Managing the separate desires and boundaries between three friends can be challenging at times, especially when many of my boundaries are flexible and part of my kink is to keep pushing the envelope. Unless I use our safe word it’s hard for Nicole to tell when something is a hard no for me and not something she thinks I just need a push into accepting. This was one of those times.
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Nicole had just come back from her one weekend a month with Greg earlier in the day and she would normally tease me with details as we reconnected, but tonight she was distracted and unusually vague aside from one thing.
“I let him cum on my face last night,” she whispered while my cock was buried inside her. “He took a picture and said he is going to send it to you if you want it. But you have to ask for it. Do you want to see your dirty girlfriend like that? Do you want to ask Greg to send you naked pictures of me?”
“Oh god,” I grunted, trying not to cum too quickly from the image of her cum covered face filling my mind and the embarrassment of having to ask my friend for the photos. I loved it.
“I looked like such a slut,” she giggled and continued. “I did it all for you. I want to be there when you ask him. I want to look at them with you.”
I took a deep breath, regained my composure and slammed into her.
My girlfriend grunted and threw her head back, “My god you’re hard tonight. You feel fantastic. Just a little longer, I’m almost there.”
I pinned Nicole’s hands above her head and continued to thrust into her as hard as I could. Soon I was rewarded with her moaning out an intense orgasm, followed quickly by my own.
We were lying in bed afterwards, she was cuddled up to me and had her head on my chest. We were just enjoying each other's company before going to sleep.
“Mike?” She said softly. “I’d like to talk to you about something, and I’m not entirely sure how you’re going to feel about it at first but I think it could be fun for all of us.”
I could tell something was on her mind since she got back but with Nicole you usually need to wait until she’s ready to bring it up.
“What’s on your mind?” I asked.
“This weekend when Greg and I were together we were talking about fantasies. Not just mine and his, but yours too. I know this whole… situation that we’re in started with… well, talk of fantasies and it’s grown into something more than any of us expected,” she said.
“Yeah, that’s for sure,” I agreed.
“Greg asked me if I’d be up for something during the next weekend I have with him,” she said. “A fantasy he’d like to have with me.”
I wasn’t sure what this was going to be, but Nicole seemed a little nervous about it.
“Is it something you want to do? You’re not being pressured into anything are you?” I asked.
“No. It’s not like that,” she assured me. “I just want to make sure you’re on board with it, that’s all.”
“Me? Okay, well. What is it?”
“Greg would like to have a threesome with me and Sarah,” she said softly.
“Sarah? As in your college friend?”
“Yeah.”
“I see. And why her?”
“Why not her? She’s a friend, she’s attractive and would probably be up for it.” Nicole replied.
“Out of everyone he could choose, you don’t think Greg has some other motivation for picking her?” I said, getting annoyed.
“I thought you might see it that way,” she conceded. “But if you hear me out I think you’ll see it’s not fair to make that assumption.”
“Give me a break. Of course it just happens to be Sarah,” I snapped. “I know what he’s trying to do here. The threesome joke about Sarah that started this whole thing? Obviously not a joke to him, he’s trying to do a dominance play and once again try to one-up me and do something with you that I haven’t.”
“I understand that it might look that way and I get that it might be a little awkward at first since we’ve joked about her a lot, but I think you’re looking into it way more than you should,” Nicole replied, trying to calm me down. “This isn’t some master plan he’s been brewing for months, it’s just an opportunity that came up. We ran into her at the club on Saturday and Greg and her hit it off. So he brought up the idea of a threesome with me afterwards to see if I was interested.”
“And you think Sarah would be up for it?”
“Yeah, I think so,” she replied. “She’s into Greg, she’s comfortable with me and she’s done them before.”
“What about you? Do you want to do it?”
“Yeah, I guess,” she admitted. “I think it could be fun. Maybe like some of the first times we did it with Greg. It will be new and exciting.”
“Okay, and what about me?”
“What do you mean? That’s why I’m bringing it up, to see how you feel and to make sure you’re okay with it,” she answered.
“How do I feel about it? Okay, well so far I’m not sure what I’m getting out of this but since she’s up for them I guess I’d like to have a threesome with Sarah first,” I told her. “It sounds like fun. I remember you telling me she thought I was cute and besides, you and Greg have been teasing me forever that I might be able to have one with her someday.”
Nicole was quiet for a moment. I knew she wouldn’t be pleased with my suggestion and I only said it to make a point.
