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duration 11:27
Tinder Date Transforms You Into A Sissy video from InfinityWhore
Tinder Date Transforms You Into A Sissy by InfinityWhore [This was a custom request] You've just got back from a successful Tinder date, at least, she invited you back to her place so you assume it went well. However, when you get there you quickly realize that something is wrong. She immediately tells you that it's not going to work out between you because she's after a real alpha man. She noticed your stuttering when you spoke to her and your sweaty palms while trying to eat and quickly realized that she intimidated you. You're not a real man - you're a beta male who doesn't deserve pussy. She humiliates you for thinking that you had a chance with a woman like her. While you try to process this information, she's already pulled out some pink frilly underwear and encourages you to put it on. You have always known your place deep down... but you're hesitant. So she teases you with the chance of seeing her tits. Put the bra on and you might be allowed a peak. You're such a simp and she is so hot so you slip out of your male clothes and into the pretty frilly bra. She laughs at you - you look ridiculous - but she keeps up her end of the deal and shows off her perfect tits. You could never have a chance with her. She even suggests that she might invite a real man over to fuck her while you're on clean-up duty. She teases you again with her pussy and you are so hard. She notices your hard cock and tells you that it would look better clad in matching frilly panties. She throws them at you with an evil smirk and sits back to tell you what a pretty girl you are becoming. You truly feel like the beta male you are now as you watch her show off her pussy and tell you that only real men get to see how perfect and wet it feels. You could never get her wet looking as pathetic as you do right now. One final touch... some pink sheer holds up to finalize the look. All sissied up - you watch the Goddess before you bend over and tease you with her holes. She reminds you again and again of your place until you truly realize how pathetic and beta you are. You were meant to be her sissy pet. She wants to collar and own you while you clean up after her and real men. She slips a buttplug into her arse but then quickly removes it and spins around to make you clean her arse off the glass toy with your mouth. You savor the small taste of her but she wants to stick the plug somewhere else. If you're to be a true sissy bitch, you must learn to take cock in your virgin hole and to cum without touching your pathetic cock. She encourages you through the process of the plug sliding into you for the first time. You're so tight but it feels good to be filled... especially knowing it's been inside a Goddesses arsehole too. She instructs you to very gently stroke your cock while the plug is in your arse - but to remember that over time she will train you to never touch that pathetic little worm again. Anal only for sissy bitches! As you near orgasm, she pushes the glass plug into your arse with her fingers and tells you to imagine it's another man fucking you because you have clearly never deserved pussy and will never get pussy ever again. You're her little sissy pet now.
duration 25:49
Creampie Your GFs Step Mom video from Slutty-Spice
Creampie Your GFs Step Mom by Slutty-Spice You arrive at your GFs house to pick her up for your date, but of course she isn't ready yet. Her step-mom is there and tells you to just come in and sit with her in the living room while you wait. The two of you start casually chatting about the plan for the night, how things are going with her daughter, etc. She then asks if you would mind giving your opinion about an outfit she has planned as a surprise for her husband. You agree and she goes to change into the outfit. When she comes back you are shocked to see that her shirt is completely see through and she's not wearing a bra! You don't even know what to say and she can tell something is up so she keeps asking you what's wrong and assumes that you just don't like the outfit. You finally admit to her that you can see her nipples through the shirt and she is mortified. She immediately covers herself up and apologizes profusely and says shes going to go change right away. You tell her its ok and not to worry about it, but she insists. As she's getting up to go change she notices you have a huge boner! She exclaims that you better go take care of that in the bathroom before her daughter comes down and notices it. But you suggest that maybe she can help you take care of it, because her daughter is kind of prude and won't do anything sexual. She finally agrees to just give you a quick handjob since its her fault that you are all flustered in the first place. As she's jerking you off she's very nervous that her daughter could come downstairs at any second. She offers to suck your cock to speed things up a little and of course you say yes. After a couple minutes of BJ she suggests that the 2 of you can just have sex really quick. She's sure you both need it, and she's even on birth control so you can creampie her which is something you've never done before. She lays back and lets you slide her dick in and directs you to fuck her harder and faster. She even bends over for you so you can see her big ass for a few minutes. She asks you how you want to cum and you want to see her tits so she flips back over and you cum deep in her pussy a huge load. She can't believe how much cum! And just in time her daughter comes downstairs. Even while her daughter is there she continues to flirt with you and even sneaks you a nipple flash, before the 2 of you go on your date.
