Older man, younger woman, some call it a "fetish" but I call it an acquired preference. The wonderful man in my story was thirty plus years my senior, and more virile and exciting than many men half his age. I was his willing and eager pupil; he was my teacher, mentor, demanding lover and much more.
Thank you Gustavca for your help in editing my story.
*****
I don't really know why, but I have always, had a thing for older boys and then older men. My childhood was idealic no father/daughter issues I can think of that might have planted the seed for this predilection. My Dad was a big, good-looking guy, tall and muscular with a shaved head long before it was fashionable. A man I remember as always supportive, dependable and protective. I wonder if that's why I'm so attracted to older (much older) men.
My early experiences with kissing and petting were with my first boyfriend, someone my own age. I remember it as a lot of unsatisfying wet fingering and groping. My older brother's best friend taught me to suck cock, and when I was old enough to want more, I gave my virginity to my Dad's business partner. It was then I realized (for me at least), that the older the man the better the sex.
I suppose the why of my preference doesn't really matter, does it? Anyway, the point of this story is to recount my experiences this summer, so here goes.
*****
The school year had finally ended and my folks were preparing for a long awaited vacation to Europe. They were looking forward to their extended trip, but were hesitant to leave me alone for the entire summer. Their solution was to have me stay with my older brother Bobby for the summer. Of course, I didn't want to do that, but finally relented when they offered to finance a Cancun vacation for my nineteenth birthday.
Little did I know when Bobby picked me up at the airport, this would be the most memorable summer of my life.
It was difficult to circumvent Bobby's overbearing, overprotective nature, but as fate would have it, it was during this visit I met Daniel, his next-door neighbor. I'll be the first to admit I was fascinated with Daniel, and I will also unashamedly admit I eagerly allowed him to seduce me. That summer, Daniel was my teacher, mentor, lover and confidante, opening doors and awakening a sexuality in me I never knew existed.
Daniel had a wife, he had adult children; in fact, I was younger than his youngest. I don't think he was unhappy in his marriage, and though his wife was definitely a bitch, he certainly did not want a divorce. I seriously doubt I was his first "distraction". I suspected he just wanted some new non-threatening young pussy on the side, you know, a little summer diversion, and I was more than ready and eager to accommodate him.
At fifty years old, Daniel was thirty-two years my senior. He was still a very attractive man. Just over 6'1", maybe 200 lbs, physically well maintained, mature man's body, dark brown hair with gray beginning to show, and hard ruggedly handsome facial features. I enjoyed his company and I enjoyed sex with him even more.
From the day I moved into the adorable little cottage behind my brother's house, Daniel began seducing me. We were like kids, kissing, making-out and fondling each other whenever the opportunity presented itself. Our physical relationship progressed quickly, from almost daily oral sex out in his workshop where we'd bring each other to wonderfully intense orgasms, to hot, wet, nasty sex on the floor in my cottage. Daniel would 'do me' at the drop of a hat, and I have no doubt that the mature, dignified Mr. Daniel Georgianni must have fucked me on every surface and in every room of his house, including several times in their bed.
*****
While we happily enjoyed having sex and experimenting, I think the incident that stands out most for me would be the day Daniel came to the cottage and in view of one of the neighbors fucked me until I was sore, weak and sated.
I was standing at the bedroom window one afternoon, absently looking into the woods that bordered the rear of Bobby's property when I heard the cottage's front door open and then close.
"Stephanie, where are you?" Daniel called.
"I'm in the back bedroom, Daniel, straight down the hall."
When he entered the bedroom, I didn't turn around, but closed my eyes and smiled when he came up behind me, passionately kissed my neck and let his large hands slip under my thin T-shirt and gently fondle my breasts until my nipples were hard, erect and eager for the feel of his mouth.
I remembered my breathing faltered when he pinched my nipples sending warm sparks of excitement sizzling down my stomach to the throbbing nub between my legs. My legs quivered with anticipation when he reached down, unbuttoned my jeans, and pulled my panties and jeans down and off. Daniel spread my legs open and slipped two of his fingers up my pussy and withdrew them covered with my sticky juices.
"Yes," he murmured to himself when he pushed his thick, fully erect cock into me.
Despite the wetness, I was still very tight and with each short thrust, he grunted with the effort and the pleasure of breeching my warm, wet tightness. Once he was fully inside me, he began a slow, deep stroke that filled and touched every inch of me. Drunk with the marvelous sensations, I remember thinking, "Daniel is older than my father; how is it possible he can make me feel like this?"
