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Faithful Grace: Chapter 5 - Friday

"Grace's big anniversary weekend with her husband has finally arrived. When he can't make it, Andy steps up to make sure Grace still has a hot night."

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Author's Notes

"Thanks for checking out the fifth installment of the "Faithful Grace" Saga! As always, it's better when you read through the rest of the series. There's still a little bit more of the story to come, so stay tuned. <p> [ADVERT] </p>Thanks for all the wonderful feedback so far. I really love hearing your thoughts on Grace's adventure."

Grace had always been undeniably faithful to the men in her life. Throughout most of high school, she dated a sweet guy named Antonio. Antonio wasn’t the best-looking or most athletic guy in the school, but he was Grace’s first love, and she showed that love through her commitment. She was one of the hottest girls in school, and more than once she had opportunities to cheat, but she never did. She was so serious about her commitment to Antonio that she wouldn’t so much as have a one-on-one conversation with another guy.

Then there was Brad. After she and Antonio graduated high school, they parted ways for college. During her first week on campus, she met Brad, and the two were a pair from then on. If she was being honest, her relationship with Brad wasn’t really that serious. It was a busy time of their lives, and aside from eating lunch together and seeing each other a couple of times a week, they hardly talked. 

About halfway through the school year, she met Greg at a party her friend Tammy was throwing. She fell for him instantly, and even told Tammy that night, “He’s the man I’m going to marry.”

Even then, and despite the fact that she was falling hard for Greg while her current relationship wasn’t very serious, Grace stayed faithful to Brad. Time and time again Greg would call her asking to go out, and time and time again she’d shoot him down because she took faithfulness in relationships seriously. 

When the time came that she and Brad decided to break up, it was only a matter of days before Grace found herself in Greg’s arms. “Made for each other” was how everyone described their relationship. Grace knew she had found her true love, the man of her dreams. She loved him more than she ever loved Antonio, and definitely more than Brad. Within a year of the time they started dating, he became the man she gave her virginity to, the man she wed, and the man responsible for her first pregnancy.

Over the years, Grace’s faithfulness was tried on numerous occasions. The bottom line was that she was hot. When she went out to a bar with her girlfriends, men would try to flirt or offer to buy drinks. While some of the other wives didn’t mind playing along for a free drink, Grace never would. Greg was just too important to her. Sometimes at the store, a guy would try to get her number or make a comment about her looks. Grace always stopped that very abruptly. Her Greg was her everything, and she would never, ever cheat on him.

The morning of their eighth wedding anniversary, Grace couldn’t help but think about her past level of commitment and compare it to yesterday. As she did, she couldn’t believe how prudish she used to be. Really, what would be wrong with giving a cute guy her number, or flashing her tits at the guy checking her out at the grocery store? Grace couldn’t help but be thankful that she’d opened her eyes and realized how harmless it really was to be a bit flirty. It was definitely getting her in the mood for her weekend-long getaway with her Husband.

Her husband. It was Friday morning. Grace decided that since technically it was their anniversary she might as well go ahead and get started by giving Greg a morning delight.

Except when she opened her eyes and looked over, Greg wasn’t there. Once again, Grace had slept in and woke to an empty home. The night before she had stayed up late having another hot sex chat with Andy on the app. By the time she and Andy finished and she threw herself in bed it was nearly 4 am. It looked like Greg once again was a sweetheart and let her sleep, getting himself and the kids out the door. Grace felt truly lucky to have such a great husband and was so thankful that Andy got her wound up so she could rock Greg’s world all weekend long.

Andy. Even thinking the name made her shudder. Grace thought back on the previous day. She and Andy met up at a park a few blocks away, and what started as friendly conversation ended with Andy cumming on her panties and playing with her tits while she was on the phone with her husband, who was only calling because she hadn’t been home when the kids’ bus dropped them off. 

At least that was when it should have ended, except Andy had started rubbing her clit through her panties. That led to another half-hour of making out, with Grace sliding her panties aside so Andy could plunge his fingers in and out of her wetness. She even let him rub his cockhead up and down her pussy. That was super hot. She was so proud that she didn’t let him push it inside her, since that would have been cheating.

After her romp with Andy, she barely collected the kids and got herself composed before Greg got home. Thankfully she planned out blaming the hickey Andy left on her neck as a burn from the curling iron, otherwise she would have probably had to deal with a lot of tough questions. She hadn’t told Greg anything about the app or Andy of course. While she was doing all this for him and it was totally harmless, she knew he wouldn’t understand.

As she thought about yesterday and her arousal began building, a part of her did wonder if she was crossing a line. When she was younger, she would have balked at so much as talking to another guy while she was in a relationship. But as it is with many things, stuff gets so much more complicated when you grow up. 

