surprise-winter-holiday-encounter
MATURE SEX

Surprise Winter Holiday Encounter

Surprise Winter Holiday Encounter

by hotwell
17 min read
4.63 (22500 views)
adultfiction

Gil made the turn and saw that the parking lot was almost empty. "Great!" he thought to himself. Over the last five years or so, the neighborhood had undergone gentrification and the population increase had made the gym overcrowded on most days. With the Thanksgiving-Christmas holiday season started, Gil figured that most of these new younger kids would be distracted from attending the gym with parties and heading home, wherever that may be.

Now 62, Gil still religiously went to the gym and for whatever genetic reasons, he was still very fit and could pass for someone in their 40s. Only his more salt than pepper hair and receding hairline would suggest he was older. As he scanned in and went upstairs to the weight and machine area of the gym, he smiled to himself already appreciating the emptiness of the space.

Taylor wasn't upset that a work assignment kept her in town this holiday. She was looking forward to just having time to herself and settle in to her relatively new city. There were several places around that she had wanted to explore but just hadn't had the time even though she had moved here over a year ago. Over the summer, she joined the gym hoping to get in to better shape for the snow sports and hiking that seemed to consume everyone here. At 32, most of her friends were in serious relationships but Taylor had no intention of trying to find anyone...she figured it would happen on its own timetable.

Ear pods in, humming to a Dua Lipa tune, Taylor was in her own world as she moved from one machine to the next. As she was setting up the next machine the release pin would not move. She tugged harder. Still no movement. Gil was moving across the gym floor and saw Taylor's frustrated efforts. He had seen her in the gym many times before, mixed in to the mass of 20, 30 and 40 somethings. As he walked over to help, he was able to get a better overall assessment than in the past. Taylor had her dark hair pulled back into a pony tail, ball cap on her head shielding her warm brown eyes and cute dimples.

"Excuse me, can I help?" Gil said as he reached her side. She didn't notice immediately since she was looking down and had her music going. A moment later she realized someone was standing next to her and looked up to see a handsome, mature man standing next to her trying to say something.

Flashing a smile and popping out one ear pod Taylor said "Hello, I'm sorry. Were you using this? It seems to be stuck".

"No, I saw you having a problem. May I help?" and with that Gil reached down to the release pin and pulled as he moved the seat with the other hand. The trick was taking pressure off of the pin. Taylor watched in amazement at how easy that was, and then flushed with a little embarrassment.

"Thank you!!!" Taylor beamed.

"No problem. Shout if you need help with anything else. This equipment is old and finicky" Gil replied, as he flashed his own perfect smile.

As Taylor went through the rest of her workout, she occasionally would eye Gil with a side look, or in the gym mirrors. She admired his physique, smile and general manner. Questions started to run through her head - why hadn't she noticed him before? Is he married? Girlfriend? What's his story? Oh well, time to get out of here and go clean up and meet up with some friends later for a holiday outing at a local bar.

Gil moved through his workout, glancing here and there at Taylor. Usually he didn't think much about anyone in the gym but those eyes and smile had done something to him. He watched her toned body go through the motions on the various machines and wished he was 30 years younger. She probably has a boyfriend, though he had never seen her with a guy in the gym or talk to anyone for that matter. He continued his workout and at some point Taylor had left the gym. Hopefully, he thought to himself, he would get to see her another time at the gym in the near future and maybe mutually smile or say hi.

After getting home from his workout, Gil saw that he had a few text messages from various friends. One was from Paul. He was going to be on Gil's side of town early evening and wanted to catch up over a beverage and bite. They hadn't hung out together much since Paul got married and moved to the other side of the city. Gil shot back a text saying "yes" and picked a location. A relatively lively new bar/restaurant, a type that seemed to be taking over every open spot in the neighborhood.

Gil and Paul opened the door to the restaurant and a medium roar of conversation and Christmas music hit them in the face. Holiday diners. Gil guided Paul to the right around a slight bend to a bar area. It was equally busy but they managed to find two bar stools just coming open and popped in. Gil ordered his standard - negroni, and Paul started with his usual Coors. Food was ordered and arrived, along with the next round of drinks. It was great catching up with Paul and hearing about his new married life. Those days of hanging out and looking for women seemed long ago, though it was actually only 5 years.

As the third round arrived, Gil felt a tap on his back. Turning he saw a familiar looking long haired brunette with a big smile. It was Taylor! She looked different with her hair down and out of gym clothes.

"Hey there, mister!" shot Taylor.

"Oh, hey back! I didn't recognize you at first, outside of the gym gear!" Gil replied. She looked amazing in a nice fuzzy sweater, jeans, and UGGs.

"I'm here with some friends, at the hi-top over there, for a holiday cocktail and saw you over here so I came over to say hi! I'm Taylor by the way."

Gil looked over her shoulder to the hi-top nearby and saw four other women chatting and laughing. "Looks like a fun crowd...I'm Gil. This is my friend Paul." Paul and Taylor nodded and smile politely at each other.

"You're empty handed." Gil observed. "Can I buy you a drink?"

"No way, Gil. I owe you for helping me in the gym!"

