesday Noon."

It was not an every day thing to get those notes...not that often, but it did happen, over the years, maybe a dozen and a half or more times? All new women...after we got introduced...the women would work it out with me to the next time they would want to see me.

The thing was...it was always come down the alley and knock on the back door. And always "Mrs." someone or other last name. The women would often ask me to call them by their first name, but not always.

And...a lot of those women, set it up for me to meet another friend of theirs. Many 3sums were because of those meetings set up to meet their friends and friends of friends.

 

[Evenflow618]

fucked my sister top friend from high school. Big mistake that ended their friendship, but her friend was a freak. She had a shallow pussy but very wide. A big time squirter after 5 minutes of consistent pounding. She still messages me to meet up.

 

[Marlin1]

Fuck one of my sister friends at my sister 18th at our house.
I was inbed when the door open up and in she walked. Said she always wanted me.
What was I to do.
My sis walked in looking for her while we were 69ing whith her on top and me licking her ass and pussy.
My sis opened the door with " have you seen Jo......... never mind"
I dated Jo for a little while after that.
She used to love giving head and was good at it. Swallowed like a champ. She said to me that she preferred to swallow because she didn't want cum on her face. I didn't mind either way.

 

[jny8]

my older brothers best friend took my gay virginity. no regrets.

 

[Oldcowboy]

fucked my sister top friend from high school. Big mistake that ended their friendship, but her friend was a freak. She had a shallow pussy but very wide. A big time squirter after 5 minutes of consistent pounding. She still messages me to meet up.

Oh, Man! Once you get past the used part---- and the older and more experienced they are ----- without ever being really full--- the hotter they are! Convulsing, bucking, clawing, cussing screaming---- I had one 115 lb blonde literally buck me off---- I squirted in mid air. And almost broke my dick, the first few times.

The second time, I was ready--I thought---- very well braced , determined to ride her out --- she got to rapid fire fucking, hard long pumps, dick came out a couple of times and she'd keep going. Remounting was like hopping a moving freight train-----she settled down enough to find " almost out stroke" bucked on the up, slammed pelvis's, cock head felt like it was molten pussy when it hit bottom---- and she'd gasp and short stroke a couple --- she was on bottom---- only way I could stay mostly plugged in, she was slightly slid down, would clench and cycle down and kinda drag cock around corner, sawing on clit.

Told me she hadn't come in years, a mind blowing fuck, I'd have to stay away for a couple days, charge batteries and heal cock.

 

[SamMann75]

Had a friend who fucked my sister in high school... he still fucks her from time to time

 

[ss7979]

Fucked a few of my older sister's friends when they were college age. I'm from a small town so I knew them from around. But on two occassions they came to see my sister and ended up in my room.

 

[deleted15723841]

I fucked my brother's girlfriend when I was in my late teens, she was mid twenties, it was fun, we both loved it. He never found out.

 

[MilfBanger78]

Been talking to another one of my sisters friends......working on it lol

 

[deleted13629751]

my older brothers best friend took my gay virginity. no regrets.

that's so hot!

 

[Luvnature]

Lost my virginity to one of my oldest sisters friends. She was quite hot imo and I look back with fond memories.

 

[sissyjanine]

Not a sibling, but I did have sex with the little sister of a high school buddy. Sadly it wasn't when we were in high school but much later. My buddy has no idea I fucked his sister. I heard from her that he has been trying to see her tits for years (38G)....he'd be so jealous that I banged her...