My Fantasy

I had grown really tired of looking at pictures of young, gorgeous, large breasted models on the Internet. Nobody had bodies that great I thought to myself. I finally discovered "Grammas.com" Internet site which led me to other mature Internet sites and I quickly began to see the beauty and sexuality of mature ladies. The total fantasy for me were mature ladies in their 50's and 60's who liked wearing spike high heeled pumps, black nylon stockings held up by a sexy garter belt and who posed with a teasing attitude (Cheesecake, leg shot, showing their nylon tops).

Being in a new town and on a business trip, I set my mind to doing something about my fantasy. I like to flirt, and when I do, I sometimes get lucky. I figured that mature older women who are by themselves, and who like to flirt might also... well you get the picture. I formulated a plan, which involved hanging out at the neighborhood grocery store to see if I could pick up the woman for my fantasy. I stationed myself near the beer and wine section, and tried to look like I was busy figuring out what cheese went with a Chardonnay I had selected.

My wait was soon rewarded as this sexy woman who appeared to be in her fifties or early sixties passed through the wine section and stopped directly across from me. I couldn't help but notice that she was my true fantasy lady. She was wearing black nylon stockings, spike high heels, a tight skirt and a form fitting blouse that showed off her ample figure. Fate was on my side as she mulled over the white wines and selected the exact same 1997 bottle of California wine as I had previously selected. Perhaps she had seen my selection. Trying to look confused, I excused myself and asked if she might have any suggestion as to a cheese to accompany my wine purchase. With no hesitation whatsoever she told me that she preferred medium cheddar to accompany the wine. As if to make conversation I explained that I was only in town for the evening on a business trip and that I intended to take my wine, cheese, and perhaps a box of crackers to my hotel room and watch movies until the wine put me to sleep. Acting as if she hadn't talked to anyone for some time, she told me it would be a shame to drink such a fine bottle of wine alone, but that she too had planned a singular evening since she was a widow and her c***dren were all grown and living in other cities. I excused myself for seeming forward, and explained that I would surely understand if her answer was no, but I asked her if she would like to join me in my room to sample the wine and cheese and just talk? I was alone in a new town and I explained that my meetings had worn me out, and I felt that maybe a good chat might be the cure for my blues. Her eyes sparkled as she explained that she would love to join me.

I suggested that she leave her basket where it stood, come with me through the check-out line, and follow me in her car to the suite hotel that was just about a mile up the road in a rather exclusive office park area of town. To my surprise she readily agreed. Feeling rather bold, and hoping to telegraph my intentions, I explained that I needed to walk through the d**gstore area of the store before checking out. She accompanied me without hesitation. I purchased several toiletries such as mouthwash and dental floss from the shelf. She didn't hesitate to follow me from there to the checkout stand, and then to our respective cars (a good sign indeed I felt!). She followed me as I negotiated the short distance to the hotel, and parked next to me in the almost full lot. It was, by this time, almost 7 at night, and the hotel was full with visitors and employees. Nobody seemed to notice as my new found friend and I made our way to the bank of elevators and up to the 14th floor and my room. Perhaps some did notice, but surely, they must have thought that it was nice seeing a gentleman and his mother engrossed in conversation, and ultimately holding hands as the elevator arrived.

Once in the suite, I set about the production of setting out our food and opening the already chilled bottle of wine. The suite had a kitchen of sorts, which was equipped with wineglasses, bottle opener, plates and virtually everything the weary traveler could need. As I set upon this task my new found friend whose name I had learned was Sarah, she excused herself to go to the bathroom to freshen up. When she came out I noticed she had applied a heavy coat of wet red lipstick to her sexy mouth and my heart leaped as my cock stirred to attention. Now it was my turn, I had set the table and poured our first glasses of wine. As I excused myself to the bathroom I asked if she would mind terribly if I changed out of my business suit and into something less formal and more comfortable. I took a quick shower to wash the day’s work off of me, changed into shorts and a tee-shirt with my company logo on it, put on my deck shoes and walked out to see if my fantasy would come true.

Let me describe Sarah for you. She was at least 60 years old, about 5' 3" tall weighing no more than 125 pounds. She had short blonde hair, which she wore up in a twist. She was wearing a white silk form fitting blouse and a tight black skirt, which came to just above her knee. Her face was sexy and her outfit gave me an indication of what her figure would look like. I could see the outline of her breasts against the silky blouse. She was very attractive and sexy for her age, and also appeared very educated and well off by the looks of her clothing and by the content of her conversation. I can also tell you that she smelled wonderful, which must have been her perfume. She wore just enough makeup, and I again noticed her wet red lips. Her fingernails were painted, and done to perfection. When I reentered the room I quickly noticed that Sarah had made herself at home, she was sitting on the couch, legs crossed which caused her skirt to ride up her thighs, just exposing her nylon tops. She had already drank almost 2/3rds of her first glass of wine. While she was seated on the sofa she had turned the television on to some drama on A& E. I sat in the overstuffed chair beside the sofa, swirled my wine and took in its aroma, which was pleasing, and sampled it to my satisfaction.