“I’m sorry about the teasing, and I think Greg and I probably went too far with it. But you know how I feel about sharing you,” she finally said, frowning. “I know it makes me a hypocrite but I really don’t like the idea of you sleeping with other women, especially her. She’s attracted to you and that makes me very uneasy.”
“I know and that’s fine. I know how you feel about it and I don’t care about doing something with her. But do you want me to say it’s okay for you and Greg?” I replied. “Well, no. It’s not okay. I know whatever you decide to do with Greg during your weekends is up to you and I’m not going to stop you, but I’m not going to pretend I’m fine with it and give you my blessing.”
“It’s okay, I get it,” she said softly, caressing my chest and trying to keep me calm. “I just thought it might be nice to do one of his fantasies for him and share it with you, there’s no ulterior motives here.”
“He’s already had a few threesomes with two girls,” I replied. “So this isn’t some new experience. He just wants something else I can’t have with you to hold over my head and once again you’re ready to give it to him. I’m not interested in playing this game.”
“Mike, you’ve got it all wrong,” she sighed. “I know we teased you about Sarah more than we should have and I get that it’s probably making you suspicious about it, but this isn’t a game. We’re not trying to put something over on you. It’s just some friends that are looking to have some fun, that’s all. I thought since you’re already okay sharing me that maybe this would be okay too once you saw it was innocent. I thought the two of us could have fun after the fact while I tell you about it. Like we always do.”
“Yeah, I’m sure I’d love to hear you say how fun it was for you and Greg while making sure I know it’s something I’ll never have,” I replied sarcastically.
“You like it when I tease you about my weekends with Greg, or when I tell you my butt’s off limits to you. We always have amazing sex while we talk about it, just like we did tonight. Why wouldn’t Sarah be the same thing?”
“It’s not the same thing at all,” I told her. “Telling me I can’t have your ass is different, it’s just a game and we both know either of us can stop it at any time. But this is different. You damn well know that Greg is going to rub it in, especially since it was the joke about Sarah that started all of this. He’s never going to let me forget that he got the threesome we joked about and you’re never going to let me have. There’s a lot of shit I’ll put up with and actually enjoy, but this isn’t one of them.”
“He wouldn’t do that,” she said. “He’s our best friend, he’s not going to try and make you feel bad. I think you can trust us.”
“Okay here’s the deal,” I said. “Like I said, what you do during your time is your business. So if you want to do it, do it. I have the feeling you already said yes to it anyway and it’s all planned out. But if you do, I don’t want to hear any mention of it from anyone ever. If I do, it will be the last time Greg will be involved in our sex life. And just so you know I’m serious and not roleplaying, I’m giving you our safeword just so you know I mean it. RED.”
Nicole seemed caught off guard.
“I’m sorry for pushing,” she apologized. “I didn’t realize you were this serious about it.”
“Well now you know, so there’s no misunderstanding. You don’t see it but Greg likes to rub it in all the fucking time. I hear it all, everything you’ve ever done for and with him. I’m okay with it most of the time because the jealousy drives me and it’s all just part of our game, but I’m drawing the line on this one. This is different. Dangling Sarah over my head all this time then doing it with Greg turns it from an annoying joke about false hope to intentional disrespect.”
“Mike,” she said quietly. “We’re not trying to be disrespectful. You’re looking at this the wrong way.”
“There’s no other way for me to look at it, you’re taking something you know I’d like to have but agreed not to do because of you, then you’re eagerly going to give it to him instead, then you both are going to make fun of me and remind me it’s never going to happen for me. I’m happy with him being a part of our sex life, but don’t make fun of me for respecting a personal boundary you asked of me. Why would you want to rub that in my face? I don’t get it. And Greg, he’s the guest here, he’s supposed to make things more fun for all of us, not just you two. He mocks me for this and I’m ending our fun permanently and depending how he acts, maybe even our friendship.”
Nicole seemed very stressed at how serious I was.
“I don’t think you should do anything rash,” she said carefully. “We’re all friends here and we care about each other. No one is trying to intentionally hurt anyone and I’m certainly not rubbing anything in your face, I feel horrible that it looks that way to you. I thought all four of us would have fun with it in different ways.”
“You three did it already, didn’t you?” I asked.
“No,” she said with just a bit too much hesitation and not enough conviction.
“For fucks sake,” I sighed, sitting up and moving to get off the bed. “I can’t believe you two. Can you guys actually stop to consider my feelings for a change? You know Greg’s going to be a complete ass about this. Fuck it, you know what? I don’t care if he wasn’t warned, he brings it up, we’re done.”
