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It's been a while since I've written about this group of characters, but this story is next in the adventures of Tonya, Eric, and their very close friends. If you would like to read about their earlier adventures, you can read:
"The Extra Person 01: Watching, Helping (Literotica, Jan 2022)"
"The Extra Person 02: Playing (Literotica, April 2023)"
"The Extra Person 03: Wingman (Literotica, August 2023)
"The Extra Person 04: New Player (Literotica, December 2023)
* * * * * * * * * *
Gretchen woke up in bed wearing an unfamiliar t-shirt and no panties. She'd had a few drinks, so there was a fuzziness in her memories that was slowly being replaced by visions from the day and night before.
As she laid there trying to separate sexy dreams from faint, hot memories, she noticed her bed was more ruffled than normal, there were wine glasses and partially-consumed margaritas around her bedroom. Also, her panties were nowhere to be found.
She was now enough awake now to remember lunch with Tonya and Kate, then Tonya undressing her, then an amazing afternoon of sex with her new female friend followed by an incredibly restful nap. As the morning cobwebs continued to fade, she remembered a long night of more sex with Tonya and her husband, Eric (The Extra Person 04: New Player (Literotica, December 2023)).
'Oh man, I can't believe I did that,' she thought as she laid in bed, her body slowly awakening and remembering all the times and ways the married couple touched it. It had been way too long since anyone other than herself had given it pleasure.
'Hell yeah, I'm so glad I did that! Best sex EVER!' she thought as she tried to count all the orgasms she'd shared with them.
She remembered the years of unfulfilling sex she'd had with her husband, then the months of no sex as he began fucking his admin. Then she remembered having sex with Tonya, then Tonya's husband, and being the center of attention for both of them, then the orgasms... the many, MANY orgasms! As more and more details with them filled in the blank spots, she got hornier and hornier, and it wasn't long until she reached between her legs. As she remembered all the sex she'd had the evening before, she thought she might be sore. And as her fingers explored all her parts she'd shared with the Tonya and Eric, she realized she was definitely tender.
'Hmmmm...' she thought, 'I promised Tonya a text message.'
'Had a great time yesterday,' she typed in her text window before sending. "Thanks for everything. And tell Eric Thanks, too.'
Within seconds her phone beeped.
'We did too. It was amazing! Let us know if you want to get together again sometime.'
Then it beeped again.
'I think you owe me something. The text message you promised me.'
'Oh yeah,' Gretchen replied. 'Wasn't sure you'd remember. Shouldn't take too long.'
Gretchen might have been sore, but it was the good kind from long hours of unbridled physical pleasure given to her by two generous, willing partners. She was also horny -- 'I want to feel that amazing tingling sensation between my legs RIGHT NOW' horny! She put her phone on her night stand, closed her eyes, and started scrolling through all her sexy memories with the married couple. The night was a smorgasbord of sexual delights - there were so many it was hard to pick just one she could use for her quick, morning finger session.
She started with Tonya kissing her, then undressing her in front of the mirror while Kate watched. As she reached between her legs her tenderness was quickly replaced by pleasure. And she was sooooo wet, and the nice, sexy feelings were way more intense than the soreness. As she fantasized about Tonya going down on her, she slid her finger into her very wet pussy. She thought of Tonya's soft full, lips providing her with a new, first-ever sensation of how one woman pleasures another. Then she remembered her new female friend's tongue reaching deep inside her, and she remembered Kate watching their every move, satisfying a kink she didn't realize she had -- the joy of being watched. Her memories of sex with Tonya, then Eric, were still fresh memories, and combined with her very satisfying touch, she enjoyed her best self-induced orgasm ever just a few hours after the last one the married couple had given her. Once she recovered her breath, she picked up her phone again and started typing.
'You made me cum again. Thanks! BTW, do you know where my panties are?'
Her phone beeped shortly after she sent her message.
'I came again, too,' Tonya replied. 'And I kept your panties as a souvenir! But you have Eric's t-shirt, so I think it's an even trade!'
'BTW, can we meet at your pool tomorrow? I have an idea for the Wingmen.'
'Definitely!' Gretchen replied.
It was Kate's story about the Wingmen that introduced her to her new friends and provided her with new avenues for sexual release. She was more than willing to help cultivate this opportunity however she could.
* * * * * * * * * *
"So, what's the next order of action for the Wingmen?" Gretchen asked as she poured Tonya and Kate a fresh margarita.
"I have a plan for all of us - or at least a Plan B until another festival, or..." Tonya answered, unsure of other venues they could explore.
"Really?" Kate added. "Can you share it with us?"
Kate was kind of the cofounder of the Wingmen since it was Tonya that brought her and Dave together for a night of hedonistic pleasure just over a week ago ("The Extra Person: Wingman (Literotica, August 2023)).
"Sure," Tonya replied. "We're going to share our adventures on a message board. Eric says they are mostly men on those, and any woman who post gets really popular really fast. We share some of what we've done and see who replies. He says we'll have so many followers we can find a few who are interesting, get to know them better, and have some fun, naughty conversations."
Kate and Gretchen listened intently as Tonya enthusiastically shared her plan.
"Cool! Sounds good," Kate replied. "This sounds like something we can do this any time, even when we're home alone. How do we get started?"
"Eric created new email addresses and user IDs for each of us. I'm Pink Wingman and Kate is Red Wingman because of our nail polish. Gretchen is Blue Wingman because of the blue dots on the underwear she wore when I undressed her."
Tonya used her laptop to pull up the adult website that hosted the forums. They read some of the topics trying to get an idea for what to include in their first thread. They decided a basic introduction with a picture or two would work.
"Alright, Wingmen -- ready for our first picture?" Tonya asked.
"Ready!" they both replied.
For their first picture they sat next to the pool with all their feet side by side. The picture was of their ankles and feet, Tonya's toe nails painted pink, Kate's red, and Gretchen's maroon. A field of crystal clear, blue, pool water made up the other third of the picture.
'Hi, we're the Wingmen. You can call us Pink, Red, and Blue'. Tonya inserted the picture and submitted the post.
