[M]e and C #2: The time I enlisted her best friend to help me punish her

This is a followup to the last story I posted, which you can find in my post history if you want to catch up first. The tldr of that story: I had a dysfunctional relationship with my first serious girlfriend in college, C, which lasted about 3 years in which we repeatedly cheated on each other.

This is jumping ahead a bit, to our last year of college when we’d both basically gotten used to the way things were. She’d already cheated on me three times prior to this (including the first one, described in my previous story) but I had only done it in retaliation once, and I actually don’t know if she ever found out about that one. But basically, the ongoing dynamic had been established: when she got frustrated enough, she’d fuck someone else without making any effort to hide it, wait for me to find out, and I’d find something to do to her as her dom that one-upped the last time as her punishment. So we were getting to the point where I really would have to be creative when it happened again.

But I also need to introduce B now. B and C had met in their freshman year and became best friends right away, so I’d known B since the relationship began. Of all of C’s friends, she was the one I actually liked. She was a very difficult person not to like, one of those really warm and easy going people who just have their shit together. And she was very cute, in a more traditionally girly way than C – expensive clothes and handbags, heels, super trendy haircuts. She definitely came from money, though I never found out much about her background beyond that. Like I mentioned last time, this isn’t really my type; I’ve always been very into either the girl next door vibe or more punk/alternative girls. But B was just hot, there’s no way around it, hot enough that no straight guy wouldn’t have done a double take as she walked past him, types be damned.

Now, this isn’t the main story, but I’m going to relay a quick anecdote to set it up. About three months before this happened, B broke up with the guy she’d been dating for about a year. The guy was abusive and a mooch, so it was a good decision, but she was still having a really hard time with it, so we set her up with one of my friends (not as any kind of serious rebound, just as someone we thought she could have some fun with) and did a double date. This resulted in us all getting kind of drunk, ending up back at my friend’s house, and us all fucking in the same room. It wasn’t a foursome, my friend was fucking B and I was fucking C and we kept it separate. But while they were having a good time, they clearly weren’t having as good a time as C and I were. Like I said last time, the one way in which we were supremely compatible was sexually. We were tipsy enough that it didn’t really occur to us to do anything different from usual even though we weren’t alone, so, since I didn’t have any of my usual tools on hand, I had made a makeshift leash around her neck with my belt and was periodically choking her briefly while I fucked her from behind when I noticed B was intently staring at us while she was riding my friend. I made eye contact with her, watching her breasts jiggle as she bounced up and down, and it certainly felt clear to me from her gaze what she was feeling: she was surprised at how rough I was being with C and how much C was into it, but couldn’t look away. Her eyes wandered back to C, who was totally oblivious that her friend was looking at her, and she watched until I made C orgasm.

To be clear, B knew a lot about what our relationship was like. Again, they were best friends, so of course C confided in her. But I think it was just very different for her to see how I was fucking her as opposed to hearing about things. B had also expressed sympathy to me before about C cheating on me. She had always been clear that she thought we should break up, saying that neither of us deserved what we were putting each other through, but she also wanted us to remain friends, which we all knew was never going to happen when we finally broke up. So it was a very odd situation.

So, now onto the main event.

I was in the middle of studying on a Saturday afternoon when I got a text from B saying something like I need to talk to you. It was unusual for her to text me anything, so this was downright weird, and I suspected what it had to be about as soon as I saw it. There was just nothing else she’d need to talk to me about. I texted back saying what’s up? and she responded by just calling me.

When I picked up and asked her what was going on, she sounded really hesitant, and upset about something. It took her a while to get it out. Finally she burst into this rambling, emotional tirade saying things like: I can’t believe she’s putting me in this position, this is not fair, I don’t understand this sick game you guys are playing, this better be the end of it, and so on.

If I suspected what it was about before, I knew then. When she finally ran out of breath I just asked her where C was. That was the right question to set her off again, but this time she sounded extremely sad, almost like she was about to cry. She told me that C was at her place fucking her roommate. She said she knew exactly what was going on and that because she was the only other person who knew about it, she was being roped into being the messenger this time, and she couldn’t believe that C was doing that to her. She couldn’t believe what a fucked up thing there was between us, and she started demanding to know if I was going to end it this time. She said she would never be the messenger again and that next time she was just going to look the other way because I was bringing it on myself.