“Look, I’m sorry. It wasn’t a threesome, I promise,” Nicole insisted and pulled me back to her. “But something did happen and you should know the truth in case Greg makes it sound like we had one before I have a chance to tell him to shut up about it.”
“Okay, tell me what happened. Everything.”
“First of all we didn’t know Sarah was going to be at the club so it’s not like we went there to see her. I hadn’t seen her in a while so we hung out for a bit and talked. Greg and her really hit it off and they exchanged numbers, then she went off with her other friends for most of the night but came back and danced with us a couple times. At the end of the night she asked if we could give her a ride home since Greg wasn’t drinking and she wouldn’t have to take an Uber home. So we did. Hopefully you don’t get too mad at this next part…”
“Go on,” I told her.
“Okay, well, Sarah and Greg were flirting pretty heavily and probably would have done it but she was on her period and didn’t want to have sex. So when we got to her place she invited us in and we took turns sucking his dick and making out with him. After that Greg and I went back to his place and had sex like we normally would on our weekends together”
Nicole paused to see if I was angry, I was, but if this was all that happened it could be worse.
“I know it’s not nothing, but it’s not a threesome either,” she explained. “And I want you to know that what we did with Sarah is something I probably would have let you do too. Just like I was okay with Katie blowing you. The reason why I brought it up to you is not to get permission after the fact, but because I thought you might want to be a part of it in a fun cuckold kind of way. Greg was going to arrange to have Sarah over again while I’m with him next time so we can have the threesome that almost happened. I thought you might be annoyed at first since it’s her, but I honestly thought you’d be okay and probably get a kick out of it. I see how it’s not the same thing as our normal playing. I’m sorry for going too far.”
“If that’s how it happened, then fine. If Greg and Sarah want to fuck that’s none of my business. If you want to get involved, go for it, knock yourself out but I better not hear about it. I can’t blame you for not reading my mind but that’s why I’m telling you now. If you guys do it, teasing me about it afterwards is a hard no from me.”
“I understand,” she agreed. “Let me talk to Greg, if he’s not okay with everything you said I’ll cut him off myself. He doesn’t need to be in our lives if it’s going to make you angry and cause us problems.”
It was getting late so we decided to get some sleep and talk about things when we weren’t so tired or emotional.
We spent the next day having a lot of long conversations about our feelings on everything that has happened so far in our relationship, things that we like, things that we still might want to try, things that we want to stop, as well as our hard and soft limits.
Believe it or not but that was actually the last time I ever heard Sarah and threesome mentioned together by either Nicole or Greg. She obviously told him I was very serious about it since he never brought it up at all. He really dialed back the teasing too for a while but it eventually came back. I mean it’s only fair, I constantly make fun of him for beating him at nearly every bar game we play.
He usually replies with something like, “Yeah, well. I fucked Nicole.” Then we both end up laughing.
Maybe it was a weird hill to die on, but to me Sarah felt like a reward that Nicole and Greg dangled in front of me to tempt me into going along with everything that first night. I don’t think anything would have happened if she wasn’t brought up in the first place. Ever since then they would continue to tease me about it off and on, telling me one day it will probably happen. I knew that it was always meant to be a joke and never meant to be taken seriously, I feel like that all changed once the opportunity came for them to actually do something with Sarah. I don’t feel entitled to doing anything with her, and I’m completely fine with it never happening, but Nicole and Greg? They can choose someone else and not make me feel like the punchline of their long running joke.
Nicole didn’t see it at the time, she thought I might be annoyed because of their teasing but in a fun way and ultimately okay with it, but she understands and agrees with my point of view on this particular thing. Don’t rub it in my face or make fun of me for something I willingly gave up for you.
I’m still unsure to this day whether they did it with Sarah or not, there’s been some hints here and there over the years that maybe it happened and just as many that it didn’t. I’m leaning towards not but I wouldn’t bet my life savings on it. I don’t think Nicole wanted to risk the fallout if I ever found out but maybe they all agreed to never speak to anyone about it ever.
If they did do it? Well, it actually bothers me less than I thought it would. The main thing is Greg isn’t unfairly holding it over me. He can be an ass (and of course so can I) and we’re both pretty competitive with each other so I know he’d love to point it out as a “win” for him, the fact that he can’t either way makes it a win for me.
Did Nicole and Greg ever have a threesome with a different woman? Yes. I know Katie was one for sure, and I know there have been a couple others but she generally doesn’t tell me much about them other than admitting that they happened if I ask.
And what about me? Did I ever get one? Eventually, yeah. The moment was right and Nicole and I went with it and had a lot of fun with no regrets. But that’s not a cuck story.

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