Scott was exhausted. He’d been traveling for twelve days living out his “Bucket List” baseball trip. He’d been to four cities, five ballparks, and saw six games. The highlights were seeing games at Chicago’s Wrigley Field, Boston’s Fenway Park, and his first visit to New York City.
He was up early to catch his first flight of the day. He left Boston, took a short flight to Charlotte, North Carolina, and was finally boarding his final flight to Sacramento. As he stepped into the plane, a male and female steward greeted him. Mid-plane, two more stewardesses directed passengers to their seats. One made eye contact with him and smiled.
As they exchanged pleasantries he was captivated by the MILF’s beauty, noticing her name badge reading Shannon. She looked about his age, in her early fifties, average height, a curvy size eight-ten, dark brown shoulder-length hair, and brown eyes.
Scott settled into his seat, organized his belongings for the long flight, and glanced occasionally at Shannon. On the third time they made eye contact he gestured for her to come to him.
“How can I help you?” she asked as she stood in the aisle, about five feet before him.
“Since this is such a long flight, I thought I’d introduce myself, I’m Scott,” he said.
“Yes, Scott Williams. You’re a Premiere Flier with American. And I’m Shannon,” she said pointing at her name badge. “Can I get you anything?”
“No, not right now, thank you,” he replied with a smile.
When she walked by his seat, Scott would say, “Hi Shannon,” and smile. About an hour into the flight, she and a female co-worker were coming down the cramped aisle with the beverage cart before the meal service. Shannon asked if he’d like something, and he politely declined. The cart stayed next to him as they served passengers in several rows.
As the woman started to move the cart, the other woman noticed he didn’t have a beverage, so she asked if he’d like something to drink. “Sure, I’ll take a 7-Up.”
Shannon quickly commented, “Oh, you declined me, but now you want a drink? You must like blondes.”
Laughing, Scott said, “No, I simply changed my mind. I prefer brunettes…. Like you.” He added a flirty wink.
Shannon smiled and winked as she pulled the cart down the aisle. “Good to know,” she said.
Scott was crushing on the stewardess and decided to make a move. Knowing that their flight landed in Sacramento just after 10:00 pm, he knew the flight crew would spend the night at one of the nearby hotels.
As she started to walk past him later in the flight, he stopped her. In a slight whisper, “Here is my card. If you’d like to get a drink later tonight just text me.”
Shannon smiled, “Interesting,” she said. “Do you always flirt with your stewardess?”
The plane continued on and eventually landed. As Scott exited, he was happy to see Shannon saying goodbye to passengers as she stood in the spacious First-Class section.
As he passed her, he said softly, “If not tonight, maybe your next layover.”
Minutes later Scott’s phone dinged as he stood near the luggage carousel. He had a text message from an unknown number. He opened the text, “Quick turnaround with an 8:00 am flight, but maybe next time. Shannon” with a purple heart emoji.
Over the next week, Scott and Shannon sporadically traded texts between her flights and days off. Of course, the three-hour time difference between Charlotte and Sacramento didn’t help, but they did learn the basics about each other.
**
About three weeks later, he received a text from Shannon: “Good news! I’ll be landing in Sacramento next Tuesday night. Wednesday off. Leave the hotel on Thursday at 7:00 a.m. for an 8:20 a.m. flight. Available Wednesday from Noon to 8:00 p.m.”
It was a Friday, so he had five days to plan something. He texted her right back. “Can you talk now? Call me.”
His phone rang and the two spent twenty minutes talking. She had only been to Old Sacramento once on her previous layovers in town. Scott started thinking of ideas for the day and had several things planned within a few hours.
Scott texted Shannon that night. “I’ll pick you up at noon. We’ll start on the river. I have a boat, so wear your swimsuit and casual clothes. Bring a second casual outfit. Sneakers/sandals, jeans/shorts, tee/tank top, etc. Nothing fancy. I’ll give you a small tour of Sacramento before dinner a casual Mexican dinner in Midtown. Hotel by 8 pm.”
**
Shannon arrived in Sacramento and checked into the hotel where her crew would spend two nights. As she entered her room, she saw several balloons reading “Welcome to Sacramento,” a small flower arrangement, and a card on the desk.
She opened the card. “Shannon, I’m looking forward to a fun-filled day with you. Scott.”
Her watch read 10:16 pm. She figured Scott was waiting for her text about the flowers, and she wanted to express her surprise and delight. She texted, “Thank you for the beautiful flowers and cute balloons. See you at noon in the lobby. G’night, Shannon.”
**
He pulled into the Grand Hyatt’s driveway, told the valet he’d be back in ten minutes, handed him a crisp twenty-dollar bill, and said, “Don’t move it, please.”. When Scott entered the lobby, he saw Shannon and two other women on an L-shaped couch.
“Hi Shannon,” he said as he approached the three women. “Are your friends joining us today?”
“No, we’re not,”’ said one of the other two. “I’m Cindy, and I’m the crew chief. Since Shannon doesn’t know much about you, I wanted to take a photo of your ID. Is that ok?”
