Strap-on Fucked Pegged free porn video

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'Strap-on fucked'. . . the phrase alone sounds so depraved, but I found out that it doesn't have to be. Well, hell, maybe it is, but perhaps that's the fun of it! I came to this realization a few years after college, when I was dating Emma. She was short, with dirty blond hair, and a mischievous smile. She was not skinny, but not big either; she was sorta pear-shaped and curvy, which was strangely attractive when she would walk naked through her apartment. We met in a bar one night. She was with a friend and I had been feeling lonely. We struck up a conversation, and we wound up closing down the place. We went back to my house that night, and actually, nothing happened other than a little making out. We fell asleep together and went for brunch the next day. However, that led to a bit more. . .

Emma and I had been dating for a couple of weeks, and the sleepovers became more frequent, as did the oral sex. She was the first and only woman that I had ever been with who swallowed. She was particularly talented at giving head, which she seemed to enjoy. Always, when she felt my body begin to quiver and my cock start to spasm in her mouth she would violently deep throat me and I would cum in the back of her throat. Her tongue would continue to work the sensitive underside of my cock, milking me dry.

As we were both fans of fair play, I would either return the favor, or she would be returning the favor to me. She received almost as well as she gave. Emma was always easy to get going -- as soon as I touched her clit, you could feel her become more alive. She was shaven, so there was never anything in my way to prevent me diving in, tounge tip first. She tasted tangy and a little sweet. And you knew when she was about to explode -- she instinctively dug her fingernails into my arms, my back when she was about to cum. It was a good kind of hurt, and luckily none of my coworkers at that time asked why I occasionally had little crescent-shaped scars on my arm.

In any case, it was the frequent oral that got me to the event which led me to write this story. One night, as she was performing a "tongue job," she slipped her finger between my buttocks and gently flicked her nail across my hole. She could tell from my involuntary jerk that I was surprised, and she apologized, along with the mischievous smile that I mentioned earlier. She had incorrectly assumed that I didn't like it, and I told her that there was no need to be sorry. She smiled again, tossed her hair to the side and resumed sucking my dick. This time, though, she was a little more aggressive with the finger. I loved it, and at the same time, I felt a little violated and naughty -- I'm a man, am I supposed to like this? I didn't care. I relaxed and she slid the tip of her finger into my anus, just massaging the opening. Naturally, it didn't take long before I was, again, coating her throat with my cum.

We laid in bed talking that night. She asked if anyone had played with my ass like she did, and I answered honestly, that no one ever had. I was also honest about how much I liked it. She didn't seem to be freaked out by this response. She told me about an ex-boyfriend of hers that got her into anal sex. She didn't love it, but he did, and she didn't really mind doing it for him now and then. She went on to say, though, that he really liked it when she played with his ass, too. They started out by getting him a small anal plug which he often wore during sex. That led the two of them to purchase, you guessed it, a strap-on for her to wear. After a while, though, they grew apart, but she still had the strap-on. Emma could see that I was intrigued by all of this, as my cock slowly came back to life while she was talking so casually about something that seemed so taboo. She started stroking me and asked if I wanted to give it a try. I said that I didn't want to that night; it was late and I had already had a good orgasm. However, I did say that it may be fun to try in the future.

So, I thought about that night for a couple of days, and what can I say -- it made me horny. I called her to ask her to dinner the next weekend. We went to an Italian place we both liked and talked about whatever people talk about on dates. The restaurant was closer to her place than mine, so I accepted the unspoken invitation to continue the evening at her place. We drank a bit of wine and watched the last part of an old movie on TV. I had enough wine to be a little under the influence, but certainly not drunk. We turned off the TV, and I looked at her.

" I think I want to give the strap-on a try if you don't think it's weird."

She smiled with the side of her mouth, and said, "You know I don't think it's weird. I thought you might bring that up."

I was a little embarrassed, but it didn't matter, I was already starting to get stiff just thinking about it. She took my glass and held out her hands, silently coaxing me off the sofa. I took her hands and she led me to her room (as if I didn't already know). She turned into me, and we kissed. I began to undress her -- I slipped her out of her shirt and bra, kissing her neck as I did. I pulled the skirt she was wearing over her hips, and it hit the floor. She began working on my belt and pants as I pulled off my shirt. Free of our fabric restraints, except for a satin thong that she had on, we collapsed onto her bed. I licked my way down her torso, and she helped me slide out of her panties. I consumed Emma's peach, I did my part.

After her ecstasy wore off a little, she lowered her mouth on my ready member and gently sucked. It didn't last too long, and for once, I didn't want it to. She got up, went to the closet, and reached up for her "toybox." She pulled out a black latex dildo, which was fairly normal size (for which I was thankful) and a harness-looking thing. Emma fitted the cock into the strap and fastened it around her hips. Then, she pulled out lube which she stroked onto the fake penis that she'd soon slide into my ass.