"Hopefully we'll have some responses soon, but we need the next picture while we're waiting."
She told them what she thought for the next picture, and they headed back to the pool. By the time they returned, there were already multiple replies, mostly simple posts like 'who are you' and 'tell us more'. She inserted picture 2, almost identical to picture 1 except their panties were around their ankles.
'We aren't 20, or even 30, but we really like to have fun! If you like talking to women with experience, women who've had a ton of fun, women who've been known to enjoy each other, we'd like to talk to you.' Tonya posted their second picture and message.
"OK, one more picture for today. Back to the pool."
This time they sat a phone on a chair with the timer set. They sat facing the pool, but this time they were naked. Kate's long blond hair was on the left, Tonya's shoulder-length, reddish-brown hair in the center, Gretchen's shorter, brunette hair on the right. Their naked backs dominated the picture, but it was the curves of their hips and the barely-visible top of their naked butts that was so enticing.
When they got back, they had many more messages, most with 'So sexy' or 'Very hot!' or something similar. They weren't ready to read them all yet but instead added their third post. Tonya inserted the next picture and said their screen names were RedWingman on the left, PinkWingman in the middle, and BlueWingman on the right. Within seconds they had more responses.
'Why Red, Pink, and Blue?'
'Where do you live?'
'How do you know each other?'
'Love the curves!'
"Well, girls - I think we're in business. This should keep us busy for a while. But this will REALLY drive them crazy," Tonya said, typing a response to one of the messages.
'I'm Pink because of my pink nail polish, and same for Red,' she said and submitted.
"What about me?" Gretchen asked.
"It won't take long," Tonya said with a mischievous grin.
Within seconds there were multiple posts asking why Blue was Blue since her polish was maroon.
'Blue is Blue because she was wearing cute blue matching bra and panties the first time I undressed her,' Tonya typed. She blurred the faces of one of the mirror pictures of her and Gretchen's first time together (The Extra Person 04: New Player (Literotica, December 2023)) before submitting.
"This will drive them REALLY crazy," she said.
* * * * * * * *
The three Wingmen laid out, had lunch, and enjoyed a few drinks before Tonya wanted to go in and check messages. Kate and Gretchen followed her, and they pulled up the forums on Tonya's laptop. She had Gretchen and Kate open them on a phone browser so they would know how to respond when they were all alone.
"Man, there's at least 40 messages," Kate said. "Do we reply to all of them?"
"As many as we can... Kate, make one new entry telling how you and I first met. Don't go into too much detail, but tell them about watching Eric and I have sex, then how you joined in ("The Extra Person 01: Watching, Helping (Literotica, Jan 2022))"; ("The Extra Person: Playing (Literotica, April 2023))"
"Let them ask for details if they want to know more," she continued. "Gretchen, same with when we met you. Respond to my post with our picture. Not too much detail at first, but do at least mention that we had sex and I gave you the name 'Blue'. If they ask for more detail, we can give it later."
"How about all the dick pics we're getting?" Kate asked as she checked the first few responses.
"We can pretty much ignore those unless there are any that really catch our attention. Reply to messages that are interesting. Later, if we decide to meet anyone from the forums, it will be based on a whole lot more than a dick pic."
"What if someone wants to meet us?" Gretchen asked.
"Like any relationship, there should be some time involved before any meetings take place. After a few days, a few people will put time and effort in their responses and be interesting. We can get more personal in direct messages. Don't give out any personal information that could make it easy to find us. Eric said there are a lot of good people on the forums, but there are also some we should be cautious about."
For the rest of the afternoon, they read responses and questions, replied to the most interesting ones, and read the responses to their responses. They were so engrossed in the forums that the sky was starting to turn purple before they realized the afternoon was gone.
"Holy crap, it's getting late," Tonya said after looking outside. "Gretchen... Sweetheart... I've never skinny dipped before, and after reading all the comments I need to cool down some. Would it be OK if I go sneak in your pool sans bathing suit?"
Her companions were OK with her request, and Tonya was never one to be shy. She opened the curtain to the door between Gretchen's bedroom and the pool and stripped. Once naked, she opened the back door and stepped outside on to the pool deck for the second time that day. It was a little darker, and a little cooler than the first time, and her first steps were timid as she saw the neighboring house just a few feet away.
She occasionally went outside naked at home where there were no houses around and the seclusion of dozens of trees and lots of space. It was also always after dark. This evening the houses here were much closer - the only thing between them and her naked body was a wooden fence. But the thrill of being an exhibitionist and possibly getting caught added to the excitement of her moment.
She heard distant voices, people laughing, car engines revving, and other signs of city life as she crossed the deck. When she took her first step into the water, it was ironic how the crystal-clear water was going to provide her only sense of security. She sat her drink on the deck and swam to the other side making sure not to get her hair wet or ruin her makeup.
'Might need to look good again later tonight,' she thought.
Gretchen looked out the back door, saw that Tonya was indeed naked, and cautiously followed her into the back yard bathed in dimming evening light. Kate was right behind her. They watched Tonya swim back to the steps, grab her drink, and sit in water up to her shoulders. They found the drinks Tonya had poured them, grabbed one, and joined her.
"I can't believe how late it is - the sun is going down," Gretchen said.
"Yeah, but it's still not dark. Anyone that looked through the fence could see us," Kate responded.
"That's what makes it so exciting," Gretchen added before taking another sip of her drink.
They chatted about the forums and the earliest responses they had received. Tonya and Kate compared it to their first Wingman experience, where Tonya had picked up Dave for Kate then watched as they fucked. After they relived every detail, Kate stood up.
"Ladies, it's been fun, but I can sit here and talk about getting fucked by Dave, or I can go get fucked by Dave. Please don't take this as a judgment on the present company, but I'm horny and need to get laid! I'll see you next time!"
"Definitely Understand!" Tonya yelled as they watched Kate's naked butt walk toward Gretchen's bedroom door. "Let us know if you need some help!!"
Kate stopped just before entering.
"Uhhh, I'm trying to keep him to myself for a while. I don't think he could satisfy all three of us. Maybe another time!"
