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Just ask for what you want [M45/F30] [Oral] [Vibrator] [Games] [One Night Stand]
Author Summary
Newb4NewFun is a male looking for a female in One night Stand
Post Body

As I finish my meal and ask for the check I would expense, I was glad I didnā€™t get a heavy meal for the butterflies in my stomach. Was I really going to meet up with this young chick. Was I led on or catfished?

Ad I turn back to my beer I find she had already slipped into the seat across from me. Blonde, curved, shyly smiling and just gorgeous. Iā€™m trying not to get ahead of myself - I mean we need at least a little chemistry - but the mere thought of the possibilities has me keeping my half erect member in the shadows under the table and Iā€™m afraid itā€™s written all over my face.

We exchange names even though weā€™d finally gotten around to that after a couple weeks of messaging, but itā€™s nice to still introduce ourselves. Small talk ensues of its own accord of what we do for work and fun while we have a couple drinks and she lets me buy her an appetizer.

With a simple exchange to compliment each otherā€™s looks she starts with.

ā€œYou look Goodā€ purring a slight emphasis into the last word, to which I automatically respond.

ā€œSo do youā€.

ā€œThanks, why donā€™t you tell me how just to make me feel good?ā€ I breathe in to formulate some words and she interjects with a devious grin, ā€œIā€™m not fishing for compliments here, Iā€™m directly asking for themā€

I take another deep breath to smith my words into what will properly convey the pleasure of looking at her. As sheā€™s wearing a flowing blouse that her gorgeous, loose, long, blonde hair falls over and jeans that are practically painted on I begin with her outfit and let what can sometimes be a silver tongue (when my foot doesnā€™t tangle it up) work.

ā€œI love your outfit, itā€™s obviously just YOU, itā€™s your style but not an outfit put on just for an occasion. The way your lovely hair falls across such a flowing shirt framing both your face and inviting cleavage can keep my eyes on your face and still tempt me to look away. Itā€™s just long enough to let me see the shape of your gloriously shaped hips in your skinny - skinny - jeans. Those arenā€™t artfully distressed but look to be a pair youā€™d live in and I can clearly imagine what your legs must look like and maybe feel like just by glancing. You snuck into your seat but I bet most heads in the bar turned to watch you passā€. She lights up with a smile and I say ā€œand that smile is keeping some of them looking even nowā€.

ā€œWow, that makes me feel great, and your fairly observant too - arenā€™t youā€ I feel myself blush and somehow she notices past the glasses, hat, and full beard. ā€œAre you blushing? Does that embarrass you or are you just happy about it?ā€ ā€œBelieve it or not, as outgoing and open as I am, Iā€™m normally not so forward with such things and while I meant them - and once I started talking they came easy - it is a little - not embarrassing - but kind of intimate and yea I probably blushed when it pleased you. Iā€™m surprised it can be seen past the beard.ā€

ā€œI love the beard. Itā€™s long but neatly shaped and looks soft instead of scraggly.ā€ Slowly we both start slipping sophomoric innuendos into the conversation and itā€™s surprisingly fun to try and put a witty twist on the same jokes thatā€™ve been made for thousands of years. Itā€™s surprising that none of them seem old at the moment either. She stands then to obviously move to the same side of the table saying ā€œIā€™d like a closer seatā€ and runs her hand up my arm as she moves. I couldnā€™t help but turn straight at her and fluffing my beard asking ā€œdid you need one thatā€™s softer?ā€ and I can see the desire to be bluntly honest but she simply grins wickedly and continues around behind me to the other open chair dragging that hand the rest of the way up my arm and touching my neck and across my shoulders giving a gentle tug on my long hair in a tail.

After some time I work up the nerve to say ā€œlisten Iā€™m having fun but should really be going back to my room. Are you interested in finishing some of those conversations we had online?ā€

Iā€™m so anxious and horny that I just bluntly laid those words out there without any preamble and assumed Iā€™d just absolutely wrecked the night, but I see her light up in anticipation and relief before she responds

ā€œIā€™ve been looking for a way to ask that for twenty minutesā€ and we both giggle, but now with matching anticipatory grins. She flatly says ā€œletā€™s get outta here thenā€ and as id settled the bill already I give her the hotel and room.

I walk her out and begin to turn towards my rental when she grabs me by the arm and waist spinning me to her and says ā€œIā€™ll try not to speedā€ and plants a firm quick kiss with just enough tongue to leave me wanting more as she ever so gently trails hat hand across my hip, then thigh, and tantalizing drifts that caress across my still half erect penis. She took that caress into a seamless turn to go without looking back and by the time I got in the car I had to readjust everything in my pants just to sit down. I was suddenly so hard it was nearly painful.

