Pegging
- 1 year ago
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My First Time Receiving A Pegging free porn video
5 years ago, when I was 20 years of age, if a girl tried to touch my ass I would curse them out or go off. If a girl mentioned wanting to play with my ass I would go off. That’s because my butt was off limits pertaining to anything with a sexual connotation. I’ve always attracted women and situations into my life that I desired. I am what many would consider an alpha male. I’m muscularly toned, in shape, good looking, witty, smart, ladies’ man, and financially in order for my age. So, growing up when a girl wanted to play with my ass I felt a need to reassure that it would never happen because it wasn’t anything fruity about me. A few years later my outlook on women playing with my ass changed.
A few years ago, I was on a hookup spree. I fucked many women of all nationalities, age groups, and sizes. My favorite was big booty black and white women. Particularly white women since that was all that was around while I was studying for my undergrad. The city and school population were majority white. I hooked up with girls I met on campus, online, and out and about. One of which was a Hotwife in her 30’s. She was in an open marriage and was a good fuck. The few times we did hookup she sucked my dick the best to date and even licked my ass. She licked my ass so good that while it was happening I knew I had to incorporate ass play in to my life. After all my sexual experiences, it led me to want to try more.
A couple years ago when Craigslist personals was still running I replied to an ad. It was a white lady looking to peg a man. I sent my pics with information about myself on how I was looking to try more and see what it would be like. As well as the thought of switching roles in the bedroom since I’m always in control she said she was experienced doing it, did it to a few guys before, loved everything about pegging, wanted to experience more, and was tired of flakes. She was in her 40’s and liked hearing the men moan, scream, and beg her to fuck them. She didn’t want to peg gays, cross dressers, or feminine men. She only liked to fuck straight men. For her is was the role reverse and the control she had on their pleasure, ultimate sexual submission to her. She liked a man who was a man to the world, but behind closed doors one who could let go of inhibitions and submit to take it up the ass from her.
We exchanged emails back and forth to learn one another’s details. And I’m renaming her for discreet purposes. Cindy and I met up for a drink and spoke more on what we liked and how we learned to like it. It was a good meet up experience because She wasn’t a creep or fake. She was your everyday corporate America soccer mom. We had exchanged pictures in email, so I got a sense of how she looked beforehand. She was hot and had a nice body. She stood around 5’7, 160lbs, blonde/brown hair down to her neck, toned legs, thick thighs, thick ass, and brown eyes. Even though she was going to be doing the fucking, my dick was hard as hell listening to her details on how she likes to fuck men doggy style. I let her know what I liked as well. Sex, sloppy blowjobs, milfs, my nipples played with, and my ass licked is what I told her. With how good the conversation was flowing, it was obvious there was a mutual attraction. As she stated that I was really cute. I think her desire to pegg a hot, tight body BBC black guy was evident because she said she never done it before. The last time she did anything sexual with a black man was in her early 20’s she said. We eventually hugged goodbye and went on our way.
In the following weeks we emailed and set up the details, all while building the hot anticipation. I practiced at home with the dildo and loosened myself up with butt plugs. It was a foreign feeling that aroused my mind in preparation to having my anal virginity taken by this hot stranger. Cindy sent pics of herself in lingerie with her strapon and I sent details about how I was able to take the full length of my dildo (6.5 inch). She really loved when I told her that I had a gaping hole. It was evident that she was hot and horny to do this, messaging things like she couldn’t wait to see my ass stretched out from taking her strapon from behind. As well as being able to take my anal virginity, she was excited about that. She sent me pics of her panties from work one day, showing just how excited she was to do it. Her panties were soaking wet.
