The setting: My girlfriend knew for a long time that I was into pegging (I even own a dildo), but she always said that she wasn’t into it, nor did she think it was attractive for me to be receiving dick. She also didn’t like being around my butt and made that pretty clear. There was one absolutely crazy exception where she fingered me and she was very assertive, but she never did that again, weird but fun.
The story: I was at my parents’ (out of country) for a week, and I went to a sex shop, planning to buy a new dildo. I found a hyper-realistic silicone one that feels just like the real thing, and I fell in love. I bought the 8-inch one, and at this point, I said “fuck it” and also bought a harness. When I came home, I brought my girlfriend a lot of small gifts, and she loved all of them. We opened one after another, and the mood was great. I told her there was one more gift, and I got the strap-on. I showed it to her, and she laughed her ass off and told me, “It’s so big, are you crazy?” We laughed, but I saw my chance and said, “Try it on,” very innocently, just as a “joke.” She put it on, and I tell you guys something just clicked. She started swinging that big dick around, laughing, smacking me in the face with it. She was like a monster, unhinged. She made me suck her off, and she was super rough with me, which I liked. The next day (Sunday), we had a lot of sex. We both came, and in the afternoon, I again told her to wear it for fun. She again started telling me to suck her big dick. I did, and then I told her that I wanted her to peg me. She just asked what position, I said doggy style? And we lubed her up, and she just shoved that thing in me (I had secretly prepared before). She fucked me like crazy in the beginning, changing rhythm, going very deep, and hurting me a lot, but I wasn’t going to complain. She then pulled out and added some more lube (thank God). She put it back in, and I asked her to keep a rhythm. Once she did that, I felt so good. She was fucking me with a huge dildo, way bigger than me. I was bent over in front of my own woman, and she was slapping me, pulling my hair, and giving it to me so hard. I jerked off while it happened, and I came very hard. It was amazing.
The rest of the day was super fun, and I am writing this in bed next to her. She is sleeping, and I’m watching the football game. The Packers are losing to the Lions 17-3 🙁
TL;DR: Girlfriend fucked me with a huge dildo because I told her, “Just try it on as a joke.”