Breaking Another Guy Pegged free porn video

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K was an interesting character and I couldn't figure out why he didn't want me after a few sessions of being his submissive. No amount of seduction seemed to work and I was starting to give up. My sexual adventures took me to all kinds of places, and all the while I wondered what K's darkest fantasies were and if I would ever play a part. My high sex drive got me into all kinds of trouble, and I eventually gave up on him. He would ask me how I was doing now and then, but nothing more. At the time, I was fucking a girl regularly who loved to take a big strap-on from an older, more dominant woman. She yearned for it.

I was 24 and she was 20. She would describe herself as bi-curious and I felt honored to be her first girl-on-girl experience. We met online and I had shown an interest in her straight away. She wasn't like most girls who use those kinds of websites--she was funny and interesting and classy and not the type you would expect to be remotely kinky or filthy. She had long dark hair and a perfect hourglass figure that hung on a 5ft4 frame. She had perfect little tits and an amazing ass and olive skin. She almost looked Hispanic.

I enjoyed hearing her stories, about how she worked in a chocolate shop, and how her mind always wandered to sex when she heard the names of the chocolate labels, like "dominant black" or "the smell of leather". I loved how open she was about sex; I laughed at her stories and it cued me to enquire about her own dark fantasies. I felt an instant connection with F and knew I just had to have her. She liked how much attention I gave, and we arranged to meet in a hotel and to have a night of BDSM sex. I made her cum all over my fingers multiple times, and introduced her to my big black strap-on. Soon after, she was gagging for it on a regular basis, wanting me to collar her, tie her up, fuck her and own her with a strap-on. Of course, I obliged all her requests and made her my little pet. She learnt to love having it in every hole. She was a perfect slut for me: well trained and fully obedient.

Meanwhile, K asked me how I had been and it surprised me how much he loved hearing about my dominant side when I told him of my antics. He sounded so interested in my story - in what I had done, how F had enjoyed it, and most importantly, the strap-on itself. It was strange, I had always been the submissive until I had met this girl, and after that something inside me changed. I got off on telling him all of this, but I felt angry at K, for all the times he had screwed me over, messed me around, given me false hope. He fucked my ass bareback once. I can't believe I let him do me raw from behind without a condom. I remember how dirty I felt when the cum trickled out of my tight hole, and how it stung so badly for days after. I was a filthy slut to even allow that.

"Would you ever let a girl do you up the ass?", I boldly asked. The new, more confident me felt no hesitations.

"No..." he said, recoiling.

I could tell he was embarrassed. "Well you did it to me! It's only fair!" I replied, laughing. Pretty soon, the conversation escalated into a full scale argument. I enjoyed it, trying to persuade him that he owed me this, that he owed me just one time, to screw him and own him and to "get even". Somehow, I knew there was a small part of his dirty mind that was curious to experience FemDom, and I worked hard to dig that out of him.

I managed to persuade him that being rimmed doesn't make a guy a sub, that dominant men can enjoy that too; that having a love of anal doesn't make someone gay or weak or dirty.

He agreed that it would be nice to have a girl suck his cock, and then go further south, flicking her tongue around his asshole while his cock was hard and throbbing. It would be kinky.

I then went further and said "Well, what about a finger?"

He wasn't so sure about this. I told him that once he had been fucked by a girl's tongue, that there wasn't much difference. A finger isn't that big, and guys can get extra pleasure from having their prostate massaged. That would feel great being sucked off with a finger with a finger in the ass. Again, he was reluctant, but eventually accepted that it could be hot on the odd occasion.

The debate continued until I had finally tried to convince him receiving a strap-on wasn't much different from two fingers. Well lubed and stretched out, it would be manageable. He seemed a little scared of this idea so I carried on.

"I'd cry like a baby" he said. "I'd feel like a girl".

I told him that he should be ashamed of himself for the things he has done to girls, and that I wanted to fuck him face down, and make him take it, just as he made me take it. He didn't like this. After lots of dirty talk he eventually agreed on one IOU to me. We would fuck one last time and I would be in charge. I could have my wicked way with him just once. It was a promise, and one of the few he was to keep. There was only one condition he wanted--I would have to give him a chance to redeem himself. If he sucked the strap-on properly, it wouldn't go into his ass, and I would settle with just a finger. He had do to it properly though, or the deal didn't apply.

