I suppose I married later than most at the age of 39, and being single all that time meant I had a pretty extensive history of masturbation. I am also quite a conservative individual and very private concerning my sexual practices - so I am a little surprised that I make this submission.
My wife and I (of several years) began our relationship as very good friends and companions. To our surprise, it suddenly became romantic and then quite sexual. The first time she masturbated me is permanently etched in my mind.
Here we are, adults - acting like horny kids in an empty parking lot late at night. I had told her earlier how much she aroused me and then asked her if she would like to jerk me off. I can hardly describe how excited I was when she said, yes. Finally finding a suitable location, I pulled my pants to my knees.
The coolness of the air, the sudden freedom of my genitals and the way Diane looked at them gave me the greatest erection. It had been some time since a woman had done this for me and her enthusiasm and willingness made my dick quite eager for some release. She gently wrapped her hand around my penis and alternated between tickling, holding and stroking. She required very little direction upon my part on how I liked to be jerked off. She had done this before - no doubt.
Soon, she was caressing and gently massaging my balls with her other hand while she jerked my penis absolutely perfectly. This was probably the best hand job I had ever received. Diane was very focused and enthusiastic as I neared orgasm. As I knew I was about to produce a big load of semen with a lot of velocity, I lightly covered my penis and her hand with my hankerchief. With her one hand holding my balls and her other jacking my penis, I clinched my buttocks, arched up off the seat and came and came and came. I don't know if I had produced that much cum since I was a young man.
Despite the handkerchief, I was a complete mess with cum all over my penis, all over my belly and draining down my balls onto my car seat. I was totally spent, relaxed and exhaused and then Diane did something I did not expect.
She refused to release her grip on my penis, and rather than being concerned about cleaning up, she seemed to revel in this huge load of semen she had been able to produce from me. She truly seemed to enjoy the slickness of the semen on my balls and my penis, and was in no hurry to move on. She continued to lightly tickle and stroke my penis and balls, and though there wasn't anything left in me to orgasm with, she kept me hard for quite a long time. Very special, very loving, and very erotic for me. We married a year later.