After emailing back and forth Cindy and I split a hotel room and met up in the following weeks. We hugged again and quickly found ourselves out of our clothes. I had music going so the mood was set. Since this was my first time getting pegged and switching roles, I wasn’t sure on what to do next. I was clueless honesty. Usually I make the progression and undress the women telling them what to do. Cindy could sense that I was lost on what to do. She held my waste from behind and said “relax, let’s take these off”, dropping my shorts to the ground to bare my shaved naked ass. She responded by telling me that I had a real nice ass and to get on the bed and assume the position. She kept her lingerie on with the thong. I got on all 4’s butt naked feeling nervous and vulnerable on the inside.
There were numerous thoughts running through my head, mainly how did I get myself into the situation.
Cindy came from behind me to lube my ass telling me to spread my legs and arch my back. She pulled out the butt plug I had inside me and started to rub my asshole. What I thought was her rubbing and lubing, was actually her finger inside me. She was fingering my ass and massaging my prostate, which felt Amazing. About 40 seconds of when I realized what was happening My body became numb with pleasure. I found myself moaning telling her it felt like I was about to cum. She laughed with desire and stopped. I stayed bent over with my back arched as she attached my 6.5in dildo to her harness and lubed it up.
Cindy asked if I was ready for her cock in a seductive tone. She got behind me lubing my ass more and rubbing the strapon up and down my ass, Smacking the dildo against my hole. She was spreading my ass and lightly spanking it, telling me I had a pretty ass. It was at that point that I mentally let go of social masculinity roles. Because there I was assed out, bent over about to get fucked in the ass by this hot woman.
She slowly slid the strapon in asking me if I was okay and uttered a lust filled “ooouuuueee yeahhh, that’s it” as she slid it in. I felt full and out of my natural element at that point. I told her I was okay to which she kept a slow pace of thrusting her hips. Her hands were positioned on my waist and I felt like a bitch sexually, but mentally it was a rush to switch roles. There was slight discomfort at first, but I was able to take it. After a few minutes of taking things slow, I felt her give me more of the strapon. The slight discomfort went away to where I was lightly moaning and enjoying the feelings as she fucked me deeper and faster. With each deep thrust I could feel my male G-Spot being tapped. Pushing my back down she gave it to me balls deep, I could feel the full-length slide in and out, with each thrust hitting my prostate. The pleasure that swept through my body was unbelievable. I began moaning and crying out telling her to fuck me and how good it feels. The more I seemed to enjoy it, the harder and faster she fucked me.
After about 15 minutes of Cindy fucking me from the back, she stopped to catch her breath and switch positions. She was a freak and mentioned my ass looked good with her cock inside and that she should have brought her big dick for me. She mentioned me to lay down and spread my legs as she grabbed more lube. Pulling me to the edge of the bed she pushed my legs back to find my hole tightened some. She worked herself back inside and gave it to me as deep as possible. She pinched and rubbed my nipples asking if I liked being fucked by her. I smacked her breast and squeezed them while playing with her nipples. Her rhythm was on point, she was fucking me just as good as I fuck women. She had a good pace, giving it to me slow and fast. Almost knowing when it was becoming too much. At this point I was fully submitted to her and wanted her to fuck me as hard and deep as possible. I moaned and yelled in pleasure for her to fuck me, holding her waist pulling her towards me so I could feel the full length of the strapon. She put my legs together and pushed them back, to where my legs were straight up in the air and my dick was squished between my thighs. She fucked me fast and deep to the point our bodies were making the smacking noise. As she fucked me in that position, I felt the feeling of about to cum, but my dick wasn’t hard. The pleasure was sweeping through my body without having to ejaculate. She was moaning herself like she was Cuming.