The problem was that there was so much gray area between what was harmless fun and what was really cheating. Grace was sure that fucking another guy felt like cheating, but making out and stroking each other off? That was completely harmless. Eating pussy or blowjobs? That was a gray area. Grace supposed that if you’ve sucked a guy’s cum off his fingers after you jacked him off, how different is that really from just getting it straight from the source? It was all so complicated.

Grace gave some serious thought to firing up the app and seeing if Andy wanted to meet up for a quick makeout session before her big night, but ultimately she decided against it. She wanted this weekend with Greg to be perfect, and she had a lot to set up. She hopped in the shower, getting cleaned up and fingering herself to an orgasm while she remembered Andy fingering her cunt. She remembered Andy saying how much he liked a clean-shaven pussy, so she pulled out her razor and made sure she was silky smooth. Andy would go nuts the next time he saw it, and Greg would probably like it, too.

Once she was out of the shower, Grace dried off and tossed on an old skirt and a cute babydoll t-shirt that showed off her full figure. She decided against a bra or panties today. Sure, men would stare, but that kinda turned her on. Plus it wasn’t like there's anything wrong with teasing a few boys or fooling around a little. She packed a bag for the weekend and took it out to her car to start a day of running errands.

Her first stop was the lingerie store at the mall. She already had her sexy little red dress laid out for the night, but thought it would be hot to have some new accessories. She found a red strapless bra that would be perfect under the dress, a matching lace thong, and some caramel-colored stockings that would go perfect with what she was buying next. They also had some super sexy-smelling perfume that Grace couldn’t resist buying and using right away.

From there, it was off to the shoe shop to pick up a new pair of heels. Sure, she had other red heels, but tonight was special. Besides, she deserved to treat herself for being so faithful to Greg yesterday. After all, it would have been so easy to plunge Andy’s cock into her sopping pussy. She had been super tempted, but being the faithful wife she was, she resisted. And that deserved new heels. By the time she left the shoe shop she found the perfect pair of shoes, and thanks to a quick flash of her perfect pair of tits plus a handjob for the cute guy running the store, she even got them at eighty percent off.

With her lingerie and shoes sorted, Grace met with Tammy for a quick lunch. As they ate their salads and caught up on the last couple of weeks, Grace was surprised (and turned on) to hear how similar Tammy’s experience with the app was to her own. When Tammy talked about how the app just seemed to wake up her sex drive, Grace couldn’t help but nod. Amazingly, Tammy had also matched with Andy, and the girls shared a giggle wondering if Andy knew the two were best friends. 

Grace found it so hot hearing about everything Andy was doing to Tammy. She was a little shocked when Tammy talked about letting him come over and fuck her after Scott went to work this morning. Tammy didn’t seem to think it was cheating, but at least to Grace that was crossing the line. At the same time, thinking about how close she came to letting Andy fuck her yesterday, she knew she couldn’t judge. At the end of their lunch, both girls were pretty worked up from the stories, and Tammy asked Grace if she wanted to go back to the ladies’ room and get each other off. Grace politely declined, playfully reminding Tammy that she was straight. Tammy said not to worry about it, she’d find someone to take the edge off before she left, and with that, the girls paid their bills and went back to their day.

Grace was so worked up after hearing Tammy talk about how full Andy’s cock made her feel that all she really wanted to do was swing by her husband’s office and let him fuck her over his desk, but she knew there was more to get ready for tonight. Instead, she headed to the hotel to check into their room for the weekend, drop off her bag, and make sure everything was ready. After a quick trip to the manicurist to do her nails, Grace’s last stop for the day was the hair salon. On her way out of the salon, a couple of guys cat-called her, so Grace said thanks by flashing her tits at them.

Feeling sexier than she had in months, Grace hopped in her van and started it up. It was only 2 pm, and all Grace had left to do was get dressed and put on a little makeup. She was tempted to fire up the Hot Datez app and see if Andy was available, but she knew she had to finish getting ready first. As fun as messing around with Andy was, today was all about Greg.

Around 4 pm Grace looked in the mirror and thought, “Damn.” She was seriously hot. Starting on her new sexy red heels, her eyes traveled up her body, admiring her legs encased in caramel stockings that stopped just above the hemline of her little red dress. The dress was short enough that if she spun just right she could just barely catch a glimpse of her new red lace thong, and it cut deep enough into her cleavage that you could just start to see the red lace on the front clasp of her new bra in the valley between her two massive tits. Her makeup hit the perfect combination of cute and slutty, and her hair, freshly trimmed into a short bob just screamed, “I’m here to party.” As she looked herself over in the mirror, the twenty-eight-year-old faithful wife and mom of two felt like she was nineteen again, and she couldn’t wait for Greg to come home so she could spread her legs for his cock.

