Home invasion cuckhold
- 1 year ago
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Playtime Stories 16- Toppin' A Cuckhold free porn video
This is the beginning of a short series of mostly true Inland Empire adventures. What a deceptively freaky place.
Enjoy and comment!!
16 Topin’ a Cuckhold
Finally! I thought. A big business deal was nearing completion with two other partners. I would tie up the loose ends in one city and then fly to the other partner to conclude the deal. My boss was pleased and even told me to add in a day between stops to insure all went smoothly. This was going to be great!
I packed up my bag and tucked away a couple of outfits and both shoes and boots for wear as Rebeca. I got the earliest flight out, arrived, got my rental car, and was at my hotel with a majority of the afternoon left to “settle in.”
I’d had the itch to get become Rebeca and make some new friends in the area the moment I got told the deal would involve me going to both clients.
Once in my hotel I hung up my clothes and got out my Rebeca stuff. As I went through my bag a security form informing me that my bag had been randomly searched fell out. I laughed and hoped they had a thrill. When I took out the interior bag that had my sexy clothes, makeup, and wig, all the things that make Rebeca, I saw a small piece of torn paper flutter down and out of a shoe. I picked it up and saw a phone number with my home city area code on it. It said “call sometime” in very neat penmanship. I was shocked and turned on all at the same time.
An hour later around 11 AM I was putting the mascara on my lashes and glossing my lips. I was also on the local chat line and I had already made a friend who was coming over for a blowjob and a fuck before heading home from work early.
As I slipped on my shiny 5” high patent leather heels and smoothed my black stockings I could hear the man’s footsteps as he reached my door. I was pleased to play in a nice hotel instead of the cheap motels I regularly used. I went to the door and opened it to see a shorter guy than I expected. He was nicely dressed and very polite. I welcomed him in and closed the door. He turned to hug me and I looked down into his eyes. He craned his neck to kiss me and although I don’t normally kiss on the first date, I returned the kiss. His tongue searched into my mouth and his hands went from my lower back to my ass and then down to my skirt hem. He pulled the tight black spandex miniskirt up over my ass and then broke the kiss as he sunk down to his knees. His pants were somehow open and dropping down as he reached the floor with his knees.
I watched as I finally understood that he wanted to give a blowjob….
I let him pull my pearly white panties to one side and pull my semi-hard cock into his warm mouth. He sucked me and took off his clothes at the same time. I realized we had barely moved into the room and leaned my back against the door. I enjoyed his cocksucking, but it was unremarkable. He really enjoyed it and was jacking himself off as he did it. I was gonna do that…I thought.
After a few minutes he was ready for something else, and I knew that I had misjudged his height and the notion that he was a top. He was clearly a tranny-chaser bottom. Well, I hadn’t really topped in a while, but he was cute enough and I was very horny. I figured, ok, I’ll fuck your ass if that’s what you need…
He had other ideas though. “Please eat my ass out and fuck me Mistress Rebeca,” he pleaded.
“Oh, huh huh huh, I rarely do that darling. I will fuck you until you cum, but I almost never go down on someone, especially when they haven’t washed up.”
“Ok, I will, I can even pay for it!”
I smiled and reached down to cup his cheeks and look into his eyes. In a soft voice I said “Ahhh, this is not that kind of thing, we are two consenting adults playing. I may look like a whore, but I am not!”
“I know,” he pleaded, but I only get a few chances to do this a year and I really need it. Pleeease... I will pay for your room, or whatever, this isn’t i*****l, it is a gift…please eat my ass and fuck me!”
I smiled and looked at him and stepped back. “I appreciate that, but I – “
“Come on, how much is your room? One-hundred? One hundred fifty? Its really nice and near the airport…it must be a lot. Let me take care of it.” He fumbled through his bunched up pants and pulled out his wallet. “I know hotels here are an arm and a leg, I want this…ah, I have one hundred and ninety five dollars…please lick my ass and be my whore.”
