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From Brooklyn’s journal

I Pegged My Boyfriend and Now I Think He Might Be Gay

My boyfriend asked to try something new, so we bought a dildo together and I fucked him up the ass with it. I loved every second of being in charge, but now I'm sitting here wondering if he liked it a little too much.

I Pegged My Boyfriend and Now I Think He Might Be Gay

So I need to talk about this because I am genuinely confused and also kind of turned on and also kind of laughing, and I do not know what to do about any of it. I have been seeing this guy for a few months, and he is great, sweet, funny, and hung, like properly well-endowed, the kind of guy who does not need to brag because it is just obvious. But things had been kind of slow between us lately, like we were in that comfortable phase where you order takeout and fall asleep on the couch, and I was starting to get bored, because I am bratty and I need excitement or I start causing problems.

Then the other night we were laying in bed and he got all serious and told me he wanted to try something new in the bedroom, something he had been thinking about for a while. My heart started pounding because I love new things, I love when a man trusts me enough to be vulnerable, and I told him to just tell me. He got all shy, which was adorable on this big tough guy, and finally admitted that he wanted me to fuck him. Up his ass. With a dildo. He had been reading about it and thinking about it and he wanted to try pegging with me specifically because he trusted me.

I was quiet for like three seconds and then I got the biggest grin on my face, because are you kidding me, this is my dream scenario. I love being in charge. I immediately told him yes, obviously yes, and the next day we went to the shop together to pick everything out, which was honestly one of the funniest dates we have ever been on. We were in the aisle whispering and giggling like teenagers, and I made him hold up different ones while I judged them like I was picking out produce. We settled on a beautiful thick one, not crazy big, beginner-friendly but still impressive, plus the harness and all the supplies, and the whole drive home I was teasing him about how nervous he looked, telling him there was no backing out now.

Back at my place I made him shower first while I set everything up, candles, music, the whole romantic vibe, because I am a brat but I am also a thoughtful girlfriend when I want to be. He came out of the bathroom in just a towel looking like he was about to face a firing squad, and I just laughed and pulled him onto the bed and started kissing him, slow and deep, getting him relaxed. I went down on him first, taking my time, sucking him deep while I played with his balls, getting him all worked up and throbbing, and then I started teasing lower, kissing down, and I could feel him tense up in the hottest way when he realized what was happening.

I took it so slow with him, I was honestly the perfect gentle domme, warming him up with my fingers first, lots of lube, telling him how good he was doing, how brave he was being for me. He was moaning and gripping the sheets, and I kept checking that he was okay, and he kept begging me not to stop, which made me so wet I could barely think. When I finally strapped on and lined up, I went inch by inch, letting him adjust, and the sounds he was making were unreal, these deep groans I had never heard from him before. Once he relaxed I found my rhythm, slow deep strokes, holding his hips, and I leaned over him and told him he was taking me so well, and he just whimpered.

Here is where it gets confusing for me. I expected him to be into it, but I did not expect him to be that into it. He was moaning louder than he ever has when I ride him. He was begging me to go harder, to go deeper, telling me not to stop, and at one point he reached back and grabbed my hips and pulled me in deeper himself. His dick was rock hard the entire time, leaking everywhere, completely untouched, and he came so hard he actually shouted, pulsing all over his own stomach without anyone even touching him, just from me fucking his ass. I kept going for a bit after because I was so turned on I could not stop, and he just took it, moaning and shaking.

After, we laid there cuddling and he was all glowy and happy and kept thanking me, and I was happy too, I loved every second of being the one in charge, of making this big strong man completely melt for me. But now it has been a few days and I keep replaying it, and I keep thinking about how much he loved it, like really loved it, like maybe more than he loves regular sex with me. He has already asked when we can do it again, and he has been looking at bigger dildos online, and I am sitting here wondering if my boyfriend might be a little bit gay. Or at least halfway there.

I mean, I am not judging, I had the time of my life, and I will absolutely peg him again because the power rush was unreal. But I am also wondering if I just unlocked something in him that changes everything. Am I his girlfriend or am I his gateway? You wish you knew what he whispered to me when I asked if he wanted it harder.

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