Rebecca

By StoryBoy

Rebecca was one of those girls all the guys fell for. She was about 5'10", slim with long dark hair, a beautiful face with a tanned complexion, a gorgeous, tight 22-year-old body and sporting small, firm 34B breasts. She joined the ad agency as a junior fresh out of university, and straight away she started to make an impression as she moved round the office; everybody at the agency wore casual - jeans and T-shirts was the order of the day - but while most girls only looked OK, Rebecca looked stunning. Her jeans fit in all the right places, showing off her tight ass and slim legs beautifully, and no matter what blouse or T-shirt she wore, the contrast between her slim waist and the swell of her chest was always too much to handle, and the guys would often exchange embarrassed glances whilst trying to hide their obvious enjoyment of her latest outfit!

On top of all this, Rebecca was a really nice girl! She was chatty, intelligent and friendly. Being the office junior she usually started the day with all of the crap nobody else wanted to do, but she often stayed well past quitting-time helping out where she could in order to learn. On those nights it was the office tradition to stop by Harry's Bar for a few drinks before going home, and when Rebecca joined the group there was never any shortage of guys hanging around her, vying for position! I usually watched her from afar whilst chatting to others in Harry's. I'm 37 and I've done my fair share of hunting with the pack, so now I prefer to watch and wait knowing that opportunities usually come along if you keep your eyes open. And sure enough, it did!

I'm a senior account manager for the agency, and it's my job to look after our most important clients as well as keeping the other account managers on their toes! On the Friday before May bank holiday I was particularly busy. I didn't have any clients to see that day but I did have an important pitch to prepare before the weekend, and with her typical and somewhat suspicious timing Amanda, my PA, had taken the day off sick! By mid-afternoon, my office was covered in paper, sketches, notes and boards, and I was getting frantic when Rebecca poked her head round the door. She looked terrific, as always, in a white button-down blouse, her tight blue jeans, and pointed shoes.

"Can I get you a coffee, Mike?"

I accepted gratefully, and when she returned I asked her if she was busy.

"Nothing that can't wait 'til next week" she replied.

"Then for the afternoon, you're my new PA!" I said, and together we began to make sense of the pitch. It took a while, but Rebecca seemed to get the hang of things pretty quickly. She even managed to decipher my scribbled notes and turn them into something which looked pretty impressive, and by the time 7.30 came around we were ready to courier the finished article over to the client for his approval.

"You've been terrific, this afternoon. Thanks" I said. Rebecca blushed a little and smiled at me.

"Got time for a drink?" I asked.

"Sure!" she replied, and we grabbed our coats. As we walked towards Harry's Bar I knew that this was the opportunity I'd been waiting for. Being a bank holiday the rest of the office had already left, and I guessed they were probably already halfway there in Harry's.

"Listen, Rebecca, I don't know what you're plans are for the evening but since you really helped me out today I'd like to buy you dinner as a means of showing my appreciation. I know this really great Italian near here where the food's very good, and the wine's terrific. Do you fancy it?"

She stopped and looked at me for a second as if sizing me up, and I wondered what she was thinking. But then she smiled.

"Sounds great," she said, and we set off.

As promised, the food was very good indeed, and we worked our way through an excellent Chianti from their cellar. I know the staff at the restaurant well, having taken a lot of clients - and quite a few attractive women - there in the past, and they were their usual attentive selves; never too 'in your face,' but always there when you needed them. We chatted our way through the meal, where I discovered a lot about Rebecca. Most importantly, she was single, having split up from her last boyfriend a couple of months ago. I knew this from the office gossip, of course, but I pretended it was news to me!

"He was a nice guy, but boring!" she said. "Never up for anything new."

"What sort of thing?" I asked.

Again, she paused and looked at me, as if sizing me up. Then she seemed to come to a decision.

"I like to have fun with sex" she said, lowering her voice a little. "I can't stand to same old stuff - you know, a quick grope, then bang, and it's all over! I like to play a little - build up the anticipation a bit, you know?"

I did know. She was my kind of girl, and if the growing bulge in my trousers was anything to go by, this was turning into my kind of evening!

"Listen, my place isn't far away. Why don't we head back there and continue this discussion over another bottle?"

"Okay!" she said, smiling, and with that we left the restaurant, and walked the short distance to my flat.

