I feel like I can and should tell this story today. When I was tending bar a fancy boutique hotel we’d have representatives from local wineries and breweries come by to sell their wares to management, once the deal was struck they would educate the staff on how pairings might go, and give us tastings. One small up and coming winery had a rep named Daniel. The winery was small but growing, Daniel did everything at this winery. This man was fine as hell. So charming, tall, dark blonde with gorgeous green eyes. Like fucking sparkling light green eyes and a slight beard. So handsome I can’t even tell you. So he actually sets up behind the bar and the servers and me & a few other employee are in from our days off, just here at the hotel for the intro and tasting. It’s a lazy Tuesday morning I just finished my workout, so I’m in my yoga leggings and sports bra with a loose fitting top and flip flops. I’m not too bad looking myself, I look half white half Asian with long dark hair, light whiskey colored eyes, tall, b cup boobs, large ass and long legs.
So Dan is behind the bar, I try to act like he’s not so hot. He’s giving everyone equal attention like a good rep should. Every time he turns around I check out his butt: nice. I listen to his talk, educating, blah blah blah. I engage him in some small talk about the winery. It’s in Sonoma which is about and hour north of the hotel. I make small talk about it, and they have a large tasting room that partnered with another place that expanded to olive oils and vinegars, etc. I said I should go there one day. He says Thursday would be good. Showroom closes at 4:30. Get there by 4 and I would be able to try whatever I wanted. With an extra wink at whatever I wanted. I don’t know if I was imagining the wink or what. I did like all the wines. If nothing else I can come back with a few bottles and some oil and vinegar.
Thursday rolls around and I find my way up the long winding roads to the winery. If you’ve ever been wine tasting some are made in caves, distilleries with big metal containers, smaller ones in barrels. This winery had the cool caves. Dan lead me on a lovely walking tour of the estate. The sunset at about 5:45 we watched it go down over the vineyard. We spent all that time chatting sipping on my favorite wine from the day. We decided to refill our glasses back at tasting room. By then most of the employees went home, so we had the place to ourselves.
There were all the olive oils in there metal dispensers along one wall and a row of vinegars too. Dan poured a small amount of olive oils into the sample size cups and I tried all his favorites, lemon, herb de Provence, etc. we mixed them with some balsamic vinegars grapefruit, fig, etc that would go well.
This felt very much like a first date and I very much wanted to get into Dan’s pants. So I start asking how he uses his olive oil. He says in pastas and finishing vegetables. I asked, “Do you ever use it for lube?” I think I startled him a bit. I come off and innocent and that I want to be wined and dined but I also like to be taken, rough and hard like a whore in heat.
Dan clears his throat and says, “No, I can’t say that I’ve ever used olive oil in that particular way.”
“Would you like to?” I tease, going over to his favorite flavor and dispensing it into the little cup. “Or maybe you’d like to pour this on my tits and rub it around?”
His eyes get big and he says, “Eh, are you serious? Maybe we should go back to my place.”
“I want you right here, right now. I think it’d be hot.”
He shakes his head, “Nah, there’s cameras around.” Then he smiles wide, “But in the caves there’s not.”
He grabs a bottle of olive oil and my hand and leads me back to the wine cellars from a round about way. He says, “Are you sure, I didn’t invite you up here for this. I kind of wanted to get to know you.”
“This is the best way to get to know me. Naked and from deep inside me.” I laugh as the lights turn on and I see a wooden picnic table with some notebooks, and barrels along the walls. I feel the cool breeze from the temperature controlled room as I take off my tank top. My nipples get instantly hard. I look over at Dan and he’s just staring. “Don’t leave me hanging, Dan, get naked. Oil might stain things, so you know we need to take off everything.” Wink wink.
As I’m taking off my shoes, pants and panties I see Dan take off his t-shirt and drop his pants with boxer briefs to the ground he takes a minute to shimmy out of his shoes and socks. He looks incredibly handsome everything is nicely proportioned. I just want to gobble him up. I lean back against one of the barrels against the wall and pour oil across my chest. I rub it onto each breast and beacon Dan over. He gives my breasts a lovely rub, pinching my nipples and licking a biting all over. Sigh… It feels amazing. The smell is earthy. His hands are warming up the oil and rubbing with just the right pressure. It’s so quiet all I can hear is my breathing and the rasp of his hands against my body. He works the oil lower over my taunt belly, passed my shaved mound and onto my clit. Just where I want him to touch me. I feel like a needy little slut. I spread my legs a bit giving him more access. I gasp as his fingers penetrate my cunt. I’m already wet, but I can feel the olive oil adds to it deliciously. We kiss and I taste all the flavors of oils and tangy vinegars. It’s amazing. I ride his fingers and he manages to makes me cum standing up with just his fingers. I have to hold onto his shoulders as I cum, shaking and screaming a bit, it echoes around the cave.
