The Bet - a Mom Swap Story

THE BET

CHAPTER 1

Friday afternoon. Billy Jarrett and Don Bryce sat in the living room at Billy's parent's house watching some mindless drivel on the TV. They had been friends since second grade when Don's family had moved into the neighborhood. That was 10 years ago. They went all through school together, played together, studied together, and played football for their high school together. And sometimes double-dated. They were pretty much inseparable.

School had just ended and they had both graduated. They had a 3 month break before college started. But neither one was playing for college. Unfortunately they weren't that good.

Billy's mom came down the steps carrying a laundry basket full of dirty clothes and passed through the living room on her way to the laundry room. Don looked up at her as she passed through, and said, "Hi, Mrs. J. You look lovely today."

"Hi, Don," she replied. "And thank you. How's your mom?"

Ann Jarrett and Don's mom, Donna Bryce, were friends, also. But they didn't spend as much time together as the boys did.

"She's fine," he replied. "I think she's doing laundry today, too."

"Must be the day for it, I guess," Ann said. "Tell her I said Hi. And how are you?"

"I'm good," Don said. "A little bored, maybe. What with no school and no more football practice."

"I'm sure you'll find something to occupy your time," Ann replied. "You guys enjoy your show. I got work to do. A woman's work is never done."

Don chuckled and said, " Yeah, I guess not. You have good day."

"Thanks," she said and headed to the laundry room.

Don watched her go. He had had a crush on Ann Jarrett since he was 15. Now, at 18, he was a walking hormone. He thought Mrs. J. always looked good, even working around the house. She was dressed today in red shorts, and a white tank top. Nothing fancy. But Damn! Her ass looked great in those shorts, and the top showed her breasts off very nicely.

When she was gone, Don said,"Dude. I'm sorry. But your mom is fuckin' HOT!"

Billy exclaimed, "Dude! That's my mom!"

"I know," Don said. "But Damn! You had to have noticed."

"No. I haven't," Billy argued. "I admit, she's pretty, but I don't look at her that way. She's my mom."

Ann was very pretty. She had Billy when she was 18, so she was only 36 now. About 5' 8''. 120 lbs. Semi-long black hair. A body to die for. Billy thought she probably had a boob job. But, no, they were all natural, and spectacular. She had been head cheerleader in school, prom queen, and won several beauty pageants.

Ann got her load of laundry started and came back to the kitchen. She called out, "You boys want some lunch?"

"What do we got?" asked Billy.

"I'm starving," answered Billy.

"I can warm up some stew left over from last night, and make a grilled cheese, if you like," Ann answered.

"Whatever," said Billy.

"Sounds great!" Don said. "I'll help you make the sandwiches."

Don got up and went into the kitchen. "Just sit. You don't have to help," Ann said.

Don said, "It's the least I can do. It's not your job to take care of me. I'm practically a grown man. And you have plenty of other stuff to do. I want to help."

"That's so sweet," Ann replied. "I wish your manners would rub off on Billy a little."

The truth was Don just wanted to be close to her. He was willing to do whatever was necessary to do that.

"So. What can I do?" Don asked.

"Okay. If you want to get the tupperware bowl of stew out of the fridge, and dump it in a pot to warm, I'll make the grilled cheese sandwiches," Ann smiled and said. "This is wonderful. Having some help. Thank you, Don." She touched his arm as she said this, giving him a thrill.

"My pleasure," he replied. "Where can I find a pot for the stew?"

"Look in that cabinet door right beside the stove," she told him.

Don enjoyed standing right beside Ann as she toasted the sandwiches on the stovetop in a skillet and he stirred the stew. Especially when their hips touched briefly a time or two.

When lunch was ready Ann called Billy to come and eat. She put the stew in 2 bowls and the grilled cheese on 2 plates and sat them on the table. She told them to get whatever they wanted to drink out of the fridge.

Don asked," Aren't you eating anything, Mrs. J?"

She replied, "Not now. I'm meeting Joyce for lunch at the deli." Joyce was another friend of her's she had recently met.

Don was disappointed. He and Billy got sodas and sat down to eat. Ann went upstairs to change clothes to go meet Joyce.

As they were eating Billy asked,"What the hell are you doing? Hitting on my mom?"

"No!" Don said. "I was just being nice."

"Yeah. Sure. You're not that nice a guy. You're a total horndog," Billy said.

"Okay. I admit, I DO kinda have a thing for your mom," Don admitted. "She's a total MILF!"

