I am 57 and I have a good lady friend in her early 60s. We have lived a few houses apart for about twenty years.
As I described in my earlier story we had many long conversations, which now took a flirtacious turn. This elegant older lady makes her living by giving private art lessons, and teaching at the college.
One afternoon at her request I posed nude for her, only to learn the artist worked naked herself. Her large nipples and ample breasts in full view certainly turned me on, and our sketching session became a side-by-side masturbation session.
A week passed and I was feeling right randy again. I invited myself over for tea, and midway through the first cuppa I told her that I would like to masturbate with her. She blushed, then suggested we go into her guest bedroom and I undress for her.
She closed the sheer curtains, and sat in a wingchair opposite me, smiling devilishly. I slowly removed my shirt, then my shoes and socks. Then my undershirt, and began to remove my jeans. At this point she stood and approached me, grasping my member through my underpants and giving it few strokes. I felt myself begin to harden.
She sat down again, this time not crossing her legs, and placed her hand in the space between her legs, cupping her vulva. I slipped off my underpants, grasped my hardening cock, and began jacking myself. I told her how much it was turning me on to be naked and masturbating for her.
She spread her legs open, pulled up her wide skirt, and slipped her hand under the elastic of her panties. I could tell that she was rubbing her clitoris and sliding her fingers inside herself.
She smiled and asked me to come over closer to her, so that she might see me cum. My erection was quite hard by now, I was really aroused. I described to her how good I felt. She replied that she found it exciting to watch me. I was pumping away quite quickly now. I could tell that she was frantically rubbing her clit, her breath coming in quick gasps and a dreamy look to her eyes.
I told her I was close to cumming, and with her free hand she quickly unbuttoned her blouse and undid the front clasp of her bra. Her ample 38D breasts were exposed. Her free hand grasped my buttock, pulled me closer to her. This close observation aroused me even more, and suddenly I squirted cum all over her breasts.
My stroking slowed, but for eight or nine strokes cum flowed out of my pee-hole, the last few drops merely dribbling into her lap. Her fingers frantically worked at her clit while her other hand massaged my cum over her breast and erect nipples. She came within perhaps 30 seconds, gasping, shaking, then finally stilled, her breathing slowing.
I reached for the box of tissues on the table and began to mop us up. She smiled, and asked me to 'come again another day'. She grasped my shaft, milked me like a cow's teat. She wiped away the last drop of cum that emerged from my half-flaccid member.
I bent down, meeting her eager lips with my own. I cupped her breast, her hand cupped my balls, and the kiss lingered. As I broke off, I never lost eye contact with her, but gathered my clothes and slowly, hesitatingly, dressed before her. She waited until I left the room before rearranging herself.