My wife and I were in a 69 when she took my penis out of her mouth and started stroking it against her breast. I soon started coming over her breast and that brought on her own orgasm. I turned around to see her breast covered in my cum. As I laid beside her and played with her slippery breast rolling her nipple in my fingers, she admitted she loved to have my cock stroked against her breast. Since she has stroked my cock against her breast will I give her oral sex or while she masturbates.
My wife never masturbated when she was young. She grew up in a conservative, religious home and had never masturbated until after we were married. She's now 40+ and masturbation is a regular part of our sex life. She is very uninhibited now and I will commonly walk into our bedroom to find her masturbating
For the last few nights, since her admission, our routine has been for me to masturbate onto her breast as she masturbates. Last night I walked into the bedroom to find her in bed under the covers. I sat down beside her and discussed the business of the day. At some point I reached down under the covers to play with her pussy. I found she was already playing with it, running a jelly vibrator over her clit. She pulled aside the covers so I could watch. I straddled her head and feed her my penis. This is another favorite position of hers, but I didn't want to come this way.
Before I came I pulled out and knelt beside her and started to circle the head of my cock around her nipple. I reached over to the nightstand and added a small amount of body lotion to make it a more slick. As I pressed the head of my cock against her nipple I then started to jerk off. She stared at me stroking my cock and then closed her eyes and fervently played her clit with the vibrator. She would glance periodically at me stroking myself against her and then close her eyes again. I held out as best I could waiting for her to come too. I love to watch my wife masturbate and it was even better kneeling over her jerking off, thinking about coming on her body. Eventually, when I thought I couldn't hold out any longer she began to come. I gave my cock a few quick stroke and immediately I came all over her breast. She watched intently as rivulets of cum ran from her nipple down her breasts. We caught them with our fingers and lifted them back to her nipple.
I'm glad that we enjoy masturbating together. Masturbation is most fun when it's more than a solo act.