Pegging

Anal Pleasure – Chapter 1

My journey into the delights of anal sex began a decade ago. I fantasised about my then wife and I having a threesome with another woman. My wife just thought I wanted to fuck someone else. She couldn’t understand I wanted to see HER with another woman. I even bought a strapon dildo for her to use but she wasn’t interested at all. The toy got filed in a drawer. Sometime later we were making out on the bed when she said she had to go to the toilet. Several minutes later she came back naked wearing the strap-on. “Strip” she demanded. Then I got in the doggy position and had my first anal experience. I am not embarrassed to say I enjoyed it. She did it once more. I loved being pegged. She was …

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A surprised ass-fucking in panties

A very curious thing happened to me the other day and I feel I need to share it with you… I have been ‘mildly’ crossdressing for over a year now. I say ‘mildly’ because I am not into full feminization, I just love the feel and look of lace panties when they are hugging a good looking cock, not to mention the taboo. I have taken to wearing stockings too which feel amazing, it’s like having your whole lower half caressed persistently. I have thought of wearing a bra but, although I can almost imagine how amazing it would feel, I don’t think men look as good in them as women, by a long way. Panties though, well that is a different matter. Anyway, I digress, on to the story. It was a Saturday evening …

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My Pegging Wedding Night

We had a destination wedding in Cancun. The resort was absolutely beautiful and the service was incredible. Since we were getting married there, they gave us all the upgrades. We had paid for a junior suite, but were upgraded to a massive two-bedroom, three-bath suite with a bar and full kitchen. It had a pool table, a 65” flat screen in every room and a Jacuzzi on the balcony. Seriously, there was a tub out on the balcony, overlooking the ocean! It was amazing, and we enjoyed it several times during our two weeks there. But this story is about my wedding night, so I’ll get to it. My now-wife Jenn was stunning in her gown. She’s about 5’6”, with a thick frame and curves to die for. I love every inch of her and …

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Asian Mom Jenny and her son Chris Series 2: Part 6

For the rest of the evening, even after the movie, my husband was relatively quiet around me. I guess my look from earlier had gotten him nervous, scared him enough to try and avoid any major conversations with me about his phone call. So once we were back in our room, he went for a shower and then quickly decided to call it a night, going to sleep much earlier than the last few nights he had out drinking. My mind instantly debated whether to spend another night with Chris, but truth be told, with the little sleep I had last night, I was beat too. So ultimately, I decided against it, settling for a good night’s sleep so that I’d have enough energy for Christmas Eve. My plans were ultimately disrupted by the buzzing …

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Senior Moments Ch.2

For the rest of the weekend I stayed with Nikki and David, and I fucked Nikki every chance I could. I was fascinated that Nikki seemed to crave a new sexual experience every time. I was introduced to anal and oral sex both giving and receiving. It seemed like she was some how teaching me but at the same time experimenting for the first time herself. It was somewhat weird that David seemed as happy that Nikki and I were fucking so much, but I was relieved he wasn’t upset. I was getting ready for bed on Sunday evening and Nikki came in and asked if I would be interested in something different tonight. As had always been my answer I said Yup. She said that she wanted to watch an adult video while we …

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Anal Pleasures – Chapter 2

After my initiation into anal sex I wanted more. I was seeing on old friend (female) and enjoying her. Of course I didn’t mention my new friends to her. I had booked “P” again, this time with her friend “M”. “P” had told me to always book for the next day so she wouldn’t masturbate and be ready for me. She and “M” arrived, this time early. I don’t know if they were keen but I sure was. “P” had found a way around hotel security. I guess she was well versed. I opened the door in shorts and a T-shirt. “P” introduced me to “M” and we sat down and had a drink. “M” went and had a shower while “P” explained all the nasty things they were going to do to me. I …

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Discovering the joy of being bi.

I’d been friends with Dave since junior school and when it became clear later that he was more interested in cock than pussy nothing changed. We still hung out together and did all the things that friends do. Except he had boyfriends and I had girlfriends. We went to different colleges but ended up in New York after graduation and resumed our friendship. We were out for a movie one night and decided to go for a few beers after. Normally we ended up in my local bar but this night Dave told me he wanted to go to his favorite hangout. It was down in the Village and I didn’t need to be told that it wasn’t going to be like the place we usually went. We found two stools at the bar and …

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Just For Starters

You knock on the door of the hotel room. I have been there for some time… I open the door just enough for you to see my face. I smile and tell you to close your eyes. Obedient, you comply. I look at your pressed khaki pants and spotless polo shirt…you are badly in need of some kink. I lead you through the door into the room, grateful that no one is in the hallway to get an eyeful of my leather bustier, stockings and obvious fetish-wear 5 inch heels. Oh, and the strap-on dildo would surely have been a dead giveaway that wonderfully nasty things were going to happen in this room this evening. You don’t see any of that, because your eyes are closed as I requested. I take your various packages from …

