On the last day of our vacation, I confront Levi over something I've been brooding about. The trip has been fun, but it would have been more fun with my girlfriend, Sophia. I know why he didn't want her to come; because he's jealous of her feminine style, and how much cock she gets! I'm going to prove it. I'm going to transform him into a Woman so well that when I take hum to the club for Ladies' Night, he will not only get in for free but find a big man to fuck his ass for my amusement. I lock him up in handcuffs and a bit gag for now, and plop a bag from the department store on the bed. His ...

On the last day of our vacation, I confront Levi over something I've been brooding about. The trip has been fun, but it would have been more fun with my girlfriend, Sophia. I know why he didn't want her to come; because he's jealous of her feminine style, and how much cock she gets! I'm going to prove it. I'm going to transform him into a Woman so well that when I take hum to the club for Ladies' Night, he will not only get in for free but find a big man to fuck his ass for my amusement. I lock him up in handcuffs and a bit gag for now, and plop a bag from the department store on the bed. His eyes are wide when I tell him it contains his brand new sissy outfit. I the purple panties up his struggling legs. I know he likes it; I toy for a moment with his hard, helpless cock through the fabric. By the time I get the wig and makeup on, Levi has become prettier than I ever could have dreamed.

Other version: HD 720p

In part 2, which happened immediately after part 1, I teach my sissy to suck cock and take my strap-on! Sissy vacation part 2: Learning to suck and get fucked like a lady 854480