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First Time With an oOder Woman

Posted by: Age: 18 then 66 now Posted on: 3 comments
13 likes 2867 views Category: Masturbation Male-Female Tags: female, hand-job, cum, mother, swim, teen, my cousin and i
I had been jacking off with a friend for quite some time. This true story is about the time his mother did it to me.

Ralph and I had known each for several years, since meeting in 7th grade. During our freshman year of high school we started to become better friends and would hang out more together, doing things like flying model airplanes, playing whiffle-ball, riding bikes, etc. We had played football together and had seen each other in the showers after practice. Hell, back then you saw and were seen by hundreds of other classmates over the course of four years. Glances at every body's cock and a quick mental comparison and that was usually all there was to it. At the start of our sophomore year we were in hell week, which was twice a day football practice. School classes would begin in about two weeks. It was probably mid to late August, one of the hottest times of the year. We had our first practice at 6:30 AM and the second was in the afternoon around 5:00. Ralph and I often would end up at his place as his parents had a pool and that was a welcome relief from the heat. At times other guys would be there, once his parents allowed a small party and we had about 12 people, guys and girls. Mid age teens you know the hormones raged! What was nice was they had a small outdoor cabana that had a small shower, chairs and a few lounge chairs. I'll never forget seeing one of the guys inside kissing one of the girls and seeing his hand on her swimsuit covered boob. WOW! Somehow it became a bit of a ritual for Ralph and I to end our swim sessions by jacking off. We never touched each other but would talk about how good it would feel if it was a certain girl's hand or mouth on our dicks. We would cum, shower off, dress and I would go home. One afternoon after I had recovered from football practice I took my bike up the street to Ralph's. His mom answered the door. "Ralph isn't here right now." He and his dad had gone somewhere. "I know it is hot and you and Ralph usually play around in the pool. If you want you can go ahead and get in and cool off." I figured well, why not. "Come one through the house, you know the way." I made my way out to the cabana and went in. I took of my clothes and started to slip on my swim trunks. Just as I was slipping them on, Ralph's mom steps in. I knew she must have at least seen my bare ass as I pulled them up. She did not waste any words. "I saw you and Ralph out here masturbating." Wow, I went into full denial, talking fast. I had been busted. I explained that yesterday was the first time we had done it together. "No, please don't lie to me. I have seen you boys several times, doing what young boys do." I was so worried that she was going to call my mom. Damn I was so busted! "In fact, young boys are not the only ones to masturbate. Everyone does." Now my memory is not so clear as my mind was going so fast. She explained somehow that watching her son and I jack off was arousing to her. She moved very close to me. I would love to say that she was a knock-out but in truth she was just a middle aged, average looking mother of a friend. I could smell her freshly shampooed hair. The next thing I know her hand is on my trunks and rubbing my now very soft cock that took about 2 seconds to get quite hard. She continued to rub through my swimsuit. She certainly knew how to rub a penis! MMMmmmm. After about 15 seconds (hell, it could have been 2 seconds or 5 minutes, I don't really know, time was not something I was thinking about) she eased my trunks back down. Her smooth hand took my cock in her hand and she just continued to stroke, rub and play with it. I can tell you she certainly knew what a guy liked. Pretty soon she began to talk dirty, saying things like "I bet you would love for someone to suck on it (By that time I had many bj's but only one from a female) or maybe you want to stick it into a tight...wet...hot...pussy." I recall how she said those last words, pausing just a bit between them. Tight....wet...hot...pussy. At that point she pulled down one shoulder of her sun dress and exposed her boob to me. That was it. I erupted and sent my cum onto her and the floor. Hell, I had dropped cum on that floor many times before. My knees went very weak and she helped me sit on one of the lounges. My mind is a bit foggy on exactly what was said after that, but she said that I could never tell anyone what had happened. I understood. She said that I should get my trunks on and get in the pool, so at least my trunks would be wet if Ralph and his dad showed up. They did not get home before I left. That was the only time that happened. I tried to drop by when I figured Ralph would not be home, but she never again had any involvement with me. Ralph and I continued to jack off in the cabana. At least I had a special memory of his mom's smooth hand to help me fantasize. I don't know if it was my imagination or not, but she always smiled in a special way to me. I am sure that after 50 year's Ralph's mom is not around. I last saw Ralph at our 20 year high school reunion. No we did not beat off together. By the way, I am sure you know that Ralph is not his true name, it has been changed to protect the not-so-innocent.

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