The Cuck Who Won [cuckold’s perspective] part 3 – The Cucking Begins

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So this is a pretty long chapter as I wanted to get to the cuckolding part of the story. I didn’t realize how much of the story there was before the cuck part actually began so thanks to everyone for reading this far. This is a very juicy chapter and it’s only going to get juicier. Enjoy!!

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The following night, I had our normal smoke sesh before bed with Lexi and shockingly, there wasn’t any awkwardness. Not only did we joke about it, but we talked about it too. I admitted how horny it made me to get her off without cumming myself as well as getting dressed up by her (minus the makeup as cleaning up was a bitch). She admitted using me just to get off was way better than just masturbating and that me looking like a girl was just a bonus. I then proceeded to offer up a proposition that I am willing to be her toy to get her off without asking to get me off in return. Her eyes opened like she hit the jackpot but played it cool. She claimed it was hard to trust somebody to continue that agreement without anything in return. I told her I can prove it to her. I go to my room, come back in a few minutes, and hand her two keys. At this point, she knows how kinky and submissive I can be so I say fuck it and go for it. This is the first time I told anybody about my chastity cage since my ex so I’m nervous…but extremely horny. I explain that the keys are for my cage I just put on and that I’m willing to wear it whenever she wants me to get her off. She has this devilish grin, puts the keys in her pocket, and spreads her legs while keeping eye contact with me. I get on my knees and get to work.

Our monthly smoke sessions now almost always includes me eating her out. At first, it was simple…I’d get her off then she’ll give me a key. As the days go by, we change it up some days. Sometimes she’d dress me up in outfits, sometimes she’d give me a key and jerk off while I’m getting her off but that’s only if I did a good job the night prior. After a few weeks, she’d actually make me edge myself, ruin my own orgasms, and even keep me locked after I’d get her off so that I’m essentially begging to let me get her off. This is when I realize her kink…if Emily was the exhibitionist, then Lexi is the sadistic tease.

As all this has been going on for a few months, I’m still cooking for Trina a few times a week while getting closer to her. The seeds that I planted months ago about her needing to date a guy like me who is not the jealous type is starting to sprout. Not only did she start joking with me about how I couldn’t handle a girl like her, but you can tell she’s starting to flirt more and more during our dinners. Then the night that changed the apartment’s dynamic happened. Trina caught me going down on Lexi. We were all kind of in shock at first but it didn’t lead to a fight, but more of a shouting match. “How could you two be doing this?” Blah, blah, blah. Lexi started to explain the situation as nothing more than sex that both parties are benefiting from. We haven’t had intercourse and that it’s me who’s getting her off. Then Trina states that “If it’s just sex, then you wouldn’t mind if I get to cum too?” She then looks at me and says “As long as you’re up for it?” Lexi was reluctant but eventually says she doesn’t care in a sassy tone. I on the other hand know nothing will go anywhere with Lexi and I still find Trina attractive so I completely agree. Trina says she’ll wait in her room when I’m ready but to wash up first. I look to Lexi and she says “Just go” with a little attitude as her mood changed for the night. “But I’m keeping your keys” she said while sticking her tongue out at me. I wash up and enter Trina’s room. So here I am, about to go down on my other roommate while I’m locked in chastity and our other roommate is holding the key.

Our first time started a little awkward considering the situation. Then we started kissing before I worked my way south. Now these two both enjoyed sex but couldn’t be more different. Trina was way more intimate, as I don’t think I ever kissed Lexi. Even the way they prefer to cum was different. Lexi preferred undivided attention from my mouth whereas Trina wanted both mouth and fingers. Lexi never touched my dick, while Trina tried to grab my dick but was surprised to find the cage that first night. A little embarrassed I had to explain the cage and eventually got the second key to give to Trina. After the first week or so, it became a normal occurrence to get both off daily, and sometimes multiple times even tho I have yet to have intercourse with either roommate. I still use the cage but each roommate has a key. Lexi only unlocks me to make myself edge while Trina always makes me cum. Why is that? It’s because of her kink. There’s a reason why she’s such a fucking hoe…she loves cum. Trina the kinky cum lover and Lexi the sadistic tease. They are getting me off with my kinks, it’s only fair I return the favor. I’ve cum on Trina who then rubs my cum on herself, cum in her mouth to then swallow it, and I’ve even cum in her panties/pants while she walks out in public. She. Loves. Cum.

