"Valentine's Day Hookup" by Jillbaby

VALENTINE'S DAY HOOKUP

I'm Tom. I'm forty years old and when these events happened I had been divorced for over a year. Unfortunately, at that time I hadn't had sex for over a year. It's amazing how difficult it is for a man of my age to find a suitable woman to date, let alone get laid without paying for it. I had been making up for that by reading erotic stories and masturbating of course.

The subject of this story is how Valentines Day will always hold a special memory for me because of what happened on that day this year. On that morning I opened my paper and saw that it was fucking Valentine's Day. Great, that was all I needed. There was me, without a woman and desperate for a fuck and it's the day when people show their affection for another person by sending cards, flowers or chocolates with messages of love. They have great sex, and then live happily ever after, blah, blah, blah.

Well the best I could hope for was a good wank.

It was Saturday, and I was sitting in a quiet little café having a cup of coffee. I was at a corner table with my back to the wall, from where I could view the other customers, when a very attractive brunette came walking in. She was quite tall, maybe 5'7" or 5'8" and looked to be in her late twenties.

The short thin summer dress she was wearing did little to cover her perky breasts or her long shapely bare legs. Looking up from those gorgeous legs, I saw the face of a temptress with flashing blue eyes and long auburn hair.

When she caught me staring, she gave a fleeting smile as if to say, you're a naughty boy. I looked away guiltily and then to my surprise, she took a seat at a table only a few feet from mine although there were plenty of others available.

I should have known something was amiss. Young attractive women normally don't pay me much attention. When she slipped into her chair, instead of tucking her legs under the table, she swiveled her chair to the side, facing me. She bowed her head over a magazine which allowed me to openly admire the view. After a minute or two, she slowly crossed her legs, providing me with a wonderful sight of her upper thighs and just a flash of her white panties. Could it just be accidental or was she actually flashing me?

Over the next ten minutes or so, as she sat and sipped her coke, she occasionally raised her head and glanced at me but never said a word. I was enjoying the view as I slowly sipped my cooling coffee to make it last. I was afraid to say something to her in case it scared her away.

Occasionally, with her face hidden behind her dangling mane of hair, she absentmindedly trailed the coral-varnished nails of her long fingers along the expanse of upper thigh revealed by the short dress. My cock was slowly stiffening from the erotic effect that she was having on me and I suddenly thought of how a snake charmer controls cobras. Well this girl didn't need a flute to control me.

Finally, she finished her drink and stood up. But instead of heading for the exit, she turned towards me. The corner table I was sitting at had only two chairs, side by side, with the backs to a wall. I was on the inside one and to my amazement, she slipped into the other chair at my table without waiting for an invitation.

As she took in my look of confusion, she gave me a dazzling smile,

"Hi, I'm Jill. May I join you?"

My heart raced as I took in her sparkling, teasing eyes. Could this actually be happening? With an effort, I regained a degree of composure as I introduced myself and ordered fresh drinks for us.

"I'm at a bit of a loose end, and you look as if you could do with some company," she explained with a sexy chuckle.

Looking relaxed, she told me a bit about herself and some of the things she liked to do. It had been a while since I had been up close and personal with such a lovely woman and suddenly I had wonderful images of us rolling around in a big bed, kissing and fucking. Two hot, sweat-covered bodies moaning and groaning; skin slapping together, tongues entwined. I pictured the licking and sucking of breasts and nipples, pussy and cock. My imagination was running riot and then reality dawned; I was just kidding myself.

JILL That morning, I knew the second I opened my eyes that I wanted to do something wild and erotic. Perhaps it was because it was Valentine's Day and unusually I didn't have a current boyfriend. Anyway, that familiar itch was at work deep in my pussy.

I got out of bed, having slept naked as always, and opened the curtains letting the warm, sunshine caress my body. Every nerve in my body tingled, and I felt so alive. It was a Saturday, a day-off from my modelling job, and I knew that I was going to make it a day to remember. When I am in the grip of very strong sexual arousal, it makes me do things that I wouldn't normally do, just like the way that alcohol can cause people to behave irrationally.

During my shower, I spent some time leisurely soaping my breasts and pussy; building my arousal. I was going out on the prowl although I knew that at that time of day, I was unlikely to find suitable prey. I would almost certainly have to wait until I went to a club in the evening.

Well, I could always go the nearby park and do a bit of flashing, I decided.

