Random Vintage and B&W Captions

My second wife told me that her ******** wanted to learn how to please men.

I had no idea that she planned on teaching her using me! Delete attachment #1

After loosing to that guy at pool, he fucked my wife over the urinal in the men's room.

I agreed to play another game. Delete attachment #1

When one of us boys at the orphanage reached manhood, sister Rose would teach us what we needed to know when we married.

Sister Rose would teach us Delete attachment #1

My neighbors wife would tease the other men at her husband's cookouts. She was such a slut.

All the guys in the neighborhood had fucked her at least once. Delete attachment #1

My wife used to ***** in the nude and I started taking pictures of her a few months after we were married. I would give my closest friends reprints but .....

I never guessed they would be fucking her behind my back. Delete attachment #1

Outstanding...........thanks!

Your art never fails to get a rise. You are the best. Go do what you do.
Cuda

Thanks for the encouragement!

"Back in the 50's, my sister and our cousin, Nancy, used to let me and my friends screw them. This shot was taken by a friend who had his own darkroom.

He was waiting for me to finish with my sister. Delete attachment #1

My uncle Larry would come up to my room when I got home from school. He would setup his camera on a tripod and take time delayed pictures of me getting fucked by him. He used to show the prints to his buddies.

Sometimes, he would bring one of them with him. Delete attachment #1

It all started when my sister first agreed to let me take naked pictures of her for $10. Soon after that, she was letting me jack off on her face and tits for $20.

She turned into the biggest slut of JFK High. Delete attachment #1

****** Murphy told sister Teresa that she would be responsible for releasing the evil that resides in young men's bodies. He said only the most devout women of the church were chosen for this solemn task.

Sister Teresa would swallow the evil without loosing a drop. Delete attachment #1

When I told my aunt Gina that I would tell uncle Carl about how I caught her and the guy next door fucking in his bed, she tried to pay me off. I said the only way to keep me quiet was to let me fuck her whenever I wanted.

She agreed. Delete attachment #1

My ****** got home from church early and caught me jacking off into a pair of her used panties. She made me give them to her and then freaked me out by getting on her knees and stroking my hardon for me!

I unloaded all over her face! Delete attachment #1

Mom used to let me and my brother watch as she trimmed her pussy, right before she gave us haircuts with those very same clippers.

You boys are next! Delete attachment #1

Our mom was known as the "whore of the trailer park". there were many days my sister and I would come home from school and find her fucking some guy on the sofa.

Hi kids! Already home from school? Delete attachment #1

All of us boys used to love going over to Tommy's house after school. His mom wore the trashiest clothes. Sometimes I thought she let her tits fall out of her top on purpose.

She knew we all had hardons. Delete attachment #1

captainjack
5. Sexiest pussy on the net! Thanks
D

Post16

I had an aunt like that when I was in my teens - eventually the inevitable happened.

I never really thought of my mom as a slut, but when I told her that none of my friends had ever seen a real woman naked, she told me she could "fix that". She posed for all seven of us.

She even let us feel her tits and pussy. Delete attachment #1

captainjack
19. Beautiful! Thanks
D

My mom used to ***** in the nude and I would often sneak into her room to watch her. One morning I got the nerve to take this picture of her with my Instamatic camera. I freaked out when it came back in the prints from the local photo shop.

I spent many hours jacking off over that picture. Delete attachment #1

Thanks for the encouragement, bobbye!

#21 is amazing!

I found this picture of my mom and finally got the nerve to show it to her, I asked why dad wasn't wearing his wedding ring. She told me that wasn't my dad, she said he was the one taking the pictures. She said my uncle Bob used to fuck her a lot.

Maybe he was my dad. Delete attachment #1

My friend, Daniel, showed me a picture that he found in his dad's dresser drawer. He said that he jacks off with it all the time. I immediately recognized that homemade tattoo on the girls arm, my mom still has that tattoo! I realized Daniel's dad used to fuck my mom.

Now Daniel was jacking off to a picture of her sucking his dad's cock! Delete attachment #1

Great. Looking forward to some more.

My mom was different than all of my friend's moms. She understood that young men needed an outlet for their new sexual desires. She would get naked and spread her legs for us.

We would all stand around her and jack off. Delete attachment #1

Like the mom ones. Great work!

captainjack
5still so beautiful and looks delicious
D

Some great thoughts here!