I moaned and my body of its own accord, pushed back against his, wanting him deeper inside me. We stood in the window, me leaning on the windowsill with him behind me, fucking me. Thinking the neighbors were away at work, I started when I saw Mr. Jacoby, Bobby's neighbor, come out into his yard. He looked up, saw us standing in the window and waved sheepishly. I waved in return and smiled brightly. By the look on his face, I'm sure he must have wondered what Daniel was doing there (though it was pretty obvious), but he said nothing and returned to watering his garden.
Daniel was becoming more insistent in his thrusting, and I leaned forward and rested my forehead against the upper windowpane, enjoying the sensation of his hot, swollen cock inside me. As my orgasm built, my whimpers and moans grew louder with each thrust. Daniel pounded into me harder as his urgency increased, and without thinking, lifted my hips to align them with his and succeeded in exposing my naked lower body in the window. Holding me closer to him, he repeated breathlessly over and over, "Yes baby, squeeze it, squeeze Daddy's cock," and I would tighten my pussy around his cock, squeezing and releasing it, pushing us both toward the edge.
With a final deep thrust, Daniel erupted inside me and my eyes rolled upward with the exquisiteness of it all. When I was able to focus, I glanced through the uncovered, partially open window and there stood Mr. Jacoby, mouth open, having watched us jerk and spasm into our orgasms. I was naked except for my T-shirt that was bunched up above my exposed breasts. Still aroused and feeling oddly flirtatious, I smiled wickedly at the old man and preened for him. Daniel, obviously not caring in the least that Jacoby had seen us, pulled out of me and with a deep groan, let his long, softening cock slap against my hip.
"Hello, Mr. Jacoby," I called sweetly and chuckled when he finally tore his eyes away from my breasts and looked at my face. He realized I had been watching him, and he hesitated a moment longer, then looking confused and embarrassed, hurriedly turned and went back into his garage.
Poor Mr. Jacoby.
*****
At one point during my stay, Daniel's wife was away visiting friends and he invited a few of his buddies over for a late afternoon gathering around his pool and neglected (deliberately?) to warn me. I was lounging on the pool deck when I heard the group arrive. Puzzled by their unexpected appearance I looked about and saw Daniel standing in the middle of the small group. He waved and motioned for me to come to him and I reluctantly got up and walked across the pool deck toward him. I thought it was only going to be Daniel and me and had worn a tiny, revealing suit intended only for him to see. The skimpy top barely contained my breasts, and my darkened, pink nipples were erect and visible through the thin fabric, to say nothing of the thong bottom, a small triangle piece that revealed more of my cameltoe than it concealed. I could feel his friends ogling me, and was surprised when I saw one of them actually fondle himself in front of me, and say quietly so Daniel wouldn't hear, "Come here little girl and suck this for daddy. "
I was both embarrassed and aroused by their attention, the attention of men old enough to be my father, hell, a couple of them were old enough to be my grandfather.
*****
"I thought we were going to be alone," I seethed.
Daniel laughed and took my hand as he lowered himself into the water, and pulled me with him. As soon as I got close enough, he pressed me against the wall of the pool. Though there were others around the pool, he possessively slipped his knowing hand into my bikini bottom. Unmindful of everyone else, he pulled my bottoms down over my hips to mid-thigh and began rubbing my clit. He put one arm around my shoulder and with the other hand worked his fingers into my pussy.
"Smile, for my friends baby," he said.
I'm sure to anyone who was watching it appeared as if we were having a casual conversation. Little did they imagine he was groping and finger fucking me under the surface of the water. It felt wonderful. The warm water softly rippled against my clit and I knew I was becoming very aroused. I opened my legs wider and held my breath, grinding against his hand until he brought me to a body shaking orgasm.
Daniel slipped his arm about my waist to steady me until I had regained my composure. Breathing raggedly, he freed his cock from his swim trunks and had me take it in my hand. I watched the blissful look spread across his face as I stroked and caressed his quickly engorging cock until it pulsed and throbbed in my hand. After a few minutes of this, he helped me step out of my bottoms and with his pole extended straight out in front, he walked me to the opposite corner of the pool. With his back to the others, blocking their view, he gently pressed my head underwater and pushing his swollen cock into my mouth, slowly stroked it in and out. I couldn't breathe and began to struggle as I fought for air. Daniel finally let my head break the surface, but still held it firmly in front of him as he stroked deeper and faster, his cock ramming the back of my throat. I could feel his balls tightening against his body and slap against my chin with each thrust. I knew he was building to orgasm. Just as he made his final thrust, he pushed my head underwater again and roughly forced his cock further into my mouth before shooting hot cum down my throat. He loosened his grip and slowly released my head as he pulled his now drained cock out of my mouth.
