Beantown Weekend Chapter Two
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Beantown Weekend - Chapter One free porn video
As my plane thuds onto the tarmac at Logan International Airport, I can’t help but feel a little giddy at the prospect of finally meeting Kate. It will be a busy conference, I know, but the evenings are mine, and it turns out that Kate is off for three of them. Would the unique chemistry that we enjoyed in our chatrooms, private e-chats and in emails, translate into spicey fun when we actually meet in person? I know she claims she is turned on by mature, fit fifty-somethings, but how will she actually feel about that age difference when we are face to face?
Kate and I have been chatting, flirting and sharing wild sexual fantasies for months now. She seems to be a young, fun-loving, hard-working, very sensual nurse, with a great sense of humour. I, on the other hand, am twice her age, married, fit and attractive, I suppose, for the “older man” category. We have, in common, very powerful libidos and wild, kinky imaginations. She had confided that she thinks about sex daily, masturbates regularly, and has frequent sex with her current FWB. However, she has no desire to take this relationship to the next level, at this point in her life. She enjoys the companionship and the physicality.
So, here I am in Boston for a Post-Production Trends and Breakthroughs conference, sponsored by two of the advertising firms I contract out to. A freebie, sort of. It is sort of a way for them to thank me for the last few years of successful ads that I have produced and directed. If I learn something at the conference that leads to better ads, it is a win-win, I suppose.
But as I arrive at the Boston Harbour Hotel, where my conference is to be held, and the site of my paid lodgings for the next three days, I am admittedly not thinking much about what media tricks I will be learning. Kate has agreed to meet me here for dinner tonight. I have not even seen a full photo of her yet, as neither of us feels comfortable putting ourselves out into cyberspace. I had sent her a body shot, at one point, with no face showing, but my cock fully erect, after one of our chat sessions. As I watch the floors light up in the elevator, I ponder how the reality of our full physical selves will interplay with the imaginary selves we have been tantalizing each other with these past few months?
After settling into my suite, I check the website to see if there is a message from her. She hasn’t given me her phone number or address, so, in the back of my mind, I can’t help but wonder if she might develop “cold feet” once she fully processes what it is that she is doing. Essentially, she is meeting a male stranger that she only knows through an erotica site! Hence, I figured that meeting at the hotel restaurant first would feel the safest for Kate, so I booked reservations for 7:30. There are no messages on the website, so I assume that all is a go. It is 7:25 when I get downstairs. Kate is finishing a short four-hour shift at the hospital today, and then heading home to clean up and “doll up” - her words.
I settle down to a drink at the bar, absorbing the beautiful harbour view, not to mention the table of lovely ladies having a good time near the window. These ladies look like they have had a few already, and they are laughing and having a very good time. All look to be in their forties, and have that naughty “girls night out” look in their eyes, complimented by very flattering dinner outfits. I wonder hopefully if they too are at my conference.
My attention is broken by movement at the door. Talking to the Maître D’ is a stunning, younger woman, dressed in a snug-fitting black leather dress that frames an eye-popping DD chest. The Maître D’s eyes are darting nervously, from her chest back up to her eyes, and I see him turn, with a nervous smile, and point in my direction. Oh my!! This must be Kate! I do my best to mentally “tamp down” the rising erection already forming in my trousers as I rise and make my way over to meet her.
Her very serious face suddenly breaks into a warm, sensuous smile as she sees me. That’s good! She is not immediately put off by my exterior. She may even like what she sees! LOL! I extend my hand and she grasps it and holds it.
“So, we finally meet, Kate,” I offer, “I must say that I expected you to be lovely, from the images I’ve conjured up of you in my mind, but you definitely bring ‘dolling up’ to a whole new level! You look stunning!”
She blushes, but looks me up and down playfully. “Well, you clean up pretty well yourself, Dale, especially for a guy that just got off a plane.” Then, with the hand still connected to mine, she pulls me toward her and gives me a tight hug. Her subtle perfume and the feel of her large breasts pushing into my chest, sends blood pumping back to my nether regions, and I again have to concentrate to avoid embarassment. “You are just like I imagined,” she whispers in my ear, as we embrace.
