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Hotel Bar - Chapter Two

"Trisha visits Scott in Oak Valley"

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Author's Notes

"The Widow and Widower reignite their sexual desires"

Over the next week and a half Trisha and I spoke every other night getting to know each other in detail and planning her upcoming visit to Oak Valley.

I learned that she had two married sons (25 & 27) and two grandchildren, all living in the Santa Barbara area. Her deceased husband owned several auto dealerships, and she was grooming her sons to take over the business in a few years. She wants to retire at age sixty, in four and a half years.

Much to my surprise, Trisha said she was flying in directly to the Oak Valley Regional Airport. There are no commercial air flights into OVRA, but I didn’t want to be pushy and ask too many questions. I assumed she knew someone with a small plane, and it was easier than flying to the larger airport forty miles away, renting a car, etc.

**

As I pulled into OVRA I noted that I was about fifteen minutes early from the time Trisha thought she’d be arriving. I proceed into the small airport building with various offices and a visitor’s area where people can meet those who fly into the airport.

“Scott!” I heard as I entered. Looking to my left I saw Trisha dressed casually in slim jeans, black knee-high boots, and a casual snug v-neck t-shirt. She looked stunning with her long blonde curls flowing over her shoulders.

After we shared a hug and kiss, I looked out at the several planes on the tarmac. “Which plane did you fly in on?” I asked pointing at a couple of prop Cessna planes.

“The white one on the far left,” she said.

My eyes shifted and found the plane she described, a small Lear jet with the Marquis Jet logo, a private plane service. “Whoa, that must have been an expensive flight.”

“Not really. I have a membership and there were others flying in for the weekend. This is wine country of course,” Trisha said. “We all fly back late Sunday afternoon.”

I filed this bit of information away, grabbed her bag, and we made our way out to my Suburban. It was only 10:30 am so I explained that we’d go straight to the ranch, and then to lunch.

As we pulled into “Rancho Tres Palmas” I pointed out the new winery, about two hundred yards away. I drove up the circular driveway and stopped by the front of my house.

“This is beautiful, Scott,” she said.

“Thanks, my wife, Julie, and I designed and built this about ten years ago,” I told her. “Right before she was diagnosed with cancer. We had lived in town, but after the boys went off to college, there was no need to be in town for all of their activities."

The large Mexican-style house was built with family and entertaining in mind. It has a large kitchen with commercial appliances, a combo great room and dining room, and the backyard features a pool, spa, outdoor kitchen, and large covered living space off the main house. On the far side of the pool is another small building with two full bathrooms accessible from outside or from the attached guest rooms slash offices. At the time, we were not sure if our sons would return to Oak Valley so Julie designed each of the three additional bedrooms to be on the larger side, and with its own bathroom.

“How far are we from town,” Trisha asked.

“Only three miles,” I replied.

I gave her a quick tour of the house and coyly said, “You have your choice of rooms. You’re invited to stay with me in the master bedroom, or you can have a guest room, which has its own bathroom.”

Trisha laughed, “I think we’re past guest rooms after our night in LA.”

After settling in a bit, I gave her a quick rundown of what I had planned for today. “We’ll go into town for lunch, and tonight you’ll meet my sons and their wives as we have dinner reservations at 7:00 pm.”

“And in the afternoon?” she asked with a smile.

Trying to keep a straight face, I said, “The weather is great today, so I thought we could hang out by the pool. Or perhaps adult naked activities.”

Giggling, Trisha fired back quickly, “Can’t we do those at the pool?”

“I like the way you think,” I said with a wink.

**

Since Trisha has been to Oak Valley in the past, I skipped the usual tour of downtown I give guests and we went straight to a local’s favorite, Giannoni’s Italian Deli. We each enjoyed a salad during our long lunch as we talked.

It was at this time that Trisha told me the truth about her husband’s business. She said she always downplays owning car dealerships because some people get the wrong impression. She explained how her husband was a second-generation dealership owner, but under his guidance, he grew the business from three locations to twenty-one, and from one brand, Ford, to five. All of the dealerships are in the central coast area, from Ventura north to San Luis Obispo. She studied accounting in college and was working at a CPA firm in Santa Barbara when they got married, and a few years later she became the corporation’s Chief Financial Officer. Her department reviews each dealership’s books, and does all of the corporation’s Payroll and Human Resources.