I slipped my white mini-dress over tiny white panties; no bra or tights. I couldn't wear my favorite black strappy stilettos since I was having to walk. So, I settled on sandals with a high wedge heel that tautened my legs and were comfortable to walk in.

I get really turned-on by flashing my body at men. Knowing that their cocks are getting hard as they look up my skirt, makes me so wet. Occasionally, on one of my wild days, I allow myself to be picked up for a fuck if the chemistry is right. Sometimes I prefer a simple one-off, down-to-earth fuck compared to dating a man who tells me a pack of lies about undying love, while desperate to get into my pants.

I ate a quick breakfast and headed for the park with a magazine for company. At the entrance there's a small café so I popped in for a coffee first before searching for any men to flash at.

Most of the customers were women or kids but I spotted a man, probably in his late thirties, who showed an immediate interest in me. Ah well I thought, let's start there. I took a seat near him, in a position where I could let him see up my dress. As I studied him, I was rather taken by his looks. He had a kind, sensitive face but there was an air of sadness about him.

As I let my dress ride higher and higher, I could see that he was fascinated, although doing his best not to be too obvious in admiring my legs. I knew that I had him hooked and I started to feel very horny as I let him see more and more. When I felt my juices leaking into my panties, I made one of my impetuous decisions, and walked across to his table.

When I boldly introduced myself and sat beside him, I could hardly keep my face straight at his look of panic and surprise. His name was Tom and I warmed to him as we chatted. I can read men very well and sensed that he hadn't been laid for a while. He seemed eager to open up to me and I found that my guess had been correct.

I was sorry to hear about his divorce and his confession that he hadn't been with a woman for over a year. I believed that he was telling the truth. He seemed a very nice guy and his sweet, gentle charm was getting to me. I knew that I wouldn't want him as a boyfriend but I told myself it didn't mean that we couldn't have a mutually satisfying fuck. I decided not to tell him that I was a photo model and I claimed to work in an office.

After glancing round to check that we were unobserved at our corner table, I took his nearest hand and placed it on my bare thigh, beneath the table-cover. My skin tingled from the touch of his smooth, warm palm as I held him there. When I felt his hand relax, after he had looked at me in shock, I leaned across and rested my other hand on his flies.

Tom's mouth opened, but before he could speak,

I whispered "Hush," and smiled into his startled eyes.

Still holding his hand on my leg, I parted my thighs and guided it further up under my dress until it was resting on the bulge of my mound. In seconds his fingers were moving gently over my swollen pussy lips through the thin material. I gave a little wriggle of encouragement and felt the line of his cock stir under my fingers.

To any observers it would appear that we were just holding hands under the table. The thrill of being naughty in public was getting to me as always, and I felt his cock begin to harden.

Tom I couldn't believe this was happening to me. I brushed my trembling fingers over her panty-covered lips, and when I felt her wetness my cock amazed me by hardening even more as she stroked me through my pants. To be having my dick stroked by such a beautiful young woman was exciting enough in itself but doing it while sitting here in a cafe, made it amazingly erotic.

There had to be a catch,

"You're not...not on the game, are you?" I muttered.

I immediately felt stupid when she smiled and whispered,

"Of course not."

"Then I must be dreaming," I replied.

"Well, you seem to be enjoying it," she said, smiling impishly.

She parted her legs a little farther and my fingers slipped under the edge of her panties. I received a shock when I found that her lips were smooth and shaved. I had never been with a woman who shaved her pussy. My fingers found her slit and it was so hot and wet as I lightly probed, seeking entry.

I couldn't remember when I had last been so desperately horny. This beautiful girl was making me enjoy sensations that had become distant memories. Suddenly Jill smiled and took my hand from between her legs. She kissed the wet tips of my fingers while looking into my eyes,

"It's such a lovely day, would you like to go into the park?" She asked.

I sat silently like a fool, trying to come to terms with her invitation. I gazed, into her eyes and I recognized the gleam of arousal. But I couldn't, for the life of me, understand why she should feel like this for me. Just the same, I felt my hopes rising. Could this young woman really want to fuck me?

Then Jill squeezed my hard-on and my doubts vanished,

"Sure, that sounds great," I managed to mutter. "But why me? Surely I'm too old for you."

Rising from her chair, Jill smoothed down her dress, leaned over and kissed me. Her moist, parted lips tasted sweet and I eagerly breathed in the floral scent she was wearing. She moved her lips to my ear,

"Because, I like you, Tom. Let's go."