And that was precisely when it happened.

Grace was checking out her ass in the mirror when her phone rang. Answering it, she heard Greg’s voice on the other end. It sounded tired and defeated.

“Hey Grace, it’s me,” Greg started. “Have you seen the news lately?”

“Uhm, sorry babe, I’ve been too busy getting ready for a night with my hubby,” she almost sang.

“Grace, I’m sorry. Go turn on the TV and tune to, well, tune to any news network.”

Grace did as he asked and as soon as the station came through her heart sank. There on the screen, reporters were covering a massive Amtrak derailment in California. Apparently, a train went down the wrong tracks and collided with a passenger train traveling at nearly full speed. The reports weren’t in yet, but there could be hundreds of casualties.

“You know what this means, don’t you?” Greg asked, and as she choked back tears, Grace acknowledged that she did.

Greg wore a few hats at his job with the railroad, but one of the most significant was his role as the director of disaster recovery logistics. Whenever there was a problem anywhere in the country, his department was responsible for figuring out how to pick up the pieces and put everything back together. For the smaller accidents and issues, he was usually able to address logistics from the home office or send a subordinate to handle the ‘boots on the ground’ operation. But when something of this magnitude happened, it was all hands on deck, and that meant Greg was probably catching a flight to California before the end of the day.

“When do you have to leave?” Grace asked, her voice trembling as she found herself about to start bawling.

“Grace, I’m so, so sorry. I know it’s our anniversary. I tried to work it so I could leave tomorrow, but there’s just no way. This is the biggest passenger train wreck in decades. Even the Sunset Limited wreck back in ‘93 couldn’t compare to this. I’m literally in a car on my way to the airport right now. I don’t know how I’ll do it, but I swear I’ll make it up to you.”

Grace couldn’t help it, and she started weeping into the phone. “You don’t even know how much I needed you tonight Greg,” she sobbed. “I had a whole romantic weekend planned for us. I reserved a fancy hotel and everything. Oh, Greg, I tried so hard to make it special.”

“Oh, Gracey,” Greg said, his own voice sounding choked up, “I swear babe when I get back from this thing, I will make this up to you.”

“How long will you be gone?” Grace asked, trying to compose herself for Greg’s sake.

“I don’t know yet. With that big Silver Star crash in ‘18 I was gone for five days. This is much bigger than that, so probably at least a week. Maybe two. Grace, I am so sorry about this.”

“No, I get it,” Grace said. “You have important work to do. Don’t worry about me. I’m a big girl. I’ll make do. But when you get back, you’re taking a weekend off, and I’m going to spend it blowing your mind.” 


Grace did her best to sound chipper, but they both knew she was heartbroken. Greg told her he’d call his parents next and have them take the kids whenever she needed a break. They said their ‘I love you’s, hung up the call, and Grace sank down in the living room chair, sobbing.

Thirty minutes later, Grace was still collecting herself. She was upset, and she needed to talk about it. She tried calling Tammy but didn’t get an answer. The same thing happened with her friends Colette and Jessica. It seemed like everyone was busy tonight. She was about to give up and just go crawl into bed when she remembered the App. Maybe Andy was on. He was cool, and while he was more of a play buddy than a deep friend, he was a good listener. Grace fired up the app, finding herself feeling more and more soothed as the splashing colors of the loading screen washed over her mind. Finally, the app finished loading, and sure enough, Andy had an “online now” logo next to his name. She clicked on his chat box, and when it opened up she simply typed “hey”.

“Hey slutaliscious!” Andy replied almost immediately. “What’s up sexy? I thought you’d be too busy fucking your husband’s brains out until at least Monday to talk to the likes of me.”

Instead of replying with words, Grace clicked the photo button and took a picture of her tear-soaked face, mascara and makeup smeared and runny from the half hour of sobbing.

“Whoa, what’s up?” Andy shot back, and Grace let it all out. She shared about the accident, Greg’s work and how it meant he probably wasn’t going to be home for a couple weeks, and how all her plans were ruined. They talked back and forth for several minutes, and Grace had to admit, she was glad she messaged Andy. He really seemed to understand her pain.

“Hey, I’ve got an idea,” Andy said. “What time is that dinner reservation of yours?”

“In about an hour,” Grace responded. “Why?”

“You put a lot of hard work into planning this weekend. The reservation is already made and the hotel is already paid for. Why let it go to waste? Go on, go get your face put back together, and tell me where to pick you up. You deserve to have a great night out Grace, and if Greg can’t give it to you, I will.”

Grace was truly moved by the kind gesture. “Are you sure?” she asked. “Do you think it’s a good idea?”

“I think it’s the...

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