Cindy stopped and got more lube, catching her breath in the process. She asked what position I wanted it in next, I wasn’t too sure, but before I could say anything she suggested I lay down on my stomach. I proceeded to lay down in anticipation to being filled back up. She got on top of me from behind telling me to close my legs, so she can have a better angle. She put the head of the dildo in and said, “that slipped right in, you’re not a virgin ass anymore”, and laughed. I replied something to the degree that she was a good fuck and to not stop fucking me. She started riding my ass from the back giving me stroke after stroke. The position I was in didn’t allow me much freedom to move. As a result, I took the strapon without being able to run from it. Eventually she laid along my back whispering in my ear if I liked her cock in my ass. I moaned in pleasure that yes, yes, I liked her cock in my ass and to give it to me and not stop. She angled herself to where she was holding herself up by the arms and thrusting her hips up and down. Each pump in and out giving me 6.5inches of strapon. The pleasure mixed with her weight on top of me had me in complete submission. It was hard to move and lift myself up in response to the anal sensations. When I raised my head and back up, she pushed it back down into the bed. I was her bitch, and nothing could have been hotter. She knew what to do and how to do it as she forced my back and head into the bed with every stroke.
After a few more minutes in that position, Cindy and I stopped to get more lube and switch positions. I got up and it was Precum over the bed and dripping from my dick. Cindy laughed and said that was hot as she looked me in the eyes pinching and pulling on my nipples with her soft hands. She asked if I liked it so far and I told her that it felt amazing. Complimenting her on being a good fuck, she said that she had some practice in a joking manner. I asked if she liked it and she said, “oh yeah”, mentioning that she had come four or five times already. We stood there talking and the look in her eyes while looking at me was filled with the deepest passion and lust. She rubbed her hands up and down my abs and chest. Rather than looking at me as an individual, I felt as if she was looking at me like a piece of meat. While she was pinching and rubbing my nipples I made my dick jump. She laughed asking if I liked that, I told her that I did. She said I had a nice big and thick cock. I slowly started jacking off asking if she liked that, she said she did and took a step back while looking me up and down. Mentioning to pinch my nipple while smiling and laughing. Meanwhile while I was doing that, she reached around me grabbing my ass cheeks in both her hands. Giving me spanks and sliding her fingers down my ass crack.
Cindy turned me around and sternly spanked my ass a few more times before telling me to bend over facing the wall. I got against the wall and she told me to slightly bend over and spread my ass. I spread my ass and felt her stick a couple fingers inside. She slid the strapon back inside me and told me to touch the wall. I obliged and let my dick dangle back and forth as she pounded me from behind. Before I knew it, she had reached around and had my balls in her hand pulling them. She was fucking me at a fast and medium pace. I was moaning and yelling to her to fuck me, all while precum was hanging from my dick. Taking her hand off my waist, she pinched my nipples while she fucked me from the back. I found myself getting weak in the legs as pleasure swept through my body. It was hard to stay standing she was fucking me so good.
Cindy was panting hard and I could tell she was getting tired. We switched back to missionary position. She grabbed more lube and rubbed a lot of oil in her hands, letting it drop on my dick. I spread my legs back waiting to get fucked more. We were both on the same page of finishing things up. I couldn’t hold off not jacking off and busting a nut any longer. She started fucking me more and jacking my dick off. I grew hard in no time as we both looked in one another’s eyes with lust filled role reverse. She rubbed the back of my shaft and caressed my balls all while maintaining her rhythm. She pushed my legs back and leaned in while fucking my ass, going balls deep with her strapon. Cindy mentioned “jack that cock off”, while she pinched my left and right nipple. I was moaning in pleasure she was fucking me so good. I spread my legs back again and started jacking off. She started talking freaky as I jacked off. “Yeah you like this cock don’t you”, “take this cock”, “Yeah I think you like being fucked”, “You’re not a virgin anymore”, “You like when I fuck your ass?”, is what she moaned. Getting bitched out and bottoming out while jacking off built up pleasurable tension to where I couldn’t control it anymore. I jacked my dick off and started busting big loads of cum on my dick and stomach. She was fucking me fast the whole time, with each cum shot was the feeling of strapon sliding in and out of my ass. She didn’t stop fucking me until I had to say it was enough, and that I couldn’t take it anymore. Finally, she pulled out of me, spreading my cheeks to look at my asshole which was bust wide open. She laughed and smacked my ass one good time before we started cleaning up. We were going at it for a good hour and a half.