Kate’s youthful, sensuous presence attracts a number of looks from the patrons, even the table of exuberant ladies, as the Maître D’ takes us to our table. I can only imagine what many of them are thinking, but I don’t let it bother me as we take our seats by the window, overlooking the harbour. I look deeply into Kate’s green eyes and say in a low voice, “I have been looking forward to this. Tonight is going to be so much better than chatting on the computer.”
As she leans in to reply, my eyes are drawn to the generous view of her full breasts, offered by her low-cut dress. This time, I allow my responding penis to engorge, and I wiggle in my seat to allow the necessary room for my expanding manhood. This woman is so sexy!
“Well, at least we won’t have to put up with ‘lost connection’ messages when things heat up, will we?” She laughs, and the jiggle in her breasts while she does, is hypnotising. I allow my eyes to dally there longer than I should. What the hell? She knows what a horny rascal I am. And I also know how sexually driven she is, as well.
“And I must say that things are already heating up on this side of the table, Kate! You told me that you were well-endowed up top, but that dress you are wearing really sets off your figure. You look crazy sexy, you should know. Didn’t you notice all the eyes on you, when we walked to the table?” She blushes a little, while I wiggle and make one final adjustment to my trousers, allowing my hardon to creep right out to my hip, under the dress pants I am sporting. It’s a good think I don’t have to get up for any reason.
“Well, I’m glad you like it, Dale. It’s a turn-on for me, dressing up sexy like this, and I don’t mind drawing looks from others. But what most turns me on are the looks I am getting from the guy I am going to make very happy tonight. I can’t wait to see that big cock you have been teasing me with for these last few months.”
The waiter makes his way to our table, and his eyes go straight to Kate’s bust. She makes no attempt to dissuade him, but rather turns to face him with a friendly, acknowledging smile, her green eyes lighting up the room. His eyes finally move up to her face. “Good evening, ma’am. Good evening sir. Could I interest you in something from the bar? Some wine for your meal, perhaps?”
I take a chance, and order a bottle of Bella Union 2016 Cabernet Sauvignon. The waiter recommends it, espousing all of its particulars in impressive sommelier jibberish, all the while stealing furtive glances at Kate’s stunning features. After he leaves, I ask, “I think that waiter was all but undressing you with his eyes, Kate, as he dazzled us with his Napa Valley knowledge. I’ll bet he is wondering how I managed to score such a hot date.”
She laughs, her eyes dancing in the candlelight. “As I said, nice to be noticed. And I couldn’t help but notice what felt like a 'small log' pushing against me when we hugged, Dale.” It is my turn to feel a bit flushed.
I feel her bare foot touch my leg under the table. Then the foot wanders up past my knee, sliding along my thigh. “I like that I am turning on the waiters. I won’t lie. But the most fun will be getting and keeping you horny, this weekend, Dale.” As her foot reaches its target, I lean back in my chair, spread my legs a little, and exhale. She is bold. Kate smiles seductively at me, as her extended foot rubs up and down the length of my erect cock, which is now straining the fabric of my dress pants. “Ah, it looks like a lift-off!” she giggles. “I was wondering about this dress, but I guess I picked right!” I shake my head, and we both giggle this time.
As our wine arrives, Kate removes her foot and looks sheepishly at the young male waiter. I straighten up in my chair, and contemplate the probabilities of whether he saw anything. From the lusty look in his eyes, as he pours Kate a sampler, I deduce that perhaps he did. Or is it just her dress?
Kate straightens up her back, giving him a fuller view of her generous cleavage, and she picks up the glass, swirling the sample in the bottom of the glass. She lowers her nose to the edge of the glass, sniffs, and smiles coyly at the waiter, her eyes scanning him up and down. He has a powerful physique, big hands and is at least 6-foot-2. But he looks very nervous. She keeps him waiting as she sniffs again. He shuffles, his eyes darting down to her tits again. Are her nipples protruding in a more pronounced way, or is it just me?
