The Layover

 

The Layover

Tiffany was a young 25 year old voluptuous blonde with the assets to match, with long blonde hair, blue eyes, a few tattoos, which she kept hidden under her stewardess uniform, long legs and C cup almost D cup breasts. She had been a stewardess with Air Canada for a two years and loved the adventure of international flights, with layovers in beautiful cities... but she missed her family back home and so she decided to take a flight that would take her to spend some time with them back in Hamilton. Tiffany also decided to extend her layover and take some of her vacation time to spend additional time with her old friends and family.

After landing, Tiffany grabbed her luggage and booked a hotel room instead of imposing on her friends and family. Booking a room at the Hilton downtown, as it would be closer to them and also easier to get around town from, Tiffany headed to book in. After doing her check in, as Tiffany made her way to the elevator to her room, she saw a distinguished looking older man who was very well dressed enter.

As he entered Tiffany heard the desk clerk call out “Hey Mike, expect a slow night, nothing happening around the city tonight” laughing Mike replied, “That's ok Janice, it will give me time to really inventory the bar stock and close up a tiny bit early tonight” as Mike made his way to the bar. Tiffany assumed Mike must be the newest bartender there and well, to be honest he was quite attractive. Tiffany over the last two years had discovered she had a thing for older men. She always found they were well dressed, clean shaved most of the time, or well groomed, plus were very distinguished. Plus from her one and only experience sexually with one, very patient and gentle lovers, except when she wanted to be dominated.

Tiffany made her way to her room and stripped out of her stewardess uniform and jumped in the shower. As she showered she began to let her mind wander to how Mike would be in bed. Getting turned on and aroused, Tiffany couldn't resist and began to slowly rub her clit and massaging her breasts as she wondered how Mike would fuck her. Slowly Tiffany fantasized as she masturbated, bringing herself to orgasm. But even after that, Tiffany still wasn't feeling satiated as it had been a month since she last had sex. So it was then, that Tiffany decided to see if she could seduce Mike into coming to her room after closing to fuck her.

Getting dressed in the sexiest white button up blouse with a red lace bra on, leaving just enough buttons open to give Mike a good view of her cleavage when she would bend over to talk to him, along with a figure hugging black mini skirt and no panties as she was still wet from not just the shower but also her minor orgasm she had in it, Tiffany proceeded to head down to the bar.

Arriving in the hotel bar, she spotted Mike in behind preparing and shaking a cocktail for one of the few guests that were there. Tiffany proceeded to the bar and pulled up a stool and waited patiently for Mike to come serve her. Mike finished and served the cocktail, then walked up and smiled. “Good evening, what can I make for you this evening?” Mike asked. Tiffany took in the well distinguished good looks as well as the nicely pressed white dress shirt, black tuxedo vest and black tie... “He certainly knows how to dress to impress” Tiffany thought before replying. “I will take a glass of your best house wine... what do you recommend?” Tiffany asked.

“Well let's see... our house white is wonderful with just a touch of tartness but goes well if you are also hungry with our lasagna which we have on special tonight... or we have a beautiful red wine, like the redness of your cheeks and your lipstick, that is sweet yet bold..” Mike said smiling with a look of cockiness but also humour along with from what Tiffany could tell, just a tiny tad of evil. “I will definitely take a glass of red then” Tiffany said smiling and slightly giggling. She also noticed Mike's gaze wander to her cleavage as she ordered, knowing full well just from that she was getting to him.

“Coming right up” Mike replied. Mike then proceeded to the wine fridge and pulled out a bottle of the house red, uncorking it, he poured Tiffany a glass and brought it over after putting the cork back in and putting the bottle away. “Here you go lovely lady” Mike said with a smile and slight blush in his cheeks. He knew he was busted when he glimpsed down Tiffany's shirt when he took her order. But Mike thought “Well she didn't say anything or complain when she busted me so maybe...” letting his thoughts trail off. Mike was just grateful that he was behind the bar and it hid the obvious bulge that was growing in his black dress pants.

Smiling Tiffany sipped at her wine.. “MMMM this is amazing and delicious!!” Tiffany exclaimed. “Only our very best for a beautiful lady like yourself” Mike replied complimenting Tiffany. Smiling, Tiffany extended her hand.. “I'm Tiffany, I heard you and Janice at the desk speaking earlier, so you must be Mike..” Tiffany said. Mike replied as he shook then kissed the back of her hand like a medieval gentleman, “Indeed I am... so what brings you to the bar and the Hilton this evening?” Mike asked.

