Straight Male / 38
2 days ago, I went to a free concert at a local park, a band that played in my younger days when I saw her. A larger sized girl, very curvy dancing near the stage. Not what I consider my type, but something had me watching her. Then I remembered those blue eyes and smile, it was Maddie. Maddie and I had a short lived, very intense relationship for a few months in between freshman and sophomore years of college that died as quickly as it started when she left for school. I walked up to her to say hello and she was with a few girls and they were obviously drinking pretty heavily. She didn't recognize me at first, but when she did, she grabbed my hand and we retreated to a quieter area.
We went through the basic " hi, how are you's" and OMG, you shaved your head, all that long hair! Then one of her friends ran over with some more wine, She held it to Maddie's lips and poured a big hit, offered me some, I refused explaining I was now clean and sober. She ran away to the rest of her group. Maddie and I talked a bit, and I mentioned it was time for me to go. She asked me for a ride because she was in no condition to drive and I agreed. We walked back to the parking lot and she was amazed that I still had my old pick up, fully restored. We got in, and I started it up and she scooted over next to me like we did in the old days.
A few miles from the park and Maddie was leaning against me, I looked over and her eyes were closed, I could see some cleavage and wondered how she let herself go like that. She had been an absolute stunner and total wild child, we had both experimented sexually and chemically for the months we were together. As we drove down the highway, Maddie started snoring with her head on my lap. I felt myself getting hard as recalled some of the times we had together. I guess she felt it, because she sat up and looked at me , shocked. We got off at the exit and she knelt up on the seat and leaned in and kissed me gently. She asked, can we just go to your place, and I turned down the road.
By the time I got the door open, Maddie had her top off. I went to turn the lights on and she asked me not to, she was embarrassed. I put my arms around her and kissed her as I could feel the soft rolls around her waist. She was obviously drunk, but after 2 failed marriages and no life other than work I really didn't care too much. We made our way into the bedroom and fumbled around like two teens as we undressed each other in the dark. We got into bed and I started kissing her body. That once flat belly and pert tits were now rolling hills, but I just remembered how we used to do everything together. I was working my way down her stomach as my fingers started playing with the lips of her pussy. She said no, but her legs spread a little and her hips raised. I fingered her like I did a dozen years ago, and put my head between her legs. I licked, nibbled and fingered for all I could until she rolled over and climbed on top. Maddie grabbed my cock, and started gently rubbing it against her lips. She very slowly lowered her self as I just grabbed her wide hips and held on. It tool her a while to get all the way down, and when she did she started with very a gentle rocking motion.
Within minutes, she was grinding me hard and started bouncing. Suddenly she stopped, and I could feel some contractions and she sat motionless. The warmth and wetness of her pussy just brought back tons of memories. Then she just laid on top of me and started crying. I didn't know why, I thought I did something wrong, and as she rolled off me and hugged me she explained after we separated all those years ago, she dated a bit and ended up in a gay relationship. Her partner had passed a few months ago, and her friends took her out to try to cheer her up. She had been on a very strict diet, and lost over 20 pounds in the last few months.
Trying to be the gentleman, I consoled her, stroking her cheek as she fell asleep. I laid there with a raging hard on, but didn't want to be an ass.
I woke in the morning to Maddie stroking me hard. I looked up as she was kneeling between my legs, dressed. She said she needed to get to work, but owed me. Maddie started going down on me, and I was in heaven. I laid there loving it, not wanting it to end when she told me to hurry up, the Uber was outside. She started squeezing my balls and playing with my ass. That drove me over the edge and I came hard into her mouth as I desperately fought the urge to force her head down. She got up and threw a wet towel she had prepped at me and left quickly.
After a little while, I got up and threw my robe on and walked to the kitchen. There was a note, " If your interested in a healthy home cooked dinner, here's my address" Followed by, " I you are interested in a really great dessert, bring some clothesline too" On the way to work, I stopped at the local hardware store!
We went through the basic " hi, how are you's" and OMG, you shaved your head, all that long hair! Then one of her friends ran over with some more wine, She held it to Maddie's lips and poured a big hit, offered me some, I refused explaining I was now clean and sober. She ran away to the rest of her group. Maddie and I talked a bit, and I mentioned it was time for me to go. She asked me for a ride because she was in no condition to drive and I agreed. We walked back to the parking lot and she was amazed that I still had my old pick up, fully restored. We got in, and I started it up and she scooted over next to me like we did in the old days.
A few miles from the park and Maddie was leaning against me, I looked over and her eyes were closed, I could see some cleavage and wondered how she let herself go like that. She had been an absolute stunner and total wild child, we had both experimented sexually and chemically for the months we were together. As we drove down the highway, Maddie started snoring with her head on my lap. I felt myself getting hard as recalled some of the times we had together. I guess she felt it, because she sat up and looked at me , shocked. We got off at the exit and she knelt up on the seat and leaned in and kissed me gently. She asked, can we just go to your place, and I turned down the road.
By the time I got the door open, Maddie had her top off. I went to turn the lights on and she asked me not to, she was embarrassed. I put my arms around her and kissed her as I could feel the soft rolls around her waist. She was obviously drunk, but after 2 failed marriages and no life other than work I really didn't care too much. We made our way into the bedroom and fumbled around like two teens as we undressed each other in the dark. We got into bed and I started kissing her body. That once flat belly and pert tits were now rolling hills, but I just remembered how we used to do everything together. I was working my way down her stomach as my fingers started playing with the lips of her pussy. She said no, but her legs spread a little and her hips raised. I fingered her like I did a dozen years ago, and put my head between her legs. I licked, nibbled and fingered for all I could until she rolled over and climbed on top. Maddie grabbed my cock, and started gently rubbing it against her lips. She very slowly lowered her self as I just grabbed her wide hips and held on. It tool her a while to get all the way down, and when she did she started with very a gentle rocking motion.
Within minutes, she was grinding me hard and started bouncing. Suddenly she stopped, and I could feel some contractions and she sat motionless. The warmth and wetness of her pussy just brought back tons of memories. Then she just laid on top of me and started crying. I didn't know why, I thought I did something wrong, and as she rolled off me and hugged me she explained after we separated all those years ago, she dated a bit and ended up in a gay relationship. Her partner had passed a few months ago, and her friends took her out to try to cheer her up. She had been on a very strict diet, and lost over 20 pounds in the last few months.
Trying to be the gentleman, I consoled her, stroking her cheek as she fell asleep. I laid there with a raging hard on, but didn't want to be an ass.
I woke in the morning to Maddie stroking me hard. I looked up as she was kneeling between my legs, dressed. She said she needed to get to work, but owed me. Maddie started going down on me, and I was in heaven. I laid there loving it, not wanting it to end when she told me to hurry up, the Uber was outside. She started squeezing my balls and playing with my ass. That drove me over the edge and I came hard into her mouth as I desperately fought the urge to force her head down. She got up and threw a wet towel she had prepped at me and left quickly.
After a little while, I got up and threw my robe on and walked to the kitchen. There was a note, " If your interested in a healthy home cooked dinner, here's my address" Followed by, " I you are interested in a really great dessert, bring some clothesline too" On the way to work, I stopped at the local hardware store!
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