duration 26:19
Learning To Cum With My Bro - Part 1 video from Fiona Dagger
Learning To Cum With My Bro - Part 1 by Fiona Dagger Slightly cheaper because there's some audio fuzz for the first few minutes but luckily it goes away! :) Your little sister comes to you with a dilemma - she's never had an orgasm, and her boyfriend is starting to get stressed out that he can't make her cum! She quizzes you about all the girls you've been with and is dismayed to hear that they've all cum with no problems. You can tell she's upset as she talks about how she doesn't know what to do; she's tried by herself and with her boyfriend, and every time she just gets in her head and can't finish! Eventually you suggest that she needs to try it with someone she trusts, who will be patient and not get annoyed if she can't get there. Your sister says she doesn't know anyone who would be like that, and you volunteer yourself... At first she's shocked, but she does really want to learn to cum, so she agrees to let you eat her pussy! As soon as she nervously lays back and you begin working your magic on her, she immediately says you're way better than her boyfriend. But she still doesn't think she's going to be able to climax! You tell her just to relax and wait and see. She narrates how her body is feeling as you suck and lick her clitoris, and you can tell she's getting more and more into it. Once you slide two fingers inside her as you continue licking, she can barely control herself! She tells you how crazy good it feels and describes how her pussy is pulsing and throbbing in a way she's never felt before. Eventually, with your gentle encouragement, she has a massive orgasm! Of course, she's ecstatic, and thanks you profusely before rushing off to try and replicate it on her own - but she asks first, if she can't get there by herself, could she come back for some more help...? Part 2 coming soon! TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, dirty talk, posh accent, taboo, wincest, family affairs, family fun, siblings, bro sis, brother sister, roleplay, pussy eating, pussy licking, cunnilingus, pov, sex lessons, cute, shy, virgin, inexperienced, sweet, gentle
duration 20:20
Listening To Mom And Dad Fuck video from Fiona Dagger
Listening To Mom And Dad Fuck by Fiona Dagger *Watch the first 3 minutes of this video, and all my other videos, my subscribing to my Club for as little as $2.99 a month!* Your parents are fucking so loudly in their bedroom that you can practically hear it all over the house! You find your sister in the hallway, listening in fascination through the door, and you ask her what she's doing. She jumps when she notices you but laughs and admits she's listening in - doesn't your mom sound like she's having the best time? Your sister asks if you can hear it inside your bedroom as well, since your room is right next to your parents' room. The two of you head into your bedroom and sure enough you can hear your parents fucking even more clearly! You can tell that your sister is getting a bit excited by listening to them, and you tease her about being a pervert over her own mom and dad. Your sister admits she's finding it arousing, and begins fantasising out loud about what your dad must be doing in there, and how big his cock must be to get your mom to make so much noise... Your sister says wouldn't it be hot if they knew the two of you were listening, and they were secretly hoping that you'd like it.. She's getting more and more flustered, and you have to admit that you're getting turned on as well, listening to your mother's moans and screams coming through the wall. Your sister notices your erection and seems pleased, giggling about how naughty it is to be getting so aroused over your mom and dad. She decides she wants to masturbate listening to them, and asks if you'll give her the room for a while. You tell her she should go do that in her own room, but she insists that she can't hear that well from her bedroom, so it needs to be in here! You tell her you're not going to leave her alone in your room, so she suggests that you just do the same as her and jack off - she can see that you're rock hard anyway, so you must want to! You're a bit nervous about jacking off in front of your sister, but after the two of you promise to never bring this up to mom and dad, you agree. Your sister takes off her skirt and starts rubbing her pussy through her knickers, but soon decides just to take them off completely so she can finger herself. You start shyly jacking your cock, and eventually work up the courage to ask your sister to take her top off as well! The two of you masturbate shyly, giggling as you listen to the sounds of your mother getting pounded, until you both cum just as you can hear your mom and dad finally finishing! TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, pov, taboo, wincest, family affairs, family fun, bro sis, brother sister, voyeur, spying, listening, masturbation, mutual, dual, fingering
duration 16:23
Cheat On Your Wife With Me video from Fiona Dagger
