My Fiancés Let Me Play With Our Friends On Vacation
Summary: After Jake proposes to both Ashley and Megan during a lakeside vacation, the three discuss boundaries for their unconventional relationship. They decide to explore limited physical play with friends Brittany and Tyler that evening, agreeing on rules that keep the focus on their own connection. Ashley later sets an additional condition: any outside encounters must happen only with both partners present. The conversation reveals ongoing chemistry between Ashley and Brittany, along with the group’s efforts to balance desire and commitment. The energy in our rented lake house shifted after Saturday morning. I had proposed to both my girlfriends. First Ashley, the woman who had won my heart on our first date nearly eighteen months ago. Then Megan. My best friend who had become so much more to both me and Ashley. Our third wheel, as she once described herself. But putting a ring on her finger would hopefully erase that perception forever. During breakfast with my girls and our friends, I couldn’t stop mentally kicking myself. I sat between my fiancés and admired the diamonds I had put on their fingers. Those rings meant we were having more than a good time. We were committed. Megan reached for the coffee pot in the middle of the table, but she paused halfway. She stared at the ring on her finger, her hand shaking slightly as it hovered above the table. She pulled her hand back and studied the ring more closely. Then she glanced at me with watery eyes and a trembling mouth. “Jake,” she whispered. “What is it?” I asked. She covered her mouth and cried. Ashley’s hand landed on my lap and squeezed my thigh. “Hug her, you idiot,” Ashley whispered in my ear. I wrapped my arms around Megan and pulled her close. She pressed her face into my chest and wept. “What’s wrong, Elle?” I asked. “I’m feeling overwhelmed.” Island Discussion Brittany stood up. “Tyler, let’s leave them alone for a minute.” She led her boyfriend out the back onto the deck. I watched them descend the stairs. They were probably heading to the dock. Megan backed away and gazed into my eyes. I took her left hand and looked at the ring. “Are you having second thoughts?” I asked. “Oh god, no!” She held her hand up in front of her face and looked at the ring. “Before today, some part of me felt like Ashley would always come first in your heart. And she would always put you first over me. I accepted that.” “And now?” Ashley asked. “Now I know,” Megan said. “I don’t come second to anyone.” I smiled. “Never. Honestly, you should have dumped us if you kept feeling like a third wheel. I wouldn’t want you to live that way.” Ashley sobbed for the second time that morning. I spun around in my chair to look at my bold, redheaded fiancé. “Not you, too!” Ashley laughed as she wiped at her tears. “Elle, I’m so happy you finally know how important you are to me.” We sat there holding each other for quite a while. The rest of the day was fantastically relaxing. We canoed out to the little island on the lake and spent hours there, sunning on the beach, swimming, and picnicking. Ashley, Megan, and I took a walk across the island, leaving Brittany and Tyler snoozing under some trees at the edge of the beach. As we followed a narrow trail that wound through the trees that covered most of the island, we talked about the future. What kind of house we would buy. Where we would honeymoon. How we would break the news to our families. When we reached a little clearing in the middle of the island, Ashley grabbed my hand. “I want to talk a little bit about last night,” Ashley said. Megan, who had been leading the way, paused and turned around. “Okay.” “We’re engaged now,” Ashley said. She smiled and shook her head. “I can’t believe it.” “What’s that have to do with last night?” I asked. “Are we in an open relationship?” Ashley asked. “What do you mean?” I asked. “Are we allowed to just fuck anyone?” Ashley asked. “Hell no,” I said. “Exactly,” Ashley said. “Just because the three of us are in an unconventional relationship doesn’t mean we’re going to hook up with anyone else who comes along.” “That’s not what I want at all,” Megan said. She crossed her arms over her belly. “I know. I’m just saying it out loud for the sake of all three of us,” Ashley said. “Last night things got a little wild, and I realized we haven’t set any boundaries. I didn’t really set boundaries when I seduced Christina. I didn’t set many boundaries when we first brought you into our relationship, Elle. This time, I feel the need to do that.” “Well, you set one when you stopped Brittany from touching me,” Megan said. She smiled as she said it, but Ashley winced. “I’m sorry. Did you want that?” Ashley asked. “I shouldn’t be telling you what you can and can’t do.” “I was really turned on in the moment. I would have enjoyed it,” Megan said. “However, if you say right now that the three of us never touch anyone else ever again, I support