"Well I just got a new drink so maybe a rain check?"

"How about a shot of something fun then? Bailey's?"

"Sure!"

Three shots arrived, one for Paul too, and glasses clinked and a toast to happy holidays with the drinks going down immediately thereafter.

"Thank you, Taylor!" Gil. He leaned over and gave a brief, friendly hug. "Go get back to your friends. I'm sure they are missing you. See you in the gym soon."

"You bet, Gil! See you there!"

He admired her as she walked back to her friends. Once she reached the table she said something and they all looked towards Gil and Paul, and then went back to their discussion.

Gil and Paul talked for another 20 minutes and finished their drinks. Gil said "I'm calling it a night. Are you ok to drive home Paul?"

"Yes! We've been here two hours and I've only had three light beers and that shot, plus that huge dinner."

"Alright, but you know you can crash at my place if you need to."

They started to make their way to the door, and Taylor yelled out "Gil!"

Gil and Paul made their way over to the table and said hello quickly.

"Gil, would you please take a group photo of us?"

"Sure thing!" Taylor handed him her cell phone and Gil snapped a few photos.

"Ok, now one with you and Paul too!" Taylor took a group selfie photo.

📖 Related Mature Sex Magazines

Explore premium magazines in this category

View All →

"Wait, don't leave yet. Let me send you this. What's your number?"

Gil supplied the digits and as he spun around to leave and said over his shoulder, "Thanks, see you at the gym!"

Taylor sent the photo to Gil's phone while Gil and Paul headed out. Gil felt the buzz of his phone in his pocket and looked forward to seeing the photo.

"Have a safe trip home, Paul. Great to see you and let's catch up again soon!"

Gil started his short walk home, only a few blocks away. He pulled out his phone half way and looked at the group photo Taylor sent. She was a real beauty, the understated type that one appreciates more and more as one gets each sighting.

Once home, Gil grabbed a cocktail glass and made himself a nightcap, put on some music and looked at his phone again. He saved the group photo and sent a copy to Paul. Gil then sent a reply text to Taylor -"Nice to bump into you tonight. Don't get too crazy. If you show that to anyone, they will probably wonder why you are hanging out with old guys!" For no particular reason, he then saved Taylor's contact info into his phone with the group photo as the profile image.

Gil surfed around a bit on the internet on his phone, sent a few messages to friends, but it was late and they were likely already in bed.

His phone then vibrated with a 'ding'. Gil picked up his cocktail to sip and looked down at his phone..."Message from Taylor". He almost gagged on his drink.

"It was great to see you tonight! What a surprise, especially since I had been thinking about you all afternoon!" Taylor had messaged. "I might be a little buzzed :) so I'm sorry if that was too forward."

Oh boy, though Gil. "No worries, Taylor! Are you ok to drive home?"

The phone sat silent for a minute, then five, and then ten minutes. Ding! It was a text from Taylor.

"Hey there, sorry. I was saying goodbye to my friends...about to head home myself".

"Are you ok to drive?" Gil texted back.

"Well, probably not, but I just backed out. Maybe I will sit here a bit."

"You're welcome to wait it out at my place. I'm just a few blocks over on Yates street. Close enough for you to drive over or I can come get you."

"Aww, you're sweet. That would be nice for a short while until I get fully sober."

Gil sent Taylor his street address, and then jumped up and cleaned up some clutter. His house was generally guest ready but there were always a few loose things here and there that needed stowing when guests were expected.

He heard a car pull up, door close and footsteps approaching the door.

Knock knock

.

He opened the door and there was that smile and beautiful eyes.

"Hi, Taylor. Come in! Have a seat. Can I get you anything?"

Taylor walked in and aimed for a low sofa in the living room. She noted that the house was clean and modern, carefully curated. "I'll just have a water. Thanks so much for letting me sit here for a few minutes. I shouldn't drink so much but time got away from us. I'm probably ok but I don't want to take any chances."

"No problem at all. It's convenient living so close to the drinking hole, so I don't have to drive." Handing her the glass of water, he took her coat and laid it over the back of the sofa and then took a seat in the chair and picked by his drink.

"Whatcha drinking?" Taylor asked to start conversation.

"It's a negroni. Same thing I was drinking earlier, but better. Ha!"

"I've never had one..."

"Here, give it a taste." Gil said as he handed the drink to her.

Taylor took a sip, shivered with repulsion and dissected the complex flavors in her mouth. She took another sip, no shiver this time, and savored the flavor. "Wow, that is really good. Interesting!"

"Ha, definitely an acquired taste. Bittersweet. I love it. They are powerful though - all booze!"

It was quite for a moment, then Gil said "I can make you one if you like, but you have to promise to stay until you are ok to drive. I can make a snack or something too if you like."

"I'd love that! Are you sure it's ok? I don't want to keep you up."

"No problem at all. My pleasure actually. This way I can learn more about you before you run off!"

Taylor enjoyed the blend of adult rock music that was playing. It was the same stuff that her parents listened to along with some popular artists from the last two decades. She watched Gil's smooth movements as he crafted her beverage and refreshed his own. She thought "What am I doing?" "No idea, but I'm comfortable" was the response in her head.