She smiled and went inside. A few minutes later she stuck her head out to tell them she was leaving.
Tonya and Kate continued chatting. They had very satisfying sex last night and weren't as horny as Kate who had left during those festivities. Tonya wanted to enjoy a few more minutes of the exhilaration of the cool, night air and even cooler water on her naked body before going home to fuck her husband. She swam to the other end and back, and sat next to Gretchen on the side, and again enjoyed the air on her naked body. The thought of Kate fucking Dave again, the way she had after GrapeFest ("The Extra Person 03: Wingman (Literotica, August 2023)), was pretty arousing.
'But if Gretchen decides she needs sex again, I could definitely hook up with her before going home to Eric,' she thought as she stole a look at the woman she had satisfied many times the day before.
She'd had sex with Kate a couple of times since Eric invited his old college friend over for a night of naughty voyeurism. Her night with Gretchen was her next girl/girl experience, equally as arousing and fulfilling as her first. Both of her new friends were eager partners more than willing to try new methods of sexual gratification. Eric loved it when she hooked up with them and supported her doing it whenever possible.
As the two women chatted about the forums, they heard metal clanking. As they followed the direction of the unfamiliar sound they saw the back gate opening. A guy in his early-twenties was carrying pool-cleaning equipment into the back yard. He was thin with long hair and looked barely older than her twin sons. She couldn't tell if he was good looking or not because his hair hid most of his face. Neither she nor Gretchen had grabbed a towel on their way out, and there was no way they could make it to the house now. They quickly lowered themselves into the crystal-clear water for what little cover it offered. When he heard the ripple of the water the newcomer noticed his companions.
"Hi there," he said, surprised he wasn't alone in the back yard.
As he closed the gate behind them, he was trying to look without being too obvious.
"Sorry to surprise you - I didn't know you were having a party today. Would you like me to come back another time?"
Gretchen was about to answer, but Tonya beat her to it.
"Hi" she responded to the stranger. "I'm Tonya. No need to apologize. Not really a party - just a couple of gorgeous, mature women being adventurous. You must be the pool guy Gretchen talked so much about," she added.
He smiled and looked embarrassed.
"Isn't it kind of late to be cleaning the pool? It's getting a little dark," she added.
"Yeah, it's probably getting a little late, but I have something else to give Gretchen, and I just got it in. I can come back tomorrow if you need me to."
"No, no - that's fine. She might be a little embarrassed to come get it, though, being how she's naked."
Gretchen looked a little sheepish and thought about using a hand to try to cover herself, but the drink she was holding made that impossible. Besides, she bought a new bikini to wear on days he came to clean, and being naked in front of him felt even better than wearing the bikini. Tonya remembered her talking about it, and knew she was interested. This was the perfect time to bring an opportunity together.
"Sorry, Gretchen - let me get you a towel," Tonya said heading to the stairs.
"You..." she continued looking at the new addition to their group, "... look the other way."
She waited for the only male to turn most of the way around but started up the steps a little early to give him a hint of what he had stumbled across. The pool cleaner very slowly looked the other way but definitely saw everything Tonya had to offer. She walked to the back door, walked in Gretchen's bedroom, and a minute later came out wrapped in one towel and carrying another for her partner in mischief. She reminded him to keep looking away as Gretchen stepped out. Once wrapped in her own towel, Gretchen approached him, and he handed her a small, metal box.
"Thanks, Robbie - I'm so glad you brought this. It will definitely be appreciated tonight. Do you want us to go inside? You'd probably prefer to work alone."
"Not at all," he responded. "This is by far the coolest thing to ever happen to me! I really don't want you guys to leave. I promise I won't look - too often," he added.
Robbie absent-mindedly skimmed the water, then brushed the sides. He appeared to be working slowly, but he smiled while he worked. He occasionally looked at one of the curvy women, each time wearing a sly grin.
"Well," Gretchen said opening the box he gave her. "This should make things even MORE interesting!"
She stepped inside, and when she returned, she had a small lighter. She pulled a joint from the box and lit it.
"Do you mind if we have this while you work?" she asked.
"No, I don't mind at all," he responded. "I might have had a little myself before heading this way.
Gretchen took the first hit then passed it to Tonya. After Tonya took a puff, she walked toward Robbie and offered it to him. He found it hard not to stare at her 36Ds wrapped in only a towel as she offered him the shared joint.
"This is really good..." she said.
Robbie took a long hit and replied.
"Yeah, it is. Really takes the edge off after a long day. Glad you like it."
He offered the joint to no one in particular, and Gretchen stepped closer to take it from him.
"Let's have a seat," Gretchen said, pulling out a chair next to the back-yard table. She went inside, turned on a string of lights that added a little illumination but weren't too bright, and returned with an ash tray.
"Sorry you had to see us that way," she said before taking another hit. "I forgot what day it was. And we've had a few drinks. We can go get dressed if this is awkward."
She was 99% sure he would decline her offer.
"No, please don't," Robbie almost pleaded. "No need to apologize. Like I said, it's by far the coolest thing to ever happen to me, and if you get dressed then the best thing ever is over. I would be happy if you guys wanted to do this every time I clean - and, I could definitely throw in a discount!"
They laughed as they passed the joint around again. As they made small talk, night replaced dusk for the small group around the pool. The strand of lights between the table and the house provided enough light to let the group see the expressions on each other's faces, and to remind them that some of the group were wearing only towels. When a brief moment of quiet replaced their chatter, Robbie was concerned that the party could be ending.
"I'm sorry again I interrupted your party..."
"No worries..." Gretchen said before Robbie could finish his thought "... but please don't think you need to leave. You can clean the pool another time. Like Tonya said, being caught is part of the thrill of skinny dipping. I'm not sure if everyone agrees, but being caught was probably as exciting as you catching us."
"For sure," Tonya added - It was the best part of my day!"
"It was definitely the best part of my day, too - the best part of the year - walking in on you ladies. Other than the internet, I don't get to see beautiful women naked very often, so I will remember this forever. And also, the worst part of this incredible day was when you covered up."