As we drove down the decomposed granite driveway through the vineyards, we said we’d lounge by the pool, enjoy some drinks, and then go to dinner. She said she was a little nervous to meet my family.

“When I told them I was having a guest this weekend they insisted. You’re the first woman I’ve had to the house, so they think it’s a big deal,” I told her. “I only told them we met at the bar, not about our hookup.”

We were soon poolside and sharing more about our childhoods, our sons and their wives, and our extended families like our brothers and sisters. After about thirty minutes I was feeling the June heat and suggested we get in the pool.

I helped Trisha up from her lounger and held her hand as we walked down the steps into the shallow end of the pool. Once we had dipped down to our shoulders to cool off, I pulled her close to me and kissed her passionately. After several kisses, we broke apart and both had big smiles.

“I’ve been waiting for you to do that,” she said.

“To be honest, I don’t want you to think I invited you here just for sex this weekend. I know our hookup in LA was fueled by lust, but I’ve really enjoyed getting to know you the past two weeks as we’ve talked,” I confided.

“Scott, thank you. My sons were worried about me coming here. I told them you were a gentleman. And to be honest, one of them did a background check on you,” Trisha told me. “He gave you the thumbs up. He said there is a ton of stuff about you on the internet.”

I laughed. “Yeah, I’m very active in the wine grape community and sit on a lot of boards and committees. And I’m an advisor for both Cal Poly and UC Davis’s grape and wine programs. But enough talking.”

I kissed Trisha again and had my hands all over her fifty-five-year-old MILF ass. She slowly stuck a hand down my swimsuit and was massaging my cock. We both were giggling like two kids. My right hand went to her back and popped open her bikini top.

“Why don’t we go inside,” Trisha suggested.

I didn’t want to wait until the bedroom, so I pulled her over to the living room couch and caressed her breasts while I kissed her neck. The short five minutes in the pool resulted in a bit of George Costanza Shrinkage on my sixty-year-old cock, but I could feel my friend swelling as we continued to build the fire kissing.

“I need you to eat my pussy just like you did in LA,” she whispered. “I can’t tell you how many times I got off thinking back to that night.”

Laughing, I said, “Me too. I’ve gone through half a bottle of lotion.”

My fingers hooked the sides of her damp red bikini bottoms and pulled them down her legs. I noticed her painted red toes with white polka dots and I sucked on her big toe as I looked deeply into her eyes.

“Hello, Dad!” yelled a female voice.

“We want to meet your friend,” said another.

Shit! It was my two daughters-in-law. And Trisha is naked on the living room couch.

“STOP!” I yelled. “Give me a minute,” I said. I realized they were in the mudroom on the other side of the kitchen.

I whispered to Trisha, “Get your suit on ASAP. I’ll go stall them.”

As she slipped her legs into her bottoms, I headed for the kitchen. My suit was still fairly wet, so I spun a yarn when I saw them. “We were just coming inside for another drink. I just got out of the pool,” I told them.

“Where is your friend?” asked one.

“She’s coming. She was right behind me,” I said.

Just then I heard, “Hello, I’m Trisha Stewart.”

Before I could turn around and make introductions, Allie blurted out, “Mrs. Stewart!”

“Oh my god! Allie!” said Trisha.

I looked at my other daughter-in-law, Kate, and we both had puzzled looks on our faces. “You two know each other?” I said.

Trisha, now dressed in her red bikini and black sarong, quickly explained that Allie grew up with her boys, lived in their neighborhood, and that Allie’s mother was one of her best friends. She also joked that she had hoped Allie would marry her youngest son, Jeff.

“Dad, why didn’t you tell me your friend was from Santa Barbara?” Allie asked.

The truth was I had told my four kids very little about my guest, just that we met at the LA hotel bar, had both lost our spouses to cancer and that we had developed a great connection chatting over the phone the past week.

“Trish let’s take a selfie and I’ll send it to my mom,” Allie laughed.

“She is going to die, Trish said. “I didn’t tell her I was coming to Oak Valley knowing she’d want me to see you.”

I made a pitcher of margaritas and the four of us talked for thirty minutes. As the girls were leaving Trisha asked about the restaurant and what she should wear. Allie laughed and told her whatever she brought would be fine.

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“Besides, you and Mom are the two best-dressed ladies in Santa Barbara,” she deadpanned. Looking at Kate, she said, “You should see their closets. Dior, Channel, and a lot of Lou heels.”

