Used Sissy
- 3 years ago
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A Used Sissy free porn video
“This one right here” Bob said. “This little sissy is perfect!” Bob and his two friends had spent the last few weeks scouring Craigslist personal ads for a small transvestite that they could take advantage of. “I’ll email the cunt with a pic of my nine inch cock – see if she bites!” Bob said. Sure enough a day later, the TV named Debi contacted Bob with pictures of “her” own. Bob shared the pics with his friends. “Look!” Bob said, “The cunt could pass easily, and the sissy even has little sissy boobs! Oh, this is gonna be fun! ” They all agreed that Debi was to be the one.
Debi had said in her email that she would be available Wednesday and that was perfect for Bob and his cohorts. The bar wouldn’t be too buys but all the regulars would be there, maybe even Bear. Debi arrived right on time, wearing a super short, flared, black skirt, spiked heels and a button down blouse. She hesitated upon entering, seeing how seedy the place was and noticing the half a dozen rough men inside. “Can I help you, hon?” Jake, the bartender asked. “I was just looking for some friends that were going to meet me” Debi replied. “Well, I’m sure they’re on their way” Jake said. Have a seat and let me get ya a drink! And don’t you worry none, one gets hurt in MY bar!” Debi was starting her second Bacardi and Coke when Bob his two friends.
Bob whispered to his friends “Now, don’t’ tell anyone that Debi is a crossdresser. A couple of the guys already know but I wanna see if we can get the other interested as well! Debi turned on her bar stool and watched them approach. “Hey Debi!!” Bob exclaimed. “Ya made it!! Great! Hey, this is Paul and Jon. They gave me a ride here.” Once introductions were made, Bob stepped back, eyeing Debi. “Damm, cunt! You are one fine looking little sissy pussy!” He said. “I hope I can keep the guys her under control!” and then he laughed. He stepped up to Debi and spread her legs, hiking her skirt up so that the lacy stocking tops were visible, and stepped in between them. “You and I are gonna have some fun tonight!” Bob exclaimed.
Bob stepped back and pulled Debi off of the bar stool and led her over to the pool tables. “
How bout let’s play a little pool and get acquainted!” Bob said. Debi finished her second drink and Jake came over with another. As Debi was distracted Bob whispered to his two friends “We get this cunt to play a little pool. When she bends over, the guys will be able to see all of those little sissy legs and those little panties. That’ll turn them on!!” As soon as the game began, all eyes were on Debi – watching her bend over to take a short. Bob gave it a few minutes, letting the guys get horny before informing the them there that Debi was a sissy. One of the six guys stood behind Debi, putting his hand up her little skirt, lifting it, and saying “Man, I can’t believe they you’re not really a girl!” Another guy commented “Hell, anything that looks that good in a skirt is a bitch to me!”
Bob told Debi to put down the pool cue for a minute and he turned Debi’s back to the group of men. He lifted her skirt way up, exposing all, and saying. “Now I ask you, gentlemen, is this not an ass that was made for fucking?” The men were all whistles and hoots and hollers. The pool game resumed and while Debi was busy, one of the men took out his custom, two piece cue and placed a condom over the big end. He whispered to the guy next to him and as Debi was bent over lining up a shot and the guy placed a big hand on Debi’s back, told her to stay put for a minute and hiked her little skirt over her back. The guy with the condomed cue proceeded to rub the big end of the cue up and down Debi’s cunt crack. Debi involuntarily spread her legs just a bit! “That’s either a pool cue, or a real man just walked in here!” Debi said. The men laughed.
Pool-cue guy lubed up the condom on the cue, pulled Debi’s panties aside and placed the lubed cue against Debi’s cunt. You could actually hear her moan just a bit! Pool-cue guy said “Watch this guys!” and he pressed the cue until it penetrated and slipped into Debi’s cunt. Now, Debi really moaned! “Any bitch that can take a pool cue, can sure take a cock!” pool-cue guy exclaimed. The other men whistled and made humiliating comments as started fucking Debi with short strokes, careful not to cause injury. Debi spread her long legs farther, causing pool-guy to say “You like this, don’t ya, little pussy? Humiliated in front of all these, real men!” All Debi would say is “Oh damm!”
