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    From Friend to Cuckold

    Sarah and I met in our first year of college and I fell near instantly in love. I knew I had no chance with her as she was totally out of my league but just being near her made me happy. She was about 5'6 slim waist with an ass that simply defied logic. The type of ass girls spent a lifetime in the gym trying to manufacture but for her was just genetic. She had a pretty face too: one that could be both innocent and sweet but also devious and slutty, depending on how she wore her makeup.

    I knew how our relationship looked from outside: I was the typical friendzoned dweeb to the hot girl who was thoroughly enjoying the freedom of her college experience. I lived vicariously through her experiences (and the experiences of the guys she got with). It was basically a tradition that every Sunday we'd go out for brunch (I'd pay of course) and she would divulge the details of her weekend: who she hooked up with at the club (usually more than one guy) and who she ended up fucking. I'd get all the details: who was a good kisser and who used too much tongue; who was hung and who was not; who came fast and who could last; whose cum tasted good and whose was bitter. I guess I was more than just a friendzone dweeb: I was the (not actually) gay best friend.

    Due to her reputation she really didn't have many female friends so I was her outlet. I'd help her get ready for her nights out and this I relished. She'd try on different outfits and I'd give her advice. Often taking slutty pics for her to send to other guys. Seeing her different states of undress nearly made the pain of knowing I'd never have her worth it. I was also her companion to the club and I'd invariably end up holding her bag and jacket as she danced with some guy. I'd also play defence when she got unwanted attention from some creep. When she decided who she was going home with she'd grab her stuff from me and I'd usually call them a cab. I'd make my way back to my dorm and wait to get her home safe text. Of course I was jealous but I honestly didn't mind and in fact enjoyed the role I was playing. I tried to date a little but it was always clear to the girl I was dating that I was obsessed with my girl bestfriend. So after a while I gave up and secretly dedicated myself to Sarah in whatever way she might want.

    Sarah's reputation grew through our years at college. But her reputation wasn't just that she was an easy slut. It was her head game that made her a true legend on campus. I'd hear this a lot from other guys who knew I was close with her but little did they know that I got all the details from Sarah. Hearing some jock brag about getting head from Sarah knowing he came in under two minutes was never not funny to me. It was almost like blowjobs were Sarah's test of these guys. It was clear she loved giving head and the power she perceived she had over the men she'd take back to her room and perform for. And it was a performance for Sarah. It would start with a strip tease, her ass clad in a thong was the star of the show. Then, when they were hard and ready she'd tease them by kissing up their thighs before she started on their balls, pulling each into her mouth then pushing her whole face into them.

    Then she'd lick all the way up their shaft and when she got to the tip she would alternate between sucking hard and swirling her tongue around it. Eye contact was important as she knew the guys loved watching her do this service. Then the moment of true skill was displayed as she would take the cock all the way to the base burying her nose in their pelvis. She had yet to meet a cock she couldn't throat. From here it was her mission to make these guys cum as fast as possible. She showed no mercy. Most of the guys couldn't even last 2 minutes of this treatment. Usually they tried to push away to hold off cumming but Sarah would grab their hips so he could throat them and take their cum straight down her throat. They'd then get a kiss on their cock head and shown the door. Most would protest on their way out but they were of no more use to Sarah so their protests were ignored.

    For those that could last, they got the full sloppy treatment: face fucking was encouraged and rimming was always on offer. She would often laugh at the guys who acted weird about having their ass ate but more often than not Sarah got what she wanted. For these guys she'd always give them the option: facial or swallow. Most couldn't resist the facial option and would pull out and blast their cum all over her pretty face while she stayed kneeling with her tongue out, pouting at them. She even had fake prescription glasses she'd put on as she knew they loved the look of the innocent girl and love the opportunity to cover her face. She would then pull out her phone to take a selfie and inspect her reward. It didn't take long till she had a whole folder of cum selfies, something she was very proud of.

    As you can tell there was nothing off limits in our relationship: Sarah would tell me everything and it was clear she liked to brag but also loved to tease me. She knew I was obsessed with her and that I enjoyed living vicariously through her so she gave me what I wanted whilst always being clear I would never actually have her.

    There were a few guys who became regulars. Oddly they were all different types: an athlete, an arty hipster type, and a punk. What they had in common was dick size. I guess Sarah was a bit of size queen (though she definitely fucked a blew a bunch of average and smaller guys). These three guys could essentially have her whenever they wanted. They'd text her and almost whenever and wherever she was, she'd go to them. She really did seem to love servicing them. She'd regularly get texts from each of them in a day and she'd dutifully make her way to their dorms, getting on her knees for each in turn. She would regularly ditch me when we were hanging out to make her way over and if it was late I'd often walk with her.