During all this, Lexi has not stopped bringing back girls to the apartment and Trina has not stopped fucking her fuck boys. Trina didn’t use me after she been with someone probably because she assumes I wouldn’t want to eat her out after being fucked. Little does she know how big a cuck I truly am. So one day after getting Lexi off, I’m extremely horny as she also made me edge quite a lot that day. I’m chillin in the living room locked up waiting for Trina hoping to get a release that night. She brings back a guy that night and she is pretty loud that I can hear her which is really turning me on. About 5 to 10 minutes later you see the guy leaving and Trina come out of her room.

I said “That was quick, sounded like you were enjoying yourself too.”

She replied “Eh, he came too fast tho so he left in embarrassment.”

“Must be nice, Lexi didn’t let me cum so all your moaning and screaming was getting me pretty horny.”

“Is that right? I would tell you that you can get me off, but we didn’t use a condom even tho he came on me and not inside of me.”

“You really think that would stop me? I told you, I’m not the jealous type”

Her eyes glistened with excitement as she thought she’d have to finish herself off tonight. I followed her to her room and held out my hand for the key. She said “Not yet, I didn’t get to cum yet so be a good boy and I’ll let you out.” I essentially melted hearing her say that and went in for a kiss. She stopped me to say she sucked his dick but he came on her tits. I kissed her anyways, moved down to suck on her tits tasting the cum she rubbed into her skin, before getting down to her pussy. After making her cum, she finally unlocked me and jerked me off onto her tits. Just looking at her, you can tell she wanted to eat it so before her hands touched my cum, I grab her wrists. I start sucking up my cum then with my cum in my mouth, I started kissing her and pushing the cum in her mouth. I started fingering her again as she’s swallowing my cum. She came again but way harder than the first. Not only would she use me after fucking a fuckboy now, but she’d always make me snowball my cum into her mouth now. She’s a cum loving hoe who just unlocked a new kink.

Now all good things must come to an end but that day has not arrived yet. Around this time, we renew the lease for 1 more year, and the apartment dynamic couldn’t be any better, especially for me. Me and Lexi maintained this level of sex without emotions, but I was getting pretty close to Trina. Along with our weekly dinners I cook for her, we’d usually go out to eat together now as well. Even when we’d all go out as a group, the night will almost always end with her sleeping in my bed as she’d kicked whatever fuckboy out after they have sex. Everything was perfect until she couldn’t end up in my bed one night as I’ve brought a girl back as well. The following day, you can tell she wasn’t in a good mood. I gave her some space and didn’t see her until dinner time as I was cooking. She came out dressed up so I asked if we’re not eating together tonight? She said “Maybe, I thought I might get something to eat by myself tonight.” Now I know something was wrong, this girl hates eating alone and would rather DoorDash something than go out for food so I force the conversation. She eventually caves in and admits she didn’t like me have a girl over. She understands she doesn’t have the right to get jealous considering our type of relationship. She also doesn’t like it when Lexi uses me but at least she’s our friend and she’s supposedly gay. Any normal guy would probably start an argument right now but I actually find her pretty cute right now.

I ask her what does she want from me and all she can say is “I don’t know.”

I say to her “I’ll tell you want I want…I want you, and I wanted you since the first time I saw you but you were supposed to have a boyfriend. Maybe you were foreshadowing this and manifested this into existence” while laughing a little. She starts to laugh and her smile starts to come back. She’s reluctant as she’s worried about her job and just staying faithful. I assured her that I find her job sexy and that I’m fine with an open relationship as I’m not the jealous type.

You can tell she wasn’t fully convinced so I told her just say what you want to say already.

“But I am the jealous type. What about Lexi and that bitch from last night. It’s not fair but I can’t act like I’ll be ok with it” she says.

I laugh and I assure her if we start dating, I’ll stop with Lexi and I won’t bring home any other girls.

She says “How is that fair?” and I reply “Because I’m a cuck…”

To be continued…

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