**

“Now, where were we,” Trisha whispered as we kissed on my California King bed.

“I had just taken off your bottoms,” I said.

We quickly took off our damp swimsuits and resumed kissing and caressing each other. Trish was stroking me with one hand while the other teased my nipple, sending a shot of adrenaline to my stiff boner.

I moved several of the pillows and she leaned back and spread her legs wide as I kissed up her thighs. I got a whiff of Trisha’s natural scent, and the smell of her hot wet pussy was intoxicating as I gave her the first long lick.

“Mmmmm, just like I remembered it,” she said with a giggle.

I stuck my tongue out and continued with long, slow licks from the base of her kitty all the way to her clitoris. The velvet texture was driving her wild and she was getting very wet.

My index finger entered first and went in and out several times before I added my middle finger. I slowly banged her several times causing her to moan. I then went deep looking for her G-spot. I knew I was successful when Trish let out a deep pleasurable moan.

“Oooohhhhh, yes. Right there,” she whispered.

After a few minutes finger fucking her, her breathing became faster and shallower, like quick half-breaths. I suspected she was close, so I sped up the digital penetration, making sure to hit her G-spot with every deep dive. She was moaning almost non-stop.

“Yes! Yes! Yes!” she said in a low sexy raspy tone, reminding me of the sultry actress Brenda Vaccaro.

I zeroed in on her internal sacred spot and applied constant pressure for about five seconds, causing her to grind her hips up and into my hand. Next, my fingers started curling rapid fire as in the “come here” motion. This action was too much for her.

“Oh shit! Yes! Fuck! Don’t stop!” she panted. “I’m about to cum!”

As she uttered that last “M” her body shook, twitched, and her pussy started to squirt. I kept fingering her G-spot and Trisha was moaning loudly.

“Let it go,” I whispered.

I went for about five more seconds with my fingers and pulled out my soaking wet hand and fingers. Trish had re-opened her eyes, so I licked my fingers and then buried my face in her pussy spreading her nectar all over my face as I slurped up her juices.

Trisha seemed to regain her composure, so I decided to go for orgasm number two and went straight to her clit. I randomly kissed, sucked, and licked her pleasure nub with varying pressure to keep her off balance. After a short two minutes, Trisha was pushing my head into her kitty.

“Suck my clit. Suck it hard,” she growled.

I followed her wishes and clamped down on her clit with as much mouth suction as I could, and sort of slurped quickly giving her the effect she wanted. Her pussy tasted sweet, and tart, and I was savoring the taste. While still pushing my head down, I could feel her left leg start to quiver so I knew she was close, so I reached up and pinched her left nipple.

“YES!” she exclaimed.

My fingers were still applying pressure to her nipple, when I got to the five count I released her dark brown eraser-sized nip. I reached across her body and pinched the other nipple.

“I’m cumming!” Trisha yelled.

Her pussy was flowing like a river during a hundred-year storm, and she finally took her hands off the top of my head. I looked up, took a giant breath, and saw her eyes were closed as she came down from the physical and mental high of her orgasm.

I moved out from between her legs and put my arm around her shoulder as she caught her breath.

“Without question, you are a world-class pussy eater,” Trisha said. “Granted, its been thirty-plus years since I’ve been with another man, but my husband was average. You’re on another level.”

“Thank you,” I whispered into her ear. “I love getting women off. A girl in college taught me everything I know.”

We chatted a bit when she stopped me. “Just to be clear, not all of my clothes are fancy designers like Allie mentioned. I’m active in many organizations and attend a lot of fancy fundraisers in both Santa Barbara and SLO.”

I laughed, “Believe me, I get it. I own two tuxedos. And Julie had fancy gowns too.”

“Just to be upfront,” she said as we continued the pillow talk. “I’m worth north of ten million dollars. Everything is in a family trust and several LLCs.”

“I understand,” I told her. “My Dad transferred all of the land and business stuff to me a few years ago. I now have it all in a trust. And with the new winery, we have two separate LLCs, one for the wine grape operation and one for the winery. And we’re in the same ballpark financially.”

“If I may,” Trisha said, “how much land do you own?”

I explained that the main ranch is almost 400 acres, and we have three other properties totaling another 800 acres. “We have over a dozen varietals which we’ve been selling to several other wineries. As those contracts expire, we’ll keep those grapes for our winery.” I paused. “But enough about business, let’s have some more fun.”