I came the hardest that I ever have in life. I told her that I never came that hard. Before we went on our way we hugged, and she kissed my cheek. Telling me that whenever I wanted to get fucked again, to call her and that she’ll fuck me anytime. As life went on, we met up numerous times, so she could fuck me. Once she had a girlfriend with her and they both took turns. But nothing compares to the first time.
A few years ago, I was on a hookup spree. I fucked many women of all nationalities, age groups, and sizes. My favorite was big booty black and white women. Particularly white women since that was all that was around while I was studying for my undergrad. The city and school population were majority white. I hooked up with girls I met on campus, online, and out and about. One of which was a Hotwife in her 30’s. She was in an open marriage and was a good fuck. The few times we did hookup she sucked my dick the best to date and even licked my ass. She licked my ass so good that while it was happening I knew I had to incorporate ass play in to my life. After all my sexual experiences, it led me to want to try more.
A couple years ago when Craigslist personals was still running I replied to an ad. It was a white lady looking to peg a man. I sent my pics with information about myself on how I was looking to try more and see what it would be like. As well as the thought of switching roles in the bedroom since I’m always in control she said she was experienced doing it, did it to a few guys before, loved everything about pegging, wanted to experience more, and was tired of flakes. She was in her 40’s and liked hearing the men moan, scream, and beg her to fuck them. She didn’t want to peg gays, cross dressers, or feminine men. She only liked to fuck straight men. For her is was the role reverse and the control she had on their pleasure, ultimate sexual submission to her. She liked a man who was a man to the world, but behind closed doors one who could let go of inhibitions and submit to take it up the ass from her.
We exchanged emails back and forth to learn one another’s details. And I’m renaming her for discreet purposes. Cindy and I met up for a drink and spoke more on what we liked and how we learned to like it. It was a good meet up experience because She wasn’t a creep or fake. She was your everyday corporate America soccer mom. We had exchanged pictures in email, so I got a sense of how she looked beforehand. She was hot and had a nice body. She stood around 5’7, 160lbs, blonde/brown hair down to her neck, toned legs, thick thighs, thick ass, and brown eyes. Even though she was going to be doing the fucking, my dick was hard as hell listening to her details on how she likes to fuck men doggy style. I let her know what I liked as well. Sex, sloppy blowjobs, milfs, my nipples played with, and my ass licked is what I told her. With how good the conversation was flowing, it was obvious there was a mutual attraction. As she stated that I was really cute. I think her desire to pegg a hot, tight body BBC black guy was evident because she said she never done it before. The last time she did anything sexual with a black man was in her early 20’s she said. We eventually hugged goodbye and went on our way.
In the following weeks we emailed and set up the details, all while building the hot anticipation. I practiced at home with the dildo and loosened myself up with butt plugs. It was a foreign feeling that aroused my mind in preparation to having my anal virginity taken by this hot stranger. Cindy sent pics of herself in lingerie with her strapon and I sent details about how I was able to take the full length of my dildo (6.5 inch). She really loved when I told her that I had a gaping hole. It was evident that she was hot and horny to do this, messaging things like she couldn’t wait to see my ass stretched out from taking her strapon from behind. As well as being able to take my anal virginity, she was excited about that. She sent me pics of her panties from work one day, showing just how excited she was to do it. Her panties were soaking wet.
After emailing back and forth Cindy and I split a hotel room and met up in the following weeks. We hugged again and quickly found ourselves out of our clothes. I had music going so the mood was set. Since this was my first time getting pegged and switching roles, I wasn’t sure on what to do next. I was clueless honesty. Usually I make the progression and undress the women telling them what to do. Cindy could sense that I was lost on what to do. She held my waste from behind and said “relax, let’s take these off”, dropping my shorts to the ground to bare my shaved naked ass. She responded by telling me that I had a real nice ass and to get on the bed and assume the position. She kept her lingerie on with the thong. I got on all 4’s butt naked feeling nervous and vulnerable on the inside.