"That's so sweet," Tonya said, happy he enjoyed seeing them naked. "How would you like to take this towel off of me?"
Tonya saw Robbie's face change from a shy smile to an excited one as he stared, wondering if she was serious.
"Uh, really?" he asked. "What do I have to do?"
"Nothing bad at all," she answered. "But something tells me you have sexy eyes. I can't tell because your hair is hanging down over them. What if you let me give you a haircut, and then I let you take this towel off of me?"
"Really?!" he asked excitedly.
"Yes, really!" she answered. "I want to go skinny dipping again -- it felt so good being out here naked. You can take it off slow, or fast if you prefer -- I'll leave that up to you."
"Uh... yeah! Sure!!"
"Great!" she responded. Gretchen, do you have scissors I can use?"
Gretchen disappeared into the house and quickly returned with scissors. Tonya moved a chair to the grass and had Robbie sit in it. She started with the back, cutting off long, stringy strands. When she moved around to the front, she was more precise and would pull hair up between her pointing and middle finger and use them as a guide. More importantly, she would straddle his leg, her naked pussy rubbing on it, or sit in his lap and feel his erection trough his shorts. She used her arms to push her boobs together, exaggerating her cleavage and straining the tuck that held the towel in place and teasing him beyond belief. Robbie would occasionally reach for the tuck, hoping she would let him grab it and rip her towel off.
"Uhhhhh, noy yet" she teasingly scolded. "Almost finished..."
She slowed her cutting down, making smaller and smaller cuts. She was mildly surprised at the cute face her cuts were revealing, and she knew now why Gretchen worked so hard to seduce him. She made sure to move often, sometimes just a fraction of an inch. She didn't need better angles, or a better view, but she did need to move her body all over his, tempting him with what they had to offer. It wasn't a lap dance -- it was much more sensual.
"Robbie, what is that I feel when I sit in your lap?" she teased.
"Uhhhh, this is kinda embarrassing... I might be a little excited," he sheepishly said, looking down and avoiding any eye contact.
"Really? I 'LITTLE' excited? It seems to me you're a lot excited, but that's OK - we would only be offended if you weren't excited at all. And believe me, we're excited, too. We just show it differently."
She made a few more cuts, then leaned back.
"All done!" she said as she tried to stand up.
But before she could stand, Robbie -- now with short, preppie hair, put one hand behind her back and used the other to untuck her towel. As soon as it fell open, he pulled her close and took a gorgeous pink nipple in his mouth. He sucked hard, instantly filling the older woman with intense pleasure.
Tonya was surprised, but the pleasure he quickly gave her was welcome. She pulled him close, holding him tightly against her chest, and could happily lean back and let him have his way with her -- she knew Eric would not mind. But as good as she was feeling, this was Gretchen's fantasy, and tonight was all about getting her new friend laid. She held him tight for another moment, hoping he knew he'd done nothing wrong.
"Uhhh... this isn't what we agreed to. If you want to change the agreement, I want something extra as well.
Tonya reluctantly stood up, took 1 step back, and bent one leg slightly at the knee in front of the other. It was a pose she used often for clothed pictures, but she knew it would look even better with her naked.
"OK, what else do you want?" he asked.
Tonya looked at Gretchen, hoping her new friend knew her plan wasn't to take over Gretchen's fantasy.
"If you want to touch, then I want you to take off your shorts. Even better, I want you to let Gretchen take off your shorts."
"Really? You want me to get naked, too?" He asked, more than ready to join them.
"Yeah, we'd like that. It's only fair..."
Tonya's companion shook her heads 'yes'. Robbie stood up, and Gretchen approached him.
"But after you're naked, I think you should take her towel off, too," Tonya added.
Tonya took another step backward, and Gretchen approached Robbie. Her smile was equal parts excitement and desire as she reached for the waistband of his shorts. He smiled down at her as she took the final step and there was barely an inch between them. She grabbed the elastic and quickly stripped off his shorts, letting them drop to the deck. He was definitely hard.
He stepped out of the pile of fabric that had covered his excitement, grabbed the tuck on Gretchen's towel, and undid it. They were finally all three naked.
"Oooohhhh, that's so sexy," Tonya said, staring at the second erection she'd seen since she and Eric first got involved with other people. "I'm so glad you decided to join us! This could be SO much fun!"
"Really?" Robbie asked like he didn't believe her. "No one's ever called me 'sexy' before."
"That's crazy," Gretchen added. "You're cute, have a great body, and..." she said looking down at his hardness, "... I have friends that would pay money to be where I am right now!"
"Why?" he asked.
"Because as we get older, guys don't look at us the way they used to. And since you're like that..." she added, referencing his hardness, "... I guess you must like what you see."
Robbie shook his head 'yes' but looked more shy than at any other time that evening.
"It makes us feel sexy, and it feels so good to feel sexy again," she finished with a smile.
"You're both very sexy," Robbie countered. "Sexy, beautiful, and not all giggly like girls my age. I've had a great time hanging out with you this evening."
They were pleased to hear him use 'sexy' in describing them.
"Thank you, Robbie," Tonya said. "Can I ask you a personal question?"
"Yeah, sure," he answered. "How could I say 'no' when we're all standing here naked. What do you want to know?"
"Have you had sex before?"
Robbie looked slightly embarrassed as he considered her question.
"Yeah, I have... A couple of times. I had a girlfriend, and we had sex a few times."
"Are you still together?" she asked.
"No, we broke up after she went to college. She met a lot of guys there and didn't want to hang out with me anymore."
"I'm sorry it didn't work out," Tonya told him. "But did you like having sex with her?"
"I did. I really did, but it wasn't very often. She said I wasn't very good at it."
Gretchen pulled Robbie to her and hugged him. When his erection pressed into her bare stomach, she feigned embarrassment.
"I'm so sorry," she said with mostly-pretend shock. "I shouldn't have done that."
"No, don't worry," he responded. "It's been a really long time, and it felt amazing hugging you. Like really, REALLY amazing."
Gretchen's hug was Robbie's first contact with a nude female in quite a while. It was a glorious couple of seconds, but he felt a familiar twitching that happened before he came. He needed relief right away, and if he didn't get it, he was pretty sure he would cum in front of them.
