I once had a lover, a medical professional by trade. We were close friends and lovers for some time and, during one of our more intimate conversations, she told me that all her life she had only been able to orgasm by self-induced, manual stimulation.
She once rented us a room at a downtown high-rise hotel, on one of the upper floors. The room had a large picture window facing northwest, and from a couch adjacent to the window we could see the whole world outside. It was a sublime view.
We sat on the couch in this room, nibbling assorted treats and sipping wine, very slowly and very deliberately caressing and fondling each other. The dazzling view somehow suggested to us that we should make love in front of that window. Without even speaking about it, we began tenderly undressing each other. I removed her blouse, and she removed my shirt. Then the pants came off, and we were both in our underwear. She in her bra and panties; I in my T-shirt and boxer shorts.
We sat side-by-side for a time, feeling the friction of our bodies rubbing against each other, which made us both start tingling all over. We let our fingers dance up and down our own torsos, and then stroked each other's bodies while exchanging soft kisses. At one point she sat on my lap, her buns nestled against my groin, my cock growing stiff as it rode up the crack of her ass. I turned us both towards the window so she could see the whole panoramic view outside. She leaned back into me, and I reached around with my hands to cup her breasts and caress her entire body. Then I lay my hands on hers and brought them down to her panties, moving my own hands to place them over her sexy mound.
With one hand I pulled her panties aside. Then I slid both of my own hands underneath hers. Pulling her nether lips apart slightly, I probed gently with my fingers until her pussy lips became slick and wet from the stimulation. She responded by rubbing her ass more deliberately against my groin as she opened her legs wider for me. I inhaled the citrus scent of the perfume she had splashed on her face, and kissed her neck for several long moments. Mmmmmm... she was sweet.
At that moment a naughty thought occurred to me. Reaching for her right hand again, I brought it to her clit. She stiffened and started to pull her hand away, but I placed my hand on hers again and pressed it more firmly into her. "C'mon, I would really enjoy seeing you make yourself cum. Let's share this together. It could be fun for both of us."
She was reluctant to masturbate in front of me, so I began tracing small circles with my fingertips across and around her clit until her hips started squirming again. She purred softly at their touch. Looking down between her own legs to view my fingers at work, she commented on how much she liked to see her pussy being played with. But, because my ministrations were not precisely what she needed to reach orgasm, she eventually started using her own fingers to do the job I had not yet learned to do for her. It was so good to see her break through the psychological barrier that might have otherwise prevented us from ever sharing her orgasms. No... It was more than just good, it was wonderfully sexy.
"You look so sexy pleasuring yourself this way... It really turns me on."
"Mmmmm..." was all she said by way of response, and we continued like that for some time; I stroked her body, and she played with her pussy, tickling her clit the way only she knew how to. She closed her eyes to concentrate on her own ministrations and eventually began emitting short, staccato breaths. I wondered what naughty thoughts she was thinking, hoping she would eventually share some of them with me, but I decided not to ask any embarrassing or intrusive questions for the time being.
There she was, seated in front of that big picture window in her bra and panties, massaging her clit for all the world to see. I loved it! I undid her bra, and pulled her panties down to her knees. My nostrils flared when I bent down to let my nose feast on the strange, intoxicating scent between her legs. She spoke at one point:
"You know, I've never done this for anyone's pleasure but my own, and I think it's only fair that you join me." I thought I knew what she meant, but I wasn't sure, and besides, I wanted to hear her say it.
"What do you mean?" I asked, in feigned ignorance. She turned around in my lap and looked me straight in the eye.
"Let's cum together. I've never seen a guy masturbate before, and if I'm going to do it for you, you should be willing to do it for me. Let me see you pull out your cock and play with it." She put one hand on the bulge in my shorts. It throbbed in her grip. She slid my underpants down. My stiff cock sprang up quickly, hungry for her and eager for some attention.
"I'll do it all the way, but only if you will" she continued. "I'll show you how I make myself cum when I'm alone, but only if you make yourself cum for me. Deal?"
Her hand stroked my swollen member as she spoke. At that moment I was so turned on I would have done almost anything to please her. She slid over next to me. We both had our underwear down around our knees, facing the big picture window and the world below.
I tilted my head towards her as I went to work fondling my own balls and stroking my rod for her. I felt ridiculous, and was sure I looked as much to her. I squinted to hide my prying eyes while trying to see her bring herself off right there in front of me. As my arousal grew more intense watching her shamelessly frig herself, I began to let my fingers dance all along the length of my shaft. She taunted me, saying, "C'mon, you know you like it... Show me what you do when you're all alone and nobody's watching." Eventually she had me playing with my cock brazenly in front of her, and although my own sense of ridiculous embarrassment never quite left me, my throbbing cock was paying no attention to me whatsoever.