When we got there I took Rebecca's coat, and then I busied myself opening a bottle of rather good Shiraz I had been saving, while she kicked off her shoes and looked around the place.

"So you live alone" she said. It wasn't a question, so I didn't answer.

"Mind if I put some music on?" she asked.

"Go ahead" I replied, returning with a bottle and two glasses. While she sorted out the music, I poured us both some wine.

I was pretty sure Rebecca knew what was in my mind, but I also knew that if I had misunderstood her then things would be very difficult at work. I had a position to maintain which wouldn't be helped by an office junior telling everybody that I'd tried it on with her and been rejected. I needed to make sure things were going along in the right direction before I made my move.

"Here you go," I said, giving her a glass of wine. As she took the glass from me her hand lingered just a little on mine. As I savoured her warm touch I knew she wanted the same thing as me.

"I've got an idea," I said. "Let's play a game."

"What kind of game?" she asked.

"Cards with a twist. You know Blackjack?"

"I know the game - what're the stakes?"

"How about this - if you lose a hand you do a truth or dare. If you refuse to answer the question or do the dare, then you have to remove an item of clothing of my choice. If I refuse, then you get to choose. Sound fair?"

"Hmmm," she said. "So you like playing games too, eh? I am, of course, at a disadvantage because I don't wear socks!"

"Well, you'll just have to play better, then" I countered.

"Okay, let's play!"

I got a deck of cards, and we sat cross-legged, facing each other on the thick fur rug. As the music played softly in the background I shuffled the cards and dealt the first hand. I had 19, Rebecca bust!

"You first, then. Truth or dare?"

"Truth"

"OK - how many men have you had?"

"Easy one, that. Three. Deal again!" she said.

I dealt. This time, I lost.

"Truth or dare?" she asked.

"Truth."

"How old was the youngest girl you've ever had?"

This was tricky ground. The youngest girl was 14. She was the horny daughter of one of the company directors doing some work experience, and she threw herself at me at the Christmas party - how could I resist?! As it turned out, I wasn't the first, but that's another story. Anyway, I thought it unwise to go into details with Rebecca, and besides, we were both still fully clothed!

"I can't answer that, on the grounds that it may incriminate me!" I said.

"Oh, really?" she answered, raising an eyebrow at me. "Sock, please!"

I smiled, and as I removed a sock I said "So how old was your youngest, then?"

"On, no! You don't get to ask me a question until I lose a hand! Deal, mister!"

So I dealt. Rebecca had 18 and I only had 16, so I had to take another card. I drew a 9, and I bust!

"Truth" I said"

"Do you fancy me?" she asked.

"Not fair!" I protested.

"C'mon - either answer the question or take something off!"

"Isn't it obvious?"

"That's not an answer!" she said, as she glanced down at the growing mound between my crossed legs.

I knew that she could tell, judging by the look on her face, but I wanted to push the game ahead, so I opted to not answer again!

"The other sock, please!" I duly obliged, and then dealt another hand. I had an ace and a jack - I couldn't lose!

"Truth or dare?" I asked her.

"Truth."

"So what part of my body would you most like to kiss?" I saw her look down at my groin again. She hesitated, and then took a deep drink of her wine. I took the bottle and filled our glasses.

"Either give me an answer, or take something off."

She looked me in the eye, and said "If you play your cards right you might find out later!"

"In that case, I need your jeans, please!"

She went slightly red, but stood up and made to start unbuttoning her denims.

"Slowly," I said, as I leaned back to enjoy the view.

Rebecca stopped, then gently ran her hands down her thighs, moving slowly to the music. She moved her hands gradually back up her body, her eyes locked on mine all the time. As her hands passed the top of her jeans, she gently started to pull her blouse out of the trousers, revealing just a hint of her smooth, tanned stomach underneath. Slowly she moved her hands up, and started to caress her breasts outside her blouse. I watched transfixed, not expecting such a show. She kept one hand on her breasts, squeezing the covered flesh there, while with the other hand she worked down to her inner thighs, causing the smallest sigh to escape from her lips as she did so. Slowly moving to the music, her hands started to undo the top button of her jeans. Still watching me, she undid the next button, and then the next, until she had them all undone. Then she put her thumbs inside her waistband and, slowly wiggling her gorgeous hips as she did so, she slid her jeans down to reveal two tanned shapely legs, which wouldn't have looked out of place on a Paris catwalk.