"Uhhh, I'm sorry about this, but I'm about to get very embarrassed," he said as he turned away from his two companions. "I haven't been with anyone in forever, and I'm so excited.
"Don't be embarrassed by being excited. I'm really excited, too. If you want to learn all about sex, we would be happy to show you."
Tonya reached her hand to him. When he took it, she turned him back to face her and Gretchen. Even in the indirect lighting her boobs were large, full, magnificent and hard to not look at. She reached out, took his hand, and placed it on her boob.
"Uhhh, you're willing to teach me to be better at it?"
"We'd both LOVE to teach you anything you want to know. There's nothing to be embarrassed about."
She took his other hand, placed it on her other boob, then reached out and grasped his dick.
"Wow, every time I think this day can't get any better, it does," he moaned.
Tonya stepped closer to him and continuously stroked his erection. She was now so close that as her hand reached the head of his dick it grazed her stomach. She looked up at his face as a look of intense pleasure spread across it.
"Does this feel good?" she asked seductively.
"I really like it..." he answered.
Robbie looked at her face as she looked at him, then at her gorgeous boobs, then at her hand wrapped around his dick. She was probably the same age as his mom, but he didn't care. She was very sexy -- and her friend was, too -- and her hand on his erection felt thousands of times better than his own. As pleasure built where she touched him, his previously somewhat-shy look was now a tentative smile.
"Oh god, Tonya - are you sure you want to do this? It's feeling really, REALLY good..." Robbie said as he felt he was about to explode.
Tonya's goal for the evening was to get Gretchen laid, and if possible, she wanted to have a little fun herself. This was also only the second dick she had touched since she and Eric were married, and since her husband had given her permission to play around the night she hooked Kate up with Dave, she wanted it to be the first she sucked. She knew telling Eric the story of how she got the much younger guy off would lead to more incredible sex with her husband. Her new, secondary goal was to play with Gretchen and Robbie, get horny as hell, then go home and fuck Eric long and hard.
"Tonya' you're going to make me cum!" he moaned, not wanting her to stop.
"Good, I want to see you do it. I want to watch you as you cum all over my stomach."
"Ohhhh... unghhhhh!" he moaned as his body began to twitch.
Gretchen moved next to Tonya and Robbie as the first load of cum shot out of his erection. She had been trying to seduce him for a while, and seeing him aroused and near orgasm was a perfect start to her fantasy night. His first stream shot across Tonya's tits and stomach, and Gretchen couldn't resist letting her fingers through it. When the second stream erupted, she kissed Tonya, needing to be part of their sensuous experience. When the third pulse coated Tonya's body, the sexual contortions convulsing through Robbie's body started to lessen, and she kissed him, then wrapped her own hand around Tonya's, helping to slowly coax the last of his cum from Robbie's dick. As the final drops coated the two women's hands, his erection barely softened.
"Oh wow!" he muttered. "That was amazing!! So much better than when I..."
Robbie stopped when he realized he was about to admit to them he masturbated.
"It's OK," Gretchen told him. "We do it, too. There's nothing wrong with making yourself feel good."
"Are you glad you didn't leave," Tonya asked.
"I definitely am," he responded, sounding less shy than a few minutes ago. "that's the new 'best thing to ever happen to me'," he added.
"If you enjoyed that, then you're going to love what happens next," she added.
"Really?" he asked.
Tonya reached for her towel and cleaned Robbie's cum from her stomach and hands, then cleaned Gretchen as well. She reached her hand out to Gretchen and led her toward the house.
"You are now an official Wingman. For the rest of the night, I get to watch you fuck Robbie while I enjoy the show and help out however I can."
She led them to the bed, found her phone, and sat in the chair Kate had sat in while she watched Gretchen be pleasured by a woman for the first time. She texted Eric.
'Hey Babe, don't be mad, but I just jacked a 23-year old dick. Gretchen's pool boy. She's with me, so I hope it's OK'.
'Hey Sweetheart -- that's so hot! Definitely OK. What's next?'
'Going to watch Gretchen fuck him, get horny, then come fuck you HARD!"
'Not going to fuck the 23 YO?'
'No, I want you there when I fuck someone else. I do want to help Gretchen, though. Would you be OK if I suck his dick?'
She thought of using 'blow job' but knew Eric loved it when she talked dirty.
'Definitely -- go for it. Have fun. I want to hear all about it. Send pics if you can!'
'I will. Look on forums in 10 minutes. Love you!'
Gretchen had been stroking Robbie's dick since they got in bed. She was pretty sure Tonya was texting Eric, and now that her friend was watching she took him in her mouth. Tonya's expression went from 'interested' to 'excited' as she watched Robbie's dick grow hard in Gretchen's mouth. Once she had him excited, she straddled his hips, grabbed his dick, and held it to her pussy.
"Is this OK?" she asked him.
"Oh yeah," he answered. "I really want to do it, and anything else you ladies are interested in showing me.
Gretchen lowered herself on to his throbbing dick, relishing how it felt as it filled her.
"Ohhhh, yeah... you're so hard," she told Robbie as she slowly started riding his erection.
"You're making me feel soooo good," she purred.
She held a boob in each hand, playing with her nipples as she enjoyed the feeling of 23-year-old dick filling her. She reached for Robbie's hands and held them to her tits, encouraging him to squeeze them. She wasn't as busty as Kate or Tonya, but Robbie seemed very happy to caress them.
Tonya took a pic of her riding Robbie and texted it to Eric.
'She couldn't wait!' she texted with the picture.
'Sexy as fuck! That's one lucky guy.' he replied. 'You should go next!'
'Two lucky guys' she texted back. 'You fucked her last night. And I'm going to wait for us to do it together. But I can't wait to suck his dick later.'
'Go for it - as long as you tell me about it when you fuck me later!'
'You've got a date!' Tonya replied.
Tonya put her phone down and grabbed her laptop from the dresser. She still had the forums pulled up from earlier, and went to their thread. There had been quite a few entries since they last checked, but she wasn't ready to read them yet. She transferred the picture she'd just sent Eric to her laptop and made sure Gretchen's face couldn't be recognized. She uploaded it to the thread and typed in a caption.