The cue was removed and Debi stood straight as Bob approached her. “Open your top, sissy. Let these men see your cute little sissy boobs!” he said. Debi hesitated. “Open your top, or I’ll do it for you!” Bob said. So, Debi started to unbutton her top. When she was finished, she pulled her black, lacy bra down, allowing her pert, 36A, little titties to pop out. There were wows from all of the guys. One guy said “Hell, that definitely is no male!” Bob took Debi’s hand and started to lead her to the back room, sating “Lets you and me go have some fun, cunt!” They got to the back room door and Bob told her to wait there a second. He went over to the other guys and very quietly said “Listen, she don’t know that were gonna pulla train on her, so nobody come in for about 10 minutes. Give me a chance to get her into a position where she can’t resist.
Debi and Bob walked into the back room, Bob closed the door saying. “No use letting THEM in on the fun!” Putting his hands on Debi’s shoulders, he pulled her top from her and Debi removed her bra. Bob’s hands went right for the boobs. Gently massaging them at first, but then he started pulling on them like he was trying to milk a cow. “Umm, I just love these teen boobies, my little sissy cow! He said.” He grabbed the boobs and pulled down. “Get my big cock ready for your pussy!” Bob said. Debi went to her knees and took Bob’s hardening cock into her mouth. “That’s it baby! Make it grow, so I can fuck you good!” He said. Debi sucked his cock deeply into her mouth but it wasn’t deep enough for Bob. He held her head and pushed into her throat. Debi gaged but the gagging just let Bob in deeper. He liked how the gagging throat gripped his shaft. Debi struggled and then Bob pulled out. “Good job!” he said. “Now let’s try out that pussy”.
There was an old bed with a nasty, stained mattress. “Pull your little panties off” Bob said. Offer up your sweet little pussy to me!” She slid her little black panties off and he put Debi on all 4’s, with her knees on the edge of the bed. He spread her sissy legs fat apart and stepped in between them as he lubed his nine inch, thick, throbbing cock. Placing the head of his cock against her pussy lips, Bob said “If you aint a sissy now, you soon will be!” Grabbing Debi’s hips, he thrust the entire length into Debi. She gasped! Bob ground his hairy balls against her smooth, rounded ass. “That’s it baby! Open up for Daddy!” Bob exclaimed! Debi whimpered as Bob let his entire length rest there, throbbing deep in Debi’s cunt!
Bob started fucking. Long, deliberate strokes. Debi’s cunt becoming accustomed to the cock, she started pushing back. And then the door opened. And in walked the other eight men from the bar. “Man, that cunt takes a cock better than a woman!” one said. Another said “Bitch, if you had any male-ness left in you when you got here, it will be gone by the time we finish with you!” Bob picked up the pace and in a few minutes he was ready to cum. ‘Cmon, pussy, take Daddy’s sperm!” he exclaimed. Bob buried himself on last time and ejaculated his load into Debi’s cunt. Debi whimpered as she felt his cock pump sperm into her. Before he pulled his greasy cock out, Bob put Debi’s panties under her saying “If any man cum get wasted, it goes right onto your little sissy panties!”
Debi didn’t get to orgasm and was a little embarrassed having all those men watch her get fucked. Bob said “Now, when I pull out, just stay still for a minute” Debi wasn’t sure what he meant. Bob pulled out and her once tight cunt was gaping and dripping. Spent cum running down her thighs and dripping onto her black panties. Just when she was about to move, Jon stepped up and shoved his cock into her. “We gonna pull a train on you, sissy whore!” he said. Debi moaned. She realized, too late, she was going have to take them all, and she didn’t have a choice. “I love fucking a sloppy cunt!” Jon exclaimed and he pistoned his cock in and out of Debi’s opened-up pussy. Once Jon had finished, another took his place.
As soon as one cock had completed, it was replaced by another cock. Debi’s arms grew weak and she laid her head down on the mattress, her ass way up in the air. After another hour and a half, all nine cocks had deposited their loads into Debi. The last guy fucked her as he was drinking a beer. When he pulled out, he placed the neck of the beer bottle into Debi’s cunt and pushed, leaving only an inch of bottle outside of her. “Enjoy my beer, faggot!” he said and then the room was empty.
Back in the bar, the guys were trading stories, laughing at what they had done to the sissy when, in walks Bear. They call him Bear because he is built like one. 300 pounds and not a speck of fat. Long black hair, full beard and body hair that you could braid. “What the fuck is going on?” Bear asked. The guys filled him in on that had transpired. “So, that sissy bitch is still back there?” he asked. The guys assured him she was and he said “Well, y’all aint gonna have all the fun as he strode to the back room. Guys saying “The cunt is in for it now!”
