All cuckold clips tagged with "jerk off encouragement"

33804 - Rejected Prejac Cuck

Rejection should be something you're very used to by now what with being a prejac loser but you have this silly notion of 'hope' and 'trying'. I guess you just like embarrassing yourself and the humiliation of your premature ejaculation.I'm not sure you'll make it to the end of this whole clip.Not while I tell you how I like to fuck real men, verbally humiliate you and sexually reject you and your premie peen. As if being a premmie wasn't bad enough, you're a total cuck loser too.Try suck it in and get to the end when I do actually give you permission to cum.

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33021 - Homework Cuck

In this POV style clip, you've come over to do My homework assignments for Me. You end up listening in on the sexy conversation I'm having with my girlfriend on the phone where I'm telling her about a very horny, erotic encounter I had with a guy.You get to hear all the juicy details before needing to go to the bathroom to jerk your cock off. While you're away I admit to My friend that I know exactly what you're up to and that I'm making you My homework cuck!Requested as a Custom, the name Rico is used in this clip. It is a playful tease with lots of playful prompts for you to jerk off cleverly intermingled throughout.

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32327 - Your Classic Cuck Symptoms Revealed

These traits you have, these three main symptoms that give it away that you're a classic cuck case just waiting to happen, are so apparent! And I'm going to tell you in (cock stroking detail) exactly what they are.Sure, the thought of a partner making you a cuckold might have crossed your mind but do YOU fully appreciate just how badly you want it? So much so that without even thinking about it, your behavior spells it out for you.I'm not going to divulge more than that here - you'll have to watch this clip and find out every juicy detail!

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