I guess you really couldn't call it a pity fuck because in the end there was no pity involved and for me, at least, I never got literally fucked. It all started in the hotel bar where I'd had a few drinks. I was traveling on business and normally don't drink at all but the meetings had ended early and since my flight didn't leave until the next morning I had a free afternoon and night.
Rather than attempt driving in a strange city after drinking and not wanting to worry about catching a cab I simply drove back to the hotel, parked my rent car and headed for the bar. Now, after a drink or two I would have been fine, but as the afternoon sneaked into evening I'd had more than a few drinks. I wasn't falling down drunk, but my judgment was obviously impaired. Yes, impaired enough to ignore any suspicion that might have arisen when a young and very attractive woman asked to sit at my table.
Hell, I began to wonder why someone like her would even think about joining an overweight, gray-haired, old clown like me, but those few extra drinks just set me up when she said, "Actually I prefer older men. You know the guys my age are only interested in me as a quick score, they could care less about me. Older guys, it's like they really care."
"Am I
that
old?" I asked.
"No, no of course not, it's just that..."
"I was just kidding, I know I am probably older than your father. How old are you, if you don't mind my asking?"
"How old do you think I am?" she asked, sitting up straight in her chair.
"I'd say twenty-five or so."
"Twenty-two," she said, running her fingers through the short, blond curls on her head. She sipped from her drink, took a deep breath and with a sly look on her face she continued, "So we're both consenting adults."
A bit stunned I let my eyes wander down her neck to where the lace of her bra just peeked from beneath her blouse. "And just what are we consenting to?" I asked. I had figured I'd buy her a couple of drinks, we'd continue the playful conversation for a while and then she'd head off to where ever twenty-two year olds head at just past eleven pm, so I was not prepared for her reply.
"Why don't you take me up to your room and we can find something to consent to."
I immediately waved down a waitress and asked her to charge the tab along with a healthy tip to my room. With that handled I then led the young woman out of the bar and into a nearby elevator. Once inside the room she immediately pushed me against the door and began kissing me. Before I could do anything I felt her left hand reach down and grab my cock while her right hand fumbled with my belt.
Reaching my hands down I briefly cupped her ass and squeezed but almost immediately, she dropped down to her knees and finished unfastening my belt and pants. As they fell to the floor, she slipped her hand under the elastic of my jockeys and took hold of my erection. She began to stroke it as I worked my way out of my shoes and stepped out of my pants. I unbuttoned my shirt and tossed it aside.
Suddenly she paused, leaned forward and kissed my cock. Just as I prepared myself for her mouth to descend upon me, she stood up and whispered, "Go sit on the bed while I undress."
I quickly moved over to the bed, pulled off my jockeys and sat down. While I removed my socks I watched her as she kicked off her shoes and then slowly unbuttoned her blouse. The black lace bra covered her small breasts but showed off her beautifully erect nipples. As I stared at the way her nipples poked out in two sharp peaks, she removed her pants and moved over next to the bed stand beside me. I reached a hand up toward her breast when she grabbed my wrist, pulled it back behind me and then snapped something metal around my wrist and then latched the other end to the bed post.
