Thebreezy1 - A Sissy's Diary

You had fantasized about getting with your crush for months, and now was finally the time to show her what kind of man you are.  She was in your arms and you were making out, feeling each other up.  Her hands probed down to your crotch, searching for hard cock.  She felt around, unable to find it. She laughed a bit, and reach into your pants.  She started to rub your flacid member, talking dirty into your ear. Nothing happened.

Eventually she pushed you away and started to console you.  But don’t worry, this isn’t the end of the evening. As a consolation prize you get use a nice big dildo on her. You can watch her orgasm in pleasure and imagine what it would be like if she was writhing around on your cock instead of the dildo.

So hot

I would cum within two pumps in her warm mouth, before my penis was even fully hard.

Both when I jerk off and when we have sex. This thought is how I get hard

Most relatable caption yet.

I’m sure this is how my girlfriend felt when we first started dating. I was a virgin and she was more experienced.