"I see you enjoyed the show!" she said, looking at my crotch as she stepped out of her jeans.

I smiled and took a large gulp of my wine. "Wow!"

"I think the rules say we change dealers now, don't they?" she said, as she sat cross legged opposite me again. No prizes for guessing where my eyes were drawn to, and I thought I saw a faint trace of wetness appear on the crotch of her panties. She just smiled sweetly at me and took the cards from my hands, shuffling before dealing the hand. I stuck with the 10 and an 8 Rebecca dealt me, and she had a 6 and a 7. She took another card, a king, and she was bust again.

"Truth or dare?" I asked.

"Truth."

"Okay, how often do you play with yourself?"

"Oh, God, all the time!" she answered. "I've even had to disappear to the ladies at work, before now. In fact, I was just on the verge of coming the other day when Susan walked into the toilet. How I managed to stay quiet while she was there I'll never know!"

"I'm impressed," I said. "You didn't give me an actual number, but I'll let it go... this time!"

"You're all heart!" she said, grinning. Rebecca dealt the next hand, and I lost pretty badly. I wasn't really concentrating properly - I had this mental image of her playing with herself, and it gave me an idea...

"Truth?" she asked.

"Go for it."

"Everybody says you've got something going with Amanda. Is it true?"

Amanda, my PA, was 29, slim and attractive. We generally got on very well, and we understood each other, which is rare in a work situation. I knew people thought we were also sexually active, and I let it go because it suited both of us. What I also knew that the rest of the office didn't was that Amanda was a fully fledged, card-carrying lesbian. She told me one day when her girlfriend of six years had just dumped her, and asked me not to let on to anybody else.

"I can't answer that," I said.

"So you are!" she grinned.

"I didn't say that. I just said I can't answer." I replied, smiling.

"Shirt, please!" cried Rebecca. "Stand up where I can see you."

I stood facing her, awaiting instructions.

"Now, slowly undo the buttons..." I did as I was told.

"Let the shirt fall, but don't sit down!"

Again, I followed her orders, curious about what she had in mind. I keep myself in shape every week, and I'd recently been on holiday to Italy, so I had a good colour too.

"Mmmm, nice!" she giggled. "Dip your fingers in your wine..." I did.

"Now make your nipples hard!" she commanded.

I traced my wine-wet fingers around my left nipple, gently pulling and squeezing it until it grew firmer. Then I wet my fingers with more wine, and did the same with my right. I don't usually get excited about my own nipples, but standing before this gorgeous girl, my cock rock hard, being watched as I fondled myself, I started to feel a new level of excitement, as I enjoyed for the first time the thrill of being watched.

When both of my nipples were hard I looked questioningly at Rebecca.

"That's fine... for now" she said, and I sat back down facing her again.

Rebecca dealt the cards again, and we both got 20. Then she dealt a new hand. I got 21, she went bust.

"Truth or dare?"

"Dare" she said.

"Okay, the next time I lose a hand, you've got to remove my clothing with your mouth."

"Mmmm," she said. "Not much of a dare, if you ask me"

"The only catch is that you can't touch my body with any part of your body. If you do, then you have to remove an item of my choice."

"Okay, she said. "You're on!"

As she dealt the next hand, I glanced at her panties, and saw that they were now getting pretty damp. I was having similar trouble as my cock was straining to be released! With my new cards I thought I would win. I had two 10's. Rebecca had 6, and so drew another card - a 4. She drew another card, a 7 this time. She knew what cards I had, and she took a chance and drew a fifth card - another 4!

"That's 21, I believe. Now, Mike, stand up."

I did as I was told. I knew that whatever happened here, I would enjoy myself. Rebecca knelt before me as I stood with my hands at my side. As she moved her head close to me I could feel her warm breath on my stomach. She put her lips to the button on my jeans, and pulled gently but firmly. I was amazed when the button gave way, and so far she hadn't touched me. She was doing well. Next, she moved her mouth down to grab the zipper. When I felt her there it was all I could do to stop myself from grabbing her head, releasing my cock and thrusting it into her mouth. As she gripped the zipper I groaned. I felt her smile, and I became aware of her musky scent drifting up to my nostrils. Gradually, achingly slowly, she pulled the zipper down, freeing my straining cock from the bounds of my jeans. Then she moved slightly to my side, to try and grab the waistband of my jeans, but as she did so I felt her face brush my stomach.