My eyes wandered to her sexy legs and hot sexy thighs. I joined Sarah in nibbling on cheese and crackers as we talked about anything and everything and slowly but surely finished the first of the two bottles of wine, we had brought with us. Seven o'clock had turned to eight, and it was easy to tell that both Sarah and I were feeling the impact of the long day and the sweet wine. She and I both were talking a bit too fast, and a bit slurred, and giggling at things that may not have seemed funny only hours earlier. Feeling emboldened by the wine and the mood I got up to change the channel to a late night adult channel and sat back down on the couch only inches from Sarah. She did not seem to mind this change of positions; in fact she turned her body to face me so that we could converse easier. As she did, her right nyloned knee came to rest against my left knee, and neither of us made any protest. We talked about life and experiences, and as we did, I reached out and touched her on the arm. She did not draw back, but rather seemed to move closer to me. We continued to drink and talk until I decided that the time was ripe for the next phase of this romance.

I turned to watch the television, there was a lot of kissing and groping going on and as I did, I moved my arm around her and drew her closer to me. She slid easily over towards me and allowed her right arm to come to rest on my lap. By that time my mind was racing with pleasurable thoughts, and I my erection was full blown in my lap upon which her arm rested. I became bolder with each passing moment and gently, yet slowly pressed my lips against her neck. She did not pull back but rather moaned in apparent pleasure and accepted my advance as if quite normal. I began to caress her neck and began to use my tongue to lick up and down and then up to her ear. She moaned again and pressed her ear into my tongue to encourage my continued advances. At the same time, she seemed to move her hand directly over my now bulging cock and slowly moved up and down its lines causing me great pleasure and intensifying my feeling. She turned without speaking and suddenly our lips met. We kissed for what seemed like an eternity and as we did she ever so slightly opened her mouth and encouraged our tongues to meet. Her lipstick tasted so good and in my state of arousal I began to slowly unbutton her white silk blouse which met no resistance. I assumed, rightly so, that we were headed for an evening of explicit pleasure. I unbuttoned the last button of her blouse and opened it to reveal a sexy lacey black bra, It fastened in the front, and I took the liberty of lifting her breasts and exposing her nipples from the bra, but they still were held in place by her black bra. Her nipples were hard as if she was cold. I lifted her right breast in both hands and brought it up to my lips. She leaned back in anticipation and excitement. Neither of us questioned our actions, as she willingly gave herself to me. As I kissed, licked and sucked on her breast, her nipple came to attention and she seemed to shudder with pleasure, especially as I quickly flicked my tongue across her swollen nipple.
As I kissed and sucked on her breasts, she began to lift my tee shirt up over my head. I allowed her to do whatever she wanted to do. I finished unbuttoning her blouse and after removing it, unsnapped her black bra to free her mouth-watering breasts. Now, both of us were bare-chested, I held her close to me and again kissed her open and eager wet, red lips. The feeling of her breasts touching my chest from just above my own nipples was enticing and intriguing. She was certainly not shy about her body, and seemed intent on getting as much pleasure from this encounter as she gave. As we hugged and kissed I moved my right hand from behind her back down to her black nylon stocking covered legs and slowly but surely moved up under her black tight skirt, and between her now parted legs and up to her thigh. I found that her nylon stockings were held up by a garter belt, a fact that caused my cock to get even bigger, if that was possible, I caressed her silky-smooth inner thigh and then slowly worked my way up to her silk panties. She was wearing, I could feel, panties that were bikini designed, as I inched my way up her thigh, she unbuttoned the only button on my shorts and slowly unzipped them. As she did, I must confess that my cock leaped out of my shorts, and into her waiting hand. I am not huge by any means, but I have never had any complaints about my size. Sarah made no protest either, and took my rock-hard cock in her warm right hand.

She was so gentle yet so firm in her movements that I found the pleasure quite intense. As she squeezed and stroked me she parted her legs further encouraging me to explore her at will. I obliged. I moved my massaging fingers up past the elastic leg band of her panties and into the velvety bush surrounding her eagerly waiting pussy. I parted her pussy lips with thumb and middle finger and began to rub my index finger up and down her slit. I found her to be wet, much wetter than anyone I had come in intimate contact with before. I found her clit and began to rub it in a circular motion. She derived a lot of pleasure from this and from our continued embrace. I asked her if I could remove her skirt and without hesitation, she lifted her hips to allow me slide it off of her body. Beneath she wore a black silk slip, and this, too, I slowly removed.

