Just got pegged for the first time last night... | 2016

This just happened last night, and I’m writing it down now because it’s fresh in my mind. Bottom line is, I got pegged for the first time, and I fucking LOVED it.

I’m a 22 year old male, been with my 23 year old girlfriend for more than four years. Maybe a month or two ago, I brought up the idea of pegging. She has already fingered my ass and put a plug in me, so ass play was nothing new between us. I was a little nervous bringing it up, but I was very pleased to see that she was up for it. Maybe not enthusiastic, but willing to give it a show.

Okay, I say to myself. Cool. Now I’m a little nervous, because shit is real now. The next week or so, we shop together on Amazon for some toys. Among other things, we bought the Tantus Bend Over Intermediate Kit. When it arrived, we oohed and ahhed, and then it sat in the drawer for about a month. This was not due to any unwillingness on her part; I just wasn’t quite ready yet.

Today, I asked her if she would like to try out the new butt plug we bought on me tonight, and she agreed. The day passed, and at night, we were lying on the bed. I had the plug out and the lube and everything, and she gets up, goes to the drawer, and pulls out the strap-on and harness.

“You, uh, did you want to use that tonight?” I asked her.

“Yeah,” she said. “I do.”

“Okay.” Okay, shit. This was really happening. A couple things went through my mind, normal things, I’m sure—what if it’s messy, what if she gets weirded out by fucking her boyfriend, etc. But fuck it, I want this thing inside me. Still… “Hold on,” I told her, and I dug in the drawer myself.

When we had shopped, I had also bought a rectal bulb, which you fill with water, stick up your butt, and then squeeze. I wanted to make sure that this didn’t wind up being some smelly nightmare that ended up with her huddled in the corner, scarred for life, and us having to move because we couldn’t go into this room anymore. So I took a few minutes—(or so I thought, it really ended up being almost half an hour)—using the thing. When I was squeaky clean, I timidly came back into the room.

She already had the motherfucker on and was bouncing it up and down. I laughed. “Warm me up first,” I told her. We laid next to each other and kissed for a while. My dick was already rock-hard at the thought of what was going to happen, and she grabbed me as we kissed, and I could tell she was surprised by its steely state.

After a bit, we laid a towel down on the bed. I laid on my back and she kneeled in front of me. I grabbed the coconut oil and handed it to her, and she oiled me up. She slid a finger in me and I moaned. We do this every now and then, but not too often, and the feelings are intense. She began stroking me while she fingered me. I asked her to gently try to put two fingers in, which we hadn’t done before. She did, but it was a bit uncomfortable. I flipped over onto my knees so that it would be easier access, and she pressed two fingers against my ass.

Holy shit. I pushed myself back onto her and they slid right in. It felt...sublime. She reached under me and grabbed my cock and worked it while she thrust into me a few times, me pushing back onto her.

After a minute or two, I said, “I’m ready.” I was excited and dripping precum onto the towel, and I could tell she was eager, too. She had the smaller dildo strapped into the harness (you can see it in the above link). She got on her knees and inched close to me. When I could feel her warm skin on mine, she began moving around with the strap-on, trying to find her mark.

“It’s hard,” she said. “I can’t feel where to go.” There was a giggle in her voice, but once she figured out where to go, our breathing quickened. She was right on my asshole. Slowly, she pushed forward.

I literally bit the pillow that was under me and groaned. “Does it hurt?” she asked, leaning over me. I said no. “No, it feels fucking amazing.”

I could hear her grin in the dark bedroom as she straightened back out and pushed forward some more. Now it was sliding into me. I felt full. This was the biggest thing I’d ever had inside of my ass. And it felt like with each inch she put in, my cock shot out, harder and bigger. When it was all the way, she started slowly thrusting back and forth.

Oh, my God, guys. OH MY GOD. The feeling was unique and incredible and she was just nailing that secret spot inside of me. It literally felt like my brain flashed white every time she pushed forward. She reached under me and grabbed my cock while she fucked me, and I swear she was squeezing precum out of it like it was a fucking tube of yogurt.

“Fuck,” I said to myself as she jerked me off. Then to her, “I fucking love it.” She gave a hearty moan at that and began fucking me harder. I was in heaven.

I told her to lube it up some more. She pulled out of me and grabbed the lube, and said she wanted to try it with me on my back. Now she’s not normally a very dominant girl, but she commanded me to get my ass to the edge of the bed and lift up my legs. Still a little lightheaded, I didn’t argue (not that I would have either way).

I scooted down and she hefted my legs onto her shoulders and pushed it back into me. More intense pleasure. She jerked my dick while she pounded me and I’m pretty sure my moans and grunts disturbed the neighbors. Like I could give a fuck at this point.

Not being very experienced as the fucker and not the fuckee, after ten minutes or so, her legs were tired. The dildo had been slipping out of me at some points, and I said, “I want the bigger one.” Now, the bigger one is considerably bigger, almost twice the girth and a couple inches longer. She strapped it into the harness and lied down on the bed. She stuck her fat purple dildo in the air and said she wanted me on top. With the bigger dildo, I figured it would be best to do it like this, anyway.

It was tough at first to get the positioning right, but soon it pressed against my hole, and slowly but surely it stretched me open and found a new home. I would have thought it impossible, but it felt twice as good as before. It felt like every time this thing twitched it was smacking every nerve that I had and making me weak with the intensity. I wiggled my ass back and forth on it while she grabbed my dick and stroked. Then she took her hand off and used it as leverage to fuck me while I straddled her, shoving her legs up and pushing that thing as deep inside me as it could go.

I couldn’t resist it any fucking longer. I grabbed my cock and jerked myself off furiously, squeezing the dildo with my ass and seeing flashes of white cover my world whenever she shoved it up inside of me with her thrusts.

It wasn’t long before I came, and FUCK, I came. I came harder than I ever had. I came like I was about to burst if I didn’t get this cum out of me right this fucking second. I shot onto her stomach, then her boobs, then her face, then her hair, then the pillow behind her. After eight or so pulses and rockets of hot cum, I wasn’t ejaculating any more, but I was still coming for almost a minute after that, my eyes closed, the strap-on pistoning in and out of me, and after it was over I pressed my hand onto her cum-slick chest and just sat motionless, recovering. I slowly got up off of her and collapsed next to her on the bed, unable to say a word.

So, yeah. She had really enjoyed it, and I had lost my mind over it, and I had gotten cum into her ear. 11/10, can’t wait to get fucked again.