"You touched me," I said. "That means you lose something too!"

I pushed my jeans down, and stepped out of them as Rebecca sat patiently awaiting her instructions. As I sat down again, my cock was virtually upright in my boxers.

"I want you to slowly remove your blouse. And make it look good, or else..."

Rebecca stood up and fixed her eyes on me again. Slowly she moved her hands across her breasts. I could hear her breathing get more shallow as she cupped her flesh together, then squeezed them to form a cleavage, hidden by the material of her white blouse. As she swayed in time with the music, she undid the first button on her blouse. Gradually she moved her hands down from button to button, slowly undoing them all. Her eyes moved down to my cock, straining for attention, and she saw the damp mark on my boxers as they became soaked with precum. I glanced at her panties and saw that they, too, were now very damp. Rebecca moved her hands to cover her chest, and then pushed one side of her blouse down, exposing her beautifully tanned shoulder and the cream-coloured strap of her bra. She pushed the other side of her blouse down and then, with her eyes fixed back on mine, she let her arms drop to her side, and as she did her blouse slid to the floor.

I gasped as I saw her beautiful body, clothed only in her bra and panties - by now very damp indeed.

"You want to fuck me, don't you?" she said.

"Silly question."

"Well, you'll have to wait and see." Sitting back down, she said "I might not like the look of that cock stretching the front of your boxer shorts, when I see it. And anyway, the game's not over yet."

Rebecca dealt the next hand. I was as turned on as I had ever been, and I knew what I would do next, given the chance. Luckily, it came straightaway, as I got 19 and Rebecca went bust.

"My turn" I said. "Truth or dare?"

"I think I'll keep you waiting just a little longer," she said. "I'll take a dare."

This was what I'd been hoping for.

"You should be used to this," I said. "I want you to play with yourself in front of me, and make yourself cum. If I'm not satisfied that you enjoyed yourself enough, then I'll make you do it again. Clear?"

"Perfectly," she said.

Rebecca moved so that her back rested on the sofa, her knees were up and her legs were spread two feet wide. Then she looked at me, and moved her hands to her breasts again. She traced her fingers round the tips of her nipples outside her bra, and then let her right hand draw down across her flat stomach to the top of her panties. As she kept her left hand teasing and massaging her gorgeous breasts, her right moved outside her panties, and began to trace the line of her now-swollen pussy. Her breathing became more shallow, and her left hand moved inside her bra to squeeze her right nipple. I could see how hard her nipples had become, pushing against the thin restraining material, and I could make out clearly the dark brown skin of her areolae, as she continued to excite herself. With her right hand she continued to stroke her wet pussy through her panties, and she started to moan as she created a furrow in the thin silk. Rebecca let her eyes drop to my cock, and she moved both of her hands down and under the covering of her panties, leaving her hard right nipple exposed.. I could see then moving beneath the material, as she inserted one into her dripping wet cunt, and the other played with her clit. As she kept looking at my cock, now gently pulsing with blood underneath my shorts, she moved her fingers faster and faster inside as she finger-fucked herself for me. As she became more excited, Rebecca made more and more noise, starting with a low moan, and gradually becoming more high pitched. Her hands moved feverishly, pounding her dripping wet pussy and clit, and finally she shut her eyes and came in a series of powerful convulsions, accompanied by a loud cry with each one , As her hands stopped moving I could see some of her juice had dribbled down her thighs and buttocks to soak into the rug. Eventually, as her breathing came back to normal, she took her hands from inside her panties, and watching me all the time, sensuously liked and sucked each finger clean of her juices.

"Satisfied?" she asked when she had finished.

"It'll do!" I replied.

"I think you'd better deal," she said. "I'm still a little shaky!"

In truth I was shaky too, having just watched this gorgeous 22-year-old get herself off before me. In fact, how I didn't cum just watching her is a mystery to me!

"You having trouble?" she said. "How about changing the rules, slightly?

"Like what?" I asked.

"We play one more hand. If I win, you go down on me. If you win, I'll oblige. How does that sound?"

It sounded great to me.

"Be careful," she warned. "When I cum I make a lot of mess!"

That was fine by me. I quickly agreed, and dealt the cards. Rebecca had an ace and a 2. She took another card - a 10. She took another card - a 7.