The lights in the living area were still on and she made no effort to cover herself. Her panties, garter belt, black nylon stockings and her black suede high heels were all she wore, that, and a satisfied half smile. I got off of the couch and repositioned myself between her nylon-covered legs. She spread them wide for me in anticipation. I took her left foot in my hand and removed her high heel shoe, I moved my mouth down her ankle, to her toes. I took her big toe in my mouth and then her second third and so on down to her pinky. I could feel her tingle with excitement. Her nylon encased foot tasted sweet to my mouth. As I licked my way up, I repositioned her high heel back on her nylon-covered foot. I did the same to her other foot, removing her high heel, sucking on each of her nyloned toes, then replacing her shoe. I then continued licking back up her nyloned leg to the inside of her thigh. As my tongue passed the stocking top and reached her white inner thigh she began to moan a bit louder and more often. I moved my tongue up to her black pantied pussy and licked the outside of her panties. Again, she shuddered at the touch of my tongue. Her hands were atop my head, and were encouraging me to take my time and stay where I was. I took my left hand and gently moved the crotch of her panties aside revealing to my view for the first time her beautiful pussy. Her hair was blonde with age, and curly and plentiful around her lips. I licked up and down the outside of her lips and then parted them with my tongue.

I wetted my tongue and licked the inside of her pussy lips from her clitoris to her hole. Her aroma was most intoxicating to me. It was enticing. I started to quickly flick my tongue over and over her clit. I could feel her start to press against my mouth and soon she let out a deep moan and pulled my head deeper into her as she came. Her juices flooded my mouth with each thrust of her hips. I then took a second to remove my pants and underpants so that I was naked, my cock sticking straight out in front waiting for relief. I licked my way up from her pussy to her breasts and kissed and caressed them for some time then down again to her pussy. I then abruptly moved back up to her lips, and inserted my tongue that had been in her own pussy juices only seconds before. This excited her to no end, and she eagerly took the length of my tongue into her mouth and sucked it clean of her womanly juices. We continued in this type of embrace, me moving between her pussy, breasts and mouth time and again, until I could stand it no longer. Pulling her panties further aside, I moved my waiting cock up to her opening. I continued to kiss her mouth as I slowly entered her. I felt myself about to lose control and decided that I wanted to prolong the moment. I stood up, took Sarah by the hand and made my way back into the bedroom. I pulled the spread from the bed, and, while she was still standing removed her black panties, leaving the garter belt, nylon stockings and her black high heels on. I laid her on the bed and slowly slipped my cock inside of her now well-lubricated pussy. She grabbed my rear with both hands and forced me all the way inside of her. She held me tight and shuddered at the first of what would prove to be many orgasms that would engulf her body. She briefly released me and I began to slowly slide myself in and out of her now enflamed pussy. I was about to cum, but again wanted to prolong my ecstasy so I pulled out and moved my now quivering cock up to her wet mouth. I have always found that when I am sucked on I lose the immediate urge to cum, and Sarah was up to the task. She first though reached over to the night-stand and grabbed her tube of red lipstick. She looked me deep in the eyes as she applied a thick wet coating.

Sarah then eagerly took my hard cock deep into her mouth and sucked, tongued, licked and kissed me. Slowly I regained my composure and after a few minutes of her expert oral exploration I again felt ready to return my cock to her pussy before I flooded her mouth with my hot cum. I took my rigid cock from her mouth and replaced it with my own mouth and tongue. Her lipstick tasted wonderful. I repositioned myself over her waiting wet pussy and found, to my surprise that she was even wetter than before with her own cum juices. I easily entered her again and moved in and out for as long as I could until I could not hold out any longer. I exploded with an orgasm as intense as any I had ever felt in my lifetime. She, too, came with me in what seemed like in 2-minute explosions of pleasure. She held me tight inside of her as I pumped load after hot load of my cum into her pussy. She accepted all the cum I had to give her. When we had finished our sexual explosion and we came down from our sexual high, I rolled off of her and onto my back.

I stared at the ceiling panting with pleasure and exhaustion. I looked over at Sarah and she too was breathless and smiling. Our night of pleasure continued on for hours or so it seemed, until we were both worn out by the experience. By then it was well past twelve in the morning, and too late for Sarah to safely go home. She needed no convincing to spend the night beside me, and we repeated our lovemaking a few times during that night and well into the next morning. Sarah never took off her nylon stockings or garter belt, but did have me remove her high heels before we drifted off into blissful sleep. Each time we awoke to make love she insisted I put her high heels back on her, she confided to me that she had always wanted make love dressed up and did not want to miss a single moment by not doing so. I confided in her that it was such a turn-on for me and that I would love nothing better than for her to remain in her high heels and nylon stockings. When we awoke and showered the next morning, and after getting dressed, Sarah, without a hint of self-consciousness, thanked me for a hot, erotic and sexually fulfilling evening, gave me her phone number and address should I ever get back to town on business. I walked her out to her to car and after a few deep wet kisses she drove off toward her house. I too was smiling and continued to do so the rest of the day and during the long plane ride back to my hometown. My fantasy had been fulfilled, and was better than I had ever dreamed. I would certainly be back to see Sarah as often as I could.