His Fiance Has Fun
 

27 year-old blindfolded fiance with a 46 year-old guy on the couch while her husband-to-be records

With an Older Guy
 

20-something couple meets-up with an older guy they met online.

Carrie N
 

Young school bus driver with her older black supervisor

His Son's Roommate's Girlfriend
 

NOTE: Derogatory Language Used

This guy was staying in the spare room at his son's place for a few months. At first he thought it was his imagination, but his son's roommate's girlfriend always seemed to hang-out there when no one else was home. Then it was an "oops" boob flash here and there, dropping a towel "accidentally" after a shower, brushing up against him in the kitchen, etc. She is 25 years younger than he is but he was more than happy to take her in her boyfriend's bed. Recorded on security cameras.

Surprisingly Painful
 

NOTE: drug theme

19 year-old Julie trades herself to an older guy in exchange for some of his meds. His penis was tiny so she agreed to let him into her backside but it was still so painful she cried a little.

Gus from the Hardware Store
 

Whenever they went into the hardware store Gus was sneaking peeks at Julie's behind. She liked the attention and invited him over for "dinner."

Lucky Chance Encounter
 

47 year-old Frank just by chance met a young guy and his girlfriend on vacation and they really hit it off. On the last day there he found out she was into older guys when they went back to his suite. The beautiful blonde 20-year old girlfriend rode him without a condom and finished him off with her mouth while her boyfriend just watched.

Fixated on Erica
 

Dan is a middle-aged guy who spends most of his evenings alone watching TV. He rented a room in his house to a young couple in their early 20's for some extra cash. Erica, the wife, was very hot and admittedly he hoped to catch a few glimpses of her in the shower, etc. Very quickly, however, he figured out that whenever her husband was out of town Erica was quick to have male "company". Most of the guys were black, which really excited him. Dan began trying to catch peeks of them together whenever he could. Once he was even brave enough to open her door a crack to get a little video.

Eventually he made his own move on Erica and easily talked her into bed. And he obsessively questioned her about the black friends before filling the 21 year-old with his semen.

After Cheer Practice
 

34 year-old equipment manager invites a college freshman over to his place to game after practice but it's not long before her cheer uniform is crumpled on the floor.

In the Back Room at Work
 

Converted from HI-8 tape:

20 year-old college student picked-up some extra sexual experience thanks to her older manager while working at a now-defunct shoe store chain.