There were numerous thoughts running through my head, mainly how did I get myself into the situation.
Cindy came from behind me to lube my ass telling me to spread my legs and arch my back. She pulled out the butt plug I had inside me and started to rub my asshole. What I thought was her rubbing and lubing, was actually her finger inside me. She was fingering my ass and massaging my prostate, which felt Amazing. About 40 seconds of when I realized what was happening My body became numb with pleasure. I found myself moaning telling her it felt like I was about to cum. She laughed with desire and stopped. I stayed bent over with my back arched as she attached my 6.5in dildo to her harness and lubed it up.
Cindy asked if I was ready for her cock in a seductive tone. She got behind me lubing my ass more and rubbing the strapon up and down my ass, Smacking the dildo against my hole. She was spreading my ass and lightly spanking it, telling me I had a pretty ass. It was at that point that I mentally let go of social masculinity roles. Because there I was assed out, bent over about to get fucked in the ass by this hot woman.
She slowly slid the strapon in asking me if I was okay and uttered a lust filled “ooouuuueee yeahhh, that’s it” as she slid it in. I felt full and out of my natural element at that point. I told her I was okay to which she kept a slow pace of thrusting her hips. Her hands were positioned on my waist and I felt like a bitch sexually, but mentally it was a rush to switch roles. There was slight discomfort at first, but I was able to take it. After a few minutes of taking things slow, I felt her give me more of the strapon. The slight discomfort went away to where I was lightly moaning and enjoying the feelings as she fucked me deeper and faster. With each deep thrust I could feel my male G-Spot being tapped. Pushing my back down she gave it to me balls deep, I could feel the full-length slide in and out, with each thrust hitting my prostate. The pleasure that swept through my body was unbelievable. I began moaning and crying out telling her to fuck me and how good it feels. The more I seemed to enjoy it, the harder and faster she fucked me.
After about 15 minutes of Cindy fucking me from the back, she stopped to catch her breath and switch positions. She was a freak and mentioned my ass looked good with her cock inside and that she should have brought her big dick for me. She mentioned me to lay down and spread my legs as she grabbed more lube. Pulling me to the edge of the bed she pushed my legs back to find my hole tightened some. She worked herself back inside and gave it to me as deep as possible. She pinched and rubbed my nipples asking if I liked being fucked by her. I smacked her breast and squeezed them while playing with her nipples. Her rhythm was on point, she was fucking me just as good as I fuck women. She had a good pace, giving it to me slow and fast. Almost knowing when it was becoming too much. At this point I was fully submitted to her and wanted her to fuck me as hard and deep as possible. I moaned and yelled in pleasure for her to fuck me, holding her waist pulling her towards me so I could feel the full length of the strapon. She put my legs together and pushed them back, to where my legs were straight up in the air and my dick was squished between my thighs. She fucked me fast and deep to the point our bodies were making the smacking noise. As she fucked me in that position, I felt the feeling of about to cum, but my dick wasn’t hard. The pleasure was sweeping through my body without having to ejaculate. She was moaning herself like she was Cuming.
Cindy stopped and got more lube, catching her breath in the process. She asked what position I wanted it in next, I wasn’t too sure, but before I could say anything she suggested I lay down on my stomach. I proceeded to lay down in anticipation to being filled back up. She got on top of me from behind telling me to close my legs, so she can have a better angle. She put the head of the dildo in and said, “that slipped right in, you’re not a virgin ass anymore”, and laughed. I replied something to the degree that she was a good fuck and to not stop fucking me. She started riding my ass from the back giving me stroke after stroke. The position I was in didn’t allow me much freedom to move. As a result, I took the strapon without being able to run from it. Eventually she laid along my back whispering in my ear if I liked her cock in my ass. I moaned in pleasure that yes, yes, I liked her cock in my ass and to give it to me and not stop. She angled herself to where she was holding herself up by the arms and thrusting her hips up and down. Each pump in and out giving me 6.5inches of strapon. The pleasure mixed with her weight on top of me had me in complete submission. It was hard to move and lift myself up in response to the anal sensations. When I raised my head and back up, she pushed it back down into the bed. I was her bitch, and nothing could have been hotter. She knew what to do and how to do it as she forced my back and head into the bed with every stroke.
