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Blogs > Lets69allnite40 > My Blog

First time being pegged  

Lets69allnite40 44M  
0 posts
6/19/2018 2:34 pm
First time being pegged
First time being pegged was when I was 17 and she was 37. This is where my love of<b> older women </font></b>started. Long story short, we had gone out and she bought some beers for us to go back to her place and chill. Before Nextflix and chill. After a few beer's she asked if I wanted a massage. Of course, I would say yes, who'd turn that down. So we went into her room on her King Size bed and she had instructed me to get undressed and lay on my stomach. After what seemed like of the most sensuous massage she had asked if I trusted her and I said yes. With that I felt her squirt oil onto the top of my ass. She went to her bedside table and took out her handcuffs and had cuffed my wrist to the bedpost and pulled my hips up.

She would go on and proceed to squirt lube into my ass and use her finger ever so gently. After instructing me to relax and take a deep breath I felt a lot of pressure. She said to breathe out and she was knuckle deep into me. After playing and stroking me off for a bit she pushed me back down and went to her closet. She came back and pulled my hips up again but this time whispered into my ear "Just breath nice and easy and relax, I wont hurt you, you'll enjoy this" What I didn't know is what she went to her closet for. She squirted more lube into my ass and my cock at this point was throbbing. She asked if I was ready and I said yes not knowing for what....

She grabs my ass with her hands and spreads me open more and instructed me to take a deep breath. As I did she said it would feel like more pressure but just to know she's not going to hurt me. With that, I looked over my shoulder and seen what she had gotten out. A strap-on dildo. I'll be very honest, I was scared at that point but knew how good her finger felt inside me and trusted her.

She went slow and easy and push the head of her lady cock into me. After more lube and easing into me, she said "Oh my god baby, you took all of me" with that I felt her leather harness. She proceeded to fuck me and fuck me slow and deep. I have never cum like I did that night and haven't since we broke up after a year.

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