    There was nothing quite like dropping the girl you love at the dorm of a guy who was about to get head from her as he played COD. I shared a class with two of them and they weren't afraid of teasing me and telling me all about what they'd get up to. They'd even share pictures they had taken of her in action: deepthoating, tongue in their ass, face plastered with cum. I think they expected me to feel humiliated or embarrassed to be her friend but the truth was I relished their stories and loved being included in her sex life. We would become very close over our four years of college. We cuddled a lot, for Sarah I think she liked the intimacy she could have with me knowing sex was never on the cards. I even stayed with her parents multiple times. In so many ways I was her boyfriend just without sex.

    After college we grew apart as we pursued our careers. We kept in touch, mostly I would be the one to reach out but very rarely did we see each other. Sarah seemed to change though, maybe her college reputation became too much because not long after graduation she moved in with her boyfriend Nick. I never understood their relationship or what she saw in him. From my perspective he was a dropkick: a wannabe artist and DJ who spent most of his time getting high and playing video games. Meanwhile, Sarah was pursuing a legal career. What most of the guys at college never realised was that Sarah was a super dedicated student with lofty ambitions. She worked hard and she played harder, I guess you could say. This relationship lasted way longer than I thought it would. Any time we did see each other all she would do is complain about him: how she was paying all the bills, how he "borrowed" money from her all time and refused to get an actual job. For a while I tried to be supportive and not too judgmental but eventually I told her she had to break up with him. This did not go down well and resulted in us not talking for nearly a year. During this time I again tried to date but it was of no use, I was in love with Sarah and no woman could compare.

    Then, out of blue, Sarah reached out. We got brunch (I paid) and she told me she broke up with Nick. She said when it happened she didn't even feel anything even though at this point they'd been together nearly 3 years. She even apologised for how she treated me when I suggested they didn't work.For the rest of the brunch we reminisced about our college days. She seemed slightly embarrassed about her slutty experience but I countered that she enjoyed it and that it hurt no one. This seemed to get through to her. We left brunch agreeing to see each other more and we kept that promise. It was almost like the old days: some nights we'd snuggle on the couch in front of a movie and on the weekends we started going clubbing again. Sarah finally seemed to have made an actual female friend, Kate, who also worked at the law firm. Kate was also gorgeous, taller and slimmer than Sarah but with much larger breasts (which she enjoyed showing off). When we went out I was of course still the bag man and creep cop: ensuring these two beautiful ladies had a good time.

    On some of these nights out Sarah and Kate would make a man's dream come true. Sarah had surprising little experience with women but Kate was much more experienced. We'd be out dancing and it was like they were on the hunt. Of course their prey (the guy) had to be tall, tattoos were always a plus, they avoided the corporate type most of the time (unless they wanted someone to spend money on them) but dick size was the most important factor. Of course it was easy to lie about this so Sarah would want to cop a feel before taking them home. This might involve aggressive dancefloor grinding, literally feeling the guy up or, on more than one occasion, blowing in the guy in the club's bathroom. When they were confident they had found a guy that could handle the two of them they'd take him own.

    The stories I got from Sarah the morning after at brunch were incredible. Picturing these guys staring down at Sarah and Kate as they made out and simultaneously worked his cock would have me ready to explode. Again, Sarah really liked the performance: kissing and eating each other out in front of the guy, blowing him and of course taking their cum on her face. The girls' typical move was to have the guy give Sarah a facial and Kate would then lick it off. On other occasions they'd get to cream pie with Sarah or Kate then the other would eat it out. Knowing these guys got to play out their ultimate porn star fantasies with two drop dead gorgeous women was excruciating. I both loved and hate our brunches and debriefs but knew I wouldn't change them for the world.

    This went on for a few months before Kate met someone she became serious with and Sarah became infatuated with one of these hookups. His name was Jeremy, he was black, a banker, well dressed and fit. He also didn't give a shit about her (at least from my perspective). She could not get over him and even when he treated her like shit, she would go crawling back for more. I think she wasn't used to this type of treatment (the irony was that this was exactly the way she treated all the guys in college). Jeremy made it clear he wasn't looking for a relationship but would still string her along, sometimes taking her on a date and fucking her whenever he wanted. But then he would ghost her for weeks at a time. And that's usually when she'd reach out to me.

     
      Posted on : Aug 28, 2025
     

     
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