"As if you'd have any chance with her," Billy said. "Mom doesn't fuck around with anybody. And especially not with you!"

Don knew Billy was right. But he liked to fantasize about it anyway. And her husband's gone all the time. Maybe she gets lonely? Billy's dad, William, was a lawyer at a big firm up in DC. He stayed there all week and came home on weekends.

"I know," said Don dejectedly. "But a boy can dream, can't he?"

CHAPTER 2

They finished eating, rinsed their dishes, and put them in the dishwasher. Billy asked, "Whatcha wanna do now?"

"Let's get in the pool," Don said. "It's hot."

They changed into their swim trunks and dove into the pool. Then they lay on floats and soaked up the sun.

After a while, Billy said cautiously, "You know? I kinda got a thing for your mom, too. She's really pretty."

"I knew it!" Don exclaimed. "I've seen you looking at her. You don't have any room to give me shit."

They both laughed and Billy asked, "Does that make us perverts?"

"Hell no," Don answered. "Just a couple of horny young men. I suspect all kids our age have had crushes on their friend's moms. Perfectly natural."

"I suppose," agreed Billy.

Don's mom, Donna, was indeed a very pretty woman. She was 40. About 5' 5" tall. Maybe 110 lbs. Long blonde hair. Blue eyes. Kinda small tits, but she was a small woman. Great legs, and cute little butt. Billy was daydreaming about her now.

Don's dad, John, was CEO of a manufacturing plant one town over. His job required a fair amount of travel and kept him away from home at times, also.

Don said, "You'd have even less chance with my mom than I would with your's. She's about as straight-laced as you can get."

Billy jokingly said,"Oh, I don't know. If she ever got a look at this,(indicating his swimsuit-clad body) she wouldn't be able to resist. And especially if she saw 'the package'!"

"Yeah. Right," Don said. And they both laughed.

About 4:00 Don said, "I guess I better get home. Mom said Dad's getting home a little early this week and says I should be there to greet him."

"Yeah," Billy said. "It is Friday. My Dad will be here in a couple hours, too. So. I'll call you tomorrow and we'll hang, or something."

"Okay. See you tomorrow," Don said and left. He just walked home in his swim trunks as he only lived a couple houses down.

CHAPTER 3

Saturday about 10 AM Don and Billy went to the mall to browse the video games and scope out girls. Mostly just killing time. Both of their dads had chores for them this afternoon. Don had to mow the grass and Billy had to wash the car.

They ran into some girls they had gone to school with, but were unsuccessful at making a date. Neither one of them had ever been very successful with the ladies. Even though they were football jocks. They had both fucked a couple of girls, but inexperienced girls. And neither one of them knew what they were doing either. They were both decent enough looking boys, but football and practice had taken up most of their time. Plus they were both a little shy around girls.

They ate lunch at the food court in the mall then headed home to do their chores. With a promise to meet up later.

Billy went to Don's house about 5 to pick up Don in his Dad's Volvo. He had his own car, but preferred to drive either Mom or Dad's car. Don did, too. They were going to a movie that evening.

It was a little early yet so they went downstairs to the game room to shoot some pool before leaving. Don was a pretty good player. Billy, not so much. But he enjoyed playing.

In a little while Don's mom, Donna, called down to them. "Don. Billy. Do you all want something to eat before you go? I can warm up some lasagna for you."

"That would be awesome, Mom," Don answered.

"Thanks, Mama B." called Billy.

They went upstairs to eat. As they sat at the table eating,

Donna was futzing around the kitchen. Cleaning and putting stuff away. Billy kept looking at her when he thought no one saw. But Don saw, and punched his arm and said, "Dude."

Donna was wearing tight jeans and a loose fitting top. When she leaned over to set their lasagna on the table Billy was treated to a shot down her top to her bra and tops of her tits. Which he very much enjoyed.

The boys left for the movie about 6:45, with a promise to be home by midnight. On the way to the theater Billy said, "Dude. Don't give me shit about your mom. You were practically drooling looking down mom's shirt."

Don turned red and said, "Sorry. I couldn't resist. I mean. They were right there. I couldn't help but notice." And they both laughed.

After the movie they sat in the food court drinking milkshakes and watching girls. Don said, "You know. I ain't the only one that thinks your mom's a milf. I've heard other guys talk about her, too. About her big tits, and all. And how they'd fuck her brains out."

"I know," said Billy. "It used to piss me off. Still does a little, I guess. But there ain't nothing I can do about it. And I've heard 'em say things about your mom, too."