As if in a trance, I stood up and she linked my arm with hers as we headed out. As we walked, Jill was chatting about all sorts of things but I was only half-listening as I watched the bounce of her pointed breasts from the corner of my eye. She seemed to know the park very well and she led me to a secluded spot behind some shrubbery.

We sat down on the warm grass and in seconds, her lips were on mine. Her mouth was so warm and the caress of her lips softer than I could have imagined.

Although my ex-wife and I had enjoyed regular sex, it hadn't been very exciting, just a quick session and we had got out of the habit of deep, prolonged kissing. So, I was out of practice and feeling unsure as we started to kiss. It turned out that I needn't have worried as Jill seemed happy to do all the work. I have to admit that it turned out to be a quality of kissing I had never experienced.

She licked along my lips, nibbling and sucking for a while and I felt my cock begin to stiffen. Our lips, wet and slippery, glided together. Jill's mouth was wider than mine and covered my lips sensuously. Then she snaked her tongue between them as it searched the tiny folds in my mouth, delicately separating them and exploring every inch. Greedily I sucked it and she ran her fingers through my hair as our tongues met and wrestled.

Instinctively, I wrapped my arms around her as we kissed. Her body felt hot through her dress but I still didn't dare to explore it in case it caused her to break off this dream-like experience.

I felt her hand go down to unfasten my flies. When her soft hand reached into my boxers to stroke my cock I started to panic at the fear that I wouldn't be able to perform, and I tensed up. But Jill seemed to sense my concern. Breaking from the kiss and looking at me with those lovely blue eyes, she smiled reassuringly,

"Don't worry, Tom," she whispered; "it will be alright."

She gently eased me onto my back to unbuckle my belt. I was uneasy at not being the one in control but forced myself to relax as I felt my pants and boxers being drawn down to my ankles. Then I became delighted to let her be in charge when she leaned over me and I felt her breath on my cock.

Surely this complete stranger wasn't going to give me a blowjob? My heart raced wildly at the possibility. As I said, sex hadn't been great with my ex-wife and she had stopped sucking my cock years ago. She had never been very keen anyway and I had seldom managed to cum from it.

Jill As our mouths had writhed against each other, I knew from Tom's wild excitement that I had been right about his desperate need for a fuck. When I took his cock in my hand it was rock hard and throbbing. With it only inches from my face, I opened my mouth slightly and started to lick my lips so that they were wet and glistening. With only the first finger and thumb, I gently stretched his foreskin, drawing it back over the bulging head.

When I gave it a lick, Tom jerked as if from an electric shock and muttered,

"Yes...oh yes please...ohh yes..."

My heart was touched by the need in the voice of this nice man. It had been a long time since I had been with an inexperienced guy and, forgetting my own desire for the moment, I wanted to give him a blowjob to remember.

My tongue traced slowly around the slippery, silky skin at the ridge of the straining cockhead as he pushed it at me, impatiently. I bent lower and ever so gently gripped around the head with my lips and flicked it with my tongue.

Tom grunted and his hips twitched as he longed to fuck my mouth. Gently massaging his balls, I circled the base of his cock with two fingers and in one move slid my mouth three quarters way down his shaft. With my lips holding tightly, I was still for a moment, letting him enjoy the wetness and warmth of my mouth tight around his cock. Then I started to suck him properly. My head bobbed, while my hand pulled and twisted gently on the saliva-coated skin at the base. Tom was muttering under his breath and his hands were gripping my hair.

Of course, I was very experienced at blowjobs and I was suddenly eager to deepthroat him and let him cum that way. I was pretty confident that he had never experienced that before.

Soon I felt him tensing and I knew that he was near his climax. I jacked him vigorously, for a few seconds, and took a deep breath. Gripping his cock firmly at the base for control, I clamped my lips around the groove under the big head for a few seconds before sliding them down and letting his cock pass over my tongue to the very back of my mouth. Holding my breath, I arched my back to line up my throat with his erection and eased my mouth down, resisting the instinctive need to gag.

The head of his rubbery shaft slipped over into my throat, and my lips touched his damp pubes. I squeezed his balls and when I moved my head to let him slide in and out a few times, his hands tightened in my hair as he came and I felt the warmth of his load trickling down my throat.

