The Cuck Who Won [cuckold’s perspective] part 2

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Thanks for everyone for reading part 1. Bare with the first half of part 2, the boring details will be over and I’ll be starting the good stuff ???? I’ll probably write the prequel about my ex who introduced me to cuckolding and most of my kinks so keep an eye out for that. Thanks again and enjoy!!

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Basically I meet them at the karaoke bar and they’re already more than a few drinks ahead of me. I sing my go to song, they sing some, we all have having a great time. Turns out, Lexi is cool af and we been joking around all night. Trina was the only one I couldn’t figure out until the end of the night. Apparently, Trina is a huge broadway/musical nerd so she always saves her favorite song for last. It’s a two person song and both her roommates are too tired at this point to want to sing even tho she keeps asking them. The song comes up on the tv when they call her up and I actually fucking know the song. I don’t really care for musicals but I watched the movie with my ex and it’s actually really good so I’ve seen it more than once. I then volunteer to sing it with her as she looks annoyed but happy at the same time. To her surprise, I can sing most of it looking at her without looking at the lyrics on the tv. As we ended the song, she gave me a hug along with a cute little smile. All in all, it was a great night. Got hugs from all 3 of them and we all went our own way.

Ever since that night, Lexi and Trina both join Emily when they visit my sports bar. Trina is still pretty shy but she’s definitely more comfortable than when we first met. Lexi on the other hand has slowly becoming one of my favorite customers because of how we interact with each other. I basically see them once a week and Lexi comes in solo sometimes. A couple months go by and it comes up I’m looking for a new apartment as my lease is about to be over. Surprised to no one as how my luck has been with this group, Emily is planning on moving out to live with Wes. They weren’t planning on moving together until the lease is over but they wanted to move in sooner. They asked me if I wanted to move in since Emily’s name will still be on the lease until they renew if they do. Trina wasn’t fully convinced but she gave approval using these next 6 months as a trial period to see if they want to renew with me. So that’s how I ended up in an apartment with 2 pretty girls whom I thought I had zero chance with at the time.

The first 3 or so months were pretty chill and we’re all getting along for the most part. Lexi was slowly becoming one of my best friends as we had most of the same interests. Smoke weed almost every night together before bed, watch anime, we even had the same type in girls from the ones I’ve seen her bring home. Trina didn’t exactly have a “boyfriend” as she mentioned when we first met. She had fuck boys, quite a bit of them actually as she was more than just kind of a slut. Nothing wrong with that, she loves sex. I actually find out later what her kink is but I’ll share that later to not spoil anything. I didn’t really get close to Trina until I started talking to her over dinner. I made dinner once and invited her to eat with me which really made her open up. It started with one day a week to twice and sometimes 3 times. Lexi would try to join us but she’s a gym rat and meal preps so it’s usually just me and Trina. These weekly dinners are when I found out why she can’t stay in a relationship. Not only does she like the freedom of being single (sleeping around), but it’s tough to date with her type of job. She’s not exactly a stripper, but I’ll just say she makes most of her money taking off her clothes/wearing provocative outfits. This is when I plant the seed that she just needs to find a guy like me who isn’t the jealous type.

It’s finally time to get to the juicy stuff. Thanks for making it to this point, but those details needed to be shared to give y’all the full understanding of my situation. So, as I’ve mentioned before, me and Lexi have been getting extremely close thru our smoke sessions. Whenever we hang out in a group, it’s always Emily and Wes, Trina and whatever fuckboy she brings along, then me and Lexi until she finds a girl she’s interested in. At that point, I wingman for her and attempt to find myself a girl but Lexi pulls way more than me lol. Anyways, we talk a lot while we smoke and really get to know each other more personally over the course of a few months. I tell her about my less extreme kinks as in being more of a sub instead of a dom, how much I get off by eating pussy, my ex and how I ended up in NY, etc. She tells me how much she loves to cum which results in her masturbating almost daily, how her past relationship with males drove her to almost exclusively date females, her own kinks/turn-ons, etc.

Now, I remember this night like it was yesterday as the universe perfectly aligned for this to go down. It was almost Halloween, Trina was out for work, and I was smoking/watching anime with Lexi. The topic of Halloween costumes came up and I told her I still have to buy one for this year. She mentions she has some non-slutty costumes I can try so I take her up on her offer. She goes to her room and after some time, comes out with a box of almost 10-15 costumes and tells me to try them on. I try each one that I think could work and show her each for her opinion. They were definitely female costumes as some didn’t fit but they were costumes like a referee, doctor/nurse scrubs, and other gender neutral costumes. Except for one, it was a slutty leather bunny dress/mask costume but it was in the wrong packaging. I wasn’t going to pass on an opportunity to try it on as feminization is one of my kinks, but only my ex knows about this. So I put on the dress and fishnets and I joke to her saying I think this one wasn’t supposed to be in the box while laughing. She actually opens the door to my room and asks which one. So there I am, caught by Lexi wearing a sexy outfit and we’re both kinda speechless like I was caught with my hand in the cookie jar.

To me it lasted hours, but in reality it was only a few seconds before she smirked and said “I think that should be your costume” then finished that with some giggles. I turn red, apologize, then proceed to take it off. She stops me to say “It’s fine, but I think you just need the right makeup and you can actually pull it off. May I?” I’m reluctant but I cave in. She puts mascara and lipstick on me, puts the mask on me, some other makeup I don’t know what to call them, and then tells me to look at the mirror. I don’t have words as I’m not only embarrassed, but apparently turned on while she says “I can tell you like what you see” as she’s pointing down to my boner. I try to cover up with the dress, but at this point it’s too late. She sees I’m embarrassed and turning red but to my surprise, she’s being comforting instead of our normal joking/clowning behavior.

She guides my hand to her crotch for a quick touch of her panties. She’s wet. I take this as my sign and I move in to kiss her. She stops me. She says we can’t even tho there’s proof we’re both turn on. I try one more time to kiss her and she stops me again. I feel so defeated, so helpless, but so fucking horny at the same time. I respect her decision so I tell her I understand and pull away. Next thing I feel is her hand pushing my head down. At this point, I’m picking up what she’s putting down. I know we’re both the type of person who can separate sex and love. I know without her having to speak a single word, she’s telling me to make her cum but there will be no dating afterwards. I’m 100% all-in. I remove her shorts and panties then go right in to eat her out. I try to jerk off a few times while eating her out, but both times she kicks my hand away and tells me “No.” Again, from that one word, I knew exactly what she wanted. So I focus my attention to making her cum. Licking her, fingering her g spot, playing with her nipples, whatever it took. I make her cum once but she tells me more. I keep going until she cums a second time. At this point she’s drained and satisfied. We lay in silence for a few minutes to catch our breath before she getss her clothes, grabs my boner, and says “Thanks, just give me back the outfit whenever you finish washing it.” She walks out my room to hers while I’m laying there, in disbelief on what just happened, and still horny af because I wasn’t allowed to cum yet.

To be continued…

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