After a few more minutes in that position, Cindy and I stopped to get more lube and switch positions. I got up and it was Precum over the bed and dripping from my dick. Cindy laughed and said that was hot as she looked me in the eyes pinching and pulling on my nipples with her soft hands. She asked if I liked it so far and I told her that it felt amazing. Complimenting her on being a good fuck, she said that she had some practice in a joking manner. I asked if she liked it and she said, “oh yeah”, mentioning that she had come four or five times already. We stood there talking and the look in her eyes while looking at me was filled with the deepest passion and lust. She rubbed her hands up and down my abs and chest. Rather than looking at me as an individual, I felt as if she was looking at me like a piece of meat. While she was pinching and rubbing my nipples I made my dick jump. She laughed asking if I liked that, I told her that I did. She said I had a nice big and thick cock. I slowly started jacking off asking if she liked that, she said she did and took a step back while looking me up and down. Mentioning to pinch my nipple while smiling and laughing. Meanwhile while I was doing that, she reached around me grabbing my ass cheeks in both her hands. Giving me spanks and sliding her fingers down my ass crack.
Cindy turned me around and sternly spanked my ass a few more times before telling me to bend over facing the wall. I got against the wall and she told me to slightly bend over and spread my ass. I spread my ass and felt her stick a couple fingers inside. She slid the strapon back inside me and told me to touch the wall. I obliged and let my dick dangle back and forth as she pounded me from behind. Before I knew it, she had reached around and had my balls in her hand pulling them. She was fucking me at a fast and medium pace. I was moaning and yelling to her to fuck me, all while precum was hanging from my dick. Taking her hand off my waist, she pinched my nipples while she fucked me from the back. I found myself getting weak in the legs as pleasure swept through my body. It was hard to stay standing she was fucking me so good.
Cindy was panting hard and I could tell she was getting tired. We switched back to missionary position. She grabbed more lube and rubbed a lot of oil in her hands, letting it drop on my dick. I spread my legs back waiting to get fucked more. We were both on the same page of finishing things up. I couldn’t hold off not jacking off and busting a nut any longer. She started fucking me more and jacking my dick off. I grew hard in no time as we both looked in one another’s eyes with lust filled role reverse. She rubbed the back of my shaft and caressed my balls all while maintaining her rhythm. She pushed my legs back and leaned in while fucking my ass, going balls deep with her strapon. Cindy mentioned “jack that cock off”, while she pinched my left and right nipple. I was moaning in pleasure she was fucking me so good. I spread my legs back again and started jacking off. She started talking freaky as I jacked off. “Yeah you like this cock don’t you”, “take this cock”, “Yeah I think you like being fucked”, “You’re not a virgin anymore”, “You like when I fuck your ass?”, is what she moaned. Getting bitched out and bottoming out while jacking off built up pleasurable tension to where I couldn’t control it anymore. I jacked my dick off and started busting big loads of cum on my dick and stomach. She was fucking me fast the whole time, with each cum shot was the feeling of strapon sliding in and out of my ass. She didn’t stop fucking me until I had to say it was enough, and that I couldn’t take it anymore. Finally, she pulled out of me, spreading my cheeks to look at my asshole which was bust wide open. She laughed and smacked my ass one good time before we started cleaning up. We were going at it for a good hour and a half.
I came the hardest that I ever have in life. I told her that I never came that hard. Before we went on our way we hugged, and she kissed my cheek. Telling me that whenever I wanted to get fucked again, to call her and that she’ll fuck me anytime. As life went on, we met up numerous times, so she could fuck me. Once she had a girlfriend with her and they both took turns. But nothing compares to the first time.
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