Old Bully Is The Wedgie Boss
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Sam knew his friend Penny was fascinated by the idea of **** but he is going to regret taking her out to a mentalist show as a Christmas present. When they get home from the show, Sam seems to have no memory of all the embarrassing things the ****r did to him in front of the whole audience. Which is fine with Penny since she has all the trigger phrases needed to make him relive the evening's humiliation for an audience of one. With a few little words, Penny can compel him to confess his most shameful secret and make him repeat it aloud as many times as she wants. She could also choose a phrase that makes him literally show her that shame without even realizing what he is doing. Penny loves watching the look on Sam's face as she tests out all the new and hilarious ways she can control him. Her favorite trigger though is definitely the one that fills little Sammy with an overwhelming urge to stick his face in her ass.
Sam knew his friend Penny was fascinated by the idea of **** but he is going to regret taking her out to a mentalist show as a Christmas present. When they get home from the show, Sam seems to have no memory of all the embarrassing things the ****r did to him in front of the whole audience. Which is fine with Penny since she has all the trigger phrases needed to make him relive the evening's humiliation for an audience of one. With a few little words, Penny can compel him to confess his most shameful secret and make him repeat it aloud as many times as she wants. She could also choose a phrase that makes him literally show her that shame without even realizing what he is doing. Penny loves watching the look on Sam's face as she tests out all the new and hilarious ways she can control him. Her favorite trigger though is definitely the one that fills little Sammy with an overwhelming urge to stick his face in her ass.
Nika has a message for you from her best friend and your girlfriend, Juliette. The message is that you have been dumped. Juliette is letting Nika deliver the break up news because she wants it to be as painful as possible and Nika is much meaner. Your new ex wants you to get dropped in the most embarrassing way possible. That is only fair since Juliette was so humiliated when she found out you cheated because people in the group were MAKING FUN OF YOUR DICK! Now everyone knows Juliette got cheated on by a little dick loser. Her revenge is letting Nika break the news by reading out a list of ten reasons Juliette should have left you a long time ago. Most of them involve Nika making fun of your “wee-wee”, and the rest are even worse. If you can sit through the entire embarrassing list then Nika will let you see her naked one time right before you are banished from their lives forever.
Nika has a message for you from her best friend and your girlfriend, Juliette. The message is that you have been dumped. Juliette is letting Nika deliver the break up news because she wants it to be as painful as possible and Nika is much meaner. Your new ex wants you to get dropped in the most embarrassing way possible. That is only fair since Juliette was so humiliated when she found out you cheated because people in the group were MAKING FUN OF YOUR DICK! Now everyone knows Juliette got cheated on by a little dick loser. Her revenge is letting Nika break the news by reading out a list of ten reasons Juliette should have left you a long time ago. Most of them involve Nika making fun of your “wee-wee”, and the rest are even worse. If you can sit through the entire embarrassing list then Nika will let you see her naked one time right before you are banished from their lives forever.
Best buddies and future roommates, Vanessa and Lily, are about to ditch a lame day time party when they run into Lily’s neighbor, Sam. Lily has already told Vanessa the story of stripping and humiliating Sam and his roommate, Juliette. Now Vanessa wants her chance to bully this wimp. She is moving on from spanking his little bare button to giving his tongue a try on her pussy. Lily gives mocking pointers and embarrassing encouragement as Sam bows submissively between Vanessa’s legs to try proving that he is good for something. Vanessa does cum in his whimpering little face but she does not feel totally satisfied yet. Lily then suggests that maybe little Sammy’s best skill is ass worship and butt kissing.
Best buddies and future roommates, Vanessa and Lily, are about to ditch a lame day time party when they run into Lily’s neighbor, Sam. Lily has already told Vanessa the story of stripping and humiliating Sam and his roommate, Juliette. Now Vanessa wants her chance to bully this wimp. She is moving on from spanking his little bare button to giving his tongue a try on her pussy. Lily gives mocking pointers and embarrassing encouragement as Sam bows submissively between Vanessa’s legs to try proving that he is good for something. Vanessa does cum in his whimpering little face but she does not feel totally satisfied yet. Lily then suggests that maybe little Sammy’s best skill is ass worship and butt kissing.