'Blue wingman got lucky tonight! I'm lucky, too, since I get to watch them. Might join in later.'
She posted the pic and closed her laptop. She knew responses would quickly come in, and she wanted to watch the couple fucking instead of reading responses.
"Gretchen, how's that 23-year-old dick feeling?" she asked.
"Amazing! And young... and so fucking HARD!"
Tonya crawled into bed with Robbie and Gretchen. She snuggled close enough to Gretchen that her body touched both of theirs. She laid on her side so she could watch both of them, and her hand went to Gretchen's back. As her new friend passionately used the young man for sexual pleasure, she caressed the soft skin on her back and butt and thighs so she could be a part her pleasure.
"Don't you wish you'd done this earlier?" she asked Gretchen.
"Definitely... I bought... that new bikini... and wore it... every time... he came to clean... but he never... got the message..."
Gretchen started riding Robbie harder, and each time she went fully down on his erection, it took her breath away making it harder to talk. She rode faster, and harder, and more passionately, and her body tingled from the pleasure she was taking from his. And all the memories of fingering herself in frustration after she failed to seduce him were quickly being replaced.
"You wanted to have sex with me before?" Robbie asked looking up at her naked body and enjoying how it made him feel.
"Yeah... I did.... Guess I... wasn't flirting... very well," she added.
She didn't tell him that it wasn't personal -- she wanted to get laid, to feel a hard dick inside her and the weight of a man on top of her -- he just happened to be the most available option at that time. Now that they had finally realized they had something the other wanted and needed, she hoped to do it again. And again.
"But now... you know... I want this... so don't stop..."
A week ago she would have been even more desperate, more enthusiastic... But just yesterday she and Tonya had sex, and she had orgasms with another person for the first time in so many months, and it was glorious. And last night, Eric, Tonya's husband, joined them, and he fucked Gretchen hard. And often. And she came hard and often. And finally, the first demon of her terrible marriage was exorcised, and she realized she wasn't responsible for all of her own orgasms, and sex was pleasurable.
But best of all, she realized one person would never again tell her who she could or could not have sex with, and she could have as much sex with as many people as she wanted. This liberating realization caused her to smile, and as she rode the 23-year old young man, she reached between her legs and played with her clitoris.
"Ohhhh yeah..." she moaned. "Tell your ex... she's crazy... you fuck really... really well... You're making... my pussy... feel sooooo good..."
Tonya loved the sound of Gretchen's voice as she told Robbie how she felt. She loved the rhythmic sound of their bodies slamming together, over and over and over, and the wet sound of her friend's pussy receiving his erection and the pleasure it gave her. She loved the smells of the unfamiliar room, and their bodies, and the sex they shared, and she loved the vision of those bodies and the way they joined. She loved everything about sex, whether she was doing it or watching it.
She rose to her knees, embraced her new friend, and placed her lips on Gretchen's. She pushed her tongue into Gretchen's mouth and hungrily enjoyed its soft, warm, wetness. One hand cupped Gretchen's boob while the other explored her back and butt.
"This is so fucking sexy," she told her partners. "Soon I want to watch you guys doing missionary. I want to see your gorgeous legs wrapped around Robbie while he's fucking you."
Tonya reluctantly released Gretchen and again laid beside the couple. Gretchen rolled onto her back next to Tonya and pulled Robbie on top of her. He filled her again and quickly got into a rhythm, moving his hardness in and out of her.
"Oh my god, this is so sexy..." Tonya purred.
Gretchen wrapped her arms around the young man's back and her legs around his hips. She wanted to feel all of him working to give her as much pleasure as he could.
"Does this feel good?" she asked as she looked into his eyes.
She was glad Tonya had given him a haircut so she could see his youthful good looks just inches above her.
"Oh yeah, it feels really good," he answered. "It's been so long since I've done it, and I forgot how good it feels."
"I like it too," she answered. "If you like it so much, we can do it again."
"Tonight?" he asked excitedly. "That would be great! I've never done it twice in a night."
"Year, sure," she answered. "We can do it again tonight. But I was also thinking we can do it another day, if you want to. Maybe even a few more days..."
"Yeah, definitely. I love to do that!" he responded.
They both smiled as they realized the amazing physical pleasure they were both enjoying was not a one-time event. They would be able to enjoy it again and again.
"Robbie, raise up on your arms so you are above Gretchen," Tonya told him.
Robbie extended his arms so there was space between his body and that of his sexual partner.
"Like this?"
"Yeah, like that," Tonya responded. "See how beautiful her boobs move when you go in and out of her?"
"Yeah, I like that - it's really sexy," he said.
"Now fuck her harder,".
Robbie forced his dick in a bit harder, and Gretchen spread her legs wide to receive him. Each time their bodies came together, she moaned.
"Oh... yeah... fuck... yeah!"
The sound of their bodies coming together was louder, and her moans, intensified by the increased pleasure, were louder as well.
"Fuck... yeah... fuck me... fuck me... fuck me..." she moaned, each syllable slightly louder than the one before it.
"Harder!" Tonya commanded.
"I don't want to hurt her," Robbie said.
"You're not hurting me!" Gretchen screamed. "It's feels so fucking good. Fuck me HARDER!"
Robbie did as requested, and the sounds of their sex totally filled the room. His youthful enthusiasm was a perfect match for her mature needs, and with the direction of the two older women, he was quickly a polished performer easily able to fulfill her needs.
"Oh fuck... Robbie... you're going... to make... me cum!"
'
Gretchen's back arched and her moans could no longer share words or thoughts as an amazing, powerful, orgasm filled her and the room.
"Don't stop!" she moaned. "Keep fucking me! Cum inside my pussy!" she yelled.
Robbie had only cum during sex a couple of times, but it was after he pulled out and lost his rhythm. Each time, the pleasure was building and close to unimagineable when his girlfriend told him to pull out. He'd never made her cum, so Gretchen's moans and direction were new and exciting. He was close to pulling out with her, too, until she told him not to. The tingling between his legs was so amazing that he wasn't sure he could stop if she told him to. But with her blessing, he felt that last amazing crescendo before his first spurt of cum filled her.