The five miles to the hotel was the longest drive I could remember as my manhood went from a flaccid lump to a rock hard inconvenience as many times as there were stoplights and I hit every damn stoplight.

Weā€™d agreed to just meet at my room and Iā€™m surprised I beat her there as I donā€™t know the area. I do a quick run around the room to make sure that thereā€™s no obvious evidence of my mastabatory endeavors from the night before. I mean just about every guy who has a hotel room to himself for a few days is going to try and treat his penis like heā€™s 15 again and it was fun, but here is a chance to revel in sharing pleasures, allowing it to be fun and playful, and trying to give the other just what they want while trusting they want to do the same. I find that Iā€™d packed up my toy and the room - while cluttered already - was good enough after a quick once over. Before I could think about ice and what she might like to drink other than my beer thereā€™s a knock at the door.

I open it to have her breeze in stating ā€œsorry I took so long, I stopped for some drinks for meā€. With what could only be obvious relief on my face I, I invite her into the room sheā€™s essentially already conquered which elicits a cute giggle. I then invite her to have a seat and gesture widely past the table and couch. To my relief she takes the couch. I stow her drinks with mine and bring one back for each of us sitting down and not knowing what to say. We crack or drinks and she offers up a toast of ā€œto new experienceā€ to which I can do nothing but clink cans and take a drink.

I ask ā€œdo you want to just chill and see what happens orā€¦ what do you want to doā€ To my astonishment she had an immediate answer of ā€œIā€™ve been thinking about gamesā€¦ā€ just rolling with it I gesture to the deck of cards I made sure was handy on the coffee table. She smoothly swipes the deck up and begins shuffling while asking ā€œwhat are we playing and whatā€™s the rulesā€.

Thinking fast across dozens of fantasies I settled on blackjack. ā€œItā€™s blackjack - 21 - and I guess the rules can be fairly simple. If you lose you remove an article of clothing. Once naked you may keep playing by offering up 60 second favors as your bet. Now that bet has to be accepted first so you could turn it down or negotiate for a better dealā€

She giggles and presents the cards to cut them which I do. After several hands I find myself only missing my shirt and socks while sheā€™s only missing her shirt. I can see her perky tight nipples through the laced bra and want nothing more than to nibble on them or anywhere else she desires.

I quickly start throwing hands without making it obvious and before I know it sheā€™s wearing socks and panties while Iā€™m completely nude and so obviously erect that it canā€™t be missed. I can see her eying my almost six pack and athletic physique with apparent desire and approval. Her eyes drift several times to my crotch while she bites her lip. I remember that while I wouldnā€™t be called huge, I am an inch or so above average with perfect proportions and no weird curves. It has been more than twenty years since any woman save one had commented on my cock but ā€œjust perfectā€ had been said by more than one.

ā€œYou look fantastic in nothing but your beard and tattoosā€ she says with a look that implies she was surprised to hear her say it too.

ā€œYouā€™ve looked fantastic since the restaurant, and even better the closer you get to wearing only a smileā€ I tell her and it feels good to acknowledge it. She asks ā€œso whatā€™s your betā€ to which I am ready to lean into this idea of being honest about what we both want and respond ā€œI will nibble and kiss my way to you and rub and touch you while we make outā€

ā€œI suppose itā€™s a decent first betā€ she replies and deals the cards. I hit to a 20, she hits to bust and without missing a beat stands up to slowly peel her panties off with her hips thrust up by my face. I didnā€™t lose the hand but couldnā€™t resist trailing my fingers from her knees across her inner thighs and gently caressing her between the legs and up across her butt which elicits the most delicious sounding sigh and gasp all in one. I could tell she would be willing to abandon the game right then but I wanted to play. Itā€™s my deal and while Iā€™m shuffling she asks what my bet is this time. Right - Iā€™m naked and those are the rules.

ā€œI guess Iā€™ll stick with my last bet if thatā€™s good enoughā€ I laughed out. She replied ā€œweā€™ll see but I take your betā€. The hand is dealt and despite trying to throw the hand I win and she nonchalantly pulls off her socks saying ā€œwe both need a bet now, Iā€™ll match your bet for this hand I guessā€

I accept and watch her deal mesmerized by her smile and bare breasts as she leans back and for throwing the cards rubbing our naked and wam hips against each other. She shows a 10 and Iā€™ve a 2 and a queen. Well the book says hit so I do and she drops another queen on my hand. Iā€™ve never been so happy to lose.