"Are you ready for this?" she asked.

"Oh, yes," I replied, " I think so."

"Well, hands and knees, then."

I complied with the command. It felt really odd and vulnerable to stick up my ass in front of a girl as if I were a cat in heat -- but it was exciting. I felt a lubed finger slide between my cheeks, and Emma pushed the tip of her finger into my hole. Again she just massaged, and I relaxed.

"This is to loosen you up a bit; I don't want to hurt you."

I didn't respond, I just felt. A moment later she began to slide it in. I felt the cool, wet tip of the cock press against my opening. I pushed back a little and the tip slid in - I exhaled violently.

"Does it hurt," she said.

"Not really, I just need to get used to it."

I nodded, and she slid a little deeper. This was good, and I moaned. She began to work my ass in a slow rhythm now, and I was really enjoying it. I found that I liked the feeling of her in control, the feeling of being fucked. She grabbed my hips and buried the cock into me. We were still for a moment. I could feel her warm, smooth thighs pressed against the back of mine. I was being fucked, doggystyle, by a woman. We started to move again, this time faster. My ass felt full, my cock was erect, full, and heavy. The motion of being fucked from behind was causing my cock and balls to just dangle and jerk around with each thrust, which was odd but wonderful. Emma kept slamming her pelvis with her fake dick attached into my ass -- the pressure against my prostate was about to make me cum. I reached back and stroked my cock maybe 5 times, which was all I needed to make me explode.

I came on her sheets, but didn't care. I collapsed forward, and she with me. We both caught our breath, and I apologized for the mess. She slowly withdrew from my ass, laughed and said that she didn't care -- sheets can be washed. We cleaned up, changed the covers, and fell asleep naked, soft , and warm. It was kinda sweet for something that sounds as depraved as being "strap-on fucked."

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I Open Up his Ass PT3 Pegged

Amy looked at me after thinking for a second and then remarked, "I don't think we should go back to our apartment. We should probably head to our cabin. At this time of night it shouldn't take more than two hours to drive there." She took a breath and then continued. "I'll drive. I guess with the way you are, in women's underwear and all, you should ride in the backseat."The softness of Amy's voice, that she had been using with me, was unfamiliar and a contrasted to what I was becoming...

3 years ago
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I Open Up his Ass PT2 Pegged

Amy laid down next to Tim exhausted. “Tim, now I want you to suck on ALL that cum you just shot in my pussy.”Tim without a word placed his mouth on her trimmed pussy and began to suck and lick her hot organ. “That's good. You love this pussy, don't you?” Amy had always liked the way her husband eat her out, but now it was the power trip getting her off. “Do you like the taste of semen in my pussy? Later on it could be a real man's semen in my pussy.” Amy came in her husband’s mouth relishing in...

4 years ago
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I Open Up his Ass Pegged

"How would you feel if I used a strap-on, on you?" Amy looked at Tim with a mischievous smile."I don't know." Tim was a little nervous, and he looked at how nice Amy was, lying there naked and beautiful next to him. She had a petite body, and very soft skin, a tight pussy, and now Tim started to image this girl, wrapped in leather wanting to take his ass."Well it looks like you're starting to get excited." Amy noticed his erection starting to grow, and she quickly grabbed his dick started to...

3 years ago
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Up your Ass Baby Pegged

My boyfriend Chad was taking a shower and so I thought now I'd take out what I had bought for him that morning, actually bought for both of us - a big new dildo. I have something of a fetish for cocks. It's not just that I like to suck them and fuck them, but that I'm something of a connoisseur when it comes to the form of the male sex organ. And this dildo was definitely very special. I like to watch porn flicks with Chad which feature a certain guy. This stud's got himself a big, beautifully...

3 years ago
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Beg me not to Stop Pegged

She was working the dildo in my mouth like it was her real cock and she could feel all of the moves and thrusts. Her body moved like this was natural for her to be shoving a cock in a man's throat. She coached me at times by telling me to move faster or slower. At times, she grabbed me by my ears and would make thrusts, in and out, just like she wanted so that she could control the feeling and edge around an orgasm."You wait till I get this dick in your ass. It's gonna feel so good you're going...

2 years ago
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Making him Cum Pegged

She had plans for him tonight, and she would have no problem getting him to go along. Any time her naked body was involved, he was willing even if he didn't know where it was going. After teasing him a little with some rubbing and some accidental bumping all evening, and promising him a special blow job, she would easily get him on the bed and tie his hands and feet to the bed spread eagle. That's when the real teasing would begin. Jed knew she would never hurt him, so she could make it...

