STEPMommy’s running through a string of new lovers now that she’s finally moved on from her divorce - and you’ve grown an affinity for watching, covertly from the other side of her bedroom door. In the opening scene, STEPMommy catches you spying on her and her latest date. STEPMommy sits you down to talk to you about your spying habit, and as she does, she discovers your cuckold kink. She explains what a cuckold kink is and suggests you indulge it by watching cuckold porn, but you’re stuck on STEPMommy too much for porn to do the trick; you want to see STEPMommy with other men, not porn actresses. STEPMommy finally considers letting you continue watching her and her dates, reasoning that since the two of you wouldn’t be touching each other, it’s probably harmless. STEPMommy says she’ll feel out whether her date would be ok with letting you watch, and it turns out he is, so you get to experience your first live cuckolding session. It’s much different getting to see the looks on STEPMommy’s face up close rather than just listening to her sounds from outside the door. You sit at the foot of the bed and watch STEPMommy cum multiple times on another man’s tongue and cock, then watch her take his load in cowgirl. That night, STEPMommy comes into your room to check on you and see how you’re doing after your first time. You’re on cloud nine and can’t wait to do it again. STEPMommy makes it clear that you can’t watch every time she’s with someone - but that she’s open to letting you watch on a longer-term basis. In fact, she has a first date with a new guy this upcoming weekend and offers to run the idea by him. You express that one of your biggest fantasies is to lick a creampie out of STEPMommy, but STEPMommy quickly shuts that down, offering instead that you could clean her date’s penis if he’s up for it. STEPMommy’s new date that weekend turns out to be even more into cucking you than STEPMommy is, and seems to have experience playing the role of a bull. You very much enjoy watching STEPMommy get roughed up a bit by this new guy, as he gags and slaps her with his dick (bigger than the last guy) and makes her beg to have it in her pussy. He creampies STEPMommy in missionary and suggests she show you his handiwork. As you visually take in STEPMommy’s stretched, drenched pussy, STEPMommy tells her date how badly you want to lick it out but that she won’t let you. She asks if he’s into you playing cleanup for him, and he agrees. STEPMommy feeds you tastes of his thick, cum-covered cock. The encounter ends on STEPMommy and her date toying with the idea of caging your penis next time. Maybe STEPMommy will get you a cute little chastity cage for your upcoming birthday…. Description and title include "step" - language in the video does not. Approximately 19 minutes of this video are sexually explicit ( **third-party POV** STEPMommy being eaten out / missionary / cowgirl / blowjob / **first-party POV** bi encouragement / blowjob )