Tap on my window

"Hi, my name's Kathy, I'm forty-three years old, calling from Springfield. I would love to hear some taboo stories or bisexual stories."

My heartbeat with anticipation as I pressed number three on my phone to request a direct connection with this woman from my home town. I had been calling this adult dating line for several months now and it had been a lot of fun flirting and talking dirty to random women around the country. The only problem was that the chat line took callers from all over the country. It was exciting to finally hear a profile from someone close by, the future was bright with promise. Kathy accepted my connection request and we chatted about this and that until the conversation turned to the inevitable. We were sharing some of our deepest, darkest fantasies with each other when Kathy confided in me that she had always wanted to watch someone pleasure themselves without them seeming to know it. I suggested that since I lived close by we could arrange a meeting to "simulate" her voyeuristic fantasy. Kathy seemed really excited and maybe a little scared at my proposition but agreed to give it some thought. I gave her my phone number and ended the call, my hands a little clammy in anticipation.

I showered and climbed into bed, my thoughts turning to Kathy. I had always had a thing for mature women and paid special attention to them when browsing adult websites and chat lines. I couldn't wait to get the ball rolling on this. I grabbed my phone to call her...dammit! I had forgotten to get her number! Now I was stuck waiting for her to call me... if she ever did. I went to sleep, all the while kicking myself for being such and idiot.
Around 3:00 am my phone lit up, the screen displaying an incoming call from a blocked number.

"Hello?" I said, half expecting a prank caller to be on the other line.

"Do you still want to do this?" A breathy voice on the other end asked.

It was Kathy! My spirits soared. I was wide awake now.

"Do you have a window that I could look in without the neighbors catching me?"

"I do."I said. "My house is a split level so the basement sticks way out of the ground, you can crouch in between the bushes and enjoy the show."

"Good. Take the screen out of the window and put on some snug underwear; something that really hugs your package and shows off your ass. Remember, try to act like you don't know I'm there."

I told Kathy to turn this way and that and where to park, then hung up the phone. I began to set up the room to Kathy's specs. I removed the screen from the window and pushed a roll-away bed under the window...just in case. Now for the clothing... I chose the most revealing underwear that I had, a pair of thong underwear that I had purchased some time ago in an effort to be sexy. I had worn them once or twice and then put them away, feeling somewhat silly for buying them. I was apprehensive about wearing the skimpy grey thong but shoved it out of my mind, after all Kathy would be seeing a lot more of me shortly.

Gravel crunched outside, telling me that my unseen friend had arrived! Ignoring her, I exited the room only to re-enter wearing my tiny outfit. The thin material clung to my package and nestled between my butt cheeks. Selecting an adult dvd I put it in the player absently stroking my balls through my underwear as I pretended to read the box while the movie loaded. As the sounds of kinky love-making drifted from the tv I walked around the room as if readying myself for a session of self-loving. I even dropped a kleenex on the floor so I had a reason to bend over. The gravel crunched outside; Kathy was definitely into asses. By now my cock was at full attention, the tip of it poking out from the elastic band of my underwear. I was super turned on, a drop of pre-cum glistening on the head of my strong cock. I wrapped my fingers around the base of my shaft and pulled upward in a milking motion. I stroked myself slowly, with occasional breaks to caress my now totally bare ass. I don't normally masturbate standing up but I was putting on a show and by the heavy breathing coming from the open window I wasn't doing half bad. I laid down on the bed beneath the window, finally ready to get down to some serious jacking.

"Stand up on the bed." Came a whisper from the window.

I did as I was told, never losing the rhythm of my slow stroke. Facing the window, I could see shadowy glimpses of my audience. She looked to be in her early forties, with shoulder length brown hair. Kathy also wore a big overcoat (which I think was to disguise herself since the night was warm and a coat was not needed). Kathy leaned in out of the shadows, taking my cock in her hand. She started gently caressing me, being careful not to ignore my balls. She told me to slowly turn around in a full circle. I did as asked, I liked the feel of her hands stroking my ass cheeks. When I made it around to facing her, I almost smacked her in the face with my erection; she was that close to me.
Kathy put her hands on my hips and opened her mouth wide, fully engulfing my cock in her mouth. She thoroughly licked my shaft, pausing to focus on my balls, my shaft resting in her hair. We kept this up for several minutes with her taking breaks to get close up looks of me jacking my cock in her face.

"Turn around again." She said.

Again I did what I was told, wondering how long I could keep this going before I exploded.

"Bend over for me baby."

I nervously complied with her wishes. Kathy started fondling my ass cheeks her fingers venturing closer and closer to my crack with each stroke. She was spreading my cheeks and closing them like she was taking peeks at what was back there. Suddenly she stopped, holding my ass spread out. I could hear her breathing growing faster and I could feel it too because she kept moving closer to me. Then it happened! Kathy's velvet-smooth tongue slid from the back of my ball sack all the way up, pausing only to circle my ass hole. I had never felt that sensation in my life! I loved it! And I told Kathy so.

"How about this?" she asked.

Kathy took her finger and gently circled it around my hole, slowly easing it into me. It felt amazing. Kathy reached around to my front and jacked me while indulging me in my new-found pleasure. I couldn't take it any longer, I was going to cum. Kathy turned me around and deep throated me again, sucking greedily on me. My knees buckled while I shot huge globs of cumin Kathy's mouth. It was so powerful that I swear I could hear the cum hitting the back of her throat. Kathy smiled at me tickle my balls with her finger nails and walked away, leaving me standing there weak kneed and once again without a phone number.