Tiffany then proceeded to explain she is a stewardess for Air Canada and took a extended week long lay over to visit friends and family in the city and rather than imposing on them for a place to stay, she decided to book a hotel room and well now she was glad she did as she had got to meet Mike. Then looking longingly in Mike's eyes, Tiffany asks “So how long have you been bartending here for?” Smiling Mike replied “Six months but I was a bartender all the way out in Newfoundland for a year before moving back and getting the job at the hotel bar.”

Mike then explained how he began bartending and discovered his passion for it, even talking about someone who he deeply cared for and loved, who had since passed away, was his mentor. It was then that Tiffany saw his softer side as Mike had to wipe away a tear, she could tell he truly had feelings for this woman. She now kind of felt bad for thinking about seducing him, but also seeing this side made her more aroused as she thought of how gentle he might be in bed.

Mike then continued.. “In fact, if it wasn't for your blonde hair, which I love by the way, you look amazingly like her” Smiling as he complimented Tiffany. “Awww That is sweet” Tiffany replied. Then switching gears, Tiffany had to ask.. “So Mike... ummm.. can I ask you something personal?” Smiling again but this time almost with that cocky smile Mike replied.. “Don't be shy, spill it, ask away, I'm an open book”. Hearing this, boldly, Tiffany asked.. “So are you single?” Laughing Mike replies “Single as single gets, I think sometimes I am a workaholic, I love what I do, but if the right woman came along...” Mike replied with a wink. At which a customer walks up to place an order... “Excuse me a moment, I'll be back” Mike says smiling as he walks over to assist the customer.

Knowing that Mike said that as long as the bar doesn't get busy he will be able to knock off early, Tiffany finishes her glass of wine and gets the waitress to come over and pays her tab. Then scribbling her room info on the receipt with her tip, which she leaves a fifty dollar bill, Tiffany hands it to Mike. “I'm heading back up to my room, maybe see you later.. “ Tiffany says as she hands to receipt slip to Mike with the tip. Looking down he sees Tiffany has wrote her room number on it. “Guaranteed” Mike replies with his devilish grin and a wink. Tiffany than proceeds to the elevator to head back to her room.

Excited as she enters her room and massively turned of from seeing both of Mike's side, Tiffany's pussy drips down her thighs from aroused she is. Tiffany wants to masturbate again but doesn't want to as she wants to have Mike feel how wet and excited she is for him when he comes up later. Tiffany decides to relax in just her bra and puts on a matching pair of red lace panties before laying on her bed to watch TV.

The time is just after midnight, Tiffany is doing her best not to doze off when she hears a knock at her room door. Smiling she jumps up to answer it. Looking out the peep hole she sees Mike with a bottle of red wine. Opening the door Mike smiles and says “Thought I would bring up a bottle for us to share”. “That must have been expensive!!” Tiffany replies as Mike walks in and visually and mentally drinks in how stunningly sexy Tiffany looks in her lingerie. He also notices she has shaved her pussy and is already wet, her juices dripping down her thighs and through her panties.

Uncorking the bottle as Tiffany closes and locks the door so they won't be disturbed with the “Do Not Disturb” sign on the door, Mike replies to Tiffany exclaiming how expensive the wine must have been “Nope made just in Niagara for the hotel and with his employee discount I got it at a price comparable to the liquor store” Then pouring a glass for Tiffany and a glass for himself, handing Tiffany her glass Mike smiles.. “To us and what will hopefully be a memorable night”. Mike and Tiffany toast and then sip at the wine.

Setting her glass down, followed by Mike, Tiffany can't resist any longer. Walking up she kisses Mike and moans “I have wanted you since earlier this evening, and well after seeing how soft and gentle you got talking about your friend, I know this may sound weird, but I want you to imagine I am her, and make love to me like you would have made love to her”

Smiling, Mike takes Tiffany in his arms and pulls her in for a lingering, steamy and passionate kiss. “That sounds amazing and I want to but I want to make love to you!! I want you to know it is you I am making love to, not her.. I want to make you feel amazing” Then walking Tiffany backwards towards the bed, they both climb on, kneeling as they kiss.