The tone of her voice told me she was dead serious. By now, all three ladies had stood up, and he noticed Shannon had a backpack. Scott pulled out his driver’s license and allowed Cindy to take a photo, and then he handed her one of his business cards. “Shannon knows I’m an American Premiere flyer,” he told her hoping to add some cache to pass her test.
As Shannon and I left, I told Cindy, “If you’d like to get a photo of my license plate, my car is in the driveway.”
“No, but I am curious to see what you’re driving,” she said in a snarky tone.
The four walked out to the valet area, and he pointed to the right. “The white SUV is mine,” he said, referring to his Mercedes-Benz GLS 4Matic.
The three women all looked at each other and smiled signaling their approval. “I’ll be back about 8:00 pm,” Shannon told the ladies.
**
As they pulled away from the Hyatt Scott told Shannon of his plans for the day. “We’ll go to Miller Park Marina where I have my boat and go upriver to the Virgin Sturgeon for lunch. Then I’ll give you a short tour of the river. Then, at about 3pm, we can go into midtown. I can show you the State Capitol, Sutter’s Fort, and Crocker Art Gallery. We have dinner reservations at Zocalo’s at 6:00 pm.”
Shannon was smiling. “Wow, that is quite a day. I’m impressed that you planned all of that. Do we have time to do all of it?”
“Yes. It’s all flexible. If we want to stay on the boat and go bar hopping on the river we can do that instead,” he told her.
“Hmm, that sounds more like my type of day off. A day on the river, on a boat, getting sun, and going to several spots for drinks sounds better than museums,” Shannon said truthfully.
Laughing, “OK, a day on the river it is!”
Ten minutes later, they parked at the marina and walked down to his boat. Scott had already been there an hour before, dropping off an ice chest with various beers, seltzers, sodas, and waters, plus a nice charcuterie box. He had also tucked away two nice bottles of local wine. He had towels, lotion, sunglasses, and just about everything they might need on the boat for the afternoon.
“Which boat is yours?” asked Shannon.
“That old wood boat to the right,” he said casually.
Shannon came to a dead stop on the boardwalk. “That’s an old Chris-Craft. That is a classic,” she said looking at him.
He explained that his boat was from the last production year, a 1971 and that he purchased it from the original owner in Lake Tahoe in 2001. He had the boat fully restored in 2016.
After going up the Sacramento River for about twenty minutes they docked at the Virgin Sturgeon, a long-time dive-bar river restaurant. This place would get one star for interior design, four stars for food quality, and five stars for service.
Shannon and Scott went light for lunch, splitting a Turkey BLT and each had a side salad, knowing they could nibble on the charcuterie box. They also had their second drink of the day. As the couple ate, he finally came clean to her, saying, “As soon as I walked into the plane, I was drawn to you. You’re attractive, have a great smile, and have this warm aura.”
She smiled and told him she rarely talks that much with passengers, but, “There was just something about you. You were dressed nicely for a long flight, which set you apart. I can tell you exactly what you wore: khaki slacks, a sage green button-down shirt, and light brown leather shoes.”
Scott admitted to her, “I don’t usually dress that nice for plane flights, but I’ve been single for a few years and decided in the spring to ‘dress to impress.’ I have nice clothes so I might as well wear them. No more shorts and tees when off work.”
They retraced their route downriver and headed south, stopping at two other spots, Crawdad’s and Chevy’s. The couple had switched to margaritas at Chevy’s in preparation for their Mexican dinner, and it was then that the booze hit them both. They both became flirty, giggled more, and were having so much fun. The conversation flowed easily. They touched each other’s arms and thighs and shared a few quick lip kisses.
When they boarded Scott’s boat she asked how much farther to the marina. When he told her about ten to fifteen minutes, she asked if they could stop in the middle of the river somewhere. He suggested an unused dock on the west side of the river, opposite of Old Sacramento.
After he tied the boat down to the dock, Scott sat in the back U-shaped seats. Shannon moved seats but surprised him by sitting on his lap. Before he knew what had happened, her tongue was exploring his mouth. Scott was more than happy to reciprocate, and the couple started a soft, slow, and sensual forty-second make-out session.
Shannon was wearing a pair of short dark denim shorts, a red bikini top, and a loose unbuttoned light denim shirt. He had changed at the marina earlier and had on board shorts and a t-shirt. Shannon took off her loose shirt and asked if he’d put on her sunscreen.
As Scott took his time applying her sunscreen, he kissed her neck and nibbled on her ear as she pressed her ass into his crotch. The sexual tension was escalating, and Scott’s cock was rock hard.
“You better stop teasing me or I’ll take you right here in the boat,” he told her.
Shannon looked at him, and with a mischievous smile said, “I wish you would. Is there a private spot on the river we can go to?”
He told her that just past the marina there were three sloughs, between fifty and a hundred yards long. They could hide toward the back of one so no one could pass by their boat.
