Oct182021
Glasses
Kitty Caulfield, a counselor, is available to help Jack improve his academic standing after his girlfriend broke up and forced him to move back in with his parents.
- MILF
- Big ass
- Red Head
- Stockings / Lingerie
- Glasses
Oct182021
Glasses
Jack, Professor Worthy's teaching assistant, is rushing to his fraternity rush and cannot help her. She offers him a piece of ass if he stays and works hard. Jack is unsure if he will stay and give it to her.
- MILF
- Big ass
- Blonde
- Stockings / Lingerie
- Glasses
Oct182021
Glasses
Professor Druuna's lecture is tense, but sparks are ignited by her student's summer affair, despite the improper nature of fucking her.
- Anal
- Stockings / Lingerie
- Glasses
- Small tits
- Brunette
Oct182021
Threesome MMF
Jack plans to bring a friend to his next meeting with Counselor Kitty Caulfield, as he enjoyed their time together and wants to spend quality time alone.
- MILF
- Petite
- Big ass
- Red Head
- Threesome
Oct182021
Glasses
Jack faces punishment from Ms. Carolyn Reese and Ms. Lexi Lamour after being discovered in the women's locker room, leading to an oral exam for Samantha Ryan.
- MILF
- Petite
- Small tits
- Tattoo
- Blonde
Sep162014
Glasses
Professor Mayne, a dedicated teacher, provides Jack with her large, delicious breasts to suck on, demonstrating her commitment to assisting her students. If Jack is not inspired, he must pledge to step up and achieve an A, demonstrating her dedication to her students.
- Tattoo
- Blonde
- Glasses
- High heels
- Big ass
Sep102013
Glasses
Jack, Professor Worthy's teaching assistant, is rushing to his fraternity rush. If she offers him a piece of ass for his hard work, Jack will stay.
- MILF
- Cum swallowing
- Cum in mouth
- Deep Throat
- Blonde