My (m30) first older woman

People around me could tell how upset I was. To help keep my mind off of it I picked up extra shifts. A lot of closing shifts. On Thursdays we would work late and do a deep clean of the kitchen and meat/seafood cases. And we would usually open up a six pack and do tequila shots while we cleaned.

I was starting to get drunk. Not a little drunk but very drunk. One of my coworkers (f 48) noticed and told me I needed to slow down. I didn’t… kept drinking. When we were done she told me I wasn’t driving home. She was going to bring me home. So I hopped in her car and we headed out. Riding back we were talking and she really opened up. She started telling me about how dark her past was. How she was a recovered meth/cocaine addict and all that. I was kind of shocked and apologized for drinking too much and making a fool of myself. She said it was okay and she understood because of the breakup. I told her I was having a hard time getting my mind off of my ex. She told me her biggest way of coping with her addiction was masturbating. Lol it was super random and I was shocked she said it. I told her I’ve watched way too much porn and masturbated way too much since the breakup. To which she responded “just let me fuck you to get your mind off her.” Next thing I know we are at her place making out in her driveway.

We go inside and straight to her room. She told me to get naked and lay down on her bed. So I did. She came out of her closet naked with a whip, blindfold, and hand cuffs. She tied me up to her bed and put the blindfold on me. She started whipping my cock and abs. I had never done it before but it really felt good. Being drunk helped with the pain too. I felt her climb on the bed and sat on my chest with her feet by my head and continued whipping my cock. I could feel her leaning closer to it and she started licking it. Teasing my just licking her tongue up and down my shaft. She scooted back to my face and shoved her pussy on it. I started licking and sucking. She whipped my balls this time and told me I was licking the wrong hole. So I started licking her ass hole. “Mmmm good boy” she moaned.

She started sucking my cock. Finally. We 69ed for like 10 minutes before she stood up on the bed. I still couldn’t see but I could tell she turned around. She sat back down this time on my lap. I could feel her soaking wet pussy rubbing against my cock. She whipped me across the chest and said “if you continue to be a good boy I’ll let you watch.” I replied “yes ma’am”. She reached down and grabbed my cock. Slid it inside her. Tight as fuck I knew it was her ass. She scooted down to where I was all the way inside her. She started grinding her hips. I was trying to break free from the cuffs but couldn’t.

She slid the blindfold off finally. She wasn’t holding the whip anymore but she had a bullet vibrator on the bed next to me and a dildo. She kept riding me. She leaned forward and shoved her boobs in my face and I sucked on her nipples. She turned around so I could watch her asshole stretch. But then she reached back and grabbed her dildo. I got nervous and told her I wasn’t into ass play. She reached for her whip and slapped my balls again and said “are you going to obey me or not? Now I’m not untying you”. So I said “yes ma’am”

She slid the dildo in her pussy. Still riding me up her ass I could feel the dildo inside her pussy. She started moaning louder and louder her moans turned to screams and she yelled out “I’m cumming”. I felt her juices squirt from her pussy. Dripping down my balls. My cock still up her ass she was slowing down and trembling. She was rubbing her clit with one hand and with the other put the dildo aside and grabbed the bullet vibrator. Clicking it on she said “now it’s time for you to fill my ass up.”

She leaned forward her head toward my feet. I felt the vibrator touch my ass at the base of my cock. The sensation was one over never felt before. I pulled tight on the hand cuffs again so tight that it shook the bed and drew blood. I let out a loud moan and absolutely exploded in her ass.

I slept there that night and in the morning fucked the shit out of her. This time in her pussy and not tied up. She was an absolute freak and we hooked up off and on until I quit that job.