Friends Share Everything

"Wow, this is pretty sweet, Rye."

"Yeah, thanks, mom."

"You two didn't have to do this. You should have told me, and we could have shared the cost."

"No, it's ok. We wanted to do something nice for you." Said Ryan.

"Well, I appreciate it. This is amazing."

"Sir, is there anything else I can get you before I go?"

"Actually, yes, can you get me three margaritas please." Chris handed him $60.

"Of course, I will be right back."

"This is really nice, boys."

"Glad you like it, mom."

Judy took a seat on the couch and removed her hat and sunglasses. She put them on the coffee table and pulled her ponytail loose. She fluffed her hair out and ran her fingers through it.

Ryan and Chris sat on the opposite couch.

"This is perfect, dude. It's a lot of fun just chilling." Said Chris as he took his shirt off.

"Exactly, I thought a low-key day would be nice." Ryan did the same.

Judy smiled. She couldn't help but check out the boy's bodies. Ryan wasn't the most muscular, but he had the classic v-shape and a very cute butt. Her son had a smattering of chest hair that was very attractive. Chris on the other hand was shorter but more muscular. He had wide shoulders but was mostly hairless. Judy loved the contrast between the boys.

The waiter returned with the margaritas.

"Here you go, sir. Will that be all?"

"Yeah, man. Thanks." Chris gave the guy a tip and he left.

"I love margaritas." Said Judy. "Thank you, boys. I'm so excited to spend the day with you."

"We are too, Ms. H."

Judy sat back on the couch and kicked her sandals off. She stretched her arms up above her head and took a big sip of her margarita.

"So, what are the plans for the day? Do we have a game plan?"

"Well, we can either do the waterslides or chill out in the pool or the jacuzzi."

"Oh, that sounds great. I love waterslides."

Judy stood up and took off her white t-shirt and put it on the couch next to her. Then pulled off her khaki shorts and laid them next to her shirt.

The boys looked up from their drinks and were amazed by what they saw. Judy was wearing a bright yellow bikini. Her boobs were big and perky, and her stomach was flat and smooth. She looked incredible.

"Wow, Ms. H.," said Chris. "You look great."

"Thanks, sweetie. You know, I was kind of embarrassed to wear this."

"Embarrassed? Why?"

"Because, well, I'm not eighteen anymore. I was afraid that people would think that I'm trying too hard."

"Don't be silly, Mom. You look amazing." Said Ryan. "Now, what should we do first?"

"I say we do the waterslides. What do you think?" Said Chris.

"Sounds great. Let's finish these drinks, and head out." Said Judy.

They finished their drinks, thew on some sunscreen and walked towards the slides. Judy walked a little ahead of the boys, as they purposefully slowed down so they could talk strategy.

"Wow, my mom is fucking hot, dude."

"I know. Look at that ass, it's so fucking sexy."

"She is smoking, I wish we could see her topless."

"Yeah, me too. So, what's the plan?"

"Let's go on that family ride, where we all fit in the same raft. We got to get her used to touching us."

"Good idea. Then after we can head over to the jacuzzi. The heat and bubbles will have her losing her clothes in no time."

The boys caught up with Judy and waited in line for the ride with the big sharable raft. They waited for twenty minutes, slowly climbing up the seven flights of stairs. Once they started getting close to the top, everyone's chest was pounding with anticipation.

"Boy's, I don't know, this ride seems pretty scary."

"Mom, it will be fine, besides, you will be with me and Chris."

"Yeah, Ms. H, it will be awesome."

Judy smiled nervously.

The trio approached the top and they were able to see over the railing to the pool below.

"Wow, it's a lot bigger than I thought." Said Judy.

"That's what she said." Whispered Chris.

"What's the matter, mom? Don't worry just hold onto us!"

It was their turn next, and the attendant helped them into the raft.

"Alright, ma'am, make sure you hang on tight. The water will be rough, but this is a safe ride. You will enjoy it."

"Thanks." Judy said nervously.

The attendant pushed them forward and they fell over the edge. They plummeted towards the pool below and the tube spun in circles. Judy screamed as she held on tight to the boys' arms. Their legs were all intertwined, and they were bumping and banging into each other. They went up and down steep drops and through dark tunnels. When they finally hit the pool, they were tossed into the water and came up laughing.

"Wow, that was so fun." Said Judy.

"It was, right?!"

"Yeah, dude, that was great."

They climbed out of the pool, and saw they were near the jacuzzi area.

"Why don't we relax in the jacuzzi before it gets too crowded." Suggested Judy.