Star is having the best week at the office now that her old wedgie victim is her new temp worker. She makes him wear tighty-whities to work and start off each day by begging for a wedgie. Star is a very experienced bully so she knows to keep pushing the limits to make sure her office boy stays squirming with humiliation. Star decides to add some embarrassing labels to his undies since he already has his name written on the waistband. Once she is done marking him with a sharpie then Star yanks his undies up nice and high so his undies, and the embarrassing words written on them, are clearly visible all day long. Even after all that, Star still does not let her humiliated wedgie worker off the clock until he completes a little light ass worship. It is Sam's last day as her wedgie worker and she plans to send him off with a bang... right into his wedgied panties. In her old bullying days she got to see him dressed up as a girl but never got a chance to wedgie him in panties. Star also made him wet himself once but never made him cum with undies up his ass. Today Sammy is going to play the dutiful sissy secretary and help the boss cross two items off her wedgie to-do list.
Star is having the best week at the office now that her old wedgie victim is her new temp worker. She makes him wear tighty-whities to work and start off each day by begging for a wedgie. Star is a very experienced bully so she knows to keep pushing the limits to make sure her office boy stays squirming with humiliation. Star decides to add some embarrassing labels to his undies since he already has his name written on the waistband. Once she is done marking him with a sharpie then Star yanks his undies up nice and high so his undies, and the embarrassing words written on them, are clearly visible all day long. Even after all that, Star still does not let her humiliated wedgie worker off the clock until he completes a little light ass worship. It is Sam's last day as her wedgie worker and she plans to send him off with a bang... right into his wedgied panties. In her old bullying days she got to see him dressed up as a girl but never got a chance to wedgie him in panties. Star also made him wet himself once but never made him cum with undies up his ass. Today Sammy is going to play the dutiful sissy secretary and help the boss cross two items off her wedgie to-do list.
Star is having the best week at the office now that her old wedgie victim is her new temp worker. She makes him wear tighty-whities to work and start off each day by begging for a wedgie. Star is a very experienced bully so she knows to keep pushing the limits to make sure her office boy stays squirming with humiliation. It is Sam's last day as her wedgie worker and she plans to send him off with a bang... right into his wedgied panties. In her old bullying days she got to see him dressed up as a girl but never got a chance to wedgie him in panties. Star also made him wet himself once but never made him cum with undies up his ass. Today Sammy is going to play the dutiful sissy secretary and help the boss cross two items off her wedgie to-do list.
Star is having the best week at the office now that her old wedgie victim is her new temp worker. She makes him wear tighty-whities to work and start off each day by begging for a wedgie. Star is a very experienced bully so she knows to keep pushing the limits to make sure her office boy stays squirming with humiliation. It is Sam's last day as her wedgie worker and she plans to send him off with a bang... right into his wedgied panties. In her old bullying days she got to see him dressed up as a girl but never got a chance to wedgie him in panties. Star also made him wet himself once but never made him cum with undies up his ass. Today Sammy is going to play the dutiful sissy secretary and help the boss cross two items off her wedgie to-do list.
Even Desperate Girls Reject Your Little Dick When Juliette March is shockingly dumped by your roommate before their vacation she heads to your room for some revenge sex. This is your chance to cuck your jock roomie and experience the amazing ass you have been drooling over for years. Juliette strips down and is just about to start a warm up blowjob... then bursts out laughing at the size of your tiny boner! She really wanted to teach her ex a lesson but she says that fucking you would be more embarrassing than getting dumped. Juliette does keep playing with your little dick and wiggling her bare butt in your face between giggles. You might not be getting laid but at least giving you a humiliating little orgasm does cheer up the broken-hearted girl. ... Panty Handjob Humiliation from Juliette March Juliette March just got back together with your jock housemate and now she is worried things could get awkward. She is pretty sure you don’t want everyone to know that you have a tiny penis but she wants to be sure that the little handjob incident never gets mentioned again. Juliette leads you to believe she is going to entice you with sex to keep the secret but her plan is a lot more diabolical. Instead of slipping your cock into her pussy she slides a pair of pink panties onto your little butt! She gets some nice photos of your itty bitty boner straining inside the girly undies to make it look like you love it. Juliette does not stop there because she wants to be sure you have a secret that is more embarrassing than her cheating mistake. You wouldn’t want everyone to see evidence that you are a Little Step-Sissy who loves to cum in his pretty pink panties, would you?
