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duration 18:34
Revealing Your GFs Sissy Chastity Demands video from MissFreudianSlit
Revealing Your GFs Sissy Chastity Demands by MissFreudianSlit Part two in a series of customs, it's time to move forward with your girlfriends demands. She told me she's been enjoying you becoming her sissy cuckold, but you're touching your little clitty a little too much.... are you focused on her needs during sex? Are you anticipating her wants and desires and her need for water and more lube while she's getting fucked?  It's time to introduce chastity into the mix! I brought you more underwear- two cute little pairs of panties for your sissy training. And now to introduce you to your next step - wearing a cage on that little thing. First, I show you a very large cage... you can't fit that even at full capacity so this definitely isn't the right cage for you. The next cage is a small cage, perfect for tiny dicks to get a little bit hard in, but it's very snug. The last cage is your future - small, almost flat. Don't worry, I'm teaching your girlfriend how to ease you into it.... it's up to her how long you wear the cage for or how often you're allowed to cum! Before I lock you up after breaking the news to you, I think we should let you cum one last time before I send you back to your girlfriend. Start associating this feeling of restriction and denial, because it's all part of training your brain to enjoy being caged. Fetishize this feeling. Give in to the fear and excitement. Cum for me, after I count you down. Then, I'm going to put this cage on your little dicklet and call your girlfriend to come pick you up and take you back home. Are you ready to be her little caged sissy cuck?
duration 10:00
Humiliating Sister SPH and Self Facial video from Jayne Melons
Humiliating Sister SPH and Self Facial by Jayne Melons You're minding your business and having a wank in your room, with the door open... Your sister bursts in and starts talking to you, calling you a loser and a nerd like usual, not realising what's going on right in front of her just under the covers. She starts to realise and calls you names and teases you for being a dirty pervert, wanking with the door open just begging to be caught. She realises it was on purpose, you wanted her to find you, and humiliate. She's always such a bitch and roasts you at any chance she can get for being a loser so you take a risk and hope she catches you. She laughs at you and tells you to touch your cock like a pervert getting off on something so sick. The more she laughs at you, the hotter you find it. She finally decides its time to show her what you've got under the covers. She can tell you're embarrassed, and makes it hard for you, humiliating and baby talking you all the while. You show her and she laughs...what a silly little clitty. To top it all off, she gets a tape measure and tells you she has a thing for measuring all the men she's with. They've all been happy to as they've been far above average, but you, well let's see. How humiliating for your own sister to measure your little dick and laugh at you for it. She tells you about bdsm relationships, where dominant women have boys like you to toy with. Submissive men, tiny losers, perverts who get off on being used and humiliated. You're desperate to be used like that, but try not to show it. She tells you she wants to see you wank your little pee-pee, she doesn't believe it actually can. At first you want to, then you realise she has something else in store. You have to cum on your face. She laughs at you for being a cum covered slutty pervert. Just like you always dreamed of.
duration 20:42
Arrested By The Teeny Willy Patrol video from Ivy Rain
duration 15:07
Showing Mom Your Tiny Cock video from Fiona Dagger
Showing Mom Your Tiny Cock by Fiona Dagger (This video is a bit cheaper because it's shot on my phone rather than my filming camera!) You tell your mother that you're worried that your penis might be on the small side, and she says she expects that's not true at all, as your father had a lovely big cock! You reluctantly drop your trousers and your mom is stunned to see that your cock is in fact very tiny! She doesn't mince her words, saying that she needs to be honest with you and let you know that yes, it is embarrassingly small. She laments how this could have happened, talking more about how your father's cock was so huge and she doesn't understand how you can be so small! She says you're never going to get a girlfriend like this, and says that you shouldn't even try dating, because it will just lead to you being rejected! She feels like you're not understanding just how small you are, so she gets out a dildo from her nightstand and shows it to you, comparing where you measure up to on the shaft and explaining that this is a relatively small dildo and is the minimum length a lady would need to be satisfied, so you're simply nowhere near big enough! She drives the point home by demonstrating how it looks going inside her and how deep it slides inside her pussy, while she tells you to jack your cock so she can see if getting hard helps it get much bigger! As she uses the dildo on herself she makes you keep stroking, even though she says it seems useless as it's clearly not getting any bigger! She talks about how nobody would even be able to suck your cock, and shows you what that looks like on the dildo, then she resumes fucking herself whilst reminiscing about how good your father's cock was! She makes herself cum while you keep watching and stroking, then says she's disappointed as she was hoping that would inspire you to grow a bit bigger, but you're still so tiny! She says she wants to at least see how big a load of cum you make, so she makes you keep jacking it until you dribble your load out in front of her while she looks disappointed, then she tells you that she's going to put you on a special high protein diet from now on, and will be ordering some penis pumps that she'll use on you every day from now on, to try and grow you to a more respectable size! TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, dildo, masturbation, joi, jerk off encouragement, sph, small penis humiliation, taboo, mom son, mommy son, mommy roleplay, mean, humiliation, dildo fucking
duration 4:49
Spy On Your Cheating Girlfriend video from Katherine Pine
Spy On Your Cheating Girlfriend by Katherine Pine You took a short day at work. You wanted to come home early to surprise your girlfriend with a lovely date. You sneak into your house and you are ready to greet her when you notice from behind the door she is on the phone with someone. You decide to eavesdrop, and you hear her talking to a secret lover about you! She talks about how his cock is much bigger than yours, she says she is only with you because it is convenient. She says you are nothing compared to this other man. At first you are sad but then you realize.. Your cock is hard from this. She still hasn’t noticed you so you decide to play with yourself a bit. She keeps talking to her new alpha male lover about the sex they have together. She gets swept up into talking to him, and she pulls her tits out of her dress and plays with her pussy. Your girlfriend has an orgasm while on the phone with this other man, and you cum too. She gets off the phone and realizes you were there the whole time and you have cum on yourself and she laughs at you. TLDR: Catch your gf cheating with some SPH. This video was originally created as a custom video. I love making customs, I would be happy to bring your particular fantasy to life. Please feel free to contact me so I can create a special video for you! TAGS for this video: brunette, curvy, big tits, big ass, bouncing tits, bouncing ass, bouncing boobs, big boobs, huge tits, giant tits, body piercings, piercings, pussy, dirty talk, dirty talking, cute talk, Katherine Pine, katherine pine, kat pine, katherinepine19, katherineepine, body piercings, gothic, slutty, slut, whore, titty play, tits, ass, cuck, cuckolding, cucking, cheating, cheaters, cheating wife, cheating girlfriend, GFE domination, domme, fem domme, humiliation, small penis humiliation, SPH, embarrassing, embarrassment
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