"Yeah. I've heard a few comments," Don said. "I guess we just gotta accept that we got milfs for moms."

They sat quietly for a few minutes, as if contemplating something. After a bit Don said, "You know? The way your mom acts and dresses I think she's trying to seduce me."

"Bullshit!" exclaimed Billy. "She dresses the same all the time. Sure, women dress to get attention. They love it. Who don't? But she's definitely not doing it for you."

"I don't know," Don said. "I believe she is. I think she wants me to make a move on her. And I think I might."

"Yeah, right," replied Billy. "Dream on. I could fuck your mom before you got to first base with mine."

"No way!" said Don. "Mom wouldn't let you anywhere near her."

"Wanna bet?" asked Billy. "You just watch. I'm gonna fuck her before school starts," Billy bragged.

"You serious?!" Don exclaimed. "Are you honestly gonna make a move on my mom?"

"Hell, yeah,"Billy said. "You hear stories about that stuff happening all the time. If it can happen to other people it can happen to me."

"Well, if you're gonna hit on my mom, I'm gonna hit on yours," said Don.

"Alright. Let's make a bet," Billy said. "A hundred bucks. To whoever fucks the other's mom first."

"You're on," replied Don. "Do you even have a hundred bucks?"

"Yeah. I got it. You?" said Billy.

Don said, "Okay. It's a bet. We keep each other informed of our progress. And no lying. I trust you. We've been friends for years. We can't start lying now."

CHAPTER 4

Don went to Billy's house Sunday afternoon about 2:00. Ann answered the door. She was dressed as if she just got home from church. Which she had. She said, "Hi, Don. "Billy's not here. He went to play golf with his dad. They won't be back until probably about 6:00 0'clock. Sorry."

Billy and his dad loved golf. They played pretty much every weekend when William came home. Ann hated golf. She was more of a tennis lover. Ann and Donna, Don's mom, played sometimes. Donna was just learning and wasn't very good, but they had fun.

"Hi, Mrs. J.", Don said. "I guess he told me that yesterday and I forgot." But that's perfect, he thought. And he hadn't forgot. "I don't really have anything to do today. Do you have anything you need help with?" he asked.

"No," she said. "I was just going to skim the pool, then lay out and get some sun."

Don offered, "I'd be glad to skim the pool for you. Give me something to do. And I use it, so, I should help clean it. You just relax." He hoped she would lay out while he did it.

"That's so sweet of you, Don," Ann replied. "You're such a good kid. I think I will take you up on that offer. It would be nice to have a little free time."

"No problem," Don said. "I know where everything is. You just do whatever you want to do."

Don went out and started skimming the pool. He had on shorts and took his shirt off because it was hot. He had been working for about 15 minutes when Ann came out. She had a bikini on with a lacy wrap over top, and was carrying 2 glasses of iced tea. One for her and she offered the other to Don. "I thought you might need something to drink out here in this heat," she said.

"Yes. Please," he said. "Thank you." He downed the whole glass.

"You WERE thirsty," Ann said. "Want more?"

"No. I'm good for now. Thank you," he replied.

"Just holler if you want more," Ann said. "I'm gonna lay out and get some sun. If you don't mind."

"Not at all," Don said. "You do whatever you want." He was very pleased at the prospect of watching Ann Jarrett laying out in her bikini.

"I'll go over to the other side so I won't be in your way," Ann said.

No," Don said. "You won't be in my way. Your lounge chair and table and everything are over here. No sense in moving everything. I'm about done, anyway."

"Okay," Ann said. "If you're sure."

"I'm sure," Don replied. He didn't want her on the other side. He wanted her right here. Close by.

Ann walked over to her chair and Don watched her. She set her glass on the table and adjusted her chair to get the maximum sun. She sat down, laid her chair back, and got comfortable. She left her wrap on, which was disappointing. She put some lotion on her legs and arms. Don eyed her as he pretended to be cleaning the pool. She looked spectacular. Long gorgeous legs stretched out. Tits making two big mounds in her wrap. She had sunglasses on and her hair fanned out on the chair by her head. Don had about half a 'chubby'.

After a few minutes Don said, "I'm all done. Anything else you need?"

"Thank you, Don," Ann looked up and said. "No. That's all."

"Do you mind if I get another glass of tea?" Don asked. "You don't have to get up. I can get it,"

"Help yourself," Ann said. "Anything you want."

That's the wrong thing to say, thought Don.

"Are you coming back out here with your tea?" Ann asked. "Or going home?"