She had been fondling my cock and balls as we chatted, so I was hard as a rock. She kissed her way down my body, stopping to kiss, lick, and bite my nipples. Trisha slapped my cock on her tongue and then on her cheeks before opening her mouth to engulf my six fat inches.

As I was enjoying her oral skills, and watching her, she stopped and threw her leg over my torso and backed up in reverse cowgirl, guiding my manhood into her still sloppy pinkness.

“I’ve been watching a lot of porn this week, looking at all of the various positions,” she said as she looked back at me. “I feel like I’m starting a new sexual revolution.”

Trisha began sliding back and forth on my dick as I watched her small ass. I took both hands and spread her cheeks giving me a view of her rosebud. It looked small and tight. I figured she’d been bleaching her anus at the spa when she gets waxed, but I was not going to ask. It looked too nice. Plus, her all-over tan looked fantastic, she obviously went to a tanning salon. As I’ve gotten older, for some reason I now find snow-white tits on a tanned body unappealing.

While I was enjoying the view, and the motion, I was not going to get off in this position. “OK, Miss Porn, what position would you like to try next?” I asked.

She laughed. “As if you don’t watch porn.”

“I didn’t say that. I just asked what position you’d like to try next?” I said.

“Spooning with my leg up,” she said.

We moved around a bit and got into position. I was familiar with this position from watching porn too but had never done it back in the day with my wife. Realize, I’d been a widower for five years, and she was sick for two years battling cancer. And during those two years, sex was not a priority.

As I pressed my crown into her pink canal Trish raised her leg and I was able to thrust easily, and deeply. With each thrust, she gasped. I had my left arm underneath her body caressing her left boob, and my right hand playing with her right nipple as I started to go faster and faster.

I then felt Trisha’s hand as I slammed into her kitty. While I could not see exactly what she was doing I assumed she was fingering her bean. After she began moaning non-stop, I asked, “Are you stirring the pot?”

“Uh-huh,” she muttered. “I’m about to cum.”

Before I could say anything the walls of her vagina were tightening around my cock as she spasmed. Her orgasm was short and sweet, it was over quickly and not physically violent like earlier.

I then had one thing in mind, and that was busting my nut. I stood up and pulled her to the side of the bed, so her butt was just barely on the bed. With my extra tall bed, it was the perfect height for me to start pounding her.

“I’m going to fuck you hard and fast, and then I want to cum all over your big beautiful boobs,” I told her.

“Paint my titties with your spunk,” she said enthusiastically. “Cum on my face if you want.”

Being over sixty now I was hoping I could shoot my load the two feet from her kitty to her tits, so hitting her face was doubtful. As I pounded her pussy she was cradling her tits in her hands, pinching her nipples, and giving me verbal encouragement.

“I want your load. Cum on my tits. Cum on my face,” she said.

Just then I could feel my balls tighten so I knew I was close. “I’m going to cum,” I said as I pulled out and started stroking.

Trisha slid off the bed onto her knees and stuck her tongue out. “Right here. Cum in my mouth. Cum on my face,” she said as she was still holding up her tits.

“AGH!” I yelled as my first jet of jizz shot the short one foot and plastered her on the cheek, just missing her mouth. As my cock twitched another blast of baby batter shot high and landed just above her right eyebrow and ran five inches down across her eye and down past the corner of her mouth. The third and final rope went in her mouth and on her tongue. Cum was now oozing out of my large mushroom head and falling on her tits.

“That was awesome!” she giggled.

I looked over this sexy MILF and saw that I had indeed painted her white with my seed. “Oh wow, that’s a lot of jizz,” I said.

Trisha looked at me and smiled. “I’m having so much fun. I forgot how much I enjoyed sex.” She then wiped up a blob of cum off her tit and licked her fingers.

Taking her cue, I took the spunk off her cheek and fed it to her. “Let’s get you cleaned up. I’ll bring you a washcloth,” I told her.

“Or we could go skinny dipping,” she said with a laugh. “Do we have enough time?”

I looked at the clock and laughed. “It’s just 4:00 pm. We have a ton of time,” I said. “Let’s go.”

I helped Trisha up off the floor and led her to the French doors and out to the pool. As she walked down the steps into the pool, I grabbed her hips stopping her. I ground my cock into her ass as I tongued her ear and then kissed down her neck.

“We’re going to have so much fun this weekend,” she whispered.

The End - Chapter Two.

Published 
Written by Taco4x4
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