[MF] My first time being pegged

At the time this took place I was a single guy in my thirties, just out of a relationship and starting to experiment and try out new things.

I got chatting to a local woman, around my age and a bi blonde BBW. She hinted that she had a strap on which she’d only used on other women, but she was looking to change that.

We met for a drink in a bar near me the first time, then headed back to my place. I won’t go into detail on that one, but it was a lot of fun and led to us arranging to meet a second time a couple of weeks later.

She texted me on the day to confirm our arrangements and ask if she should bring anything? I replied “maybe a bottle of wine?” and then quickly added “and your strap on…”. Her reply was simply the grinning devil emoji.

When she arrived she had brought that bottle of wine so we had a glass and chatted a little first. When we had finished the wine she excused herself to go to the bathroom and told me to wait for her in the bedroom…

I went into the bedroom and stripped down to my boxers, then sat on the edge of the bed facing the door. A few minutes later she walked in the door, wearing her heels, fishnet stockings and a black lacy panty and bra set… and hanging between her legs was the strap on, a realistic looking cock of about 7 inches.

I grinned in anticipation as she walked over, leaned down and gave me a passionate kiss. She stood back up, took her cock in hand, and guided it towards my mouth. I gave it a few tentative kicks, before starting to get into it and wrapping my lips around it, sucking hard and bobbing my head up and down while she told me what a good cocksucker I was.

My cock was rock hard in my boxers at this point, and she knelt on the floor in front of me and pulled them down. She’d wrapped a hand around it and stroked slowly a few times before licking my shaved balls, making me moan loudly in pleasure.

She told me to lay back on the bed and took my cock into her mouth, her hand stroking my balls at first, before sliding a finger towards my asshole and gently teasing it. She lubed up a finger now and slowly started to slide it inside, all the while sucking on me.

Soon one finger became two, and they got deeper inside me. “Are you ready?” She asked me. I could only reply with a (enthusiastic) nod.

She stood up and told me to get on all fours, so I flipped over and got on the bed. I felt her sliding the strap on cock between my ass cheeks as she gripped my hips. She guided the head towards my asshole and slowly began to push inside, making me gasp audibly.

She took it very slowly at first, sliding inside me inch by inch. It felt amazing being filled up, feeling her hands on my hips holding me in place. When she was fully inside, she started to thrust in and out, slowly at first and getting faster. I buried my face in the bed, moaning out loud as she fucked me hard, my cock swinging between my legs as she pounded me.

After a while she slid out of me and I thought maybe we were done, but she just wanted to change positions. She had me lay on my back and spread my legs wide, then slide inside me missionary. She’d taken her bra off so I could lick and suck on her nipples while taking her cock.

As if I wasn’t in enough pleasure she wrapped her hand around my cock and stared to stroke. I couldn’t take much more and pretty soon came with a huge moan, blowing a massive load over my stomach and chest.

After we’d caught our breath and enjoyed a little more wine, we had a lot more fun that evening (and on others…)

Source: reddit.com/r/gonewildstories/comments/v4b864/mf_my_first_time_being_pegged