FWB first pegging.

My friends first pegging experience came this past Sunday night after a great day together. After taking the bike down to De Soto park and spending the afternoon having a picnic and enjoying the beach we returned home for some fun.

After making sure we were clean, even enemas can feel erotic in the right situation. We began, at first the evening was all about her. I tied her wrists loosely to the headboard and began kissing and caressing before going down on her. After some time with two fingers in her vagina massaging her G-spot and one in her ass she came hard after which I gently slipped a lubed butt plug up her ass and began eating her pussy again. As another orgasm overtook her I started to fuck her now incredibly wet pussy, she clearly enjoyed the feeling of something up her ass while being fucked. I put a prostate massager in my ass and removed the butt plug and slipped into her tight ass to her moans of pleasure, after a little while of good anal an idea came to me. I turned her over, which crossed her arms and made her ass stick up in the air, then I put a vibrator in her pussy and began fucking her ass again. She moaned at the feeling of being double penetrated and I loved the feeling of the vibrator through the thin wall of her perineum and the massager up my ass. As she came hard again, her entire body spasming it sent me over the edge and I came in her ass. After untying her I she smiled and giggled against me and I enjoyed the sight of her sweat glistened flushed skin.

We talked and kissed and she played with the prostate massager, she then asked a wonderful question; 'do you have a strap on here?' I've been trying to get this girl to peg me for some time and she now she's asking if I have a strap on, YES!! I quickly retrieved it and showed her how to put it on and made sure the vibrating bullet was in place against her clit. I got on my back with a pillow beneath me and she asked, 'do I just pretty much fuck you with it?' I replied 'yes, that's the general idea', she pulled the prostate massager out and began slipping the lubed dildo up my ass. I could tell she wanted to be gentle and take her time so I just laid back and enjoyed it. Inch by inch she put the strap on inside me, then when I felt full she looked down at me and said "I'm in all the way", I nodded and motioned for her to start pumping. After a few minutes she began getting into a rhythm and I was just loving it, I kept motioning for her to go faster and harder, I made I eye contact with her and saw the big smile on her face. She was loving it too, this was great!

Then I asked her to pause for a minute as I turned over and onto all fours and told her she could fuck me harder this way. She ran her hands down my back and I felt her spread my cheeks and apply more lube. When she entered me this time there was no taking it slow, she put the entire strap on up my ass in one thrust. When I cried out, she asked if she hurt me, I quickly shook my head and said, "fuck me, you're not going to hurt me" (or something like that, I don't quite remember). She began to thrust harder and I was in another world, I could tell that the harder penetration was pressing the bullet against her clit and she was liking that too. Then I could feel her hips move erratically and she sunk her nails into my shoulder and yelled, "I fucking love this" as she came (I'm pretty sure). Then she really starting fucking me, there's no other term for it, my face was pressed into the pillow and she going at it hard. I looked down to see a steady stream of cum running from my cock and sizable puddle on the sheet which made me press back into her. She then started to stroke my cock, but I could tell it throwing her rhythm off so I took over. I don't know how long I was jacking off but I don't think it was long, I shot a huge load all over the sheets and moaned. What was great was that she didn't stop fucking me because she was loving the vibrator on her clit. Continuing pegging after cumming is a different kind of pleasure, a deep more lingering pleasure that borders on a sweet pain. I could feel her spasm as she stopped fucking me me and grinded her clit against the base of the dildo and the bullet as she came.

Pulling out of me with a giggle and sigh she fell beside me and it was my turn to lay there panting covered in sweat. I helped her take the strap on off and we just layed there kissing and snuggling. She looked at me and said, "we have to do that again" and just nodded emphatically. There is something so intimate about being pegged and to be part of her first time was something special. Of course I hope we do it again soon now that she's into it. I feel incredibly lucky to be able to experience something so pleasurable with another person.