[FM] I pegged my manly, firefighter FWB for the first time and we can’t get enough of it now

PSA. Dudes/dudettes, if y’all are on the fence about pegging PLEASE try it. For the love of all things sacred. And don’t knock it till you try it (looking at y’all who say it’s gay).

Stats:
– Female, mid-20s, white, 5’9”, athletic/fit, DDD cup tits.
– Male, mid-30s, white, 6’4”, muscular, 8in cock.

My FWB and I have known each other for a few years and have been fucking regularly for 3. We tried seeing other people but it just isn’t as fun as we are together. I love fucking him and tbh, he’s way out of my league lol. Not that I’m ugly, I’m not. But he’s objectively hot as all hell. He’s a very masculine, very alpha man, mostly intimidating. Before being a firefighter, he was a cop, and before that he was in the military. So the idea of having this guy take a dildo up his bum was very, very far in the galaxy for me.

During blowjobs, I would regularly use my tongue on his asshole, sometimes a finger too. He enjoyed it. I’ve never brought up pegging even though deep down I was *dying* to try it with him.

One night after a particularly steamy session, I mustered the courage to suggest it. I told him that we should try some toys on him. He looked at me silently for a few seconds, “you mean…in me?”. Yup. To my surprise, he didn’t say no. Didn’t say yes either but at least it wasn’t a flat no! My mind was already racing.

Few weeks passed, I didn’t bring it up. Then suddenly, he was at work one night and he texts me that he wants to try it. My heart skipped a beat, for real. I asked him what he wanted, and he replied with “I want you to fuck my ass”. Lordy lordy.

He was gonna get off work in the morning so I literally ran to the first sex shop that opened at 8am. I picked out a strap and a 6in blue dildo. I texted him a picture and he replied with “?”.

I got home and waited for him to come. We started as usual, making out, and such. He wanted to go down on me but I said today is about him only. I gave him a long BJ with plenty of ass licking and light fingering. When it was time, I got up and strapped up. He was watching me with a scared/anxious look lol. “Let me try it”, he said when I started lubing it up. He was stroking the dildo with one hand and his cock with the other.

Lying on his back with the legs spread and a pillow underneath his lower back, he opened up for me. He looked so vulnerable, so anxious, I almost came from that sight alone. As I was approaching his hole, I leaned forward to kiss him and he whispered “please be gentle”, in the softest voice I’ve ever heard of him. I got the head of the dildo in, he closed his eyes and clenched his fists. “Is that uncomfortable?”, I asked. “Don’t stop”, he muttered. I slowly pushed more in, inch by inch. When it was all in, his abs contracted and he let out a loud moan.

I started to thrust slowly, his moans became more regular. After a few minutes, he stopped me. I thought he didn’t like it or something but he wanted a different position. He got on his hands and knees, ass up. I took a second to admire this amazingly sexy man asking me to please fuck his ass. I obliged.

In that position, he came all over the bedsheets. I had 2 orgasms during the deed. We both fell on the bed, exhausted, and took a nap (like old people lol). When we woke up, cum was still all over the bed, the dildo was resting on the floor, and we just cuddled for a long while, no words spoken. We eventually got up around 6pm and ordered some takeout.

Before going to bed, I was putting the toys away when I heard him say “leave em out”. Omg. I knew what he wanted. We promptly jumped in bed and did it all again, a bit harder this time, with some ass slapping.

It’s been 2 weeks since then and I kid you not, we’ve fucked every single day, sometimes twice a day. I love it. I’ve never experienced orgasms this intense before and neither has he. The power dynamic change also does it for me. Seeing him in that position drives me NUTS. I’m lucky to have him.

If y’all got any suggestions for what we should do next, I’m here for it! ?

Source: reddit.com/r/gonewildstories/comments/lcah2x/fm_i_pegged_my_manly_firefighter_fwb_for_the

25 comments

  4. Suggestion #1: Upgrade that status! Mind blowing, very trusting, give and take, effectively communicated sex with someone with whom, comparatively, “seeing other people…just isn’t as fun,” should definitely move out of FWB category. (Granted this suggestion is based SOLELY on the data and tone in this story alone, there are plenty of good reasons not to follow it that simply may not be apparent here…but it’s worth bringing up.)

    Suggestion #2: Play more with the power exchange you’ve discovered. Handcuffs? You seem to enjoy a little bit of a dominant side. (Communications is key…again, find the right level for you both.)

    Suggestion #3: Vibrating butt plugs for you both (App controlled ones can be fun). You can control each other’s, both in the bedroom…and potentially a little outside. (Imagine going to the store with both of you plugged, messing with each other’s toys….could be fun? Or having him fuck you while you controlled his vibrating butt plug…? The options are endless!)

  6. As someone who clearly likes experimenting and has a thing for being more dominant… try blindfolding, handcuffs/tying up and explore BDSM. It’s a path you won’t regret going down.

  7. So hot! I’ve been wanting to try this with my girlfriend but I’ve been hesitant (I’m still new to anal play). It’s so hot that you came also, can you share the kind of dildo you used? Was is one that goes inside you also?

  9. For you, a double ended dildo can be great. We use one with a harness so you can still not worry about it falling out but get increased stimulation. We use a spare parts joque for reference.

  10. Also, if the playful slaps were well received, harder spanking can be a logical next step to negotiate.

  12. 40 years ago when I was a teenager, I was driving a girl home at 2 am and she was blowing me, she put a finger up my ass and I went crazy. Since then only a few girls would even consider this, glad times are changing!

  13. This is a very hot story!

    My FWB recently agreed to try pegging. Anyone have any advice for getting started or a first strapon to try?

  14. There is a good chance you can make it better by upgrading your toys!

    If you want to focus more on prostate play, I would reccmened the Njoy wand.

    If you want one that you get pleasure from I would highly highly recommend the strap on me. It has a vibrator for your g-spit, one for your clit, and one in the shaft for him. The best part is that it bends to fit your body curvature. I would still reccmened using a harness with it for extra security.

    https://www.lovehoney.com/p/strap-on-me-bendable-silicone-strapless-strap-on-dildo-6-inch/a40582.html?p=40582&SSAID=1577255&sscid=21k5_3wb0f

  16. From experience with my wife. Cuffs or rope are a fun addition. We have a collar and leash we sometimes use. Tie up his cock ive gotten great distance with cumshots while pegged. Also do not be afraid to go hard and upgrade the size 6″? Make him moan and grunt in pleasure with a 10 or 12 ?

  17. I peg my man often and we both love it! However he did introduce that part of him to me slowly. He is bicurious and would like to know what it’s like to have sex with a man. He says just sex not like rolling around kissing and such. I’m not there with him so it is a struggle for me. I do not consider him gay…he is who he is and I accept him just the way he is. All the insecurities lie with me…. Not sure I’ll ever be ok with it. (I’m not into sharing) Anyway reading stories like these help me better understand what he goes through and where he is at. Thanks for that.

  24. The best part is to hear that she had orgasms pegging his ass.
    I had a gf who would peg me.
    She was reluctant at first but once she caught on to the power dynamic involved she wanted it…demanded it
    I loved to see her face change to display the intense empowerment of having a nice hard cock.
    She would face fuck me then tell me to move into the position she wanted to fuck my sweet ass. She would enjoy her new big cock taking my sweet ass..thrusting deeply watching it go in and out
    till she had intense orgasms..Also I am not sure the authors have experienced the best part of pegging.
    Has he had a p-spot orgasm…not yet..???..thats the true fun for him…

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