So we arranged it one day. He would wait for me on his knees, in only his boxers, and I would arrive at his house ready to go. He did as he was told. I entered the room to find him on his knees, head down with his hands behind his back, like a perfect submissive, like my perfect slut girl does so well.

I knew I would have so much fun with this. "You did what I told you," I said. I tied his hands behind his back; I knew he would struggle if I forced him to take that big cock of mine from behind. "Look at how hard you are! Suck my cock", I instructed, looking down on him and that big bulge in his boxers. I knew he hated hearing the word "cock" rather than "strap-on ". It made it feel like a real one. It made him feel gay.

I guided his head towards it and told him to "suck it properly". He wasn't bad, but I could tell he had never done that before and needed to learn to deep throat it. I wanted him to choke and gag on it, so I grabbed his head and forced him to take every inch to the back of his throat. His eyes watered as he obeyed my command. He struggled a little. "That's not how you suck dick", I said. I pulled down his boxers to reveal his perfect hard cock bobbing between his legs.

I got on my knees and sucked him off perfectly, looking him in the eyes and slowly guiding myself onto his shaft. He moaned a little. "That's how you suck cock!" I forced the big black cock back into his mouth once more and gave him another opportunity. "Spit on it", I ordered, wanting to make sure it was nice and wet. It would be going in his ass after all. Not that he knew that!

"Good boy", I said, lightly slapping his face and releasing my cock from his mouth. "Now go and lie on the bed, face down".

He struggled to his feet and climbed onto the bed. I could see he was scared. He knew I was going to rim him and finger his ass, but from that position I could do anything I wanted to him. He was my play thing. Tied up and vulnerable. There was no chance he could escape. He was now fully exposed. " Look at how tight your asshole is!" "Mmmm." I started to lick him as if it was a girl's pussy, taking my time to circle the area, to tease, to gently flick my tongue around. He twitched a bit. I could see he was relaxing so I thrust my tongue into his hole and explored his insides, taking my time and gripping his ass cheeks.

After lots of teasing I inserted a finger. He was starting to panic at this point. I could feel his muscles tensing up around his finger. His face was down and he was starting to make some noise. I think he was starting to beg a bit. I didn't care. I fucked him slowly at first, hooking my finger around to touch his prostate, reaching around to wank him off. "You love it. You want mummy to fuck your ass". I knew that it was ultimate humiliation for him - to be ****d by a younger woman... to be fucked by a good friend of his.

I stretched his ass out fully and gave him one hard spank. There was nothing he could do now. "I'm going to have so much fun r****g your ass". I said, laughing. I pulled his head off the pillow.

He started to say "No...please...please don't." It was pathetic. He was so weak and helpless. Crying like a baby.

Eventually I lubed up my big cock and told him how ruined his tight hole would be. I could have been cruel but I made sure it was extra slippery so it felt good. I'd train him to love cock.

I whispered in his ear: "I bet it feels like a real one," and then I slowly entered him from behind. He squealed like a little piggy when I did that. "What a bitch!". I started to fuck him doggie style and forced his head back onto the pillow. I could tell he was dying to break free from the ropes and I had to hold onto his hips to make him take every inch. He was trying to wriggle away. He needed this. I laughed and nailed him fast and hard.

"Tell mummy how much you love it," I said. [new paragraph]

"No mummy, please stop!" he cried. [new paragraph]

I fucked him even harder, pounding him like a girl and calling him a little sub slut. He was so hard too, and completely head fucked, unsure of whether he was gay or straight, sub or dom. Right now he was a cock hungry bitch. Completely pathetic. He loved every second, the dirty pervert fuck. I carried on fucking him deep and stretching out his hole. I knew he would end up cumming from this. I allowed him the small mercy of not having to face me at first, because I knew he would be as ashamed as he was dominated.

"Would you like to cum for mummy?" I asked.

"Yes.. please mummy... let me cum..." he said, as I pounded him harder and harder. I untied him and turned him around so he was facing me. I wanked off his cock and spread his legs at the same time so I was giving him a hand job and fucking him from the front, watching his face as I forced every inch inside of him. His feet were shaking on my shoulders. He quickly came hard, all over himself, with my big black cock deep inside his ass. He was crying and covered in a big load of hot sticky cum. What a mess!

