i used to masturbate into condoms just for a different feel. something different. kinda the same reason why i got a fleshlight or other sex toys. just for something different to simulate the sex i'm not getting
think i was 17 or something when i found my parents stash of condoms. my mom used to hide them in an old sewing kit for some reason. looking back i remember her going to the sewing kit quite a bit when i was younger but i guess i just never cared about what my parents were doing. turns out my dad uses magnum condoms. and yes i stole one and tried it on. no it didnt fit and i threw it away and punched a wall in anger then went to bed and cried the whole night. that isn't even the worst of it. a few years later i had major surgery and needed my mom's help for daily activities. i was very astute to not let her see me naked but one day i had taken my pain pills and just couldn't function. my mom unfortunately saw my penis and stated, and i quote, "hehe you aren't build like your dad" and that was that. Crushed my whole world even worse than when she told me i was ugly to my face.
i know your mom isn't supposed to big you big dick advice and praise but holy shit come on! you're my fucking mom. don't fucking basically tell me i'm a small dick shrimp. that's basically telling a guy he will never be able to please a woman and will always be made fun of due to his babycock