I want to return the favor and start to get down on my knees, but he pulls me over to the picnic table he takes a seat on the bench facing outward with his back against the table the bottle of olive oil is behind him. I straddle his lap I reach for the olive oil and pour it right onto the top of his dick. It looks gorgeous, so shiny and hard. I watch the shiny drop of oil glide down the sides of his cock. So beautiful. I use corkscrew motions to lube him all up. We’re both watching my hand movements and he’s moaning and arching his hips up. Wanting more, I lower my pussy onto his dick slowly slide my body down onto him. I can feel my slippery breasts against his hairy chest. My nipples get tickled. But his cock in my pussy is the showstopper. My eyes roll back and I have to gasp and arch my back, face to thank the heavens for inventing fucking. I milk his cock, every upward movement I tighten my pussy. He groans and grabs my ass helping me lift up and slamming me back down he meets me half ways sometimes, fucking me from below. He whispers, “I want to come in you.” I whisper back at him. “Come anywhere you want.”
After a few more thrusts his hips stay up and his hands are forcing me down, muscles in this neck are straining. He groans and comes deep inside me. I feel it and I grind a bit savoring the feeling. It’s so good my pussy is pulsating. It must be so swollen. We both look at each other. Huge smile on my face and a more tired and shocked expression on Dan’s face. Awkward moment. I start to get up and that little bit of friction makes me feel like I want more. Like I want to come again. If you don’t know what insatiable means…. so I lean forward and hug him, snuggle into his nice fluffy chest and maybe just wait for his dick to get soft and plop out of me.
Only he doesn’t get soft. He says, “Oh fuck, that was good, so intense. Never thought I’d fuck someone here. You okay?”
I mumble “Never better.”
He chuckles, “I’m not even tired, can you go again? I didn’t use the oil like I wanted.”
At that I perked up, “What do you mean?” With hands that are still slightly oily he reaches around to rim my asshole with his fingertip. “Ah, oh, yes please.” My pussy automatically tightens at first as I try to relax all my muscles down there. His dick is still rock hard in my pussy. He reaches over for the bottle of olive oil again and pours a generous amount across my butt. He massages it in and around both round globes. Lifting and lightly smacking. Jiggling and then finally fingering my asshole, first with one finger, then two. “I can feel my dick in your pussy through your asshole.” I can feel it too. I want to ride him again but I enjoy the ass play too much. I become a whimpering, ass slut as he loosens my asshole up for his cock. He rims, and stretches out my tight sphincter. Echoing around the cave are high pitch sounds from my soul. “Please fuck me. Please fuck my ass.”
He puts his hands on my hips and lifts me off his dick. I straighten up and stand. As he stands I want to take his dick in my mouth so I briefly go down on my knees to taste my pussy on his dick in one long kick from base to tip. He lets out a groan and says, “There’s time for that later.” And bends me over the end of the table, pulls my ass cheeks apart and licks. My whole upper body levitates off the table. I didn’t expect that. Then he grabs the oil and pour more right onto my brown button. He fingers me a little more and places his cock head right where I need him. And oh that first thrust. Fuck it’s heaven. It hurts so good. I moan like I’m dying. I hold onto the edges of the table. I look back at him. He smiles back at me, “Your ass is so fucking tight.” Moving back and forth, and I move to meet him. It so good. It get easier and easier to take him deep and hard. He moves faster and harder. I whimper louder and longer. I look back at him again and he’s got a feral look in his eyes. He presses down on my upper back so I can’t move. And just jackhammers my ass. I come from deep inside, my legs twitching. The ass fucking still feels so smooth and lubed up from all the oil. I come again and again. We must have been fucking for 15, 20 minutes. He sweaty, even with the air conditioning. I cant take anymore and in between thrusts I encourage him to cum. “Please come… please come in my ass…. I need it… I need to feel your come in me…. come hard… please.”.
He lets loose a pure animalistic growl and come
deep in my ass. My legs are pressed hard against the table. He gently moves back and out of me. I sigh and stand up hold my butt cheeks closed. I’m already a little sore in places but it was so worth it.
Dan is sitting back on the bench, he found paper towels to wipe us up. He leans over, elbows on his knees, he looks like I feel. “That was unexpected, and really good.”.
“Sure was, I can use a cold glass of wine though.” We both get dressed and make our way up to the main parts of the winery and part ways.
We dated on and off. He would personally deliver the wines to the hotel and get a room or stay at my place. I would go up to visit. We couldn’t make long distance work, but we made friends with benefits work.
Happy Valentine’s Day!!!
Source: reddit.com/r/sexystories/comments/f40gxf/the_hotel_bartender_the_wine_rep_mf
Super sexy story and a great read for Valentine’s Day.