Cheat On Your Wife With Me by Fiona Dagger (This was originally filmed as a custom video, and the name Tony is used once) You and Fiona have been working together for a while now, and have become very close! Your wife is out of town for the week, and Fiona has invited you back to her apartment after work to hang out. The two of you are sitting on her bed chatting and enjoying each other's company, when Fiona steers the conversation towards your wife. She asks if your wife is jealous at all of your friendship with Fiona, and if she feels threatened. She admits that there's definitely chemistry between the two of you, and that she's caught you staring at checking her out at work quite a few times... But that's okay, because she's totally been checking you out too! She says it's just harmless fun and a way of making the work day go faster, having someone to crush on a little bit... Then she jokes that if anything WERE going to happen, this would be the moment for it... Alone in her apartment, on her bed, with your wife safely out of town... She says that there's no way your wife would find out, and that if it did happen it could just be a fun one time thing... You ask her if she's joking, and she admits that she's not. She's been fantasising about fucking you for a while now, and she suspects you feel the same. She seductively moves in closer, promising not to tell anyone about whatever happens tonight, and kissing you... You find yourself kissing her back, and then watching with excitement as she takes off her top to reveal her lacy bra. She tells you she's been dying to suck your cock for so long, and begs you to get it out for her. You take out your hard cock and she begins slowly and teasingly worshipping it with her tongue, telling you about how wet she gets in the office when she fantasises about you fucking her on her desk... She sucks your cock faster and faster, then admits that her pussy is soaking wet right now, and asks if you want to see... She strips off the rest of her clothes and begs for you to fill her pussy with your cock, so you plunge it inside her and begin pounding her tight hole. She tells you she wants to ride your cock so you pull out and lay down on the bed, letting her climb on top of you and sink down onto your aching cock. You enjoy the view as she rides and bounces on your cock, dirty talking to you about how good it feels to be this bad, and how it feels even better knowing that you both shouldn't be doing this! The two of you cum together and she tells you that work is going to be so much more fun from now on, with this dirty secret between you... TAGS: british, english, redhead, ginger, tattoos, tattooed, solo female, roleplay, dirty talk, posh accent, cheating, cheater, taboo, homewrecking, homewrecker, home wrecking, home wrecker, dildo fucking, dildo sucking, blowjob, doggy style, cowgirl, creampie, pov
duration 13:12
Harley Quinn's Homewrecking Revenge video from InfinityWhore
Harley Quinn's Homewrecking Revenge by InfinityWhore [This was a custom request] Harley Quinn is your ex girlfriend but she's been in Arkham for years so you've moved on and gotten married to someone else. One night, you wake up to find her sat at the end of your bed. She's been released from Arkham and has come to revive your relationship. Only, your wife is no where to be found and when you look across the room you see her tied and gagged on a chair. Harley is pissed that you've moved on from her, considering what a wild and sexually driven relationship you two had, so she is determined to fuck you again. She doesn't care that your wife is watching and crying from the other side of the room, unable to intervene. She explains that if you don't fuck her she'll fuck and beat your wife with her baseball bat. You have no choice. However, when she starts undressing and teasing you, you find yourself immediately getting hard. She starts to suck your cock while insulting your wife and explaining that she's so much better than that boring bitch. She wants you to fuck her. She takes you inside her pussy and expertly rides your dick while the gagged cries of your wife can be heard in the background. But she tells you she wants to do the thing that was always your favourite, because she knows your wife won't have given you it for the past few years - anal. You slide your cock into her arse, much to your wife's dismay, and fuck her ass hard. She feels amazing. She makes you say out loud that you'd rather fuck her arse than wifey's pussy and how bored you are with her. She constantly insults her as she takes your cock from her arse and sucks it clean before slipping it back in - giving you all the things that your boring wife never would. She eventually can tell that you need to cum so she puts you back into her pussy, encouraging you to cum inside and get her pregnant to prove how much you still belong to her. You fill her up and your wife sees the whole thing. It seems a divorce will be on the cards for you very soon and you're back with your crazy - but sexy - ex Harley once again. You knew you could never give her up.
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