We had met in an Internet chat room. Nothing special for a lot of people out there, but I'm in my fifties and this was all very new to me. It was strange being able to talk so frankly with someone I had never met face to face. In fact it was so open that I found myself sharing things that I had never spoken about with anyone. It was such a freeing experience, yet frustrating at the same time.
We maintained fairly regular private chats and got to know each Otherβs desires. Sharing fantasies and sex in cyber space. That some of our sexual bents coincided made things even better. I had confessed my desire to wear women's panties while making love, and she, the exhilaration that came from thinking about a sexual encounter with a man wearing women's clothes.
Once, I wore a pair of thong panties while we were chatting. This was my first experience with cyber sex. The newness of stroking myself while reading each line she would deliver to me describing what she was doing to me. The pace, slow and deliberate. Allowing my mind the time to savor each step in our virtual lovemaking. The excitement I felt waiting for the next line to appear in my chat window. The images flowing through my mind, anticipating what she would do to me next.
She had started our encounter in a small, candle lit room. Only a table, supporting the candle, and a futon cushion on the floor. I was lying on my back with legs bent at the knee, feet flat on the mat. She knelt on the mat between my legs. Looking down at me I was suddenly aware I was submitting to her. She had instructed me to wear nothing but a pair of thong panties. Something she knew from our earlier conversation excited me.
As I visualized this in my minds eye, I could feel my erection harden. My breathing began to quicken, anxious as to what might happen. She placed her hands on my knees and began to slowly move them outward, exposing my growing, panty covered, erection to her steady gaze. Her hands left my knees and began to move sensuously along my thighs. Still moving my legs farther, and farther apart. I suddenly felt her fingers tracing the outline of my cock as she grazed the fabric of the panties covering it. A moan escaped my lips as the continued to stroke me through the silky fabric.
Her gaze never moved away from mine. Her half smile promising pleasure, and maybe pain. Her finger then began to trace circles around my cock head. I could tell my pre cum was leaking through the fabric and she was spreading it in ever widening circles. I watched in rapt attention as she slowly raised that finger to her mouth and gently spread the wetness on her lips. She then stuck her tongue out to slowly lick the length of her finger.
Her eyes still locked on mine, she leaned forward, her breasts grazing my thighs as she came closer to my face. She placed her glistening lips against mine, her tongue piercing my lips invitingly to share a wet kiss. I could taste myself on her lips and tongue. During this exchange, my cock involuntarily jerked. Her hand still stroking me, when she felt my reaction, she pulled back from my face. Her smile now full with the pleasure that comes from the recognition of accomplishment.