Even Desperate Girls Reject Your Little Dick When Juliette March is shockingly dumped by your roommate before their vacation she heads to your room for some revenge sex. This is your chance to cuck your jock roomie and experience the amazing ass you have been drooling over for years. Juliette strips down and is just about to start a warm up blowjob... then bursts out laughing at the size of your tiny boner! She really wanted to teach her ex a lesson but she says that fucking you would be more embarrassing than getting dumped. Juliette does keep playing with your little dick and wiggling her bare butt in your face between giggles. You might not be getting laid but at least giving you a humiliating little orgasm does cheer up the broken-hearted girl. ... Panty Handjob Humiliation from Juliette March Juliette March just got back together with your jock housemate and now she is worried things could get awkward. She is pretty sure you don’t want everyone to know that you have a tiny penis but she wants to be sure that the little handjob incident never gets mentioned again. Juliette leads you to believe she is going to entice you with sex to keep the secret but her plan is a lot more diabolical. Instead of slipping your cock into her pussy she slides a pair of pink panties onto your little butt! She gets some nice photos of your itty bitty boner straining inside the girly undies to make it look like you love it. Juliette does not stop there because she wants to be sure you have a secret that is more embarrassing than her cheating mistake. You wouldn’t want everyone to see evidence that you are a Little Step-Sissy who loves to cum in his pretty pink panties, would you?
Bambi has made it clear she does not want Sam coming over even if he is dating her roommate. The butt kicking she game him last time did not seem to be enough because she caught the little nerd sneaking around again! What is the best way to get rid of unwatned nerds? Pantsing and wedgies obviously! Bambi takes a handful of Sam's red undies for an embarrassing reminder that he needs to keep his little butt away from her unless he wants it burning from a wedgie. She smacks him on the butt while making him do the wedgie dance by lifting him up to his tippy toes. Bambi has him whimpering and begging for mercy but she wants to make sure Sam is too humiliated to ever show his face again. After getting in some nice painful underwear yanks Bambii gives him a quick pantsing to make him look even more pathetic with his pants pulled down and undies pulled up high. Bambi has fun pointing and laughing at his tiny package before sending him out for the ultimate walk of shame- pants around his ankles and a wedgie up his butt!
Bambi has made it clear she does not want Sam coming over even if he is dating her roommate. The butt kicking she game him last time did not seem to be enough because she caught the little nerd sneaking around again! What is the best way to get rid of unwatned nerds? Pantsing and wedgies obviously! Bambi takes a handful of Sam's red undies for an embarrassing reminder that he needs to keep his little butt away from her unless he wants it burning from a wedgie. She smacks him on the butt while making him do the wedgie dance by lifting him up to his tippy toes. Bambi has him whimpering and begging for mercy but she wants to make sure Sam is too humiliated to ever show his face again. After getting in some nice painful underwear yanks Bambii gives him a quick pantsing to make him look even more pathetic with his pants pulled down and undies pulled up high. Bambi has fun pointing and laughing at his tiny package before sending him out for the ultimate walk of shame- pants around his ankles and a wedgie up his butt!
Your step-sister Ella Nova knows all about your obsession with her, especially her nice round ass. She has finally come up with a plan to use your little fixation to tease you into humiliating yourself. Ella invites you to offer your opinion on some new outfits but it is really just an excuse to strip down and wiggle her bare butt in your face. She keeps an eye on your crotch so she can laugh at you for getting a boner over your step-sister the second a little tent pops up in your pants. You can't help getting hard watching pair after pair of panties slipping on and off of Ella's perfect ass. She was ready to spot your embarrassing erection and orders you to take it out for her once she gets done pointing and laughing. Ella has been playing with you all along and now she is going to make you play with yourself while she stares and giggles in just a pair of pink panties.