"I'll stay here if you don't mind," he replied. "There's nothing to do at my house."

"Stay as long as you like," she replied.

Don went in and got a glass of tea. He came back out and sat in a chair on the other side of the table from Ann. He was wearing sunglasses so he was sure she couldn't see him staring at her. "Thanks for letting me hang out here," he said.

"You're welcome here anytime," Ann replied.

After a couple minutes, Ann asked, "Do you mind if I take my wrap off? I want to get some sun on my back."

"Not at all," he said. And thought, 'Please. Feel free to take off all you want.'

Ann sat up, undid the bow holding her wrap shut, and took it off. Don couldn't take his eyes off of her. He had seen her in her bikini many times, but it still excited him. She rubbed lotion on her belly and upper chest.

Then she looked at Don, and said, "I hate to ask. But, would you mind putting lotion on my back? I can't reach there. And I don't want to burn."

Don jumped at the chance. It was a dream come true. He immediately stood up and said, "Not at all." He had never had the opportunity to touch her like this before.

Ann rolled over on her stomach and handed Don the bottle of lotion, and said, "Make sure you get it on heavy enough. I don't want to burn. Please," she said as an afterthought.

Don squirted some lotion on his hand and started to rub it on her back. She jumped a little, and said, "Oooh. That's cold."

"Sorry," said Don.

"No," Ann said. "Not your fault. It's always cold on your back. Even when you're expecting it."

Don started spreading the lotion around. All the while staring at her ass. It was round, sexy, perfectly shaped, and RIGHT THERE! And the sides of her tits squishing out a little.

Seeing Mrs. J. like this and rubbing her body like this had given Don a raging hard-on. He was worried how he was going to hide it. He continued putting lotion on her. Rubbing along the top of her bikini bottom and wanting to grab her ass. He ran his fingers under the strap of her top and noticed there were no tan lines. He tried to do the same with the bottom of her bikini, and as far as he could tell, there was no tan line there, either. She must lay out nude. No. Probably went to a tanning booth. But he was going to watch more closely and see if she was ever naked at the pool.

Ann was enjoying the massage. She almost fell asleep, she got so relaxed. But then it occurred to her, 'I think Don might be enjoying this a little too much. I shouldn't have asked him to do that. It never occurred to me that he is a horny teenager. He's like my own son.'

Finally, Ann said,"Thank you, Don. That's enough. Your hands are probably getting tired. I shouldn't have asked you to do that."

"No. Not all, Mrs. J. I don't mind. And like you said, you can't reach your back. I'll continue if you want."

Ann said, "No. But thanks. That's plenty." She rolled over onto her back and sat up. She put her wrap back on as she was self-conscious now that she had thought Don was enjoying it. She said, "I think I'll go in now. That's enough sun for one day." But she had enjoyed the fact that a young man found her attractive.

Don was disappointed, but also relieved. Now he could leave without her seeing his hard-on. He said, "Okay. Thanks for letting me hang out here a while. I guess I'll head on home."

After Ann went in the house she looked back out the window and saw that Don was indeed adjusting his erection in his trunks. She thought, 'Yeah, I thought so. I'll have to be more careful.' But she did enjoy that she still turned young boys on. Don put his shirt on and left. When he got home he went straight to his room and masturbated.

CHAPTER 5

Billy and Don went out that night to another friend's house, and Don filled Billy in on the happenings of the day on the way there. Billy said, "No fair. I wasn't even home."

Don said, "Well. I couldn't very well make a move with you there, now, could I?"

"I guess not," Billy agreed. "But, still. You gotta give me a chance to get even."

Don said, "I tell you what. I've got a tennis lesson tomorrow. Dad will be back at work. So Mom will be home alone. Take your shot. But I'm telling you, you don't have a prayer."

"We'll see," said Billy. "I got just as much chance as you do."

Billy went to Don's house about 10 Monday. Donna answered the door. She was still in her robe. She said,

"Hi, Billy. Don's at tennis practice. I'm sorry for the way I look. I'm having a lazy morning and haven't bothered to get dressed yet."

"You're fine," Billy told her. "I didn't know Don had tennis practice this morning. Sorry to bother you."

"No bother," Donna assured him. "He just started. Said he wants to improve his game. But he's pretty good, already. Him and his dad both. I'm trying to learn. I play with your mom sometimes."

"I know," said Billy. "She told me. She's pretty good, too."

"Yeah, she always kicks my tail," Donna said. "I'd like to give her a little more competition. And play better against John and Don, too. They're both better than me.