1. My First Time Cuckolding with an Old Girffriend


    Date: 9/2/2015, Categories: Anal, Gay Male, Mature, Author: digitalsurf, Rating: 90, Source: xHamster

    holding her cheeks apart with my hands. After a moment, she was riding my tongue. I took one hand and fingered her while I did this, and I pulled her down the bed so that her arms were fully extended. I’ve helped women squirt before and always found that turning them around, and getting inside different ways, can affect them. I could tell by how Marie sounded-- a bit longer groaning, less yelps or cries-- that she was liking me fingering her from behind, although I hadn’t done this when we were together. I looked at Henry, who was trying to see what I was doing. “Do you like this?” I asked. “Henry, come and see ,” I told him. “Get up and come and see this.” Henry was now semi-erect and his cock swung as he came over to the bed. He was beside me while I fingered Marie and licked her ass, the cum still wet on his chest. I put both hands back on her ass, spread the cheek apart and showed him his wife’s button, which was small, lovely and pink. “Do you guys ass fuck?” I asked him. “Only a few times, and not well,” he said, sortof laughing. “Okay, get up behind her,” I told him. “Get yourself hard and let’s try. I’m gonna play with your wife’s pussy while you fuck her in the ass, okay?” He rubbed his dick and it got hard and I coaxed him into her ass. Once he popped the head in, she let out a bit of a scream and I reassured her it would be okay, speaking calmly, “It will be worth it, Marie. It’s going to help you squirt.” I went behind Henry as he held his dick in and tried to ...
    get it deeper, and while I hadn’t planned on doing this I told him, from behiind, “I’m just going to touch your chest a minute. It will be fine, okay.” He said, “Ummm...” and I said, “trust me. Trust me the way Marie trusts me.” I brought my hands around to his chest from behind and told him, “Now, fuck her. Go. Get inside that ass.” As he pressed into her, and as Marie yelled a little, feeling discomfort, I brought my fingers to his nipples, playing with them. “Ohhhhnnnnggg,” he said, liking it, I thought. I kept doing this as he thrust in her and, soon, I was kissing his neck, playing with his nipples and telling him to fuck his wife as they found their rhythm. “You’re riding her pussy,” I told him, into his ear. “You’re gonna fuck her and then I’m gonna finish her with my dick. We’re gonna work together like b*****rs.” Henry later told me that this was one of the most erotic things that had ever happened to him and that, I one point, the uncertainty that I was going to fuck him made his dick grow bigger than ever. Eventually I slid down underneath Marie. With Henry fucking her ass, I brought two fingers to her pussy and worked them inside, getting way up into her cavity, and looking around for buttons to push. Her pussy was soaking and it was easy to penetrate. I finger-fucked her hard as Henry worked away and I asked her if she was going to shoot. She didn’t say anything, so I drove even deeper into her, and asked her again. All she could do was groan and groan and groan. I ...