"Good idea. I'll get some more drinks for us." Said Chris.

Ryan and his mom jumped into the Jacuzzi. It was fairly large and could hold about fifteen people. On the other end, was a couple in their late twenties. They were kissing each other and whispering in each other's ears.

Chris returned a few minutes later.

"Hey, sorry it took so long. I got us another round of margaritas."

"Thanks, Chris."

Chris handed a drink to Ryan and his mom and jumped into the jacuzzi sitting next to Judy on the other side of her.

The three of them sat there and watched the couple. It seemed like they were on their honeymoon or something.

"Wow, look at those two." Whispered Chris.

"They seem like they are having a lot of fun." Said Ryan.

Judy couldn't stop watching them. She took a big sip of her drink.

"Boys, do you want to do something funny?"

"Like what, Ms. H?"

"Let's freak them out."

"What? How?"

Ryan and Chris felt a hand on each of their upper thighs. She first leaned into Ryan and planted a big kiss on his lips.

"Woah, mom."

Judy didn't listen and kissed him again, this time pushing her tongue into his mouth. Ryan was taken aback, but eventually he started to kiss her back.

Judy broke the kiss and leaned over to Chris. She started to kiss him. His eyes were wide, but he kissed her back, too.

She broke the kiss with him and leaned back and looked at the couple across the pool.

"You guys are so sexy. I can't believe we are doing this." Said Judy giggled to herself.

The couple was still going at it. They didn't notice yet.

Judy grabbed Ryan's and Chris's hands and placed them on her breasts. She then leaned into Ryan and began to make out with him. Chris began to massage her tits while she kissed his friend. Judy then turned and made out with Chris.

The boys' heads were spinning.

Judy pulled back again and looked at the couple. They were sitting next to each other with their mouths wide open. Unable to look away. Judy winked at them, and the couple realized they were noticed. They both looked at each other, embarrassed, and climbed out of the pool.

Judy took another sip of her margarita and giggled to herself.

"I bet they won't forget that anytime soon." She said.

Chris and Ryan continued to feel up Judy.

"Ok, boys, I think you can stop now."

The boys quickly pulled their hands away from Judy's breasts.

"Sorry." They both said.

"It's ok, I like that you're both so excited to hang out with me." Her hands moved up the two boy's crotches, until her hands were moving up and down their hard members. "Wow, you boys are really excited." She took her hands off them and them and giggled to herself again, then taking a final sip of her drink.

"Mom, that was awesome, I never kissed a girl before." Said Ryan.

"You two are very good kissers. And, if I may be honest, I love being touched by big strong men.

Ryan and Chris blushed and looked away.

"I'm glad you liked it, boys. That's why I kissed you, I wanted to show you that there is nothing wrong with taking some initiative and being bold." She stood up, and then moved over to the ladder. "I'm going to go use the restroom. How about I meet you boys back at the cabana in twenty minutes?"

"Yeah, mom. See you soon."

"Bye, Ms. H."

Judy climbed out of the jacuzzi, her huge, beautiful ass bouncing up and down in front of the boys. Ryan and Chris looked at each other and smiled.

"Dude, this is going better than we could have ever imagined." Said Ryan.

"Yeah, I can't believe she let us touch her and everything."

"This is fucking so awesome!"

"We have to keep pressing forward. I know she is getting turned on. How can we take some more initiative?"

"Well, I have a couple of ideas." Ryan said with a mischievous grin.

Ryan and Chris walked back to the cabana. Judy wasn't back yet. Chris walked inside and turned around. Ryan was messing with strings on the outside of the cabana.

"What are you doing?"

"I'm trying to pull these curtains down; I have an idea. You grab the other end and help me."

Chris helped Ryan close all the curtains.

"What are you doing? No one can see in here, but we can't see out either."

"Exactly. Take off your bathing suit."

"What? Why?"

"Just do it."

Chris looked at his friend quizzically but took off his bathing suit. He stood in the middle of the room with a raging hardon. Ryan took off his shorts as well and hung both suits on the tv stand.

"Ok, what now?" Asked Chris.

"Ryan handed his friend his drink, now we wait for my mom to come back. This is taking some initiative, right?"

The two friends sat down on the couch next to each other and drank their margaritas. A couple minutes passed.

"You know, Rye, I'm kind of nervous about this whole thing. I'm afraid that your mom is going to freak out when she sees us like this.

"Dude, just think about how hot my mom is and rub your dick a little. It'll help you calm down."