"Oh fuck -- I'm cumming!" he screamed.
Gretchen held him tight, their bodies hot and sweaty and spasming as each additional spurt of sticky fluid filled her. Tonya watched Gretchen's face as Gretchen watched Robbie... Her hand cupped his butt so she could feel his muscles contracting each time he filled her with his ejaculate. Finally, his moan's subsided and his body collapsed on Gretchen's when he had no more energy to hold it up. For the first time in his young life, he was sexually spent, still inside his partner, her body welcoming everything he had just shared with her.
Oh my god, that was amazing!" he said when he rolled off of Gretchen's naked body opposite Tonya.
"I can't believe how good that felt."
Gretchen looked at his youthful face, happy she'd been the first to give him this gift.
"I'm glad you like it," she said softly. "I really liked it, too."
"You guys were so fucking sexy," Tonya told them. "Sexy to watch, sexy to listen to -- I'm so horny I can't take it anymore..."
Gretchen had been fantasizing about the young pool boy since her husband left her, and her new friend had delivered on the fantasy. It was now her turn help Tonya feel pleasure, too, while also continuing Robbie's sexual education.
"Robbie - do you know how to go down on a woman?" Gretchen asked.
"You mean, lick her down there?" Robbie asked.
"Well, yeah... but there's more to it than licking. Watch what I do."
Gretchen crawled between Tonya's spread legs. The triangle of neatly-trimmed brown hair pointed to her visibly wet pussy. Gretchen put het tongue at the bottom and slowly licked upward. When she reached the opening, she pushed her tongue in and out, then continued her journey upward. When she got to Tonya's clitoris, she nibbled, then sucked it. Each touch caused Tonya's body to quiver.
"Sorry I'm so wet, but watching you guys fuck was so hot. You got me so excited."
"I love it when you're wet... I love the way it tastes... You taste amazing," Gretchen teased each time her tongue made Tonya moan.
Gretchen did everything again, and this time Tonya used her hips to push her pussy onto Gretchen's mouth.
"Oh my god that feels soooo good," she purred. "I love how your mouth feels..."
"Now you do it," Gretchen said to Robbie. "Start slowly, and as she starts to move her body faster, you match her rhythm."
Robbie did as Gretchen directed. He started slowly, and as Tonya started moving her hips faster, he matched her pace.
"Now push your tongue in deeper," Gretchen coached.
Robbie did, and Tonya's moans got louder.
"Oh yeah, just like that," Gretchen told him. "See how much she likes that? Now I want you to make her cum... make her feel as good as you made me feel..."
Robbie continued to lick Tonya's pussy, to put his tongue inside her, so taste the wetness that was a new sensation to him.
"My turn," Gretchen whispered, as her mouth replaced his.
They alternated giving Tonya oral pleasure, each enjoying the way they made her body move as they pleasured her, each happily watching when it wasn't their turn.
Tonya was ready to cum and knew should could at any second. But she wanted to be able to tell Eric she gone down on her first partner other than him. She Held Robbie's head tightly in her hands, prohibiting him from licking her.
"Hold on for just a second," she whispered as she realigned her body with her head at the foot of Gretchen's bed.
She took Robbie's dick in her hand and looked at him.
"I want to do you at the same time," she said as she again opened her legs to him.
Robbie lowered his mouth to the wet fur covering Tonya's pussy. As he started licking her from the new angle, she took his erection in her mouth and positioned them on their sides. She finally was enjoying her first dick other than the one she slept with every night.
"Mmmmmmmmmmmmm," Robbie moaned as Tonya's mouth used her years of experience to pleasure him.
He'd only eaten pussy a few times, and never at the same time he was also receiving oral pleasure. It was a new, exciting sensation that in some ways was more pleasurable than fucking. Sometimes the pleasure he was receiving was so intense that he couldn't concentrate on giving it as well. When Tonya's body would stop the sensual dance it did when she felt good, he would remember to continue licking.
"Do you like this?" Gretchen asked as she snuggled in next to him.
He didn't want to stop pleasuring Tonya to answer, but was able to shake his head 'yes'.
"It's so hot to watch, so I bet it feels good, too," she whispered. "We can do it again later if you want."
Again, Robbie shook his head 'yes' without stopping the pleasure he was giving.
Tonya and Eric occasionally did 69s when they had sex, but they had reached a point where looking into each other's eyes and sharing the taste of each other's mouths was the most intimate, satisfying way to orgasm. To Tonya, Robbie was a living, breathing sex toy, and there was no emotion other than sexual satisfaction for her to share with him. She wanted to enjoy her first-ever unfamiliar dick, and looking at it while she worked to make her partner cum seemed perfect for the occasion.
But she knew she was exceptional at giving oral pleasure, at least to her husband, and before she enjoyed her own orgasm she wanted to make sure she was equally proficient on new partners. She used every technique that worked on Eric, and soon she felt Robbie about to lose control. As she allowed the pleasure of release to flow through her own body, she grabbed Robbie's hips and pulled his dick deep in her moth. Her moans mixed with his as their bodies spasmed, then quivered, then grew rigid, as they came. Intense tingling raced through her body, from her pussy through her arms and legs into her fingers and toes as she sucked every drop of cum from his young body. Soon, the moans stopped, the thrashing lessened, as Robbie's third orgasm of the night coincided with Tonya's first.
* * * * * * * * * *
Robbie had learned so much that night. He learned how good sex could feel when partners helped each other instead of criticizing. He learned mature women liked sex and liked the way he did it. He learned that women could make each other feel good, too. But most of all he learned how amazing it felt to be inside a woman who wanted to be with him. He had just cum for the third time, but he was in no way close to finished for the night.