Kate looks over at me, smiles sexily, picks up the cork, and brings that to her nose as well. As she inhales with a long sniff, her breasts rise prominently in their strained swing that is the top of her dress. The poor waiter. I wonder if he is fighting off a hardon. Finally, she takes a sip, closing her eyes and pausing for a long time as she does so. When she finally opens them, both the waiter and I are holding our breath, in anticipation.
“This should definitely get me out of this dress tonight, Dale. It’s perfect!” she deadpans. The waiter’s eyes are as wide as saucers, with a “deer in the headlights” look. I am ready to burst, but hold my laughter in. The hunky waiter is lost for words and nervously pours a full glass for Kate and then me. I am surprised that none spills. He puts the wine into the holder, clinking the sides of the holder far too many times in his nervousness. Then he bows to Kate, stealing one last glance at her prominent bust, and turns to make his exit. I follow him with my eyes, and am amused when he turns back and looks toward Kate one last time. He has a beaming smile on his face.
We hold it in for a few seconds, until he goes through the kitchen door, but then we erupt and are rolling in laughter, unable to speak for upwards of a minute. People in the neighboring tables look over, curiously, to see what could be so funny. Finally, as we wipe the tears from our eyes, I offer, “You take flirting to a whole new level, Kate! I’m surprised that poor waiter didn’t drop the wine!”
She sighs, coughing up one last giggle. “Do you think I was a little too blunt? After all the technical terms he threw at us, I knew I couldn’t impress him with my wine knowledge!”
“Well, I think your dress, and what is in them, impressed him, for sure. He couldn’t keep his eyes off your breasts.”
“Yeah, I think I got myself worked up, teasing you and teasing him. I will try to behave, I promise.”
“No, you have to promise NOT to behave. We have our whole lives to behave. This weekend is the time to be naughty.”
“Check! Hall pass we are giving each other, I guess?” I nod. The weekend is off to a great start.
We order a seafood platter each, complete with lobster tail, shrimp, scallops and mussels. The Cab Sav may not be the ideal choice for seafood, but we both are enjoying it very much, and it is fun getting to know each other without the computer screen being our buffer. Her sense of humour is just as I expected it to be, but it is her dancing, green eyes that I am most captivated with. As she bites into a slice of the warm sourdough bread, I also note her chiselled jawline and sharp cheekbones.
“Mmmm. This feast is delicious, Dale. I hope your company is paying for all of this,” she half-jokes.
I clear my mouth, swallowing the last of the creamy clam chowder, and do my best to come up with a clever response. None is forthcoming. “The buffet in the lounge is included, but that was not going to do for us this evening, Kate. But if you want breakfast or lunch there tomorrow, we can most definitely try it out… on the company.” I realize that Kate will probably have other plans during these days she is off, while I am in Boston, at the conference. I doubt whether coming down to the hotel for lunch will be practical for her, but I am hopeful that she will spend the night, and perhaps breakfast.
“So, you are assuming that I am going to spend the night with you, aren’t you, you cheeky thing?” she challenges. I am 75% certain that she is in kidding mode, but I play my cards carefully.
“Me? No, I would NEVER be presumptuous like that, Kate. I’m very surprised you’d think that of a mature gentleman like me. I just thought that you might be up for a free meal with some great company. That’s all. Purely platonic, pragmatic.” I see the glitter of the candles in her eyes, and I wait to see if this is indeed a gag. I am not drawing any premature conclusions. I only really know this young lady through our online connection.
“After all the chats and emails we have exchanged, I think I actually know your randy ways pretty well, Dale. Your plan is to ply me with wine here, get me up to your room, and have your way with this much younger, less worldly woman. Shame, shame, I say!”
I decide to go “all in” and call her ruse, though I am still not 100% certain that she isn’t being genuine. I dangle my own bait. “I guess some men just have no respect for innocent young women who are just looking for a nice meal and conversation. The nerve … “
“Yes, the nerve … “ she repeats, finally allowing a coy smile to purse her full lips. “Just because a woman says online to a man that she would like nothing better than to fuck him silly, amongst other things, doesn’t mean she can be taken for granted.”
“It most certainly doesn’t!” I add. Both of us sport looks of mock indignation, betrayed by our mischievous grins, as we dig into our creme brulee. My one hand slides under the tablecloth to her knee. She smiles, utters a moan of pleasure as she scoops up the delicious, syrupy sweetness. “Good stuff, eh,” I comment, spooning a dollop of the dessert into my own mouth.