you. For me, our relationship comes first.” “I’m not locking things down,” Ashley said. “I’m just saying we need to communicate and set boundaries and rules. We need to know how each of us feels.” “I agree,” I said. “This weekend has escalated. Brittany has made it clear that she wants to hook up with us. Especially Ashley. But what do we want?” Ashley sighed. “Brittany and I have always had a friends with benefits situation, and I never properly shut it down.” “Do you want to shut it down?” I asked. “I want the three of us to be okay,” she said. “That’s not an answer to his question,” Megan said with a smirk. Ashley placed her hands on her hips and scoffed. “This is what I get for being in a throuple with a lawyer.” Megan’s face turned into a grin. “You want to have sex with her.” “I’ve always had a strong connection with her,” Ashley said. “And I’m feeling our chemistry this week.” “This reminds me of Christina,” I said. Ashley frowned. “What do you mean?” “Christina and I always had insane physical chemistry. Even years later, when we visited New York and met her for dinner, I could feel it. It never really went away.” “And then Isabelle seduced her for you,” Megan said. She shook her head. “You can’t resist Brittany, can you?” “I can,” Ashley said. “You don’t have to,” I said. “If you want to hook up with her this weekend, go for it.” Megan tapped her lips with her finger. “I agree.” “But we just got engaged,” Ashley said. “Before I came along, you were planning to invite Brittany to have a threesome with you and Jake,” Megan said. “You told me that yourself when Jake was out buying us these engagement rings.” Ashley blushed. “Yes. But things are different now.” “Isabelle, I would not be jealous if you had sex with Brittany,” Megan said. “Really?” Ashley asked. “She doesn’t have romantic feelings for you,” Megan said. “She’s just horny for you. I don’t find her threatening at all.” Ashley glanced at me. “Jimmy, you’re being quiet.” “I agree with Elle,” I said. “They are here for one more night. I think it would be fun to take things a little further than we did last night.” “How much further?” Ashley asked. “Well, I know Brittany is interested in me, too,” I said. “But I don’t think I should have sex with her.” “Agreed,” Megan said. “But you can play with her.” Ashley nodded. “No sex, but you can do other things.” She smiled. “That would be hot.” That confirmed it for me. Ashley was interested in playing with Brittany and possibly Tyler. But she was also correct. We needed to set rules and protect our relationship. “I am comfortable with you doing whatever you want with Brittany,” I told Ashley. “As long as you are in bed with me and Elle at the end of the night. Same goes for Elle, if she wants.” Megan shrugged. “Maybe.” “What about Tyler?” I asked. “What about him?” Ashley asked. “We’re discussing what we are going to do or not do with his girlfriend. What’s he going to be doing while all that is happening?” “Good point,” Ashley said. “I’m not having sex with him. I just can’t.” “I agree,” I said. “Not even oral,” Ashley said. “It’s true we can’t ask him to just sit and watch while the three of us team up on Brittany. That’s just mean. If the moment is right, I’d kiss him. Maybe I’d let him touch me. But I don’t want to go very far with him.” I remembered our conversation about the threesome she had with her boyfriend and another guy in college. Her boyfriend had goaded her relentlessly into doing it. After she finally gave in and did it, he had gotten jealous, dumped her, and spread horrible rumors about her. The experience had soured her on playing with other men outside her relationships. “I think Tyler is cute and sweet,” Megan said. “If he’s looking for someone to play with while you and Jake have fun with Brittany, I’m game.” “No sex,” Ashley said. “Yeah, no sex,” I said. “Of course not,” Megan said. “But if things feel right, I’d enjoy a little time with him. If the five of us are going to play around tonight, I’m open to that.” “Tell me exactly what you’re open to,” Ashley said. “It would depend on the mood.” Megan glanced at me. “Would it be okay to give him a blowjob?” My heart fluttered in my chest. How was I feeling? A little uncertain and a little turned on. Megan tilted her head as she watched me turn things over in my head. “Jake? You can say no. I belong to you and Isabelle.” “I don’t want to make things like this a habit, but last night was a lot of fun. I think I’m okay with that.” “Are you sure?” Megan asked. “I like Brittany and Tyler,” I said. “I trust them. Elle, I trust you. Let’s see how things go.” Megan turned to Ashley. “Are you okay with all this?” Ashley nodded. “I think so. I just want to make sure that we protect each other tonight. We need to check in with each other throughout the night. If any one of us is feeling bad, we stop. Okay?” “Absolutely,” I said. “If either of you feel uncomfortable at any point, just say so. Ashley, you have a safe