Debi had rolled over onto her side. She felt behind her and removed the beer bottle, her body weak and tired from the abuse. Trying to collect herself, she looks over and sees this monster of a man leering at her from the doorway. Bear. “When they bring bitches in here, I’m usually first!” he said. ”My, you are a petite thing arent you?” Bear stands at the edge of the bed and grabs her ankles and rolls her onto her back. “You had boys fucking you, now you’re gonna see what a man can do!” Bear exclaimed. He pulled Debi so that her ass was right at the edge of the bed. Debi got a scared look on her face as face as she viewed Bears monster cock. Beer-can thick with a huge mushroomed head and probably a foot long.
Debi’s legs around Bears waist, Bear holding on to her legs, he positions his cock against her swollen cunt. He pulls Debi towards him and pushes. All the way in. Debi is speechless. She gasps. Her insides have no choice but to open up as Bear buries himself into her. “Oh yeah!” Bear says. “That’s an excellent cunt for me!” Bear starts to fuck. Debi’s cunt lips stretched to the maximum as they grip the invading shaft. Bear long-cocks Debi’s pussy. Pulling almost all the way out, then, sliding back in to his balls. “I’m gonna breed you, sissy slut!” Bear says has he picks up the pace a bit. Bear notices Debi’s clit at full attention and leaking. “You gonna cum, just like a girl!” Bear says. Now driving hard and deep into Debi, Bear is like a machine, pistoning in and out of her cunt. “Oh shit!” Debi says “I’m gonna cum!” Bear smiles. “Yeah bitch, cum like a girl, with a man’s cock in your cunt!” Bear says. Debi’s climax coincides with Bears thrust. Thrust, spurt, thrust, spurt. Debi moaning, her legs shaking, her cunt convulsing on Bear’s cock. This drives him to the edge. “Take Daddy’s sperm, little pussy!” Bear says as he grunts, buries himself into Debi one last time and pumps her full of his baby seed. “Oh yeah, baby, take Daddy’s cum deep in your pussy!” Bear exclaims as he finishes pumping Debi full.
Bear pulls out of Debi’s abused pussy. His sperm running from her gaping hole. She pulls back on the bed, unable to close her legs. Bear gets on the bed, kneeling next to Debi’s face. “Now, clean Daddy’s cock, bitch!” He says as he presents this cock to her mouth. “Taste Daddy’s seed and your cunt too!” Weary Debi does her best, sucking the remaining sperm from the head and licking the shaft. Satisfied, Bead climbs off the bed and leaves Debi there, spent cum on both of her holes.
Bear joins the other men at the pool table. One asks “Is sissy still alive?” They all laugh. Bear says, “That little cunt can really take a cock! I think I have found me a new girlfriend!”.
Debi had said in her email that she would be available Wednesday and that was perfect for Bob and his cohorts. The bar wouldn’t be too buys but all the regulars would be there, maybe even Bear. Debi arrived right on time, wearing a super short, flared, black skirt, spiked heels and a button down blouse. She hesitated upon entering, seeing how seedy the place was and noticing the half a dozen rough men inside. “Can I help you, hon?” Jake, the bartender asked. “I was just looking for some friends that were going to meet me” Debi replied. “Well, I’m sure they’re on their way” Jake said. Have a seat and let me get ya a drink! And don’t you worry none, one gets hurt in MY bar!” Debi was starting her second Bacardi and Coke when Bob his two friends.
Bob whispered to his friends “Now, don’t’ tell anyone that Debi is a crossdresser. A couple of the guys already know but I wanna see if we can get the other interested as well! Debi turned on her bar stool and watched them approach. “Hey Debi!!” Bob exclaimed. “Ya made it!! Great! Hey, this is Paul and Jon. They gave me a ride here.” Once introductions were made, Bob stepped back, eyeing Debi. “Damm, cunt! You are one fine looking little sissy pussy!” He said. “I hope I can keep the guys her under control!” and then he laughed. He stepped up to Debi and spread her legs, hiking her skirt up so that the lacy stocking tops were visible, and stepped in between them. “You and I are gonna have some fun tonight!” Bob exclaimed.
Bob stepped back and pulled Debi off of the bar stool and led her over to the pool tables. “
How bout let’s play a little pool and get acquainted!” Bob said. Debi finished her second drink and Jake came over with another. As Debi was distracted Bob whispered to his two friends “We get this cunt to play a little pool. When she bends over, the guys will be able to see all of those little sissy legs and those little panties. That’ll turn them on!!” As soon as the game began, all eyes were on Debi – watching her bend over to take a short. Bob gave it a few minutes, letting the guys get horny before informing the them there that Debi was a sissy. One of the six guys stood behind Debi, putting his hand up her little skirt, lifting it, and saying “Man, I can’t believe they you’re not really a girl!” Another guy commented “Hell, anything that looks that good in a skirt is a bitch to me!”
