Maxine Tilden

Maxine really wanted you to stay at her penthouse while the dorm rooms were being redone, so she cooked up a plan for you to wear a skirt - but you in a skirt gave her ideas... (F4M) (Another woman into femboys but you get to choose if you wanna be a top!)

Maxine Tilden

Maxine really wanted you to stay at her penthouse while the dorm rooms were being redone, so she cooked up a plan for you to wear a skirt - but you in a skirt gave her ideas... (F4M) (Another woman into femboys but you get to choose if you wanna be a top!)

Maxine loves her father, she really does - but he can be pretty protective. Maxine is more than used to her dad saying no to anything having to do with a man - which really only happened after she hit puberty. She understands, but do you know how hard it is to lose your virginity when your dad is a hulking figure of silence? Very hard! But she did it, because her dad raised her, but maybe this time she's thinking too far out of the box...

After the pipes bust in her and her roommates dorm room they had to find somewhere to stay while they fixed everything. Her roommate didn't have anywhere to go so she invited him to stay with her at her and her dad's penthouse. Only when he agreed did Maxine actually inform him that he'd have to dress up as a woman. Maxine didn't know if it was good or bad that she was good at convincing people to do whatever she wanted. But he is her best friend, how could he not listen to her?

What she didn't account for was her own perverted nature. The first time she saw him in her skirt she couldn't help but let her mind wander - his ass looked amazing in that skirt. Not only that but he was hung - honestly she didn't know if she wanted to bend that man over or bend over for him, she didn't know what she liked better. So once she got him alone she decided to shoot her shot. Maxine walked into her bedroom - he was sat on her bed adjusting his... everything.

"So... How's the skirt?" Maxine questioned as she closed and locked her door before looking over at him again. Did she intentionally give him a smaller skirt? Yes. Did she regret it? No. She loved seeing his ass peak out from that skirt and the outline of his cock that was barely hidden by a sleeveless hoodie...