word. Use it, and we stop everything.” “Keychain,” Ashley said. She used that safe word when we played light domination games. “If one of us sees uses a safe word, we stop everything and the three of us go to our bedroom to take care of each other,” Megan said. “My safe word will be redhead.” Ashley grinned. “Aw, Elle! I feel so honored.” Megan reached out and stroked Ashley’s red curls. “I’ve been jealous of your hair since I first met you.” “I’ll use redhead, too,” I said. “One less thing to remember. Plus, Ashley’s hair is the first thing that attracted me to her.” We all laughed. “Okay,” Ashley said. “We’ll see how this goes.” When we rejoined Tyler and Brittany on the beach, they were loading our stuff onto the canoes. “Hey guys,” Brittany said. “I figured we should head back so we can all get some rest before we go out to dinner.” I looked at her differently as she bent to arrange some bags in the center of her canoe. Her thick, muscular ass really popped when she bent over like that. Ashley nudged me, and I looked at her. She pursed her lips like she was perturbed at me for ogling her friend, but then she broke out with a grin. “Come on, let’s get going,” she said. We went back to the house after our island adventure and napped. I opened my eyes and rolled over. Ashley’s side of the bed was empty. I sat up and checked my phone. I’d been asleep for an hour. We still had two hours before the dinner reservation. I glanced over my shoulder at Megan, who was still sleeping. I yawned and stretched my arms over my head. Maybe Ashley hadn’t been able to fall asleep. She might be reading downstairs. Wearing nothing but boxers, I put on a tee-shirt and headed into the hallway, where I heard voices. It sounded like Ashley was in Tyler and Brittany’s room. I tiptoed down the hall. The door was open halfway, so I paused to listen. “So, those will be the rules for tonight,” Ashley said. “Okay. Tyler and I talked, too,” Brittany said. “He’s really nervous. He’s afraid to touch you or Megan. I’ll tell him it’s okay. I think he’s going to ask for consent over and over. He used to do that with me when we first started dating.” “So, you’re okay with our rules?” Ashley asked. “Works for me. I don’t want to cross any lines.” “You’re doing that right now,” Ashley said. “What do you mean?” Brittany’s voice was teasing and flirty. I knew that tone well. “Brittany, we should wait.” “I don’t want to.” Unexpected Encounter Ashley gasped. I moved closer to the door and peeked inside. Ashley was sitting beside Brittany at the foot of the bed. Ashley was wearing a pink tank top and white boxer shorts, and Brittany was wearing a long black tee-shirt and green lacy panties. Brittany was kissing Ashley’s neck and groping one of her breasts over the tank top. “Brittany, seriously. Tyler will come back any minute.” “I’ll send him away if he does.” Brittany moved her hand down Ashley’s stomach and cupped her pussy through the boxers. “Fuck,” Ashley hissed. She moved her hips to push herself against Brittany’s hand, clearly wanting more of what Brittany was offering. “You said you have permission,” Brittany said. “And I can feel how wet you are for me.” “I do have permission.” Brittany pushed her hand inside Ashley’s boxers to touch her pussy directly. “Let’s just play around a little,” Brittany said. Her hand moved in little circles inside Ashley’s pants. “We’re not breaking any rules.” I reached into my boxers and stroked myself. I realized that I wanted to see what the chemistry between the two of them looked like when they finally gave into it. They kissed and Ashley whimpered as Brittany’s hand started thrusting inside her boxers. Ashley’s hand drifted to Brittany’s breast, and she traced her fingers over it. With her free hand, Brittany pulled one of the straps of Ashley’s tank top off her shoulder. Then she pushed that hand inside the tank to grope Ashley’s breast skin to skin. “God, I love your body.” Ashley turned her head away from the kiss. “Oh god,” she said. She rotated her hips to grind herself on Brittany’s hand. “Let’s take off your pants,” Brittany said. “No, stop.” Ashley grabbed Brittany’s arm and pulled her hand out of her pants. “I think I need to have another rule.” “Okay.” Brittany backed away and stuck a finger in her mouth. She was tasting Ashley. “I’m listening.” “Honestly, this is a rule for my life going forward. Jake and Elle have to be with me at all times. I’m never going to play with anyone outside my relationship unless they are there and one hundred percent on board with whatever is happening.” “It sounds like they are one hundred percent on board,” Brittany said. Ashley pointed both hands at the floor in front of her. “But they’re not here. In this room. They have to be. Get it?” Brittany nodded. “I get it. I’m sorry I pushed you to do something you weren’t ready for. I feel like a shitty friend.” Ashley squeezed Brittany’s knee. “You’re a great friend. You didn’t do anything wrong.” “So, you’re