I figured it would take him a long time to recover from the humiliation, that he wouldn't be able to look me in the eye for a long time. And this was the start of the training. Eventually he would be begging for it, because he had been broken. He was no longer the D but the S. And while he was face down, that could have been anyone inside him. Maybe one day it'll be a real one and he will reach new levels of humiliation, or maybe not. I decided he needed space to think about what a dirty fucker he had been and just left him covered in his own spunk.

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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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Do you want me to Fuck You Pegged

About six years ago I was in university and living on campus during the summer along with a few other guys, including a guy I roomed with off campus during the school year. Jeff and I were in the same program and we were taking summer classes while working for our department. He and I were fairly big geeks and only occasionally would we do social things like going to the bars to drink and socialize with friends.There were several women also living in residence then, including one attractive...

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...

4 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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My GirlFriend Fucks Me Pegged

It all started when she would rub my ass while she sucked me off which felt so good. Then it progressed into her fingering and massaging my prostate which felt even better still. In fact, That's how I discovered the "anal orgasm". I didn't even know that existed until she gave me my first one. I suppose orgasm isn't the perfect word for it as there is no ejaculation. However, it is so intense and it sweeps across my whole body. I can't think of another word to properly describe it. I can only...

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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Ready for Me to Fuck You 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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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...

4 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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Fantasy is to be Fucked Pegged

"You know we have spent a lot of time discussing my fantasies but no time at all talking about yours...." She waited for a reply with raised eyebrows.I cleared my throat and rubbed my chin stalling for time because I was debating just how honest I should be."Honey, stop spacing out and talk to me." She pleasantly implored. "What would you like to know?" I finally replied. "Well for starters what's your fantasy?" She asked."I have fantasies like a lot of guys, you know." I answered evasively. "I...

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...

4 years ago
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GF Birthday Surprise Pegged

Cindy promised that she had something special planned for my 30th birthday. I wasn't sure whether to be pleased or frightened. And yet, there I was, naked, my wrists shackled to either bed post like Christ on the cross, my ankles shackled and bound up with straps against my thighs, making my nether region fully exposed and accessible. And then she put on the blindfold. "I am not sure how I feel about this," I finally said. She breathed softly on my ear and said, "Trust me, relax, and enjoy." I...

4 years ago
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Im Her CockSucking Slave Pegged

I have been married for 11 years. For the last 10 I have had fantasies of serving my beautiful wife Heather as a sex slave, to be dominated, humiliated and controlled by her. A few times she has tried to indulge my fantasies, but she really could never get into it, that all changed a few nights ago.I was watching the sports on ESPN before going to bed. I heard my wife enter the family room. I didn’t look at her immediately, but when I did was I surprised. She was wearing a black teddy, with...

2 years ago
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Your Ass is Mine Pegged

The best way to explain my relationship I have with my wife is to explain how I became a slave to my wife. My wife is 5'2 and 115 pounds and has a nice curvy figure. Basically she looks damn hot. I am 6' and 185 with an athletic swimmers build. Not to sound conceded, but I consider myself fairly nice looking man.My wife and I married when I was 21 and she was 19, everyone said we were to young but we're in love and we're both ready. It is now been 10 years since we married and are still very...

2 years ago
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GF trains my Ass Pegged

I love when my girlfriend fucks me with her strap-on dildo. It all started when she would rub my ass while she sucked me off which felt so good. Then it progressed into her fingering and massaging my prostate which felt even better still. In fact, That's how I discovered the "anal orgasm". I didn't even know that existed until she gave me my first one. I suppose orgasm isn't the perfect word for it as there is no ejaculation. However, it is so intense and it sweeps across my whole body. I can't...

3 years ago
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New GF has a Surprise for Me Pegged

I was a divorced bi 54 year old white guy and shortly after my divorce I met Julie. She was in her mid-forties, blonde, petite with still perky breasts. She worked out regularly and was in fine shape. Like me she was divorced. We had dated for several months and I was having dinner at her house. The wine flowed freely throughout the meal and we were a bit tipsy. I helped her with the dishes and as soon as that was done, we fell into each other's arms and soon adjourned to the bedroom. Our...

3 years ago
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GF In Charge Pegged

My friend Beth and I met in college through a mutual friend. We went to different schools about half an hour away from each other. We instantly hit it off and there was an obvious sexual attraction between us. Beth was a swimmer on her college team and was tall, about 5'10", with a nice slender, athletic body. I also played sports, though not for my college, and kept in pretty good shape.Beth and I hung out with our other friend Ashley a few times. We went to their sorority parties, caught a...

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