Twenty minutes later Scott dropped anchor in the Yolo Slough. They had passed one small houseboat and two other boats near the front, who were simply hiding from the strong river current as they enjoyed the day on the water. They were at least fifty yards away from the houseboat.
Scott initiated the first kiss, Shannon pulled his t-shirt off and surprised him by licking his nipple and then lightly sucking on it. “Oooooohh,” he softly moaned.
He didn’t want to waste any time, so he untied her bikini top and took in the sight of her fully tanned boobs. Being one hundred percent Italian, she had a great Mediterranean skin tone, but it was apparent that she went in a tanning booth. Scott softly caressed her breasts then kissed down her neck and shoulder, and finally found her nipple. He licked, kissed, playfully bit, and then lightly sucked on her milk-dud-looking nipple. Shannon had dark brown areolas and large, dark, and hard nipples.
They were soon naked and taking turns giving each other oral in the warm September afternoon sun. Shannon was stroking his throbbing six inches when she asked, “Captain, permission to climb aboard your cock?”
Scott laughed, “Permission granted.”
She licked the large drop of precum off his crown and then mounted his waist and slowly slid down his dick before grinding away when he was balls deep. Shannon began a slow rocking motion, sliding almost off his schlong, just leaving the tip inside her wet sex tunnel. Scott had his head back against the seat cushion and was enjoying the sight of a beautiful woman riding him in cowgirl. He used both hands to lightly rub and squeeze her fantastic tits before licking and sucking on each nipple.
As they fucked, both were moaning softly, talking dirty, and giving the other compliments. Shannon whispered, “I’m going to cum.” She quickly stopped rocking, her body tensed up and quivered as her small orgasm hit. “Don’t stop. Keep fucking me,” she directed him.
As Scott thrust, he felt her second climax when her pussy clamped down harder on his shaft. “That’s number two. Should we go for three?” he joked.
“Yes, don’t stop. Harder! Faster!” she said loudly.
Scott kept at it as the boat rocked in the water, thrusting harder and faster than before. He noticed Shannon’s eyes were rolled back and her head tilted forward. “Sit up,” he told her.
As she sat tall in the saddle, he licked his thumb and lightly rubbed her swollen clit in a circular motion. “Oh, fuck yes! Right there!” she mumbled. Shannon was moaning louder and louder as they made waves in the slough.
“Let it go! Cum on my cock, baby!” he said.
As if on cue, Shannon let out a loud high-pitched squeal as her third, and most powerful orgasm hit. Her full body shook, and as she fell forward, she put her hands on Scott’s shoulders. “Holy fuck! That was amazing!” she whispered into his ear.
As they looked eye to eye both were smiling and rejoicing in the great sex they just had. After a minute Shannon said, “Your turn. How do you want me?”
Scott instantly said, “Doggy. Knees on the seat, hands on the boat, I’ll stand behind you.”
As they moved to reposition Shannon noticed her creamy cum covering Scott’s cock. “Let me clean your dick. I love the taste of my cum,” she said.
As he stood in the boat, Shannon held his cock toward the sky. She licked from his balls up his shaft, circled the ridge of his glans helmet, and back down his erect half-foot of love muscle. For good measure, she bobbed on his manhood twice sucking off her nectar.
Once in position, Scott rubbed his crown up and down her dripping pussy and easily pushed into her honey pot. He slowly began moving his hips, his dick going in and out. With one hand he grabbed a handful of her dark brown hair and pulled back, with the other he playfully slapped her phat ass.
Shannon turned her head to look at him, “Cum wherever you’d like, but I want it in my mouth.”
The two horny fifty-something-year-olds were soon in an animalistic fuckfest as Scott pounded her ass with hard thrusts, and Shannon added to it by pushing back. After several minutes he knew he was close to busting his nut.
“I’m going to cum. Turn around and sit down,” he directed her.
Shannon spun around and sat down quickly on the bench seat. “Cum in my mouth. Give me your jizz!” she said.
He stroked his cock a few times, “Get ready!” he announced. “ARGH!”
Scott shot a huge rope of spunk all over her face, with maybe half of the man milk going in her mouth. The next several blasts of cum landed either in, or around, Shannon’s mouth. When he stopped stroking, she took his tool in her mouth and milked out the last few blobs of his iridescent pearl seed.
When he looked down, Scott saw that Shannon had a spunk mustache on her upper lip and several globs on her cheeks and chin. He wiped her upper lip with his finger and fed her the baby batter. She then cleaned her chin and licked her finger clean.
“Oh, that was fun,” she said trying to catch her breath.
“Yes, it sure was,” Scott said as he opened the ice chest. “Water?”
There they sat in the back of his boat, naked, sipping water as they cuddled and enjoyed the endorphins from their sexual exploits. After ten minutes they decided to get dressed and head back to the marina to shower and get ready for their dinner reservations.
As they approached the houseboat in the slough, an older man, in his seventies, stood up and said hello as they slowly cruised by. He held up a pair of binoculars, laughed, and said, “Thanks for the show!”
The End – Chapter One