Each had their drink in hand and the banter went back and forth, topics ranging across restaurants, friends, music, the gym, and eventually ex boyfriends and girlfriends.

🛍️ Featured Products

Premium apparel and accessories

Shop All →

"I have an on-line profile but haven't made any effort to actually go on a date since early summer. I feel like the last break up was an opportunity to learn more about myself, rather than rush out and look for a distraction," Taylor said.

Gil briefly mentioned a divorce 10 years ago, following 10 years of marriage with no children. He sheepishly admitted to being somewhat of a playboy since then with a few semi-serious relationships, though crossing over 60 years of age seemed to limit the playing field.

The conversation continued easily and both were starting to feel some effects from their beverages. The music cycled to a John Mayer CD.

Half way through their drinks, Taylor commented, "This drink makes me feel warm and fuzzy."

Gil quipped, "Just like your sweater," and tossed a wink her way.

"Oh, you like my sweater?"

"I like how your sweater fits you."

"But you can't tell if it's warm or fuzzy without touching it," Taylor said, almost in a whisper.

"Are you inviting or daring me to touch it?"

"Your choice," she whispered as she closed her eyes and took a sip of her cocktail.

Gil could feel a familiar tingle that stoked a fire inside. He moved gently next to Taylor on the sofa. Her scent was intoxicating. She looked up into his eyes and smiled and he slowly moved his hand to the sleeve of her sweater. Yes, it was soft, warm, and fuzzy. Taylor placed her hand on top of his and moved it to her neck and then down onto her right breast. Her back arched slightly as Gil's hand firmly grasped her round breast through the sweater. She could feel herself instantly become wet.

"Mmm...that feels so good, it's been a while," she murmured.

"It feels good from this perspective too, Taylor."

In the blink of an eye, Taylor spun over on to Gil, straddling him. She leaned down close, lips almost touching. "I don't know what I'm doing Gil, but in this moment I am craving to be as close as possible to you. Does it bother you?"

Gil could feel her warm breath on his face. His response to her question was to move his face closer, delivering a soft kiss to her lips. For a moment they separated their lips and then Taylor hungrily moved back in for a deep wet kiss, all the while grinding her pelvis into Gil's now growing groin.

After a few minutes of the continued kissing and beginnings of exploring each other's shape with their hands, Gil came up for air. "Taylor, would you like to move to a more comfortable location and continue?"

Without hesitation, Taylor replied, "Absolutely!"

With that, Gil led her up the stairs to the master bedroom. Taylor crawled up onto the bed and looked dreamily at Gil. As if pulled by a trance, Gil crawled onto the bed and on top of Taylor to continue the kissing and exploration they had started downstairs. Taylor suggested the removal of some clothing. Gil responded by helping Taylor out of her sweater and bra. Taylor reciprocated by removing Gil's button shirt. They admired each other's torsos. Gil was mesmerized by Taylor's youthful, firm breasts. Taylor in turn could not believe this man was 62. He was trim and muscled, and could easily put anyone in her age group to shame.

Their bodies tangled together again, this time skin on skin. It was as if they had lighted a match on gasoline. Before they knew it, both were completely naked and exploring each other completely with hands and mouths.

"I want you..." Taylor commanded softly, but assertively.

Gil, long ago hard, obliged by spreading Taylor's legs. He laid his thick cock on the lips of her drenched opening. Gasping, Taylor reached down and pushed the cock into her velvet curtains and Gil drove into her deeply with a primal thrust. It sucked the breath out of both of them. Gil pulled back and then started his repetitive strokes, reaching an optimal cycle for both. Taylor received Gil with her entire body, enjoying every movement until the moment came when she wanted more, and faster. She clutch his back and then his buttocks.

"Fuck me...harder. I want you to come inside me. Fuck me..." Taylor commanded as she could in between his thrusts.

Gil accepted the order and worked his way to the finish line. He hadn't felt a pussy so firm and responsive in many years. It didn't take long to reach that final stroke buried deep inside Taylor as he exploded. He could feel Taylor pulsating too, and now she thrusted back, rapidly bucked and wrapped her legs around Gil as she convulsed with her own orgasm.

-------------

It was warm under to covers. Taylor and Gil were spooning and the morning light was starting to come through. Frost on the windows.

"That was fantastic. Thank you so much," Taylor whispered to Gil.

"I enjoyed that as much, if not more than you, Taylor."

"OK, fair. Amazing as it was, I don't think it is the start of anything serious. I hope you understand?"

"Totally. I'm all about taking experiences as they come."

"You're so wise," Taylor said with a grin. "You wouldn't turn me away though if I needed to sober up again after a night out with the girls would you?"

With an ear-to-ear smile, Gil leaned down and kissed Taylor hard on the lips.

They spent the next hour devouring each other again.

After a cup of coffee, Gil cleared the frost from Taylor's windshield, warmed her car.

"See you at the gym..." Taylor said.

"Yeah, see you there..." Gil winked back.

Then she was off to her world, and he back to his.

Enjoyed this story?

Rate it and discover more like it

You Might Also Like