“Exquisite!” she almost pants.
“Just like you… “ I say, softly, letting my hand slide a little up her thigh. I take the initiative to move my chair a little closer to her, so that I don’t have to reach. My hand is now halfway up her thigh, and I take a glance around the room, to make sure that I am not drawing attention. The long tablecloth hangs almost to the floor, and a section of it is draped around my left arm.
She turns to me and gives me a warm kiss, slipping her tongue briefly into my mouth. I suck on it briefly before we part lips. “It’s a good thing everyone here seems to be busy with their own dinners, Dale. I meant it when I said you were cheeky. You should know better … a man your age.”
“I really should, shouldn’t I?” My hand slides further up, under her dress now, to the edge of her panties. Her eyes widen a little, and she leans back in her chair, moving her leg toward me a little, giving me freer access. She glances at me, with a mixture of lust and fear in her eyes. My wandering fingers strike hot wetness and a more pronounced moan escapes from her lips. She closes her eyes and I feel her push her groin toward my fingers. I slide up her wet slit and find her clit, keeping my eyes on the room, as I begin to circle around her bud with two fingers. All patrons are busy with their dinners, as I rub her engorged, wet clit, so I feel confident that we are attracting no attention.
Kate quickly gets into the zone, and begins to gently pump her hips into my hand. Her eyes are open now, and she is looking wantonly at me, with a desperate smile. Her breath starts to come in pants, and her face is drawn into an expression of impending orgasm. I can’t believe that I could make her cum so quickly and easily, and in this public place! I can’t stop now, but I am fearful that her noise and movement level is increasing. With my left hand, I reach down to my own groin, and adjust my cramped erection to allow it to snake more freely down the leg of my trousers.
Light gasps start to escape from her lips, and her eyes close again. She grimaces and I watch her face as she cums hard, in her utmost attempt to be silent. I can feel her bald pussy twitch spasmodically on my fingers, as I scoop inside her, stimulating her G-spot. Her vagina walls flex and relax, gushing forth the warm juices that I look forward to tasting later. When her hips finally stop pumping, she lets out a long sigh, her flushed face expressing a combination of embarrassment, awe and contentment.
She adjusts herself. As she does, I can’t help noticing the peaks in her sheer dress, betraying fully erect nipples. Oh my!
“I can’t believe you just did that to me, right here in the restaurant!” she whispers, giggling like a school girl. Her eyes survey the room.
“I can’t believe you let me!” I retort. My right hand appears above the table, and I raise my two pleasure fingers to my lips, inserting them into my mouth. “Finger-licking good, they say.”
Kate smiles and shakes her head. “I always knew that I was a bit of a nymphomaniac, but you may be my match. You have a real crazy streak, don’t you, Dale. You are not going to get me into trouble tonight, are you?”
“I wouldn’t dare,” I offer, as I lean in and give her a long kiss, just as our cheque arrives.
The light of the sunset is dancing on the harbour as we stroll along the boardwalk, taking in the sights of this beautiful, historic city. The cool breeze blows through Kate’s dirty blonde locks, and has caused her nipples to again rise through the fabric of her sexy dress. She wishes she had brought a sweater, despite the generous attention she receives from the eyes of male passers-by. I try to cuddle her close to keep her warm, enjoying the feel of her body against mine.
When we get back to the hotel, we decide to have a drink in the lobby bar, as there is a pianist providing lovely background music. I sip my Scotch, while she sips her gin and tonic, and we share more about our jobs and lives. I can’t wait to get her back to my room and fully enjoy that full, youthful body of hers, to sample that powerful sexual appetite and to watch those orgasms that have only been described to me thus far. But I don’t want to rush things. We have all night, and all weekend, and this piano music is perfect.