Bob told Debi to put down the pool cue for a minute and he turned Debi’s back to the group of men. He lifted her skirt way up, exposing all, and saying. “Now I ask you, gentlemen, is this not an ass that was made for fucking?” The men were all whistles and hoots and hollers. The pool game resumed and while Debi was busy, one of the men took out his custom, two piece cue and placed a condom over the big end. He whispered to the guy next to him and as Debi was bent over lining up a shot and the guy placed a big hand on Debi’s back, told her to stay put for a minute and hiked her little skirt over her back. The guy with the condomed cue proceeded to rub the big end of the cue up and down Debi’s cunt crack. Debi involuntarily spread her legs just a bit! “That’s either a pool cue, or a real man just walked in here!” Debi said. The men laughed.
Pool-cue guy lubed up the condom on the cue, pulled Debi’s panties aside and placed the lubed cue against Debi’s cunt. You could actually hear her moan just a bit! Pool-cue guy said “Watch this guys!” and he pressed the cue until it penetrated and slipped into Debi’s cunt. Now, Debi really moaned! “Any bitch that can take a pool cue, can sure take a cock!” pool-cue guy exclaimed. The other men whistled and made humiliating comments as started fucking Debi with short strokes, careful not to cause injury. Debi spread her long legs farther, causing pool-guy to say “You like this, don’t ya, little pussy? Humiliated in front of all these, real men!” All Debi would say is “Oh damm!”
The cue was removed and Debi stood straight as Bob approached her. “Open your top, sissy. Let these men see your cute little sissy boobs!” he said. Debi hesitated. “Open your top, or I’ll do it for you!” Bob said. So, Debi started to unbutton her top. When she was finished, she pulled her black, lacy bra down, allowing her pert, 36A, little titties to pop out. There were wows from all of the guys. One guy said “Hell, that definitely is no male!” Bob took Debi’s hand and started to lead her to the back room, sating “Lets you and me go have some fun, cunt!” They got to the back room door and Bob told her to wait there a second. He went over to the other guys and very quietly said “Listen, she don’t know that were gonna pulla train on her, so nobody come in for about 10 minutes. Give me a chance to get her into a position where she can’t resist.
Debi and Bob walked into the back room, Bob closed the door saying. “No use letting THEM in on the fun!” Putting his hands on Debi’s shoulders, he pulled her top from her and Debi removed her bra. Bob’s hands went right for the boobs. Gently massaging them at first, but then he started pulling on them like he was trying to milk a cow. “Umm, I just love these teen boobies, my little sissy cow! He said.” He grabbed the boobs and pulled down. “Get my big cock ready for your pussy!” Bob said. Debi went to her knees and took Bob’s hardening cock into her mouth. “That’s it baby! Make it grow, so I can fuck you good!” He said. Debi sucked his cock deeply into her mouth but it wasn’t deep enough for Bob. He held her head and pushed into her throat. Debi gaged but the gagging just let Bob in deeper. He liked how the gagging throat gripped his shaft. Debi struggled and then Bob pulled out. “Good job!” he said. “Now let’s try out that pussy”.
There was an old bed with a nasty, stained mattress. “Pull your little panties off” Bob said. Offer up your sweet little pussy to me!” She slid her little black panties off and he put Debi on all 4’s, with her knees on the edge of the bed. He spread her sissy legs fat apart and stepped in between them as he lubed his nine inch, thick, throbbing cock. Placing the head of his cock against her pussy lips, Bob said “If you aint a sissy now, you soon will be!” Grabbing Debi’s hips, he thrust the entire length into Debi. She gasped! Bob ground his hairy balls against her smooth, rounded ass. “That’s it baby! Open up for Daddy!” Bob exclaimed! Debi whimpered as Bob let his entire length rest there, throbbing deep in Debi’s cunt!
Bob started fucking. Long, deliberate strokes. Debi’s cunt becoming accustomed to the cock, she started pushing back. And then the door opened. And in walked the other eight men from the bar. “Man, that cunt takes a cock better than a woman!” one said. Another said “Bitch, if you had any male-ness left in you when you got here, it will be gone by the time we finish with you!” Bob picked up the pace and in a few minutes he was ready to cum. ‘Cmon, pussy, take Daddy’s sperm!” he exclaimed. Bob buried himself on last time and ejaculated his load into Debi’s cunt. Debi whimpered as she felt his cock pump sperm into her. Before he pulled his greasy cock out, Bob put Debi’s panties under her saying “If any man cum get wasted, it goes right onto your little sissy panties!”