I turn and without a word go in for that kiss and slide my hand across her naked skin. I kiss her slowly and gently work to her neck with my lips while caressing her legs from as low as I can reach up to her hips with my hands remembering some sage advice that you should touch a woman just the same as silk would slide across her skin. With a nipple ever so gently in my teeth I trail a finger across her mound, to which she simple opens her legs for me. I touch gently applying pressure without penetration or even spreading her open while kissing my way back to her mouth for the hungriest kiss Iā€™ve ever had. I pull away long enough to joke ā€œI didnā€™t set a 60 second timerā€ and just get a giggle as sheā€™s warming up and beginning to become deliciously wet.

After what could have been an hour but was likely about 90 seconds I slowly stop to say ā€œI think itā€™s my dealā€. I look up from the statement to see a predator waiting to devour me. I simply relish in the feeling and deal the cards.

One card up to her - a king, one down to me. Another up to her a 5, then one up for me a jack. To my surprise Iā€™ve two jacks of which she can see only one. Itā€™s my turn and I flip the second card over to show them and exclaim ā€œIā€™m splitting these, and Iā€™ll up my bet to include my tongue or a toy to cover it.ā€

ā€œYour the dealer and canā€™t do that she poutsā€

ā€œDamnit youā€™re rightā€ I agree but am too worked up about the bet to take it off the table. ā€œWell my bet still stands and you didnā€™t make any new bet before this handā€ She just nods and taps her cards for a hit. Itā€™s an 8 and she busts, but before she could even acknowledge it I slap a card on my hand to bust as well stating ā€œI suppose we both need to pa y up thenā€

It was obviously apparent that she really liked this idea. I ask ā€œdid you bring a toyā€ as we had discussed when we were both just digital personas and she reaches into her purse to pull out a petite curved G Spot vibrator. Words failed me as I kind of rumbled a moan of pleasure and anticipation, taking it from her and moving for another similar kiss.

This time she unabashedly reached down to grab my hard length with one hand and leaned into the kiss using the other to hold my head and slowly guide me to her neck and nipples. I gladly reciprocate by running my hand up her length to find her wet and waiting. I slowly - oh so slowly - use the toy she gave me on the first most gentle setting to slowly rub her clit as I kiss hand nibble my way to join it. Iā€™m slowly turning around to simply put myself within reach of her mouth when she unabashedly lives up to the intent of the evening and says ā€œI want you to lick me until I canā€™t stand it anymoreā€ and I canā€™t help but respond ā€œI want you to blow me until you canā€™t take me licking you anymoreā€

This gets a gasp as she grabs me and takes me into her mouth. I canā€™t do anything other than what sheā€™s said at this point and while sliding the tip of the toy into her press my face and tongue to her to begin the most delicious make out session with her nethers. As I can feel sheā€™s enjoying it and maybe about to climax, I kick the toy up to the next setting and slowly push it in and to the front of her body looking for that G Spot. She gasps but instead of stopping bobs more vigorously on me pulling my hips and squeezing my balls. Weā€™re on our sides where we can both reach comfortably.

I lick and suck while gently wiggling the toy up against the front of her inside her until I canā€™t stand it feel the vibrations in my face. Sheā€™s practically trembling with pleasure and I wonder if sheā€™s climaxed, but you couldnā€™t tell from the eagerness with which sheā€™s taking me into her mouth. The delicious taste and intimacy of her dripping, practically gushing across my full beard will soon bring me to my climax. Then thereā€™s no mistaking the moment that she does, and while she tries to keep sucking me sheā€™s nearly incapacitated when the toy is practically pushed out to a flood from her when she well and truly has an orgasm. I keep using my mouth as I was while she cums, and just keeps cumming all the while trying to get me back in her mouth or even do something with it once itā€™s there.

With this effort of hers I back off just a little so she can manage it and as I slide the toy back in changing the setting once again I ask ā€œcan you still stand it?ā€ To which my only response is the intense pressure as she sucks me in and pulls on my testicles. Itā€™s so sensual and amazing that I canā€™t believe I havenā€™t finished yet and she pulls her mouth away long enough to say ā€œdonā€™t stop what youā€™re doingā€ delving deep back on me as she finishes gasping out the words. My response is to push deeper and suck on her while starting to move the toy in and out as well as wiggling it forward to feel it in my face. As she gasps from this - never once letting up on pleasuring me - I start to suck on her lips and clit while working the toy. I can feel it coming from her as she gushes over my face and the toy that sheā€™ll soon get off again. I keep going slightly harder until she practically explodes across my face forcing me to pull the toy out again. While quivering with this release as her waves of pleasure roll across her with such intensity that I can feel them she just holds me in her mouth with a gentle sucking pressure as she bucks and squirms unable to contain herself.

I just ask and must tell her as she slowly subsides in her throws and I slide the toy back in clicking the button again to find a slow building wave pattern ā€œdo you want a warning or a surprise because youā€™re going to finish me soon tooā€ and get an immediate response of ā€œsurprise me - want itā€.