When the pianist finishes his set, we finish our drinks and make our way up to my suite. We are alone in the elevator, and my hands go to her tush, framed so nicely in the snug dress. I pull her tightly in close to me, and we kiss passionately, as the elevator whirrs on its way to my floor. Her hand reaches down between my legs, and finds my rapidly engorging penis. As our tongues dance in each other’s mouths, she rubs, outside my pants, up and down the length of my morphing cock. “I can’t wait to get my hands, mouth and pussy on this thing, Dale. I’m going to get you back for the restaurant, you know.”
“Oh please, no,” I fake-plead, sarcastically. I am intoxicated by the smell of her perfume and the feel of her full breasts against my chest. “I could take you right here, young lady! You make me so fucking hard!”
The elevator pings, we break our embrace, and the doors open. I am aware of the now lewd contours of the front of my trousers and am thankful there is nobody waiting to get in the elevator. Kate giggles when she looks over at me, admiring the impressive tent I sport. She playfully grabs me by the “tentpole” and walks with me as if she is walking a dog. “I thought you Canadians didn’t carry weapons,” she teases, as we laughingly move awkwardly down the hall.
“Well, this one is loaded, Yank, so be careful not to pull the trigger!” I joke.
“I’ll show you ‘yank’!” she responds indignantly, and she gives my cock a firm tug, making me stumble slightly.
“Hey, watch that thing! I may need to use it later tonight.”
“No, sir. You WILL be using it … a lot!” She lets go and puts her arm around me, as we finish our stroll down the corridor.
We get to my suite, slip in the door, and as the door clicks, she turns and locks lips with me. We kiss for a full minute, tongues exploring each other's mouths, my hands wandering from the curves of her ass, up to the contours of those eye-popping breasts that I have been eyeing the whole evening. She finally breaks the kiss, and explains that she needs to head to the washroom to freshen up a bit. As she walks away, I marvel at her youthful curves and movement.
I look down at my hopeless erection, and decide that I had better get out of these pants. I take off everything and slip into a hotel robe. I mix Kate another gin and tonic, and pour myself another Scotch. I switch the T.V. on to some soft music with a subtle, but very primal bongo beat. I can’t believe that we are finally meeting in the flesh. And she is even lovelier, funnier and lustier than I even pictured her from our chatroom hookups. I am actually going to have sex with her!
Kate is sporting a sizzling, red, corded lace teddy when she appears. Her beautiful breasts are barely contained in the sheer fabric. Mmmmm. She moves toward me and I pull her close, kneading her round ass as we lock mouths and allow our tongues to again intertwine. Her one hand is weaving through my hair as we continue our kiss, while the other is pulling apart the knot in the cloth belt holding up my robe.
She finally springs my cock loose. She breaks our kiss and pushes me into a chair. She starts licking her way down my neck, my chest, my abs and finally down to my bobbing, hard cock. She pushes her voluminous hair to one side, looks lovingly up and me, and starts licking the large head of my cock, lovingly. Short little licks, looking up at me with a smile, in between each thrust of her long tongue.
Then she lets it slip past her lips, sucking the large head, pulling it in and out of her mouth like a popsicle. Plop! The warm, smooth friction of her mouth on my penis head brings a tingle to my balls quickly. As I look down at her, bobbing gently up and down on me, her full tits jiggling deliciously in tandem, barely contained in the teddy, I feel ready to explode in her mouth almost immediately. I am so horny.
I pull her gently off my cock and tell her to slow down. “I am so horny, Kate, but I am going to cum in your mouth very soon if you keep doing that. I want to last longer.”
“I know. I will slow down a little, but I want you to cum in my mouth … just like in our chats. You know how much I love to suck cock. This time, though, it’s not a gif. I am really sucking your cock. And we have all night, Dale.”
She returns to her sucking, and starts to move her mouth down the length of my pulsing cock. Her fellating skills are every bit as good as she described them in our chatroom exchanges. She had said to me, many times in the chatroom, that she couldn’t wait to get her lips around my seven-inch penis, and I could tell now that she indeed meant it. It doesn’t take long for the tingle to start again, and I know there is no slowing her down this time. She wants to make me cum.
No holding back now. I start to pump her mouth, and her tongue darts around my shiny cock as it slides in and out of her hungry mouth.