I smiled and stepped forward putting my shiny wet cock in his face. “Ok, the hotel is one-eighty,” I said with a straight face. I reality the hotel’s business rate was just a little more than half that. “Put the cash on the table and go wash up.” I smiled knowing that I would now have more than enough to afford nearly anything I would need or want during my stay.
Five minutes later he was still damp and bending down onto the end of the bed. I took some pictures of him (without his face) and myself in the mirror. Then I kneeled down and blew hot breath into his crack. I pushed open his ass and began teasing it with my tongue. He reached under his hip and began jacking off. I pulled his dick away and realized that this was the first time I had touched him. I pulled his seven inch cock back between his legs and didn’t care if it hurt a little. I was going to give him the full experience. His cock was cut and very stiff and a nicely proportioned prick. It was a little short for me though. I licked the cock head and then angled it upward and even further back against itself. I sucked in the head and half the shaft a few times and then let him out of my mouth. I kept hold of him and jacked him slowly as I ate his warm wet ass. I pushed my tongue into him deep and twirled it around the way I like it. I pulled off and smacked his ass hard. He moaned and I could tell he liked it. I gave him a great ride…at times I would suck him a bit then force my tongue deeper, then ease out only to dive back in after a hard smack on his ass cheek. Then I would make swirls around his rim and give him the ultimate tease.
Eventually I got tired of squatting and wanted to get on to making him cum so I could get back on the line to find a cock for me to fuck. I stood up and turned him and made him suck me and took some pictures. Once he had me totally still I grabbed a condom and lubed his ass. I commanded him onto his belly and had his legs dr****g over the foot of the bed. I was enjoying the show in the mirror. I rolled the condom down my own shaft and then pushed his ass open and dribbled some lube into it. I massaged some of into his asshole. The rest I wiped around his ass in a rimming motion. He was moaning the entire time.
I pushed my cock against his hole and he took a deep breath. Ahhh, you have been trained, I thought… After a few seconds I pushed into his ass and opened him. His breath was exhaled with a slightly painful whimper. I pushed into him deeper and said loudly, “This is what you want….Yesssss take my beautiful cock up your ass…”
“Ahhh, yeh-yesss mistress…I want it!”
“You want what?”
“I, uh…I”
“Say it you bitch! Tell me you wanna get fucked!” I followed that with a deep push into him. I felt my garters from my 6-point garter belt reach his ass. “Say it!” I yelled.
“Ahhh! Yessss, Mistress! Fuck me please! I love it…It feels just like it did last time! Ahh! Yess!”
I began a tame, but deep thrusting fuck-rhythm. I looked over and watched myself fucking him in the mirror. I looked hot!
He resumed jacking himself off. I told him to look at himself getting fucked by me and jack off. He did as told. We kept fucking for several minutes and then he’d had enough. He pulled away and forward onto the bed to catch his breath. I pulled the slick condom off my cock and slowly masturbated myself.
“Oh, shit that was incredible! I, ah, I am so close to cumming! I… Ah, I want to cum with your dick in me…no- in my mouth!”
“Ok, my bitch…on your knees or on your back?”
“Climb above me and fuck my mouth!”
With an evil grin I said, “You mean, ‘climb and fuck my mouth Mistress’ don’t you?”
“Ye-Yes Mistress! Please climb above me and fuck my mouth!”
With my high-heels on I stepped onto the bed and put my toes outside his elbows and squatted. I angled my cock downward and used one hand to grab the head-board and lower myself.
I yelled, “Put out your tongue you worthless bitch!”
His tongue went out past his chin and reached for my slick eight inch cock. I cooed, “That’s better…yessss, suck that cock and try to hit my ass with your orgasm. Think about that hot cock in your mouth that was up your tight ass only a few minutes ago…yesss take it…”
In only a few seconds he began cumming. I could see his hand jacking his stubby cock in the mirror. He moaned into my cock while lifting himself off the bed and exploding. I watched and saw his cock blast a glob of cum onto my garter belt…wow…nice power! I thought.
A few minutes later he was toweling off after a quick shower and broke the awkward silence that had developed. “I am a cuckold…a real and genuine cuckold.”