As I gasped for breath and let the head slip back into my mouth, I tasted the final salty dribbles of his semen on my tongue. I held the slowly subsiding cock there for a moment or two before letting it plop free. Licking my lips, I looked up and grinned, "Was that okay?" Tom As Jill lowered her head and took me in her mouth, my head was spinning with excitement and my cock had never felt so hard for such a long time. The way she swirled her tongue around as she licked and sucked my cock was almost more than I could take without grabbing her and trying to fuck her. And yet I didn't want the amazing pleasure from the magical movements of her mouth and hand to ever end. My balls were bursting and I was desperate for my first proper orgasm for years. I was amazed that I hadn't cum yet but the friction from her mouth and tongue were gentle enough to just keep me quivering on the brink.

Then the sensations soared to a dizzying peak as I felt my cock slide over the back of her mouth. I had read about deepthroating and had seen it in porn vids but I never dreamt that I would ever experience it unless I went to a hooker.

That finished me off. A wonderful ecstasy swept through me as my dick exploded into her throat. It was easily the most pleasurable orgasm I had enjoyed for many years. I couldn't believe that I had actually cum in a woman's mouth; in fact, in her throat. As Jill's mouth slowly released me, and the pleasure subsided, I have to confess that I almost burst into tears of happiness.

I was filled with a joy that stemmed from more than a simple orgasm. It wasn't just the physical pleasure but the fact that once again a woman had cared enough about me to share such intimacy. Then I chided myself for being so selfishly wrapped up in myself. What about her? I knew that it was Jill's turn.

But I felt a stab of uncertainty. Would I be able to satisfy this amazingly sexy woman? As if to encourage me, Jill lay on her back, drew up her knees and slipped off her panties. After popping them into her purse she spread her thighs and smiled at me invitingly.

Nervously I slid between her legs and stared at the first shaved pussy I had seen in real life. Without pubic hair her pussy lips could be seen clearly. The neat outer folds were slightly pinker than the rest of her skin but looked swollen and glinted with moisture. I was impressed by the bulge of her clit hood. It was bigger than that of any womanI had been with and the tip of her aroused clit was just visible.

Wanting to be sure to give her some foreplay, I stroked a finger along her opening to collect some of her juices and gently massaged them around her clit. She moaned with pleasure. At least this was something I was good at and I could usually make my ex-wife cum from fingering her. But only with my fingers because she had considered it obscene to be licked down there.

I slipped two hooked fingers into her and began to fuck her with them while tracing another around her clit. With her knees bent, Jill pushed her hips up at me greedily. But after wriggling impatiently for a moment, she sat up and pushed me onto my back. To my utter amazement, she knelt down to straddle my head. She closed her calves on the sides of my head and lowered her pussy to my face,

"Go on lick me...I know you want to," she whispered huskily.

I wasn't sure if I did want to but my head swam as I inhaled her musky arousal odor.

"And use only your mouth...no fingers," she instructed.

It seemed that I was being used as a sex toy by this sensuous woman but I certainly had no objections. Well there was a first time for everything I told myself. But would I be able to get her off?

Despite my concern, I felt my cock stirring as I prepared to lick her cunt

As Jill wriggled into position, the slick insides of her thighs brushed my face. When her moist pussy lips pressed against me, I put out my tongue and began to lick. They were warm and felt wonderfully smooth. The taste had saltiness over a perfumed sweetness.

It was difficult to navigate without the use of my hands. Trying to use my pointed tongue the way I did with my fingers, it glided between her slippery outer lips as I moved upwards seeking out her clit. I knew how sensitive an aroused clit can be and hoped that my tongue would be gentle enough.

I alternated between licking at her opening and tracing a tight circle around the bulge of her clit. Her hips jerked,

"Yes...yes...there..." she muttered.

After a moment or two she began to move her pussy and I feared that I was doing something wrong. I had been focusing my attention on an attempt to stimulate her clit but now I moved a little lower to her opening. She was wetter there and I began to probe with my tongue.

"Yes...just there...that's it."

She pushed down, inviting me to go deeper still and began to groan. The sound was muffled by her legs against my ears but there was something animalistic about it. Encouraged, I pressed more firmly and my tongue slid in past the resistance of her pussy ring.

"Oh fuck!"

Her cry excited me. I knew now that my efforts had not been in vain. My tongue was being squeezed in a hot, tight grip by her practiced muscles and my mouth flooded with her acrid juices. Her pussy felt so great that I was seized by a desperate need to have my cock in it.

As she tried to fuck my tongue it plopped out,

"Lick me, Tom..." she murmured.

Warming to my task, I again wished that I had the use of my fingers. My awkward position meant that I couldn't fix on her clit for any length of time as she became more excited and wriggled on me.

"That's it...harder...faster!"