Kate then pulls my cock out and starts stroking it, as she frantically licks the underside of the head. Small beads of whiter cum begin to ooze out the head, the calm before the storm. She laps up the escaping semen, her tits wobbling gorgeously from her stroking motions.
Finally, I can hold back no more, and powerful pulses of sperm begun in my balls blast into her open mouth, one after another, in quick succession. She swallows some of the flood, but much seeps down the side of her mouth. She finally releases her grip from my still twitching cock, and I grab hold of it, squeezing out the last drops of semen for her to scoop with her tongue. Kate swallows again, smiling at me as she looks up.
I then take her by the hand and lay her on the loveseat beside the window. I follow the kissing trail she forged on me, starting at her mouth, then sliding down her neck to her DD breasts. I take a long pit stop at her breasts, and I remove the upper cords of the teddy off her shoulders, allowing me unfettered access to the mounds that have held the interest of so many tonight, including me. She moans as I caress, lick and suck her tits. Her nipples pop out for my lips to inhale, as I pull them into my warm mouth, only to release them again with a plop, making the breast jiggle and bounce. The purring noises Kate is making communicates to me how much she is enjoying this attention. I can smell faint whiffs of my cum still on her breath as her breathing becomes heavier. I love seeing her so content.
I finally let my tongue slide down her breast, to her abdomen, leaving a wet trail. I kiss her navel, then below, until I get to the bottom part of the teddy. She reaches behind her and undoes the last strings, allowing the teddy to fall off completely, exposing her completely shaved pussy. My tongue returns to her lower abdomen, with a southward heading in mind. I adjust my position so that I am on my knees, and I spread her legs to allow easy access for my mouth.
My tongue circles around her clit and labia, licking the pelvic area, her inside groin and the very bottom of her butt cheeks. She moans and arches her back to almost force her pussy into my waiting lips.
I finally zero in on my target, and start to lick up her drenched labia, to her engorged bulb, protruding vulnerably at the very top of her slit. I lick around it, then suck it into my mouth, causing Kate to gasp. Her hand goes to my hair, and she takes it in a bunch, pushing me into her. I open my mouth wide and devour her whole pussy, moaning as I let my lips and tongue explore its whole entrance.
As I lick away, I slip two fingers inside her, rubbing in a beckoning motion, on her sensitive G-spot area, an inch or two inside her vagina. Kate is starting to tremble, and I know that I am going to have to put up with some hair pulling. Her hand is still clenched tightly in my hair, and she starts to thrash her hips, like she is riding a bronco with one hand - the bronco being my mouth! She groans like she is in agony, cumming in gushes, filling my mouth and leaving my face soaked with her love juices. God, this girl can orgasm!
I rise from my crouched position and look down at this satisfied young woman sprawled in the love seat. It makes me feel good to be able to give her this kind of patient pleasure. And I know that pleasuring me is something she has looked forward to as well. It’s going to be a good weekend! Kate sighs and smiles at me. While she is catching her breath, I grab our drinks, and cuddle beside her. My cock is already starting to grow, and she looks at it, giggling.
“It looks like you are not done with me, big boy,” she teases, taking a sip of her cocktail.
“Hardly! I may not be twenty-five anymore, but when I have a ‘live one’ like you on the line, my rod is ready to cast any time.” I am not too sure about my imagery, after I have a second to think about it, and I don’t think Kate is either. She almost spits out her drink as she laughs.
“So you hooked me in like a fish here, Dale! I’m not sure I like the connotation, to be honest.” She gives me a punch in the shoulder, and I spill a little of my Scotch.
“Hey, hey! This is expensive stuff! I guess I deserved that, though. Come to think of it, you do kind of wiggle like a fish when you orgasm.” This time, I dodge her shot, saving the rest of my drink.
“As long as you don’t throw me back in the water, I suppose,” she laughs, green eyes dancing with mischievousness.
“No ‘catch and release’ on this trip, sweetheart. You are not getting out of this room until you are very well-fucked. It is good you don’t have to work tomorrow.”
“Are you worried that I might have trouble walking in the morning? You underestimate my stamina.” She looks coyly at me, one eyebrow raised, sipping her drink with her right hand, and rubbing my upper thigh with her left.
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