Chris began stroking his cock. Ryan looked at his friend. Ryan felt himself getting harder and he started stroking his own cock.

A few more minutes passed, and Ryan heard the sound of someone messing with the curtains.

"Shit, she's coming." Said Ryan

"Oh, fuck. What are we going to do? What should I do with my dick?"

"Don't worry, dude. Just hide it with a pillow. Pretend like nothing's going on."

Judy opened the curtains and stepped into the room.

"Hi, boys. Wow, it's so hot out there." She wiped the sweat off her forehead and put her hat on the table. She grabbed a towel and dried off her hair.

Ryan and Chris couldn't speak.

"So, boys, what have you two been up to in here? You closed all the curtains. I couldn't even find the right cabana. If it weren't for that nice lifeguard over there, I might not have ever found you."

Ryan and Chris still didn't say anything.

"Boys? Are you ok?"

Judy's eyes traveled down, and she noticed the boys were sitting with pillows in their laps. She looked at their faces, which were blushing bright red. Then she saw their bathing suits hanging on the TV stand.

"What's going on here? Why are your bathing suits off?"

"Oh, mom, we just wanted to um, dry our bathing suits. We thought we would take advantage of the cabana."

Judy looked at her boys again, thought for a moment and then turned around and closed the curtain behind her.

"That's a great idea, sweetie. I think I'll dry my top dry too; I don't want to be uncomfortable for lunch."

Judy took her hair out of the ponytail and let her hair flow down her back. She unclipped her bikini top, and her giant breasts tumbled out. She then hung her top on the TV stand and walked over to Ryan and Chris and sat between them. She leaned back and put her arms behind their heads. Her boobs were sticking straight out, and her nipples were rock hard.

"This is the life, isn't it, boys?"

The boys didn't say anything.

Judy looked down and saw the pillows in the boys' laps.

"Are those pillows making you two uncomfortable? Why don't you move them out of the way?"

The boys looked at each other.

"It's alright. There is no need to hide. Now, go ahead."

Ryan and Chris pulled the pillows off their laps. Their hard cocks flopped onto their stomachs.

Judy looked at her son's cock and then over to Chris's.

"Well, boys, it looks like you both really enjoyed the jacuzzi."

The two boys couldn't help but blush and looked away.

Judy laughed. "Come on, boys, there's no need to be shy. Why don't you both stand up and show me what you have there."

Ryan and Chris both stood up, their cocks pointing straight up at their moms' face. Judy's mouth was hanging open.

"Wow, you two are very excited. It's because of these isn't it?" She put her hands on her breasts and arched her back a bit, causing her tits to jiggle.

"Yeah, Ms. H. You're so hot."

"Thank you, Chris. Would you two like to feel them again?"

"Yes, please." They both said.

Judy put her hands over the boys' hands and pushed them onto her breasts.

"Now, feel them around and really enjoy it. This is your first time with a woman with her top off. You should learn how a woman's body feels."

Ryan and Chris squeezed and played with Judy's breasts. They were so soft and smooth. Judy was loving the attention and moaned.

"Mmm, you two are so sexy. Go ahead, play with my nipples, they are so sensitive."

The boys did as Judy said and played with her nipples. Meanwhile Judy reached out and grabbed ahold of both of their cocks. She slowly began moving her hands up and down their shafts.

"Oh, mom. That feels so good."

"It does, Ms. H. Please don't stop."

Judy continued stroking the boys while they massaged her breasts. She could see some pre-cum start to ooze out. She gently pulled on their penises to get them to inch closer to her face. When their tips were at her lips, she stuck her tongue out and began to lick their cocks. She moved her hands down their shaft and held their balls, continuing to suck on the tips of their cocks, alternating between the two.

The boys' knees were getting weak. They were breathing heavily.

She then lined up both of their members together, and sucked them both at the same time. She was making loud slurping sounds as she did.

"I'm getting really close." Whispered Ryan.

"Me too." Added Chris.

Judy continued sucking their cocks and playing with their balls. She felt that Chris was going to pop first and focused her attention on him.

"Oh, god, I'm cumming, Ms. H."

"Mmm, yeah. Give it to me, Chris."

Judy felt a rush of cum squirt into her mouth. She pulled him out and stoked more cum onto her lips and chin and then her breasts.

"Fuck, yes. Thank you, Ms. H."

"You're welcome, honey. Now, watch what I do to your friend."

Judy quickly switched over to her son and wrapped her lips around his cock. She started pumping him in and out of her mouth. Watching his mom covered in his friends cum was too much for Ryan.