1 year ago
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Wife Opened My Amazon Order Pegged

It's amazing how hard it is to think logically when you're horny. I had the house to myself for the entire morning, a rarity anymore, and I was finally able to spend plenty of time in front of the computer searching my favorite porn sites. On a day like this, when I know my wife will be gone for hours and there is no chance of being disturbed, I like to take my time with things. I grab my lube, strip down and watch video after video, browse through stories, look at pictures, and try to make my...

3 years ago
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Kinky Girlfriend Pegged

I have never met a man or woman as confident as the young woman who took my anal virginity. She was not dominating, or arrogant, just very confident in herself and her judgments of people. How she knew a guy like me would give her what she wanted, and what I learned to want, I still do not know.We met when I was doing a work survey of a local university to add some decorative pieces to the administration areas and the student union's offices. I had started up a specialty business to do singular...

3 years ago
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Anal You First Honey Pegged

It started with role-playing games and the telling of fantasizes. When I brought up threesomes, I was thinking about another woman but when she got all excited about bringing another man into our bedroom I began to think about it. My next step was to purchase a dildo at the local sex shop as out third partner but when I suggested we put it up her ass she said only if I would take it up mine first.Now I was stuck, how could I, want her to take it, but refuse to take it up my ass first, so...

4 years ago
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Wife Takes my Ass Pegged

I'm not young and inexperienced, by any means. In my early, sexual-awakening days, I had more opportunities than a lot of guys I knew in the area of sex, both alone, and with willing females. I'm not bragging, but I lost my virginity at 15, and there were several girls who met me as virgins and left me knowing how a man satisfies a woman.One day, I met a girl and settled down. We raised two great k**s, sent them off to college & marriage, and discovered anew the rewards of an empty house....

3 years ago
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I meet my Dream Girl Pegged

1)We met online at a dating site, and immediately I was drawn to her. Just from the small sampling of pictures, I could tell that she fit my tastes in women. She was about 5'4, athletic build, short cropped hair, some tattoos (which could be easily concealed, but enough to express herself. Love women with tattoos.) and these green eyes that were fitting of a Goddess. Her features are soft and gentle, but she still has a strength in the way that she carries herself. Beyond her physical...

2 years ago
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She took My Ass Pegged

Right now I'm laying here with my girlfriend on top of me and a strap on in my ass. I like it but I didn't expect it to be like this. Let me take u to the beginning. It was a warm sunny day, I just graduated from school along with my friends and my how and sexy girlfriend. All of my friends and people I don't know told me that I was lucky to have a the hottest and sexiest girl in the world. she always seemed "normal" but I found out she wasn't "normal"Let me tell u about her. Her name is Sara...

2 years ago
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Your my little Puta Perra Pegged

Just so you can know a bit about me and my wife, She is about 5"6 white complexion blond green eyes and thin curvy body she is 33 years old she is a modal of a women I get asked all the time how I was able to snatch her up but I am not too shabby myself I am 5"11 dark hair not fit but not fat I would say nice facial features and also of light complexion:Yesterday as every night I wait for the k**s to go to sleep and I get into the shower, after I do this I kind of notice that my wife does the...

3 years ago
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You cant handle The Truth Pegged

It's been a long month, for both of us. It's late on Thursday night when you climb out of the car. I can see in your shoulders that you are weary. You look like you're carrying the weight of the world. But for the weekend, you are mine, and I have one goal: to make you forget about life outside the walls of my house.You approach the house, and I come down the steps and I put my arms around you. I'm tearing up with how much I love you and how much I know you've been through lately. I hold you...

3 years ago
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GF Caught Me Watching Porn Pegged

I was engaging in a little selfish perversion on the computer, so I was oblivious as she crept up silently behind me. She must have been standing behind me for some time quietly watching me surf the net. Thinking she wouldn’t be home for hours I had begun my ritual of masturbating to images of woman in strapons. Just as I was increasing the tempo teetering on the verge of release she cleared her throat.I stammered some nonsense and I quickly pulled up my pants. She had a slightly amused...

2 years ago
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My Ass is Yours Pegged

Just as we were finishing dinner, Cindy looked over at me with a sweet and seemingly innocent smile and said, "I really want to fuck you in the ass tonight. You up for it?" Cindy is nothing if not direct. I smiled back. "My ass is yours, pretty lady.""Oh, yeah," she replied.A month ago I wouldn't have believed that I had come to love being fucked in the ass by my girlfriend with her strap-on. I was too straight, too conventional for that. It all started when Cindy stuck her finger up my ass and...

4 years ago
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I learn My Husbands Secret Pegged

I've been married to my current husband, Anthony, for just over five years. In a former life I had a boring if not unpleasant sex life; little or no foreplay, no concern for my needs or desires. My former husband pretty much named the time, place and manner and I was expected to give him what he wanted. Although I'm naturally a bit submissive, my ex pushed me beyond my limits so often that sex for me had become an unpleasant chore. Even my self-image suffered as he made me feel like a...

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