B was 100% justified in everything she was saying and feeling, and I knew it, but I of course was angry and only thinking about myself. So I didn’t do anything to address her questions, I just told her I was coming over and I stormed out, but not before grabbing my bag and throwing a few key items into it.

B’s place was a pretty quick subway ride from campus, so I probably got there in around half an hour. I texted her as I was approaching, asking if C was still there. She didn’t reply. I knocked really hard on the door when I got there. I waited for a minute and knocked again. Finally the door swung open and B was standing there. She told me there was no point in confronting C about it right now and that I should wait until we’d both cooled down, but of course I didn’t listen to her. I just barged in and demanded to know where C was. She was up in B’s room.

Now, emotionally, B wanted nothing to do with this. But I knew there was something else in her that was morbidly fascinated by the whole thing, because the way she had gazed at me choking C while I fucked her that night months ago was burned into my brain. So I told her that I needed her help, and I took her by the wrist and led her upstairs. I wasn’t really rough about it but I was firm, and she followed along, asking what I needed her for, which I didn’t answer.

I barged into B’s room with her in tow. I had never been in there before, but it was pretty much exactly as I would have imagined it: pink everywhere, gigantic overflowing closet, smell of scented candles. C was lying on the bed in sweatpants and a crop top, pretty typical casual staying in outfit for her, with her hair in a ponytail. She was obviously surprised to see that B was with me when I stormed in and slammed the door behind us.

In the past, this would have gone straight to me verbally degrading her in preparation for whatever punishment I was going to administer. This time was different, though. I really was upset for B that she’d been dragged into it, and I started giving C a lecture about it. I think she genuinely hadn’t thought that through and began to feel bad about it, because she was not, at that stage, responding with the level of insolence she normally did in order to give me more motivation to whip the brattiness out of her.

So, I told C that she was going to show her friend how sorry she was, and I went over to the bed, pulled her cuffs out of my bag, and roughly grabbed one of her wrists. She was breathing heavily but didn’t say anything. Next to come out of the bag was her paddle.

Now, at this point, getting paddled wasn’t anything new for her, and she was suitably unimpressed as I yanked her sweatpants and panties off. She made a crack about how I must not care anymore if this was all I was going to do to her.

The way I was feeling was a little different from the previous times. I was calmer and more calculated about it at this point. I was angry but it was completely controlled. I knew the drill, and I’d been plotting every second after I hung up the phone. I told C that I was going to take what she owed me personally later. Right now, I said, this was about making her sorry for mistreating her friend.

B tried to protest but I told her to be quiet as I gave C her first wack on the ass. I didn’t start out easy to build up to anything; I left her ass bright red immediately. She made her moan, but it was sort of half-hearted. I think at that point she still didn’t get what was about to happen, but that would change shortly.

I grabbed her by her ponytail and yanked her face up toward B and I told her to apologize for being such a selfish whore. She sarcastically said sorry and I gave her another lick. I told her that wasn’t remotely good enough and that she was going to say B, I’m sorry for being a selfish whore.

B started protesting again that she didn’t need to hear that and I told her to shut up again and gave C another lick. She started squirming now, and quietly repeated the phrase I’d given her. I gave her another one and told her that she better make B believe she meant it or it would get a lot worse.

It took two more tries, and C’s ass practically looking like it was burned, before she finally started to get sincere. I got super hard when she finally said it and sounded like she desperately meant it. B had gotten totally silent and was just staring wide-eyed at her friend.

I pulled my next implement out of my bag, a magic wand, and got behind C on the bed, pulling her upright by her ponytail, and pressed the tool against her clit. I wrapped my fingers around her neck and I gave her her next instruction: tell B that you’re a stupid little slut who deserves everything you’re getting and she should be happy to see you punished for wronging her.

She was now losing herself in her punishment and her lack of control and the pleasure of the wand against her clit, and without thinking she repeated the words, addressing her best friend by name. B was just completely dumbstruck already, so she I can’t imagine how shocked she was at the next thing I made C tell her. I whispered it in C’s ear so that it would be a surprise.

Even after her pretense of resistance had broken down, C hesitated longer than normal before following my order, but she said what I told her to say to her best friend: you should sit down and play with yourself while you watch my punishment.