Your step-sister Ella Nova knows all about your obsession with her, especially her nice round ass. She has finally come up with a plan to use your little fixation to tease you into humiliating yourself. Ella invites you to offer your opinion on some new outfits but it is really just an excuse to strip down and wiggle her bare butt in your face. She keeps an eye on your crotch so she can laugh at you for getting a boner over your step-sister the second a little tent pops up in your pants. You can't help getting hard watching pair after pair of panties slipping on and off of Ella's perfect ass. She was ready to spot your embarrassing erection and orders you to take it out for her once she gets done pointing and laughing. Ella has been playing with you all along and now she is going to make you play with yourself while she stares and giggles in just a pair of pink panties.
Penny Barber expects results not excuses. When you can't deliver there will be consequences. I wore my strap-on so you could apologize for doing a bad job by giving me a good blowjob! If you want to stay employed you had better start deep throating this cock like a proper slut.
Penny Barber expects results not excuses. When you can't deliver there will be consequences. I wore my strap-on so you could apologize for doing a bad job by giving me a good blowjob! If you want to stay employed you had better start deep throating this cock like a proper slut.
Sam is a huge science nerd so he couldn't wait to whip out his dinky little telescope for the big meteor shower. Sam's roommate, Juliette, thought it would be funny to jump in front of his telescope and flash her ass into the lens but Sam totally overreacts by yelling at her. Juliette just wanted to make a harmless joke and tease her shy roommate but she is not going to tolerate a little dick geek shouting at her. Juliette throws the whiny wuss down and sits right on his chest with her pantied pussy inches from his face. She is going to make sure he remembers that even a glimpse of her butt is more precious to a dork like him than any astronomical phenomenon. The only gazing Sam will be doing for the rest of the night is into Juliette's asshole while she cums on his face.
Sam is a huge science nerd so he couldn't wait to whip out his dinky little telescope for the big meteor shower. Sam's roommate, Juliette, thought it would be funny to jump in front of his telescope and flash her ass into the lens but Sam totally overreacts by yelling at her. Juliette just wanted to make a harmless joke and tease her shy roommate but she is not going to tolerate a little dick geek shouting at her. Juliette throws the whiny wuss down and sits right on his chest with her pantied pussy inches from his face. She is going to make sure he remembers that even a glimpse of her butt is more precious to a dork like him than any astronomical phenomenon. The only gazing Sam will be doing for the rest of the night is into Juliette's asshole while she cums on his face.
Sam really thought he was going to have a great vacation with his girlfriend Ella’s family (after he found a way out of the chastity device his step-mom put on him before the trip of course). Then he found out that Ella’s little S, Nika, knows all about how his step-mom humiliates him with constant wedgies. Nika is very annoyed that this little twerp is crashing her vacation. She decides to give him a little taste of home by pulling his undies up to his neck and demanding to have her big round ass covered in kisses.
Sam really thought he was going to have a great vacation with his girlfriend Ella’s family (after he found a way out of the chastity device his step-mom put on him before the trip of course). Then he found out that Ella’s little S, Nika, knows all about how his step-mom humiliates him with constant wedgies. Nika is very annoyed that this little twerp is crashing her vacation. She decides to give him a little taste of home by pulling his undies up to his neck and demanding to have her big round ass covered in kisses.
Charging porn to your hotel room on a business trip is pretty dumb but jerking off to that porn while your co-worker is only ten feet away is next level stupid. Adriana is sharing a suite with Sam during their work conference when she walks in on him, dick in his hand and adult pay per view on the TV. She is furious at his unprofessionalism but also amused at his embarrassment. Instead of retreating to let Sam cover his body and recover some dignity, Adriana grabs his cock and berates him for daring to play with the tiny thing in HER room. Making fun of him for being a pervy wanker with a little dick is pretty fun but Adriana wants to make more of an impact on Sam than just verbal teasing. An immature decision deserves an immature punishment so she puts the naked boy over her knee for a spanking that is just as painful as it is humiliating. Adriana does not stop after she turns his butt bright red though, she just makes him stand up for a round of spankings on a much smaller target.
Charging porn to your hotel room on a business trip is pretty dumb but jerking off to that porn while your co-worker is only ten feet away is next level stupid. Adriana is sharing a suite with Sam during their work conference when she walks in on him, dick in his hand and adult pay per view on the TV. She is furious at his unprofessionalism but also amused at his embarrassment. Instead of retreating to let Sam cover his body and recover some dignity, Adriana grabs his cock and berates him for daring to play with the tiny thing in HER room. Making fun of him for being a pervy wanker with a little dick is pretty fun but Adriana wants to make more of an impact on Sam than just verbal teasing. An immature decision deserves an immature punishment so she puts the naked boy over her knee for a spanking that is just as painful as it is humiliating. Adriana does not stop after she turns his butt bright red though, she just makes him stand up for a round of spankings on a much smaller target.