Tiffany begins to undo Mike's tie and slipping it off as she unbuttons his vest, followed by his dress shirt. Slowly she slips both off to expose Mike's bare chest. She is amazed at how good of shape he is and can tell he works out. Slowly Mike unclasps Tiffany's bra to expose her sizable breasts. Taking them in his hands, Mike gently kneads them and squeezes them as he teases Tiffany's nipples with his tongue. As Mike pleasures Tiffany's breasts, she undoes his belt and pants. She slips them down. Mike then stands allowing them to slip off so he is only in his briefs and his now almost fully engorged erect cock is poking through the top. He slips them off as Tiffany slips off her panties,

Getting back on the bed, now with both of them fully naked, Mike returns to teasing Tiffany's nipples as his right hand slides down between her thighs. “Wow, you are soaked already” Mike exclaims. “I'm wet for you” is all Tiffany replies as she feels Mike's fingers on her dripping slit then on her clit. Tiffany reaches for Mike's hard cock and begins to slowly stroke him. “I have wanted you all night” Tiffany moans as Mike lays her back on the bed and slowly plants gentle kisses on her body as he works his way downwards to her dripping pussy.

Mike then proceeds to spread Tiffany's legs and laying between them, he first kisses, then slowly runs his tongue up and down the length of Tiffany's pussy “MMM you taste so sweet” Mike moans as he slowly slides one, followed by two fingers in her pussy. Even with how wet she is, Mike notices how tight her young pussy is. He slides his fingers in as deep as he can and curls them in her to rub her g spot.

By now Tiffany is moaning like crazy and going insane with how amazing Mike is making her feel. Grabbing Mike's head she pushes him further into her pussy as she moans “Oh god Mike.. I'm so close... you're going to make me cum” Smiling Mike begins to finger Tiffany harder, faster, rubbing her g spot, then Mike's tongue and lips hit the spot as he starts to lick and suck on her engorged clit. This pushes Tiffany over the edge,.. “Oh fuck Mike... I'm cumming” Tiffany squeals as she gushes on his fingers and face.

“MMM cum for me Tiff” is all Mike says as he continues to lick and suck on her pussy and clit all while finger fucking her dripping pussy as fast and hard as he can. Mike continues until Tiffany's orgasm subsides. Then sliding up her body, Mike kisses Tiffany so she can taste herself on his lips and tongue. Tiffany has to admit she even tastes sweet, even though in her life so far she has only had one bisexual experience.

Laying Mike back now, Tiffany smiles.. “My turn to please you now” as she kisses Mike's neck, hitting his one spot where he growls in pleasure. Tiffany knows this has brought the animal in him out and knows before the night is through, not only will them make passionate love but Mike will also ravish her like a wild animal, forcefully taking her.

Slowly Tiffany plants gentle kisses down Mike's body, looking up smiling at him, until she finally reaches his very hard and erect cock. For a man his age she is surprised at how hard he is already plus how long and thick his cock is.. she hasn't had a man this size in quite awhile and is unsure how she will handle him, but knows she will do everything in her power to.

Grasping Mike's cock she slowly strokes him, gently blowing on the tip as she runs her tongue up the length of his shaft, stopping at the head and the tip, as she licks off the drop of precum that has formed. Tiffany moans at the salty sweetness of it, then begins to slowly engulf his cock as she wraps her mouth around it, taking his cock deep in her mouth and down her throat as she almost gags from how long he is.

Slowly Tiffany engulfs Mike's cock, bobbing up and down as she relishes the feeling of sucking it and feeling it plunge into her throat with almost every time she takes him down. “God I love your cock” Tiffany moans as she takes Mike's hard cock between her firm young tits and begins to stroke him with them. “You are so sexy and I love you suck my cock... but I really want to feel it in you” Mike moans as Tiffany alternates from sucking it and stroking it between her tits.

Pulling Tiffany up as she almost moans in disappointment but also in anticipation of feeling his long, hard cock sliding in her. “I should be honest, I don't have condoms” Mike tells Tiffany. “That's ok, I want to feel you raw... I'm not on the pill or birth control, but I really want you to fuck me and cum inside me.” Tiffany moans as she feels the head of Mike's cock brushing on her dripping slit.

Grasping Mike's cock, Tiffany rubs the head and shaft over her dripping pussy, before finally pushing the head in, then Tiffany slowly sinks down on Mike's hard cock. Leaning down Mike and Tiffany both moan as they exchange an extremely heated and passionate kiss as their tongues intertwining with each others. Slowly Tiffany grinds on and begins to bounce on Mike's hard cock as Mike leans up to tease her nipples with his tongue again and suck on them.