To this she climbs atop my face forcing me to my back and hearing this I nearly finish there and then but bury my face back in her using the toy as was before - front to back - but now Iā€™m using it to stroke her thinking about her next orgasm and how sheā€™d look while I fucked her like Iā€™m now using the toy. Rhythmic thrusting with an occasional pause to wiggle to the front. I canā€™t believe the taste and the wonderful small sounds of pleasure between the orgasms that repeatedly overcome her. After her next orgasm I am covered and simply canā€™t contain myself any longer and am arching into her mouth.

She feels this and puts all her effort into ignoring her own - yet again - building pleasure to suck me with her full attention and it works.

I feel that building pressure at the base of my penis and she grabs my balls again and presses up and behind them to get to the prostate from the outside while I can barely keep my face and tongue where I desperately want to keep it and I explode. I keep the toy active but am not able to lick and suck for a few moments while she just pulls me in, working to pull every drop from me.

When thereā€™s not even any more twitching and aftershocks from me I still have the toy in her and she starts to roll away to which I ask ā€œI thought we were going till you canā€™t stand it anymoreā€ and bury my face back in her.

She gasps and practically collapses back stammering out ā€œI can stand a bit moreā€ and I give her just that.

I pull away to ask for what I want saying ā€œI thought youā€™d keep going until you canā€™t stand me licking you any longerā€. To this I get a very hungry sound and feel her pull my flaccid member back into her mouth. Twice again does she cum before Iā€™m hard again and ask ā€œcan you stand anymore or would you like to fuck now?ā€

Her response is to promptly dismount my face, turn to lay atop me and kiss my wet lips while guiding me into her. Sheā€™s slow and is slowly enveloping me as we both taste her on my lips. Then at some point of physiology itā€™s no longer a gradual slick tightness around the tip and she leans onto it taking the full length with a gasping moan.

She starts slow on top of me just wiggling front to back with the same motion I imagined while using her toy. Then she leans back pressing me up against her front from the inside and almost immediately quivers with yet another orgasm.

Now fully willing to ask for what I want - and I want her to quiver and cum again - I ask, ā€œcan we use the toy tooā€. She responds by slapping it into my hand as she begins to ride me with full deep long strokes. I manage to find her rhythm to keep it pressed against her clit and she quickly comes to another climax suspended at the bottom of her bounce unable to rise up and take another. I take the opportunity to wiggle inside her and press the deeply vibrating toy harder into her lips and watch her quiver, delighted in the sounds sheā€™s making.

I tell her ā€œstay on top but turn around, and try to use this yourselfā€ as I gently guide her to spin to a reverse cowgirl position where sheā€™s relaxed across my chest instead of upright and hand her the toy. She does not object in word or action and I can hear the toy switch gears and bog down as she presses it in harder than I would have dared. As I hear it going lower in tone and her taking short breaths in I slowly tease myself less than half way into her until I hear her moan in pleasure. To this I slowly slide my whole length inside, which we had not been doing until this position.

This gasp leads me to start slowly - I know Iā€™m no giant but it is above average - and I slowly build to a furious pace, but even though itā€™s as fast as a jack rabbit I can continue without being rough bouncing my hips off the couch and sliding up into her until sheā€™s having what seems to be one prolonged orgasm of such intensity that she is as a limp noodle atop me. As I run out of steam for such vigor I can hear the toy alternately bogging down and know sheā€™s still participating pressing it in as she would only know how to do for herself.

Iā€™ve slowed to a near stop and figure what the hell letā€™s see if sheā€™s willing for another one and ask ā€œdo you want me to finish like this because Iā€™d love to finish in your mouth againā€.

She simple rolls off and sucks me in without a word and ensues to give a blow job with renewed enthusiasm and I say ā€œshouldnā€™t you be on my face while we finish this?ā€ Iā€™m rewarded with her slapping the toy back in my hand and climbing back on my face.

I thought Iā€™d be done in seconds with her enthusiasm and how incredibly turned on I was but when she pulled away long enough to say ā€œI want you to cumā€ my body had no choice to oblige when she sucked me back in for the most intense and thorough orgasm I can remember.

As she spun around to lay up against me it may have shocked her that as our lips came close I still gave her the deepest kiss and caress with both of our juices smeared across our faces.

I then blurted out ā€œIā€™m gonna need some time before we play another handā€ and went for some towels and some drinks.

ā€œI suppose after a break I get to pick a game and the rules then donā€™t I?ā€

Iā€™m willing to play another hand if she is. ā€œAbsolutely, or you could just tell me what you want me to do or what you want to do to me.ā€

ā€œIā€™ll figure out how to work that into my game somehowā€

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1 month ago