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When I Was A Kid
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Straight Male / 20
How I Learned To Put A Rubber On
I know this sounds cliche or dumb, but when I was an early teen my friends mom taught me how to put on a condom. My parents were annoying Christian’s, the type that never want to talk about sins. Well anyway, there were rumors were I lived that the single mom of one of my friends, taught him how to put on a condom. So one night during a sleepover at his house, I knocked on her door nervously while everyone was knocked out. She was wearing a silky robe and let me in despite being tired. When I asked her about her son and the rumors, she rolled her eyes and then told me to sit on the edge of the bed. She went into the restroom and pulled out a box of condoms. She asked me if I had a girlfriend. I wanted to feel grown so I said yes. She pulls down my shorts and her eyes sank. She said I was above average from what she had always seen. She takes a condom out, runs a little of the lube on me and gently started pulling my foreskin back. I had never felt stiffer in my life. She looked at me and told me about the correct condom side and says don’t you dare cum until I tell you. Then proceeds to expose my shaft and wrap the condom around it and slowly peel it down to my balls. She tells me at this point to never forget to pinch and pull the top a bit for a perfect fit. The condom felt a bit stretched out and was hurting me a little bit. She laughed and mentioned it was because I was bigger. Her hands came back down to the base of my cock. She tells me, I want you to look at the top of the condom okay? And started massaging it back and forth. She said, when you are ready to enter your girlfriends vagina it will kinda feel like this. She closed her lips and pushed my cock into her mouth twice and pulled it out. She asked if I was about to come but truthfully I didn’t know. She grabbed my cheek and said, you’re so cute sweety. Before I knew it, my cock started to pump semen into the rubber and inflated it like a balloon. She gave me a surprised look and said loook look look! That’s what you want to do, don’t forget to gently take it off to not spill. Wow, that’s a lot of cum! When she was done she dropped a bit of semen on her hands and told me that unless I wanted to get a girl pregnant this should always be in a condom or outside of her vagina. I didn’t get to have sex with her, but I’m pretty sure those rumors about her son may have been true lol
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