“Really?” I said in a tone that suggested discovery…
“Yes. I have been for about ten years now. I have seen my wife do everything in front of me except a transvestite.”
“Really. Why hasn’t she taken on a t-gurl?”
“I am not sure why, but I think there are two reasons really. First, she is now “black owned.” She is passed from one black man to others fairly regularly and I tag along and watch or I get to clean her up afterwards.”
“Nice! What’s the other reason?”
“I, well, this is kinda my thing. My one bit of straying. I keep this private.”
“Ok. I get it. So, the black guys fuck her and use her and you every once in a while have a fling with a t-gurl. Good for you.”
“Yeah. It is. You were incredible. I was wondering, have you, no would you ever want to be a part of a cuckold session if I could arrange it?”
“Well, probably, but what would I do?”
“You would probably warm up the blackguy and fuck my wife’s ass until she can’t take it any more and then who knows? You might fuck me in front of her. The black guy might fuck you in front of us – I’d like to see that. Or, well anything I guess…maybe she’d have you and the black guy fuck me and then clean you up.”
I said, well it sounds very interesting and like a lot of fun, but I am only here for a few days and then I am headed home.”
“We travel. I have taken her and her “owners” on several trips, we could come to you sometime.”
“Sounds great.”
We chatted on for a few minutes and exchanged contact information.
Moments after he left the hotel phone rang. I was shocked and frightened by the sudden noise. The front desk was calling to make sure that everything was ok in my room and explained that she’d received a call from a concerned customer in a room near mine. I reassured her I was fine. She seemed to brush it off and thanked me before hanging up. Not even a warning…I thought. Hmmmm.
I decided to check the internet list’s casual encounters personals and found a bunch of “M4T” guys. I responded to most of them. I had high-hopes for several. The one I wanted most was a black guy nearby that said he was a “Hung BM nneedin a gUrlfriend today or tonight- white slut preferrd.” In the add he had a picture of presumably his big black cock and a “Red-Bull” can. His cock looked longer and almost as thick. Yummm… unable to write, but hung and black…honey, let’s play!
Enjoy and comment!!
16 Topin’ a Cuckhold
Finally! I thought. A big business deal was nearing completion with two other partners. I would tie up the loose ends in one city and then fly to the other partner to conclude the deal. My boss was pleased and even told me to add in a day between stops to insure all went smoothly. This was going to be great!
I packed up my bag and tucked away a couple of outfits and both shoes and boots for wear as Rebeca. I got the earliest flight out, arrived, got my rental car, and was at my hotel with a majority of the afternoon left to “settle in.”
I’d had the itch to get become Rebeca and make some new friends in the area the moment I got told the deal would involve me going to both clients.
Once in my hotel I hung up my clothes and got out my Rebeca stuff. As I went through my bag a security form informing me that my bag had been randomly searched fell out. I laughed and hoped they had a thrill. When I took out the interior bag that had my sexy clothes, makeup, and wig, all the things that make Rebeca, I saw a small piece of torn paper flutter down and out of a shoe. I picked it up and saw a phone number with my home city area code on it. It said “call sometime” in very neat penmanship. I was shocked and turned on all at the same time.
An hour later around 11 AM I was putting the mascara on my lashes and glossing my lips. I was also on the local chat line and I had already made a friend who was coming over for a blowjob and a fuck before heading home from work early.
As I slipped on my shiny 5” high patent leather heels and smoothed my black stockings I could hear the man’s footsteps as he reached my door. I was pleased to play in a nice hotel instead of the cheap motels I regularly used. I went to the door and opened it to see a shorter guy than I expected. He was nicely dressed and very polite. I welcomed him in and closed the door. He turned to hug me and I looked down into his eyes. He craned his neck to kiss me and although I don’t normally kiss on the first date, I returned the kiss. His tongue searched into my mouth and his hands went from my lower back to my ass and then down to my skirt hem. He pulled the tight black spandex miniskirt up over my ass and then broke the kiss as he sunk down to his knees. His pants were somehow open and dropping down as he reached the floor with his knees.