I was counting on my interpretation of that look I’d shared with B those months ago. If I was right, she’d already soaked her panties and would be dying to do exactly that. And I was right. She went to the corner of the bed, sat down, lifted up her skirt and stuck her hand inside her panties watching C writhe with pleasure as I stimulated and choked her.

Soon I could feel C buckling in a way that I knew meant she was getting close to orgasm. And then I did something I’d never done before. I pulled the wand away and denied it to her.

And god, did she ever whimper when I did that. It was so fucking hot. I grasped her ponytail and tilted her head back and looked down at her from above, and asked her if she was really such a stupid slut that she thought I was going to let her cum. I asked if she really still didn’t understand that this was all about making things up to B.

Then I stood up off the bed, yanked her legs out from under her so she landed on her stomach, and I grasped her between her thighs, feeling how utterly soaked she was, and shoved her forward on the bed straight in between B’s legs. B looked up at me in shock, but I didn’t pay any attention. Still grasping C’s ponytail I shoved her face right up against B’s pussy and told her that she better stick her slutty tongue out and lick.

Let me make one thing completely clear: the entire time we dated, C never gave even the slightest indication of being attracted to girls, ever. I was pretty sure that B was sort of “heteroflexible” — partly based on the way she’d stared at us months ago, but also because I’d seen her do things like drunkenly make out with girls at parties. Typical college experimentation stuff; mostly straight, but definitely not opposed to a little fooling around with a girl from time to time. But C had never done any of this. No matter how drunk, I’d never seen her get the slightest bit flirty with another girl, never seen her eyes linger on a girl, nothing. I sincerely doubt she ever had a sexual fantasy about another girl at all.

And I was counting on that. Because what C got off on more than anything else was being degraded. So when her tongue immediately darted out and started flicking itself along B’s clit, I didn’t think for even a moment that her eagerness was because she’d ever fantasized about eating her best friend out. It was because of how incredibly filthy it made her feel.

B, on the other hand, had probably thought about this before. As the initial shock wore off, she was shaking with nervousness, but I could tell she was also incredibly excited. And then our eyes met again, and it was like whatever had passed between us in that moment back at my friend’s house was suddenly completely rekindled. I leaned in and kissed her, and we made out while C made pathetic little moaning noises as she licked her friend’s pussy, her arms still cuffed behind her back, her own pussy throbbing but denied satisfaction.

Despite being thrilled at the humiliation of it all, C was clearly not about to become a lesbian anytime soon, and soon I pulled B away from her, laid her down on the bed, began unbuttoning her blouse, and entered her. I fucked her hard, but didn’t treat her like a slut like I did with C, and I stimulated her clit and her nipples with my fingers, telling her how fucking sexy she was and that she deserved to have an orgasm, all while C watched. Eventually she came, taking over stimulating her own clit while I kept fucking her, and when she finally started to subside I pulled out, grabbed C, ordered her mouth open and shoved my cock inside it, still covered in B’s pussy. I fucked C’s mouth until I was ready to cum while B watched and kept self-stimulating. I came in C’s mouth and she immediately swallowed both my cum and the residue of B’s that had come off of my cock in her mouth.

We all just kind of breathed for a while at that point, taking in what had just happened, and finally I told C we should go home. She just nodded, got up, and started looking for her sweatpants. None of us looked at each other until C and I had left.

It took a few days, but C and B eventually had a talk about it, and it’s a testament to how close they were that their friendship didn’t end up being affected. I don’t know exactly what the nature of their talk was, but I know that C basically made it clear that she regarded everything that happened as being a part of the game she and I were playing, and genuinely just felt like it was all the result of her making B an unwilling accomplice. I don’t know what B said, but she avoided being around me as much as possible for the rest of the time I was dating C, and the times we did encounter each other she basically would not make eye contact with me or acknowledge my presence. Ultimately, I think that was for the best. It’s not like B was an important person in my life, but she’d been the important part of C’s life that I felt some kind of connection to or comfort with, and I think the aftermath of this signaled to me that it things were finally, really, truly, about to come to a close.

Source: reddit.com/r/gonewildstories/comments/p75rgc/me_and_c_2_the_time_i_enlisted_her_best_friend_to