Tonya reluctantly got dressed as she watched Robbie crawl between Gretchen's legs. She would have loved to spend the evening and night with them exploring the stamina of Robbie's young body and seeing how many ways they could share the miracle of orgasm. But she had already shared a few blissful moments with them, and the remainder of this adventure was for Gretchen. It would be a long drive home, but she was ready to call her husband and share everything she'd been part of, exciting him, arousing him, and preparing him for the intense fucking they would soon share. She took one last picture, Robbie on top of Gretchen, her legs wrapped around him, his erection bringing her even more pleasure.
She sat in the chair next to Gretchen's bed, made sure no faces were visible, and uploaded the picture to their thread in the forums.
'Blue Wingman and her poolboy going for round two. Pink Wingman had to tap out. That in one LUCKY pool boy!'
"This pic is so fucking hot," she told her sex partners. "You might want to 'accidently' send it to Gavin so he knows you're not sitting around waiting on him. Talk to you tomorrow, Babe!"
Tonya started her SUV, and when she was underway, she told the infotainment to call Eric.
"Hey Sweetheart!" she said excitedly when he answered.
"Hey, Pink Wingman!" he replied. "Just saw your post. Looks like you guys were having a great time!"
"We were - It was amazing. They're STILL having a good time."
"I saw your 69 pic. How was it sucking a 23-year old dick?"
"Hard as a rock -- seriously, it could break glass. You still OK with me doing it after seeing the evidence?" she asked.
"Yeah, I told you it was OK. You should have fucked him."
"I want to fuck you," she answered excitedly. "Hope you're up for a few hours of play time when I get home!"
Tonya was ready to get home, to get Eric in bed, and to fuck him with the renewed enthusiasm she'd gotten watching Gretchen and Robbie. She was aroused beyond belief now, and didn't want to lose one iota of that horniness on the way home.
"Will you talk dirty to me while I drive?" she asked.
"Yeah, I will -- especially since you promised to fuck me when you get home. How could I not help the love of my life get extra hot and bothered when I will be the beneficiary of her being that way?"
"I'm so fucking horny right now. Watching Gretchen fuck that young guy was WAY hot. I couldn't wait to suck his dick after that. Thank you for letting me do that."
"I told you I'm OK with it. I'm better than OK. It makes me so horny thinking of you sucking him. I'm stroking myself thinking about it."
"Ooooh, I like thinking about you doing that. But don't finish -- I need you hard and ready when I get home."
"It's feeling so good, and I could cum really fast if I wanted to... but I'll wait -- I want to fuck you and look into your eyes and kiss you and cum inside you."
"Oh god, Eric -- I'm so horny and ready for you."
"Did you want to fuck the pool boy?" Eric asked, trying to keep her aroused.
"I did... I really wanted to. He was so hard, and he was making Gretchen moan so loud. But I want you to be with me when I fuck someone else. I think it will be so hot to be together, and I also need to make sure it won't hurt us. If we're together, we can stop if you don't like it."
"I promise I will be OK with it. You were OK with me fucking Kate and Gretchen, weren't you?"
"I was -- it was so sexy watching you with them."
"And I think it will be so sexy watching him slide his dick in you, and making you feel good, and watching you cum all over him..."
"I'm so wet thinking about that! I'm turning in to the neighborhood now. See you in 90 seconds!"
Tonya turned into their neighborhood. She knew exactly where to push the garage door button so she could pull straight into her spot without having to wait for the door to go up. She pushed the ignition button with one hand and closed the garage with the other. She took her shirt off as soon as she was in the house, her shorts in the kitchen, her bra in the den, and was sliding her panties off as she entered their bedroom. Eric had lit candles and was already in bed, naked, sitting and leaning against the headboard. His hand gripped his erection.
Tonya said nothing as she straddled him and lowered her body onto her husband's dick.
"You are going to get fucked so HARD!" she moaned.
"I look forward to it, my dear. Are you a little horny?"
"I'm REALLY horny. You know how I get watching other people have sex!"
"Yes, I do," he moaned as his wife slowly started riding his dick.
She kissed him as she relished the way his hardness made her feel as it filled her over and over. Her tongue probed his mouth, and his probed hers, as their need for each other overwhelmed them.
"So you'll be OK when another guy slides his dick in me?" she asked, already feeling tingling between her legs.
"Yeah, I can't wait to watch you fuck someone," Eric answered.
He had been stroking his erection while talking to her on the phone, and it was tempting to finish and get the relief he desperately needed. He fought the urge and save his cum for his wife, but he had been close to orgasm when she took him inside her. It would take only a few seconds for her to finish the job.
She kissed him hard as she thought of her husband lying beside her, caressing her, even kissing her while another man was inside her.
"Will you hold his dick while he puts it inside me?" she almost begged as her orgasm started.
"I'll do anything for you, Sweetheart," he moaned, as the first pulse of his ejaculate shot deep inside his wife.
She loved his response and wanted to kiss him while they finished, but the night of voyeurism had been so intense she could barely control her body. Her back arched as the pleasure plateaued, and she was consumed by her second orgasm of the night.
"Ohhhh, fuuuuuuuucccckkkkkkkkkkk!" she screamed as pleasure she had craved throughout her sex-filled evening filled every part of her body.
She finally collapsed on her husband, and for the umpteenth time since Kate first joined them, her head rested on his shoulder, their sweaty, spent bodies too tired to move. After their bodies returned to normal, she sat up and looked at him.
"Anything?" she asked.
"Yes, sweetheart -- anything," he answered as he looked deep in her eyes. "This night will be all about you... anything you want."
She returned his intense gaze, filled with more love for him than ever. She was ready for this next step in their sexual adventure, but also ready to make love to the man she shared everything with. She moved toward his lap, grabbed his soft dick, and looked up at him.
"You just fucked me like I needed to be fucked. Will you make love to me now?"
She took him into her mouth, reassured by the perfect answers he'd given her and the familiar combined taste of their sexual fluids. Over the years she had done this more times than she could count, and she knew she could ask for anything when she had his manhood between her full, soft lips. She swirled her tongue around it, already feeling him come to life from the attention she lavished on him. She stopped for a moment and looked into his eyes with the 'Naughty Tonya' look he loved so much.
"Would you suck his dick?" she asked before again taking him in her mouth.
* * * * * * * * * *
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