So neither of us are sure what happened to get us to where we are right now but my GF properly pegged me a few hours ago, harness and decent sized dildo and all that good stuff.
Bit of backstory: We are both 27 and will have been together for 9 years in November after meeting in college. We were each other’s first and we both brought out one another’s bi-curious sides. I experimented and had a few encounters with other guys (all with her knowledge) during school, though self-esteem issues prevented her from truly acting on her desires with girls. I’m definitely a switch so with the guys I was always the receiver but never got fucked, only gave head and handjobs with some reciprocation. My sub side brought the idea of pegging to us and she absolutely LOVED it.
We bought the harness and dildo a few years ago and attempted to try it out but due to never having total privacy, our sex life started faltering after college, especially leaving no real quality time for experimentation with the exception of a vacation we took to get some privacy in a hotel room with the explicit desire to use the harness. That time I could barely get the dildo in due to pain, mostly because I feel we rushed it which I know is a big no-no.
Last December she finally fulfilled a life long dream and bought a condo so we moved in together. Over the years since the first attempt in the hotel, I’ve still been hung up on the idea while her bisexual desires turned into just watching lesbian porn and finding girls attractive. She still had a desire to peg me and I had a huge desire (leaning towards obsession, with purchases of plugs and other toys to try and get my ass used to being fucked) to get fucked, both by her and wanting to try a real cock as well which she knew. The secret though was that I was talking to guys on Grindr which was putting strain on the relationship till I told her about it. I hoped she would allow me to go through with it even though we both recognized it as cheating since I had been doing it secretly. We agreed that we weren’t ready to bring anyone else into the bedroom just yet but it was still something to discuss down the road.
As for moving in together, sex skyrocketed. Granted I was working nights and every other weekend and she works a 9-5 M-F but the frequency increased greatly. Leading up to the last two weeks where we had an amazing, animalistic and sweaty fuck/love making session and I was able to help her break free from some of her self-esteem issues to start sexting between us. This is where we start the real story.
I hadn’t cum during the crazy sex so I was constantly turned on. I was working this past weekend and work about an hour and a half from home so I stay there during the Friday-Sunday shift. Sunday was the first real sexting we did and it was exactly what I had wanted it to be, thus driving my horniness to the Moon, almost making me call out sick from work to come home and fuck her again.
This leads to this afternoon after I wake up and started with us fooling around and moved to how much she likes to spank me. I bend over FDAU and she starts spanking me and massaging my cock and balls. I’m loving it and moaning and she’s dripping cause having me in that position is always hot to her. She then goes and grabs lube and a thin, finger width dildo that I had picked up a while back. She lubes me up and works it in pretty easily and I’m not in pain. I spur her on and before we know it, she’s thrusting it in and out of me, moving to pound her hips against me like she’s fucking me. I’m gripping the sheets, moaning like a whore and could feel cum leaking out of my cock because of how hot it was. We take a break and she wants to try the original dildo and harness and I’m all for it though a little scared of the possible pain.
She lubes it and me up more and slowly starts getting the tip in, letting me relax and have my ass open around it as I’m feeling the pain and pressure again. But this time we are able to take it slow and she is caressing me and softly telling me to relax and it works. A few minutes later, she’s got most of the 6-7 inches inside me and I let it settle before she starts thrusting in and out slowly. This doesn’t last long as we are both ridiculously turned on by everything and before long she is pounding the fuck out of me and I’m taking (and loving) it like a good slut. We change positions a few times, ending up in front of the full length mirror so I can see myself get fucked. I’m begging her to fuck me hard and telling her I’m her slut and we are both loving the role reversal of it all.
This goes on for a little longer before we stop, both needing a break. But I’m beyond thrilled that I’m not feeling any pain and that she got to finally fuck me like she’s always wanted.
Source: reddit.com/r/gonewildstories/comments/8b4ldh/she_finally_fucked_me_pegging_long
Sounds great! Having a partner who enjoys experimenting is the best.
I want to peg a guy so badly, I’m so jealous of your girlfriend!!
The strap on my wife and I use always hurts. Do you do any anal play throughout the week to train it
For anyone interested, [this](https://www.amazon.com/dp/B002X78F00/ref=cm_sw_r_cp_apa_5LPZAbMFZ1Y07) is the finger like toy and [this](https://www.theadulttoyshop.com/basically-yours.html.html) is the actual dildo she fucked me with. We are going to work up to [this](https://www.amazon.com/dp/B002X78F50/ref=cm_sw_r_cp_apa_Y9QZAbKZRDX96) which I’m very excited about