I watched as I finally understood that he wanted to give a blowjob….
I let him pull my pearly white panties to one side and pull my semi-hard cock into his warm mouth. He sucked me and took off his clothes at the same time. I realized we had barely moved into the room and leaned my back against the door. I enjoyed his cocksucking, but it was unremarkable. He really enjoyed it and was jacking himself off as he did it. I was gonna do that…I thought.
After a few minutes he was ready for something else, and I knew that I had misjudged his height and the notion that he was a top. He was clearly a tranny-chaser bottom. Well, I hadn’t really topped in a while, but he was cute enough and I was very horny. I figured, ok, I’ll fuck your ass if that’s what you need…
He had other ideas though. “Please eat my ass out and fuck me Mistress Rebeca,” he pleaded.
“Oh, huh huh huh, I rarely do that darling. I will fuck you until you cum, but I almost never go down on someone, especially when they haven’t washed up.”
“Ok, I will, I can even pay for it!”
I smiled and reached down to cup his cheeks and look into his eyes. In a soft voice I said “Ahhh, this is not that kind of thing, we are two consenting adults playing. I may look like a whore, but I am not!”
“I know,” he pleaded, but I only get a few chances to do this a year and I really need it. Pleeease... I will pay for your room, or whatever, this isn’t i*****l, it is a gift…please eat my ass and fuck me!”
I smiled and looked at him and stepped back. “I appreciate that, but I – “
“Come on, how much is your room? One-hundred? One hundred fifty? Its really nice and near the airport…it must be a lot. Let me take care of it.” He fumbled through his bunched up pants and pulled out his wallet. “I know hotels here are an arm and a leg, I want this…ah, I have one hundred and ninety five dollars…please lick my ass and be my whore.”
I smiled and stepped forward putting my shiny wet cock in his face. “Ok, the hotel is one-eighty,” I said with a straight face. I reality the hotel’s business rate was just a little more than half that. “Put the cash on the table and go wash up.” I smiled knowing that I would now have more than enough to afford nearly anything I would need or want during my stay.
Five minutes later he was still damp and bending down onto the end of the bed. I took some pictures of him (without his face) and myself in the mirror. Then I kneeled down and blew hot breath into his crack. I pushed open his ass and began teasing it with my tongue. He reached under his hip and began jacking off. I pulled his dick away and realized that this was the first time I had touched him. I pulled his seven inch cock back between his legs and didn’t care if it hurt a little. I was going to give him the full experience. His cock was cut and very stiff and a nicely proportioned prick. It was a little short for me though. I licked the cock head and then angled it upward and even further back against itself. I sucked in the head and half the shaft a few times and then let him out of my mouth. I kept hold of him and jacked him slowly as I ate his warm wet ass. I pushed my tongue into him deep and twirled it around the way I like it. I pulled off and smacked his ass hard. He moaned and I could tell he liked it. I gave him a great ride…at times I would suck him a bit then force my tongue deeper, then ease out only to dive back in after a hard smack on his ass cheek. Then I would make swirls around his rim and give him the ultimate tease.
Eventually I got tired of squatting and wanted to get on to making him cum so I could get back on the line to find a cock for me to fuck. I stood up and turned him and made him suck me and took some pictures. Once he had me totally still I grabbed a condom and lubed his ass. I commanded him onto his belly and had his legs dr****g over the foot of the bed. I was enjoying the show in the mirror. I rolled the condom down my own shaft and then pushed his ass open and dribbled some lube into it. I massaged some of into his asshole. The rest I wiped around his ass in a rimming motion. He was moaning the entire time.
I pushed my cock against his hole and he took a deep breath. Ahhh, you have been trained, I thought… After a few seconds I pushed into his ass and opened him. His breath was exhaled with a slightly painful whimper. I pushed into him deeper and said loudly, “This is what you want….Yesssss take my beautiful cock up your ass…”
“Ahhh, yeh-yesss mistress…I want it!”