Renting a room from a hot cougar seemed like a great idea but then you started to fall behind on your payments. You feared the worst when your landlady, Penny, called you into her room for a meeting but it turns out she wanted dick more than she wanted to evict. Penny offers you free rent if you agree to become her domestic sex pet. She pulls her gorgeous tits out and demands you fuck her right on the spot. Then everything falls apart when Penny sees your tiny cock. Her disappointment with your little dick is mixed with a lot of amusement and a little pity. She takes back the offer of sex for rent but she does offer a much more embarrassing trade instead. You can work off your debt as her little naked maid. She won’t kick you out as long as you do a good job and always follow her orders without hesitation. As her first command to test your obedience, this dominant MILF wants you to jerk your itty bitty boner according to her very specific instructions.
Renting a room from a hot cougar seemed like a great idea but then you started to fall behind on your payments. You feared the worst when your landlady, Penny, called you into her room for a meeting but it turns out she wanted dick more than she wanted to evict. Penny offers you free rent if you agree to become her domestic sex pet. She pulls her gorgeous tits out and demands you fuck her right on the spot. Then everything falls apart when Penny sees your tiny cock. Her disappointment with your little dick is mixed with a lot of amusement and a little pity. She takes back the offer of sex for rent but she does offer a much more embarrassing trade instead. You can work off your debt as her little naked maid. She won’t kick you out as long as you do a good job and always follow her orders without hesitation. As her first command to test your obedience, this dominant MILF wants you to jerk your itty bitty boner according to her very specific instructions.
When Ella Nova was finally fed up with her roommate, Sam, she banished him to a dimension of humiliation called THE FEMDOM ZONE. A purgatory of eternally embarrassment where nothing makes sense and every orgasm begins a new sexual nightmare. The moment his “boss” finished cumming in his face Sam finds himself being led by his crotch to the front of a classroom. His tormentor has transformed from a domineering supervisor demanding ass kisses into a sassy schoolgirl dishing out wedgies and insults to her virgin professor. The whole class contributes to the humiliating show and tell session by yelling out suggestions for how best to embarrass the tiny dicked teacher. Showing up to school naked is a pretty normal bad dream but in THE FEMDOM ZONE, the nightmare does not end until the whole class is laughing at the sight of Professor Solo playing with his little penis.
When Ella Nova was finally fed up with her roommate, Sam, she banished him to a dimension of humiliation called THE FEMDOM ZONE. A purgatory of eternally embarrassment where nothing makes sense and every orgasm begins a new sexual nightmare. The moment his “boss” finished cumming in his face Sam finds himself being led by his crotch to the front of a classroom. His tormentor has transformed from a domineering supervisor demanding ass kisses into a sassy schoolgirl dishing out wedgies and insults to her virgin professor. The whole class contributes to the humiliating show and tell session by yelling out suggestions for how best to embarrass the tiny dicked teacher. Showing up to school naked is a pretty normal bad dream but in THE FEMDOM ZONE, the nightmare does not end until the whole class is laughing at the sight of Professor Solo playing with his little penis.
Dreaming about a blowjob after the sorority party turns into a nightmare of small penis shame and blue balls. Penny Barber does pull down your pants to have fun with you but the kind of fun that comes from writing funny messages on a loser's little stiffy not the sucking dick kind. You can only hope that writing LOSER on your cock is the most humiliating thing Penny has planned.What punishment could possibly be humiliating enough for a panty thief who likes to jerk his tiny dick at a public pool?
Dreaming about a blowjob after the sorority party turns into a nightmare of small penis shame and blue balls. Penny Barber does pull down your pants to have fun with you but the kind of fun that comes from writing funny messages on a loser's little stiffy not the sucking dick kind. You can only hope that writing LOSER on your cock is the most humiliating thing Penny has planned.What punishment could possibly be humiliating enough for a panty thief who likes to jerk his tiny dick at a public pool?
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