Surprising my boyfriend with a buttplug [MF]

Skip to the **** if you wanna get straight to the sex!

I got a butt plug a few weeks into quarantine. It was something I always contemplated but never felt a need for (most of my sex toy money goes straight to vibrators). But when quarantine hit and I had a lot more free time, exploring something new sexually was a no-brainer. So I bought a small jeweled pink plug. For a few months now I’ve been using the plug when I masturbate here and there. I was enjoying the orgasms I got from clitoral stimulation while having it inside. After getting comfortable with it for a while, I decided I wanted to sneak it into my sex life with my boyfriend. I hadnt told him about the plug or my solo exploration, so it’d be a complete surprise.

On the night in question, he was over my house and had to attend his evening virtual lecture. Fortunately I knew that this lecture was class presentations, and his was one of the first groups to present. So I formulated my plan: I’d put the plug in a bit early, and 15 minutes before his class ended I’d start sucking his dick and tease him until it was over, then eventually take things to the bedroom and reveal the plug.

Once I had finished all of my house chores and work for the day, I took a nice long warm shower and shaved my legs and pussy in preparation for the ensuing activities. I put one of my favorite lotions on, and put coconut oil on my pussy (I do this to keep the skin smooth and limit razor burn, plus it smells great!). Since my boyfriend would be surprised by the plug, I wanted to play into my innocence a bit to create more of a contrast. I decided to put my hair half up in a scrunchy, put my glasses on, and wear sweatpants (with a casual thong underneath), crew socks and a bandeau top. I’d describe the overall look as a flirty lounge look. Once I was dressed up, I put the plug in and went about my evening while his class went on.

****sex begins here****

Then came my time. Fifteen minutes before his class ended I came over and started to kiss him, moving down to his dick. I’ve been really into edging him lately so the next 15 minutes consisted of me pushing him right to the edge and him pulling my head away while moaning, trying not to orgasm (he knew I wanted the D eventually hence not coming yet). It is such a turn on for me to hear him groan and even whimper and then quickly pull me off of him before I push him too far. I was getting really wet from everything and was moaning on his cock while he felt up my boobs and ass. He took off my top and was massaging my titties.

Finally his class ended and he immediately pushed me to the ground and started pulling my panties off. I suggested we move to the bedroom so we did, where he began eating my pussy. I thought he would see the plug as soon as he opened my legs, but he seemed not to notice. Or I thought maybe he was playing cool. Either way, he was getting me close and still hadn’t mentioned anything. Then I felt his tongue go down my slit (he had been focusing on my clit) and I was wondering if he touched the plug. He still didn’t say anything, but I felt his tongue prodding around – I realized he felt something was up but didn’t know yet. He eventually brought his hand down and poked the plug, and then pulled his head back and took a look. His eyes got wide with surprise and he just said woah with a big smile, hahah. He started asking me a bunch of questions, like when I got it, had I used it before, did I like it, how long had I had it in. He seemed increasingly into this situation as he learned about me having it in all night and experimenting with it alone for months. Eventually he went back to eating my pussy, and I came on his face. The orgasm was incredible as I felt my pussy contract with the plug filling up my asshole, and I was so turned on from the events of the night thus far. He always makes me cum twice so he went back to work and in no time I was shaking once again and cumming on his beautiful face.

I informed him that I had never used a dildo yet with the plug, so his dick would be the first penetration I’d experience with the plug, and asked him to go easy on me. Honestly, my boyfriend has a huge dick so I was genuinely nervous itd hurt. I have trouble taking him under some usual circumstances even. So he started with fingering me some, then he put it in very slowly. Honestly, it didn’t feel great at first, and I was a little upset. But it didn’t hurt, so we kept going and he fucked me missionary for a bit. We tried a few different positions but nothing was feeling great, and some of it even was uncomfortable. I was getting discouraged and thinking I might take it out so I asked him if he wanted some pictures first, which of course he did. I posed a little and then he asked to try doggy before we give up all hope. Now normally, doggy is quite painful for me because he hits my cervix, so I was extremely hesitant. He told me to take control of speed and depth, so I slowly started putting him in and pushing myself further onto him. And to my complete surprise… it felt amazing. It took about 30 seconds but I was soon grinding on him, fully inside me, and I couldn’t get enough. I swear doggy has never felt that good before. I then asked him to fuck me, which he gladly did.

This renewed the spark for us, so we re tried some positions and suddenly everything felt amazing! I was in shock, I guess my body just needed some time to work up to things. But I felt so good and full, and I couldn’t get enough of his dick. We moved to the couch so that I could ride him while he sucked on my titties and I could touch myself – this is my favorite position by far, and I was honestly cumming within a minute. I practically screamed, lol. He felt so good, and the orgasm with him inside and the buttplug made me feel every contraction and every inch of my pussy, it was insane. After I came we continued what we were doing, and I felt another orgasm building. In the heat of the moment i pretty much yelled at him to cum with me, and since he was already very close he did. And we came together, and it was so so hot hearing him moan and feeling him cum inside while I was cumming. I sorta just collapsed into a hug on him, with his dick inside, and we laid for a moment in the afterglow.

All in all it was an amazing experience, and I cant wait to try it again.  Im really happy that we gave the butt plug one last try because I was very close to giving up there for a bit. I hope you enjoyed the story as much as I enjoyed the experience – constructive criticism is welcome!

Source: reddit.com/r/gonewildstories/comments/jcggr6/surprising_my_boyfriend_with_a_buttplug_mf

4 comments

  1. Fantastic. I’m so glad you didn’t give up and tried to make it work, and then had such good orgasms with it still filling your ass up.

    Thank you for sharing.

  2. You focus on sex in a way not many do, like it’s an important and valued part of your life. Like it’s your serious hobby, and I love it.

    The long solo play leading up to this, the careful planning of the reveal, being automatically aware of your sexual trends (“I’ve been really into edging him lately…”), the pictures idea, the sheer *effort* you put into this, the love of experimentation through all the different positions… I have never seen a woman (or man, for that matter) that put so much care into their sexual experiences before.

    Since it may not have clued in for him, make sure he knows that you carefully planned out that reveal. The way he reacted to the plug, it sounds like it just hadn’t occurred to him how sexually charged you were, even when nobody was around. Letting him know about how you carefully seduced him makes it *really* clear that you’re kind of at a simmering boil all the time, which is a damn exciting thing for a guy to know.

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