“You want what?”
“I, uh…I”
“Say it you bitch! Tell me you wanna get fucked!” I followed that with a deep push into him. I felt my garters from my 6-point garter belt reach his ass. “Say it!” I yelled.
“Ahhh! Yessss, Mistress! Fuck me please! I love it…It feels just like it did last time! Ahh! Yess!”
I began a tame, but deep thrusting fuck-rhythm. I looked over and watched myself fucking him in the mirror. I looked hot!
He resumed jacking himself off. I told him to look at himself getting fucked by me and jack off. He did as told. We kept fucking for several minutes and then he’d had enough. He pulled away and forward onto the bed to catch his breath. I pulled the slick condom off my cock and slowly masturbated myself.
“Oh, shit that was incredible! I, ah, I am so close to cumming! I… Ah, I want to cum with your dick in me…no- in my mouth!”
“Ok, my bitch…on your knees or on your back?”
“Climb above me and fuck my mouth!”
With an evil grin I said, “You mean, ‘climb and fuck my mouth Mistress’ don’t you?”
“Ye-Yes Mistress! Please climb above me and fuck my mouth!”
With my high-heels on I stepped onto the bed and put my toes outside his elbows and squatted. I angled my cock downward and used one hand to grab the head-board and lower myself.
I yelled, “Put out your tongue you worthless bitch!”
His tongue went out past his chin and reached for my slick eight inch cock. I cooed, “That’s better…yessss, suck that cock and try to hit my ass with your orgasm. Think about that hot cock in your mouth that was up your tight ass only a few minutes ago…yesss take it…”
In only a few seconds he began cumming. I could see his hand jacking his stubby cock in the mirror. He moaned into my cock while lifting himself off the bed and exploding. I watched and saw his cock blast a glob of cum onto my garter belt…wow…nice power! I thought.
A few minutes later he was toweling off after a quick shower and broke the awkward silence that had developed. “I am a cuckold…a real and genuine cuckold.”
“Really?” I said in a tone that suggested discovery…
“Yes. I have been for about ten years now. I have seen my wife do everything in front of me except a transvestite.”
“Really. Why hasn’t she taken on a t-gurl?”
“I am not sure why, but I think there are two reasons really. First, she is now “black owned.” She is passed from one black man to others fairly regularly and I tag along and watch or I get to clean her up afterwards.”
“Nice! What’s the other reason?”
“I, well, this is kinda my thing. My one bit of straying. I keep this private.”
“Ok. I get it. So, the black guys fuck her and use her and you every once in a while have a fling with a t-gurl. Good for you.”
“Yeah. It is. You were incredible. I was wondering, have you, no would you ever want to be a part of a cuckold session if I could arrange it?”
“Well, probably, but what would I do?”
“You would probably warm up the blackguy and fuck my wife’s ass until she can’t take it any more and then who knows? You might fuck me in front of her. The black guy might fuck you in front of us – I’d like to see that. Or, well anything I guess…maybe she’d have you and the black guy fuck me and then clean you up.”
I said, well it sounds very interesting and like a lot of fun, but I am only here for a few days and then I am headed home.”
“We travel. I have taken her and her “owners” on several trips, we could come to you sometime.”
“Sounds great.”
We chatted on for a few minutes and exchanged contact information.
Moments after he left the hotel phone rang. I was shocked and frightened by the sudden noise. The front desk was calling to make sure that everything was ok in my room and explained that she’d received a call from a concerned customer in a room near mine. I reassured her I was fine. She seemed to brush it off and thanked me before hanging up. Not even a warning…I thought. Hmmmm.
I decided to check the internet list’s casual encounters personals and found a bunch of “M4T” guys. I responded to most of them. I had high-hopes for several. The one I wanted most was a black guy nearby that said he was a “Hung BM nneedin a gUrlfriend today or tonight- white slut preferrd.” In the add he had a picture of presumably his big black cock and a “Red-Bull” can. His cock looked longer and almost as thick. Yummm… unable to write, but hung and black…honey, let’s play!
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