I found myself being really turned on as my worries faded and I licked up and down the length of Jill's pussy. The taste of her excited me and I felt my cock begin to stiffen again. I desperately wanted to make her cum and in my enthusiasm, I forgot the ache in my neck as I lapped at her swollen lips. Going by instinct, I sucked each one into my mouth before again drilling my tongue into her tight clinging pussy.

She started to hump at my face and her knees squeezed my head and began to tremble. Then she eased her knees back from my ears as she pushed her pussy harder into my face, and I heard her moan with pleasure,

"Oh, god, that feels good..." Jill moaned. "Don't stop...I'm cumming...yes... now, now!"

Even with her announcement, I was still taken by surprise by her piercing shriek as her pussy pulsed against my lips in rapid contractions telling me that she had cum. Her body jerked and strained and I didn't mind the pain as her fingers gripped my hair and her fingernails dug into my scalp. I only hoped that someone nearaby hadn't heard her. Then I felt Jill's legs begin to relax and as she recovered, her fingers loosened in my hair.

I felt wonderful. For me, giving a woman an orgasm is one of the best sensations a man can enjoy. Jill rolled over beside me,

"Damn, that was good, you clever thing," she whispered, smiling gratefully at me.

I felt so fucking proud and happy. I wanted to leap up and down yelling with triumph.

Jill I was tingling pleasantly from the great climax that this fella had given me and I was also happy that I had broken his barren spell without sex. Then I noticed that he was hard again and I realized that he hadn't received a proper fuck.

Ah well, I might as well finish off our brief encounter nicely, I decided. And as usual, I was ready for a fuck despite my orgasm.

My back was feeling a bit sore from lying on the rough grass, so I decided on the doggy position. I gave Tom a lingering kiss and stroked his cock to make sure he was ready and then I got onto my hands and knees,

"Do you like this position?" I purred, looking at him over my shoulder as I swayed my hips provocatively.

"But I don't have a rubber..." Tom muttered.

"Don't worry, I'm protected." I told him.

I could hear his breathing quickening, as he moved in behind me and pushed my dress up over my hips. I sank down on my forearms sticking my ass up in the air. I felt the touch of his cock on my sodden pussy lips, as he probed for my opening and I pushed back to help him.

He eased forward as I pushed back and he sank his cock into me, hard up against my cervix. He paused momentarily and we both held still, savoring the feeling of his cock clutched by my eager pussy walls. Then he gripped my hips and started to fuck me wildly, making the most of his first fuck for a long time. It was his turn to take control and he had me gasping as he did his best to fuck me senseless.

I knew that even after his previous orgasm he couldn't last long at that pace. But it was up to him and I was enjoying it too as I swayed beneath his pounding. A good brisk fuck was always welcome. I knew I wouldn't manage to cum but I could put that right later.

He suddenly groaned and reached around me to grip my breasts through my dress. My nipples rose and thrust into his palms and that must have given him the final stimulus. With a muffled curse, he stiffened and his cock twitched as he filled my pussy with his cum.

He withdrew and collapsed beside me,

"That was fucking wonderful...thank you, Jill."

As I pushed a tissue into my pussy and drew down my dress I knew that the next part would be difficult; saying goodbye.

I didn't want to hurt Tom's feelings but knew that a clean break was the best way, before he hoped for more. Much as I had enjoyed the afternoon, he wasn't my type of guy.

I got to my feet. Tom had tucked his dick away and was gazing up at me with that look I had seen in men's eyes so many times before. Yes, I had to clear out quickly. Hardening my heart, I stooped down, kissed him on the forehead, and said with a smile,

"Thanks Tom, that was really great but I must dash. Perhaps we'll meet again one day. Bye."

I turned on my heel, and without a backward glance, strode from the park, vowing to avoid that café for a while. Well at least I had eased my sexual urge for the moment. Now I had to decide which singles club to go that evening.

Tom I lay there stunned and as Jill walked away, I couldn't help admiring the sassy swing of her ass, and her shapely legs before she disappeared. I was caught between savoring the pleasure of one of the best fucks of my life, and disappointment at seeing her go. My heart sank as I realized that I would probably never see her again.

Then I realized that the wonderful, sexy woman had turned my miserable life around. I felt that my manhood had been renewed after my long spell of abstinence. My confidence had been restored and I made up my mind to explore ways of dating women again.

One thing was certain; whenever Valentine's Day came around in future, I would always remember Jill and this amazing afternoon.

THE END

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