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My first time in the lifestyle

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About three years back and old flame reached out to me and was going to be in town and wanted to meet for a drink. Since we had not talked be in years, I was curious why and when I pressed, she would only say to "re connect" and to "catch up"... Over the next couple weeks leading up to drinks, we chatted and she made several references to me being her first in high school and my size. I never considered myself well endowed, so the reference had me very curious. A week before our drinks, she sent me a text to check out sls.com and pretty much set all of my wishes into high gear.

The next week was the longest of my life and of course I left work early to clean up and check out the bar. Lori showed up and we had hor d ourvs and a couple drinks. Through the first drink talk was family, kids, spouses, ... Pretty much catching up. Then Lori turned the conversation to sls.com and asked me if I checked it out. No shit I told her, I have lived on it for the past 7 days. Through the second drink I learned about her and her husband being in the life style and that she had a "hall pass" and what that meant. She took a large gulp of her wine and asked me if I wanted to refresh her memory? I knew I was well past hooked and sat there with my jaw hanging open. Lori stood up, closed my jaw, kissed me on the cheek and excused herself to the restroom. Needless to say I paid the tab and headed to the parking lot to start to figure out where we we're going to go.

Soon Lori joined me in the parking lot and asked about my motorcycle, she did not know I rode and wanted a ride. I could not say no, so we mounted up and took a good 45 minute ride around the local roads. The whole time she was reaching into my pockets and teasing my cock harder and harder. We stopped at a light and as I stood up to steady the bike and "adjust myself, Lori reached full down my pants and had the head of my cock out of my pants. She stood up and said "we should go back and grab my car." And I of course obliged.

When we got back Lori had a Look on her face like she had an evil plan, one I hoped would conclude with both of us in a sweaty mess. She only said "follow me" and hopped in her car and drive off. She drove straight to a small park we had passed earlier and pulled to the far end of the parking lot. I pulled up next to her and she pointed at the passenger door and so I walked around and hopped in. Lori was fumbling with her phone and as I started to ask to kiss her, she put her phone up on the dash explaining she wanted to show me something. After ten minutes of pretty heavy deep kissing and petting we pulled apart and I said "what did you want to show me?". Lori replied it was better real than in pictures and unde her pants and pushed them down exposing her perfectly bald pussy. Again my jaw dropped and I asked if I could feel it. Lori learned her seat back and said to do whatever I wanted. With her in the driver's seat it was fairly difficult, butt I got a pretty good taste as well as got her bra off and spent ample time kissing and sucking her breasts. During this time she had wrestled my belt and pants open and had teased my head several times with french kisses and sucking on it.

By the his time I was well past stopping as was she. We moved over the center console and into the back seat. As Lori manipulated the seats into the down position I kept fingering her and trying to make sure she was as wet as possible so I would not cum too quickly. Lori reached up to the dash to grab her phone and I kneeled in behind her and let her back onto me. We both gasped as I slid right into her. I think she purposely pushed back hard on to me , driving me all the way to the hilt in one thrust. She set her phone on the console and turned sideways causing me to come out of her and my dick to flap back and forth. She grabbed it and started to stroke it and commented that it was still her largest toy... As she moved to the back seat and leaned back she explained be that her husband was in the lifestyle and I was her first other than her husband, since they were married. Wow, I get to be her first and she would be mine, again...

We got the rest of our clothes off and as she leaned back she asked me how she looked for a 48 year old. I could only stare and said "milf tastic.". I crawled up to her and burried my face in her bald pulsing pussy. She tasted fantastic and as I was going from her labia to her rose bud to all the way back to her taint, she was pulling my face deeper into her and moaning so loud that her thighs barely muffled the sound. I brought up my right hand and inserted first one and the two fingers and kept eating her bud. By this time I was pulling out my fingers and licking them off and diving right back in for more. Lori grabbed the hair on the back of my head and pulled me up and said if I did not enter her right now, that she was going to kick me out of her car buck naked and finger herself into an orgasm. So of course I obliged her.

Again I put it in the the hilt in one push and was immediately concerned that I did not have enough tool for or the job. One look at her face told me differently. Her jaw was wide open and her eyes were rolled back up in her head. I have given a couple women orgasms and it is pretty easy to tell with some women when they cum. Lori was not a squirter, but she definitely got much wetter and made a noise somewhere between a dog and cat barking. Thankfully Lori came almost immediately and so there was not a lot of friction to cause me to cum too fast. After a good ten minutes of me slapping in and out as fast as I could, I could feel my balls started to retract and I started to lose track of everything. I told her I was about to cum and asked where she wanted it. Within one stroke she said "in me" and one thrust later I saw stars and was unloading as deep in her as I could push in. Within another minute she had her second orgasm and we had a very wet sloppy mess between her legs.

Lori pulled back, turned around and kneeled over the seat with her butt right in front of me. I lined up on her bumm and she quickly corrected my aim and guided me into her hot wet hole. I am not sure if she was clamping down or if it was just the position, but the sensation was tight and it did not feel nearly as wet. We played doggy style changing up who was pushing against who I kept reaching around and fondling her breasts and clit. After ten more minutes I could feel her starting to get a little dry and another mind blowing orgasm building. I started going as deep as I could and finally I felt the flowing in her third orgasm and as her juices washed over my balls I lost it a second time. I kept trying to push deeper into her and release more of my seed, but I could tell it was a lost cause and I was losing my hard on. She reached down and fondled my fading member and said it is as big and good as ever.

Lori had a towel and so we wiped up, got dressed and she started to fold the seats back for sitting in as she had to go pick up her kids. At this point she shut off her phone, she had recorded our entire session to share with her husband. I sheepishly apologized for the circumstances of our encounter and said I would like to see her again and do it in a room with a bed, not like a couple 16 year old kids. She said it was all good and that it got the job done three times for her as i replied that she owed me one as I only came twice. She kissed me and hopped in her driver's seat to head off as I mounted m bike to contemplate the next time I get to see her....

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