"20," she said. " I think I'll stop."

I turned my cards over. A 9 and a 2. I took one more card and turned it over slowly. Another 9.

"We didn't discuss what happens if we draw," I said.

"No, we didn't, did we."

"There's really only one thing to do," I replied.

"What's that?" she asked.

I put my cards down, and moved over to her.

"We fuck!"

As I reached her, I pushed her onto her back and pulled her mouth to mine, at last getting my first taste of this gorgeous, sexy woman. She tasted sweet on my tongue. I let my hands move across her shoulders and down to her breasts, as my tongue entered her mouth. While we kissed passionately, I reached behind her, and unclipped her bra. Then I pulled the lacey material away, and let my hands move across her wondrous firm chest. I grasped her nipple between my thumb and forefinger, and she let out a moan. Then I moved my mouth down and drew the other nipple in. It was diamond hard, becoming elongated further as I sucked and nibbled it.

Meanwhile, Rebecca reached her hands down my back and slid them under the waistband of my boxers. She grasped my ass cheeks with her hands, and squeezed before moving her hands deeper to the crack of my ass. As I kissed her tits, she began pulling my boxers down. When she could get them no further, she pushed me away and rolled me over, then she climbed on top, letting her fabulous tits fall in front of my face. She began to kiss her way down my body, until she reached the start of my pubic hair, just above my cock. She pulled my boxers all the way off, looked at me with a wicked smile on her face, and then swung her body round so that her head was at my cock, and her covered pussy was over my face.

"You know what to do," she said, and then grabbed my cock with her right hand. As I looked at her crotch I saw that her panties were dripping with her juices. I reached up and grabbed her ass with both hands, and pulled my mouth to her. I put my tongue out and ran it along the crotch of her panties, at the same time as I felt her tongue lick the precum from the tip of my cock. I could both smell her pussy juices and taste their muskiness, and the combination of smell and taste made my head swim. Meanwhile I felt Rebecca's hot breath on my cock head, and her soft lips brushed my swollen head as she put her mouth over my cock.

I moved my tongue up and down her wet panties, but this wasn't enough for me. I wanted her pussy lips on my lips. I pulled her panties to one side, at last making full contact with her hot, wet cunt. I ran my tongue along her slit, tasting the bitter-sweet flavour of her juices, all the while she sucked my cock with her hot mouth, and pumped me with her hand. Still I found her panties an encumbrance. By this time I was so turned on and lost in the experience that I started to rip her panties out of my way. As I ripped them, they came free of her body, and I flung them to one side, now able to get to her pussy freely.

While moving my tongue across her clit, I delved into her hole with the first two fingers of my right hand. I felt her shudder as my fingers fucked her cunt, but I had other ideas. I kept a constant pressure on her clit with my tongue, while my fingers trailed their way across to her ass crack. There, I started to work the index finger into her ass hole, using her pussy juice as lubrication. At first I felt Rebecca stiffen slightly, but she kept on sucking my cock and pumping the shaft. I knew I wouldn't last much longer if she kept on working me like this. I gradually worked my finger further into her ass hole, and began pumping her ass while still eating her pussy for all I was worth. I could feel the first tremors of an orgasm start to build within her body, and at the same time I knew my own was on it's way, but neither Rebecca or I stopped our work. I was about to cum when I felt Rebecca move her hand across to my own ass crack, and I had a major shock when she shoved a wet finger into my ass hole just as I started to cum. I could feel my semen pump from my balls all the way up my cock shaft, and into Rebecca's waiting mouth. At the same time, she started to buck, making muffled cries, and I experienced something I had never had before - she started to cum. Hot, salty liquid began to gush from her pussy into my mouth. I swallowed as much as I could of it, still licking her clit and pumping her ass, but there was too much and some ran over my face and fell to the rug underneath us. All the while I was pumping hot cum into Rebecca's mouth, and she was squeezing my cock and moving her finger in and out of my ass.

Eventually we both managed to calm down, and I moved her to one side, and then swung my body round to face her. I grabbed her face in my hands and kissed her, and as I did I could taste the mix of her pussy juices in my mouth, and my own cum in hers.

"Wow!" I said. "You really can give a blow job."

"You were pretty good, yourself. If you fuck as good as you lick pussy then it's gonna be a long night!"