"I'm going to cum. Mom; I'm going to cum!"

Judy pulled his dick out of her mouth and continued stroking him.

"Mmm, yes, baby. Cum for mommy."

"Oh, shit." Ryan squirted a massive load of cum in his mom's open mouth. She spit it out all over her chin and tits. She continued to stroke her son as he shot another load on her neck, and then finally on her breasts.

"Mmm, look at me, I'm completely soaked." Judy's upper body was covered in the white ejaculate of her son and her son's friend. She rubbed some of the mixed sperm on her nipples and breasts.

"Excuse me, but I wanted to bring you all this fruit plate. It comes complimentary when you rent a cabana for the day."

The attendant opened the curtains and peeked in the cabana. His eyes went wide when he saw the two young men standing naked in front of an older woman who was covered in semen.

"Oh, my. I'm so sorry. I didn't realize that you were all having a... um.... I'll, uh, leave this outside."

He dropped the plate and ran away.

"Oh my god, did he see us?" said Ryan.

"Well, that was embarrassing." Judy grabbed a towel and started to clean herself off.

"Sorry, mom."

"It's ok, sweetie. It's not your fault. I think I got a little carried away with the alcohol. I feel like this is something I would have done in college."

"What should we do, Ms. H?"

"Let's not worry about that, Chris. He probably just thinks we were having a threesome or something."

"A threesome, wow." Said Ryan, realizing how far they had come.

"I'm going to take a shower. Why don't you guys get clothed and wait for me. I'll take you both to lunch it will be my treat."

Judy grabbed a towel and put her top back on and headed to the restroom.

"What just happened, dude? That was awesome." Said Chris.

"I know, dude. I can't believe how lucky we are."

"I never came so hard in my life."

"Bro you still don't mind that, you know, I'm fooling around with your mom, right? I just want to make sure I'm not overstepping my boundaries."

"Are you kidding me, Chris? This is so awesome. This is like every guy's dream. And if you want to know the truth, I can't stop thinking about our cum mixed together dripping all over her. That was so freaking hot."

"Hell yeah dude, she was completely covered, it was so tight."

"I'm getting hard again." Said Chris.

"Same. Maybe we should take a dip in the pool, cool ourselves off a little."

"Yeah, man, let's go."

Ryan and Chris put on their swimsuits walked back over to the pool.

Chapter 4

At lunch, Judy, Ryan and Chris were waiting for their food; they had ordered some mojitos and some water as well. Judy had changed back into her Bikini after her shower.

"So, boys, how are you enjoying your summer so far?"

"It's really good, mom." Said Ryan.

"Yeah, it's pretty cool, Ms. H."

"I'm glad to hear it. See, if you get your work done, and keep active, you get to have a lot more fun than playing video games."

The waiter came by and dropped off their drinks. The trio clinked their glasses and drank.

"So, boys, we need to talk about something."

"What's up, mom?"

"Well, first thing is first. I have obviously decided that I will continue helping you learn how to interact with girls. I am very proud of both of you, that you took some initiative in the cabana. Although, you were both still a little shy."

"Yeah, I think we level upped again!" Chris reached out and high fived Ryan. They both laughed.

Judy rolled her eyes.

"Yes, I think you both did as well. But that does bring us to my next point. As you both saw, there was an attendant who opened the curtain and saw us together. I know it is exciting to have some taboo relations, and I'll admit, I am partly to blame, but we must keep this absolutely discrete. We can't let anyone know. Not even our friends, or even our families. Do you both understand?"

"I think we can handle it." Said Chris.

"Yes, we won't tell anyone, mom.

"Ok, thank you. Now, there's another thing we need to talk about and I want you to be completely honest with me. There is no judgement here. Are you boys, attracted to each other?"

"Um, what do you mean, mom?"

"What I mean is, I noticed, you boys like being naked together, and I assume you have been masturbating in front of each other. Do you want to just do this with just each other? I would be totally fine with that. It's perfectly fine to be, you know, gay."

"No, no, Ms. H. We would definitely like to do stuff with you. Ryan and I aren't like that."

"Yeah, mom, we love spending time with you. And, um, we both think you are super-hot. We're just really good friends."

"Ok, I'm glad. So, now that we have gotten all that out of the way, I have another topic to discuss." She put a hand on each of their legs under the table. They both started to become aroused again. "I think you boys are so sexy. You are both really turning me on."

Ryan and Chris looked at each other feeling a knot in their respective throats.