not upset?” “No, I’m not. It’s okay. We’re going to have fun tonight. I promise.” Ashley stood up. I backed away from the door, unsure of what to do. “Okay,” Brittany said. “Where the hell is Tyler anyway? How long does it take that man to eat a sandwich?” Ashley giggled. “Maybe he’s giving us some alone time. I’ll see you later.” “Okay, babe,” Brittany said. And suddenly Ashley was coming into the hallway. Her eyes widened when she saw me. She glanced behind her at Brittany’s bedroom. Then she grabbed my hand and led me back to our room. “How much did you see and hear?” she whispered as she closed our door. “Pretty much all the sexy stuff,” I said. I shook my head. “That girl is insatiable.” Ashley hugged herself. “She really is. I’m sorry. I let things get carried away.” “No, you did great. And I really like the new rule you created.” I laughed. She glanced at Megan, who was still asleep in our bed. “I almost gave in. She was all over me. But it felt wrong to hook up with her alone. She’s so horny for me.” She shook her head. “I don’t get it. Is Tyler terrible in bed or something?” “Ashley, I need to tell you something. Brittany asked me to keep it to myself, but you really should know.” She cocked her head. “What is it?” “When we went ring shopping, she told me that you and Tim are the only people who could ever reliably give her an orgasm.” Her mouth dropped open in shock. Her eyes drifted to the ceiling as she processed the information. “I knew she had an issue. She’s struggled a lot since the breakup with Tim. It took her more than a year to even start dating again.” “She’s never told you this?” I asked. “That you are one of the only people who knows how to satisfy her.” “No, she didn’t.” She frowned and shook her head. “Poor Brittany. She’s my best friend. She should have told me.” “You guys should talk about it at some point.” Ashley nodded firmly. “It makes so much sense. All of it makes so much sense.” “So, tonight should be fun,” I said. “She’s going to be on fire.” “I’m so fucking turned on, Jake.” She hugged me and pressed the side of her head against my chest. “Me, too,” I said. “Let’s do something about it.” We moved to the bed bench and I sat down. She stood in front of me. “Take off your clothes,” I said. She nodded and lifted her tank top over her shoulders. She pulled her boxers down, and the material clung to her pussy. She had soaked through them, and they were stuck to her. “I’m so messy,” she giggled. She peeled the boxers off and let them fall. I took off my own shorts and my hard-on pointed up at her, drawing her attention. “Yes, sir,” she said, as if I had given her an order. She moved onto the couch to straddle me, and lowered herself onto my cock. She was absolutely drenched, more than I was used to. She fit me like a glove, hot and yielding. On each upstroke she flexed to hug me more tightly. “You’re perfect,” I said. “I know,” she said. “And modest,” I added with a smile. “I’m going to be your wife.” “Yes, you are.” She put her hands on my shoulder and used them as use to lift herself up and down my shaft. As she stared into my eyes and started rotating her hips, I thrust myself up to meet her on her downward strokes. “Oh that’s nice,” she said. It really was. I was already primed from watching Brittany try to seduce her. I wasn’t going to last long. Ashley looked over my shoulder and smiled. “Elle is awake.” “How was I supposed to sleep through that conversation?” Megan said. “Brittany needs relief!” Ashley pouted. “She really does. Sorry for waking you.” “Don’t mind me. Enjoy yourself,” Megan said. Ashley’s eyes flashed to me. A serious, determined look emerged on her face. “I will enjoy myself.” I decided that I wanted to enjoy myself, too. So, I cupped her ass with both hands and stood up. Her eyes widened. “Jake?” I spun us around and threw her onto the bed. She landed on her back, and I landed on top of her, pushing myself inside her again. I grabbed her legs and pushed them toward her until she was nearly bent double. I held her by the ankles. “Now I’m going to enjoy myself.” “Oh yeah!” Ashley groaned. Her eyes fluttered. “Fucking rail me, baby.” I started pounding her. “Elle, I caught Ashley in Brittany’s room. Brittany did her very best to fuck her.” Megan sat up. “I gathered that from your conversation.” The clapping sound of our bodies slamming together filled the room. Ashley’s mouth was open in a silent scream, and her eyes were locked on mine. “Ashley tried her best to be a good girl, but not before Brittany got her fingers inside her.” Megan ran a finger down her own neck onto her chest. She cupped her breast. “She is going to eat Ashley alive tonight.” “I think you’re right,” I said. I lifted my pelvis high until the tip of my cock was almost free of my girl. Then I shoved myself inside again, bottoming out hard. “Oh my god!” Ashley squealed. “Brittany wanted her, but Ashley didn’t want to do anything without us. That’s her new rule.”