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Strap-on Fantasy Discovered

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 pleasure last as long as possible. Of course, the longer this time lasts, the more I begin to indulge my dirtier fetishes. Things always start relatively tame. Traditional guy on girl. Then some lesbian porn. Then group …

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Paradise in Suburbia, Pt. 1

“Ok Courtney, you and Jessica are in charge ’til I get back. I’m really sorry to leave you and Jacob all alone, but your Aunt Julie really needs me right now. I know you’re responsible enough to handle this. I’ll be back tomorrow morning, be nice to your brother and call me if you need anything. Here’s some money for pizza.” Courtney made a face and rolled her eyes at her mother’s instruction. As if she would even want to see Jacob all night, much less go out of her way to be nice to the little twerp. “Thanks Mom, see you tomorrow, good luck with Aunt Julie” she replied, sticking the money in the pocket of her tight denim capris and giving her mother a quick hug before she rushed out the door and …

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New Neighbor Shelley Takes His Ass

It seemed like lunch time would never come. The memory of sucking my neighbors sweaty cock this morning was in 4K high definition in my mind. I could not stop thinking about how he felt my mouth. I needed to find an outfit like the woman in the video wore, if I wanted that hot hard cock in my mouth again. I slipped out a bit early and headed to the Hustler store. They had a good ***********ion of lingerie, but I could not find a good match for the two-piece ruffled nighty the gorgeous young lady wore. I was ready to move on when I noticed the huge variety of dildo’s they had. I found myself drawn in to the area comparing them to John’s cock as I looked. I recalled the one John …

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Tied up and pegged

At 8 pm I tied myself to the bed. It was a trick I had learnt a while ago and was well practiced. First I tied my ankles, quite loosely as I needed to be able to move my legs a little, and then I tied my left wrist. I used a special knot to pull the right one securely, however there was a trick to the knot that allowed me to release myself with a swift pull in case of ‘emergencies’. I pulled my limbs to check the ropes were secured and looked myself over. I was wearing a pair of black stockings no with red toes, red tops and a red line along the back seam. They were held in place with a suspender belt and to top it off I was wearing …

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College Break 2 – Christmas

It didn’t take long for Chelsie to finally admit to Amy and Jill that it was actually her Uncle who she got fucked by. She really hadn’t thought out her story and it took very little to piece together what’d actually happened. Chelsie was surprised by how accepting they were. Amy and Jill of course still felt some shame in their threesome and it helped to know that at least a videotaped threesome with a professor was more socially acceptable than fucking your biological Uncle. The couple of weeks between Thanksgiving and Christmas break were a blur. Before the girls knew it they had finished their last final and were packing up for their trips home. Jill was going to her Aunt’s place where the rest of the family was gathering. Amy was going home …

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Obeying Katie Ch02

  I arrived promptly at 6pm with a duffel full of toys, restraints, plugs, dildos etc… that I had acquired over 10 years. My ex-wife particularly liked the we-vibe and the rabbit. (I liked the butt toys). My ex would do some things with my ass if I asked but I could tell she didn’t like it so I quit asking. She actually liked it when I fucked her in the ass though so I thought it was selfish of her to not return the favor. Katie met me at the door and told me to strip and put my clothes on the chair near the front door. She had seen me naked 5 times before this so I had no problem with her request until Chloe walked in… I hesitated while pulling off my …

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My first bi experience

First a little about myself. I’m a married white male and just turned 50. My sex life is very blah and damn near non-existant. I am on the reserved side and find it difficult to talk to strangers and meet people. Lately I have been thing about having some fun and excitement outside of the house. One of my biggest fantasies is having a woman use a strap-on on me. Me laying on my back with my legs up so that way I can see the woman approach me and start using it on me. I’ve also been fantasizing about playing with another man. Wondering if I could feel a differnce between a dildo or a real cock in my ass. Plus I’m curious about sucking on a cock and seeing what the pre-cum and …

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Obeying Katie Ch01

Obeying Katie It all started one day at the laser hair removal salon. I never had much body hair and so when I was very young, 14 or so, I started trimming or shaving my abdomen, pubis, genitals, perineum and perianus. I just thought I didn’t look normal when I let my hair grow out naturally. It was so sparse and thin I just didn’t like it. I had done this on and off for 25 years. My ex-wife even prodded me to go the salon years before we got divorced. She loved me smooth but I couldn’t get up the nerve to expose myself to a total stranger. Finally at 40 years old I was just so tired of the shaving regimen and the stubble that I decided to go for it and get …

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