Debi didn’t get to orgasm and was a little embarrassed having all those men watch her get fucked. Bob said “Now, when I pull out, just stay still for a minute” Debi wasn’t sure what he meant. Bob pulled out and her once tight cunt was gaping and dripping. Spent cum running down her thighs and dripping onto her black panties. Just when she was about to move, Jon stepped up and shoved his cock into her. “We gonna pull a train on you, sissy whore!” he said. Debi moaned. She realized, too late, she was going have to take them all, and she didn’t have a choice. “I love fucking a sloppy cunt!” Jon exclaimed and he pistoned his cock in and out of Debi’s opened-up pussy. Once Jon had finished, another took his place.
As soon as one cock had completed, it was replaced by another cock. Debi’s arms grew weak and she laid her head down on the mattress, her ass way up in the air. After another hour and a half, all nine cocks had deposited their loads into Debi. The last guy fucked her as he was drinking a beer. When he pulled out, he placed the neck of the beer bottle into Debi’s cunt and pushed, leaving only an inch of bottle outside of her. “Enjoy my beer, faggot!” he said and then the room was empty.
Back in the bar, the guys were trading stories, laughing at what they had done to the sissy when, in walks Bear. They call him Bear because he is built like one. 300 pounds and not a speck of fat. Long black hair, full beard and body hair that you could braid. “What the fuck is going on?” Bear asked. The guys filled him in on that had transpired. “So, that sissy bitch is still back there?” he asked. The guys assured him she was and he said “Well, y’all aint gonna have all the fun as he strode to the back room. Guys saying “The cunt is in for it now!”
Debi had rolled over onto her side. She felt behind her and removed the beer bottle, her body weak and tired from the abuse. Trying to collect herself, she looks over and sees this monster of a man leering at her from the doorway. Bear. “When they bring bitches in here, I’m usually first!” he said. ”My, you are a petite thing arent you?” Bear stands at the edge of the bed and grabs her ankles and rolls her onto her back. “You had boys fucking you, now you’re gonna see what a man can do!” Bear exclaimed. He pulled Debi so that her ass was right at the edge of the bed. Debi got a scared look on her face as face as she viewed Bears monster cock. Beer-can thick with a huge mushroomed head and probably a foot long.
Debi’s legs around Bears waist, Bear holding on to her legs, he positions his cock against her swollen cunt. He pulls Debi towards him and pushes. All the way in. Debi is speechless. She gasps. Her insides have no choice but to open up as Bear buries himself into her. “Oh yeah!” Bear says. “That’s an excellent cunt for me!” Bear starts to fuck. Debi’s cunt lips stretched to the maximum as they grip the invading shaft. Bear long-cocks Debi’s pussy. Pulling almost all the way out, then, sliding back in to his balls. “I’m gonna breed you, sissy slut!” Bear says has he picks up the pace a bit. Bear notices Debi’s clit at full attention and leaking. “You gonna cum, just like a girl!” Bear says. Now driving hard and deep into Debi, Bear is like a machine, pistoning in and out of her cunt. “Oh shit!” Debi says “I’m gonna cum!” Bear smiles. “Yeah bitch, cum like a girl, with a man’s cock in your cunt!” Bear says. Debi’s climax coincides with Bears thrust. Thrust, spurt, thrust, spurt. Debi moaning, her legs shaking, her cunt convulsing on Bear’s cock. This drives him to the edge. “Take Daddy’s sperm, little pussy!” Bear says as he grunts, buries himself into Debi one last time and pumps her full of his baby seed. “Oh yeah, baby, take Daddy’s cum deep in your pussy!” Bear exclaims as he finishes pumping Debi full.
Bear pulls out of Debi’s abused pussy. His sperm running from her gaping hole. She pulls back on the bed, unable to close her legs. Bear gets on the bed, kneeling next to Debi’s face. “Now, clean Daddy’s cock, bitch!” He says as he presents this cock to her mouth. “Taste Daddy’s seed and your cunt too!” Weary Debi does her best, sucking the remaining sperm from the head and licking the shaft. Satisfied, Bead climbs off the bed and leaves Debi there, spent cum on both of her holes.
Bear joins the other men at the pool table. One asks “Is sissy still alive?” They all laugh. Bear says, “That little cunt can really take a cock! I think I have found me a new girlfriend!”.
Clover
- 27.07.2020
- 5
- 0
