u/pleasepleasedo

This happened years ago but I still think about it to this day and can’t believe I had the courage to do it.

One night it was me and her home and I was showering late and so horny. I came up with a plan to get her to see my cock. She had bought me condoms about a year prior and so I stopped the shower which was next to her room. Walked in with a towel on and told her I had a personal question. She said yeah of course ask away.

Then said that I was having trouble with the condoms she bought me and that they wouldn’t roll down on me properly and asked if she would help. She said yes in such a caring way so I asked if I could show her. I went and got the condoms and pulled off my towel which exposed my hard cock. Then I took out a condom and rolled it onto my cock and asked her if she thought it fit ok. She said it did seem a little small. Then I asked if it was ok if I showed her what happens when I cum in them, pretending like I was afraid it wouldn’t properly contain all my cum. She let me sit there on her bed with her and masturbate into them and finish. She actually touched my cock as if she was inspecting it and said she would go buy me a bigger condom.

I was on such a high. I couldn’t believe it. Couple days later she brought home more condoms and we repeated the same thing. She actually helped roll the condom down on my cock and I finished in them again. Afterwards she said I have what most guys want. I asked what’s that? And she said a big dick. She definitely did not need to make that comment so in the back of my mind I always felt like she enjoyed watching it. We never did anything after that but it was so hot and can’t believe I pulled it off to this day

would always hope this would encourage/inspire someone to try the same thing and let me know if they have any luck

This happened years ago but I still think about it to this day and can’t believe I had the courage to do it.

One night it was me and her home and I was showering late and so horny. I came up with a plan to get her to see my cock. She had bought me condoms about a year prior and so I stopped the shower which was next to her room. Walked in with a towel on and told her I had a personal question. She said yeah of course ask away.

Then said that I was having trouble with the condoms she bought me and that they wouldn’t roll down on me properly and asked if she would help. She said yes in such a caring way so I asked if I could show her. I went and got the condoms and pulled off my towel which exposed my hard cock. Then I took out a condom and rolled it onto my cock and asked her if she thought it fit ok. She said it did seem a little small. Then I asked if it was ok if I showed her what happens when I cum in them, pretending like I was afraid it wouldn’t properly contain all my cum. She let me sit there on her bed with her and masturbate into them and finish. She actually touched my cock as if she was inspecting it and said she would go buy me a bigger condom.

I was on such a high. I couldn’t believe it. Couple days later she brought home more condoms and we repeated the same thing. She actually helped roll the condom down on my cock and I finished in them again. Afterwards she said I have what most guys want. I asked what’s that? And she said a big dick. We never did anything after that but it was so hot and can’t believe I pulled it off to this day

Edit: would always hope this would encourage/inspire someone to try the same thing and let me know if they have any luck