Role reversal[MF] (long)

Late one night I met a girl online and our conversation had naturally progressed to discussing fantasies and kinks. At this point in my life I was just awakening to non-vanilla sex so my mind was all over the place not knowing what exactly I liked. The girl (let’s call her Roxy) was a lot more experienced than I am with kinks and exploration of her sexuality. I told Roxy that I had a fantasy of a role reversal; that I’ve always been in control with sex and it seemed really interesting to let go and give up control to someone. Roxy was excited by that idea because she claimed she always wanted a boy toy but hadn’t found someone willing to experiment.

As we discussed the fantasies until Roxy then said “are you willing to be pegged?” I hadn’t heard of that before and I asked what it was. She said to me “it’s when I have a strap on, and I would fuck you…it is the ultimate role reversal.” I don’t know if it was the late night or the beers I had, or the erection I had that made me immediately jump on board. We talked about boundaries, and then Roxy said that she had a friend with a whole strap on set and that she could have it the next day. Eagerly I agreed and we set up the time I would come to her place.

The next day I drive to Roxy’s apartment, it is a nice apartment but there are kids running around the parking lot playing, and people sitting on some grass patches. I walk up to her door and knock on the door. She opens her door and I get my first glimpse of her in person. She is Shorter, about 5’3”, with some curves, almond skin, and brown hair that is wavy that comes to about shoulder length. She is wearing a spaghetti strap tank top that can barely contain her big tits, and a pair of pajama shorts.

She smiles at me and says “hey babe, come on in.” I smile, walk in and as I pass she slaps my ass and says “this is my ass now…it’s cuter than I thought” She slams the door and pulls me in for a kiss, I can tell she is wasting no time getting into her role. After a short kiss she takes me by the hand and leads me through her apartment and into her bedroom. She sits me down on the bed, now we are closer to the same height, she runs her hand up my arm and behind my head where she grabs me by the hair and kisses me some more. She puts her weight forward pushing me over onto the bed.

She kisses me down my neck and works her way down ripping my shirt off, kissing down my stomach and teasing my belt line. She grabs my cock rough my pants and says “feels like some little bitch wants some attention” I let out an “mmHmm” but she just traces my cock with just one finger and says “too bad mine comes first.” Roxy gets up with a smile and says “stay right there.”

She stands up with a bounce in her step and goes to the bathroom. When she returns from the bathroom she is naked except for the leather harness around her waist and a huge dildo hanging between her legs. Since I’ve never had to judge a cock size other than my own I know it was bigger and then mine, so I would guess around 10”. My eyes widen saying “wow honey, what a big cock you have.” She picked up the reference and continued “The better to fuck you with my dear.”

She walked around the bed where I was laying and like any guy would do started waving the cock in my face. She gave me a wink and broke character to say “I boiled and washed it very well, don’t worry”, she then snapped back into character and said “come on babe, this cock isn’t going to suck it self, get busy!” I hesitantly moved closer to this massive cock staring me in the face. It smelt like rubber and nothing else so I opened my mouth and took in the head, it was warm leading me to believe she was telling the truth and it was just boiled. Feeling more comfortable, I attempted to give the best blow job I could, considering I’ve only received them until this point.

Roxy moaned and laughed at me telling me what a good slut I was and that I needed to pay more attention to the balls. I reached and grabbed the balls. I reached with my fingers and rubbed her clit while my pam was still cupping the balls. Roxy moaned and started to move her hips fucking my face gently.

Roxy then said “ok slut, peel them panties off and let’s get a look at that ass.” I took off my pants and awkwardly turned over and presented my ass in the best way I thought. She instantly slapped my ass hard and said “yes, this cunt will do nicely!” she grabbed some lube and squirted it onto my asshole. She loosened me up with one finger, working her way to two. She proclaimed “mmm your man pussy takes my fingers easy, let’s do this”

She climbed on the bed and had me reposition for her and she pressed the lubed up cock to my asshole and gently pressed. I could feel my asshole stretching further, and further. She put a bit more pressure on the cock and it started to hurt. She was gentle and would back off and go back in. It felt like she was splitting me in half with a 2×4. I grind my teeth but said “it hurts, I think it is too big.” She leaned in and said “you just need to relax more” she tried a gain while rubbing my back. “I said no, no, I don’t think..” and as I said “think” the cock just slipped deeper and the pain subsided a bit. My body relaxed even further I let out a gasp and Roxy petted my butt like a dog and said “shhhhh, there there, shhh, good boy.”

All of the sensations were overwhelming, the role reversal, her humiliating me, the pressure in my ass…I was able to let it all go and enjoy it. Roxy worked gently back and forth going deeper and deeper into me. Until I felt her thighs touch mine, she was all the way in! Roxy let out a “HAHAHAHA, I knew you could take it you slutty bitch faggot! How does my cock feel balls deep on you?” I moaned out that it felt great.

She started to take longer and deeper strokes going all the way out, and then all the way in. Pressure filled my body with every stroke, she went faster and faster slapping her body against mine. I was in heaven. However the lube seemed to dry up and it started to hurt again so I asked Roxy to stop. She asked me if I liked it and I said I did. She asked me if I wanted her to lube up the cock again, and I looked at her body and said “I’d really like to return the favor and fuck your ass”

She smiled and with a slight bounce she was already getting on to all fours. I got the lube and in the same fashion loosened up her asshole with one then two fingers. Eventually she seemed ready and I lubed up my cock and pressed it into her asshole. She let out a moan and I pushed in. In almost the same way as her to me my cock was not permitted in. I was gentle taking it out, and slowly pressuring in. She said “I think you are too big.” (I’m just under 8”, but nowhere near the dildo she had) I Laughed and leaned in and whispered “someone once told me: you just need to relax more” she let out a laugh and the laugh allowed me to slip deeper.

I worked my way deeper inside her and then started to stroke into her harder and harder. My balls were tripping from slapping on her dripping pussy. I was already getting the urge to cum since I had so much stimulation earler, I told her I was about to cum in her slut ass. She hummed an “mmmm me too mmm” then reached up and stared to rub her clit. I started to say “I’m cumming” when I heard her squeal and moan loud, and I felt her tense up her legs and her asshole gripped me tight. I unloaded into her asshole, and we both collapsed onto the bed.

We caught our breath, roxy kissed me and smacked my ass then said “we are now anal buddies.”

Source: reddit.com/r/gonewildstories/comments/oq16pb/role_reversalmf_long