“God Mike, you're going to make me cum again” Tiffany moans in pleasure as she feels Mike begin to pick up the pace as he begins to thrust in and out of her absolutely drenched but extremely tight, young pussy. “MMM god you're so fucking tight and warm and wet” Mike groans as he relishes in the pleasure he is receiving from this beautiful younger, horny woman riding his cock. Reaching down Mike begins to rub Tiffany's engorged clit... “Cum for me then, Cum for me Tiff” Mike moans.

Out of nowhere, Tiffany moans loudly as he orgasm rocks her body, not having had an orgasm this intense, in fact way more intense than when Mike was pleasing her with his tongue and fingers or from any man she has ever been with. “Oh god I'm cumming” is all Tiffany can mutter out as she tosses her head back and her eyes roll back from the ecstasy of the orgasmic bliss she is feeling as she also squirts all over Mike's cock.

Slowing down now, so he doesn't cum too soon, Mike slides out and then pulls Tiffany to the edge of the bed, where he slides back inside the sheath of her warm, soaked pussy. Placing Tiffany's ankles on his shoulders, Mike begins to really go to town as he begins to thrust in and out fast and hard and deep. Moaning Mike says “Tell me where you want me to cum again”. In absolute blissful orgasmic pleasure Tiffany moans “Inside me, cum deep in my pussy, fill me up... I don't care if I get pregnant, just cum in my pussy”

Hearing this and knowing he is getting close to his own orgasm and release, Mike begins to pick up his pace. Staring into Mike's eyes, Tiffany can tell he is close, combined with his moans and his faster breath rate. “Do it babe, cum in me...fill me, cum in my pussy” Tiffany moans to egg Mike on. Finally she feels his precum enter her and then hearing Mike moan “Oh fuck, Oh Tiff, Oh god babe, I am going to cum... I'm cumming!!” The feeling of Mike's hard cock throbbing inside her as she feels his warm potent cum splashing on her cervix, sends Tiffany into one more huge orgasm as she moans “Oh Mike I'm cumming too”.

Both explode in orgasmic paradise as Mike delivers rope after rope, stream after stream deep into Tiffany's dripping pussy. Mike fills her with enough cum some drips out as he leans down and both Mike and Tiffany again kiss deep and passionately as they cum together. Finally Mike delivers his final drops of cum from his cock deep inside this amazing pussy as he slowly slides out. Drops of cum also slowly drip out. Scooping them up with his fingers, Mike offers his cum soaked fingers to Tiffany who eagerly sucks his cum and her juices off.

Laying back out of breath, Mike relaxes as Tiffany slides down and sucks his cum coated cock clean. “That was beyond amazing, beyond incredible..” Tiffany moans also out of breath as she comes up to snuggle with Mike. They exchange kisses, then Mike looking at Tiffany smiles and says “Hey...idea... instead of spending your hard earned money on the room here... come stay at my place”

Smiling but also with just a touch of concern, Tiffany replies “I wouldn't want to put you out and make it feel like a burden with me staying with you this week”. Looking deep into Tiffany's eyes, Mike replies... “Trust me, you won't be a burden or putting me out and trust me, think of it this way, you get to save money, we get more time together and get to enjoy more hot steamy sex” Mike says as Tiffany now sees the devilish grin on his face again.

Tiffany then agrees and the two of them head to the shower to clean up a bit but then engages in steamy lovemaking in the shower, where this time, when Mike is about to cum, Tiffany takes his throbbing cock in her mouth and swallows everyt drop. Through the night, they make love. In the morning, Mike and Tiffany sneak Mike out so he doesn't get busted for fraternizing with a customer. Mike calls a cab for them as Tiffany grabs her luggage and they head to Mike's apartment.

For the rest of Tiffany's stay, her and Mike engage in everything from steamy passionate love making to hot, sweaty, kink filled, sex with everything from using dildos and vibrators and fucking on every piece of furniture. Finally the week comes to an end and Tiffany has to return to her duties as a stewardess. They take a cab to the airport where they kiss farewell for the time being but know every night they will be video calling each other until Tiffany can get on another flight home. But with Tiffany knowing she may very well be pregnant by Mike.