The Cuck Who Won Part 5 – “It’s Happening” [cuck]

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So I get back to my room and Trina is waiting for me in just her bra and panties. I ask her about what just happened and she kind of brushes it off saying it’s not a big deal because it’s Lexi and I’m caged anyways. Both are true but there was a deeper meaning that I’ll share a little later. Back to me and Trina, this is the night we first had intercourse. We start making out, undressing, I get unlocked, and we start fucking. She starts to talk dirty to me saying things like “I see why you’re a cuck” and “I can’t wait to fuck bigger dicks than yours” which got me close to cumming within minutes of starting. I tell her I’m getting close and she wraps her legs around me until I fill her with cum. Lots of it. Like I’ve just been teased relentlessly and dying to cum. Before I can gain my composure, she’s already started to shove my head down. I know what she wants and I start eating her cum filled pussy. She claims it’s my fault she didn’t cum with my dick so it’s my responsibility to make her cum with my mouth. Having post nut clarity didn’t help at all. Not only did I not want to eat my own cum now, but it took even longer to get her off with just my mouth as she wrapped her legs around my head so I couldn’t use my fingers. After she finally came, we started to kiss very passionately so she can get whatever cum from my mouth that she could. She’s such a cum lover and that turned me on even more.

Text here. Visuals inside.
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As the first few weeks went by, she hasn’t officially cucked me quite yet. Maybe cuz we’re still in the honeymoon stage, maybe cuz she doesn’t believe it’s true, a mix of both, or whatever. Until one day she was craving a big dick after sex wasn’t enough for her.

She said to me after I couldn’t make her cum with my dick while I was eating her out “I wish your dick was bigger.”

I responded “If it was, I probably wouldn’t let you fuck around.”

“Maybe it’s time I take you up on that and actually cuck you” she said then stuck her tongue out at me

“Please do.” I tell her as if I was begging her to cuck me

After sex that night, we started to talk about it a little more in detail and we agreed on some boundaries

  1. She can fuck almost anyone she wants but must try to keep it discreet. It’ll be up to her discretion to decide if he knows that I know what’s going on or that she plays it off as “cheating”
  2. I get to see texts and pics/videos sent between her and her bulls
  3. Condoms are not required
  4. I must assist when told to as in buying her new outfits, help get her ready, etc.
  5. I will be caged and this is 100% a one sided open relationship that I must stay fully faithful to her

More rules get added later which I’ll tell you as they get added. As I’ve said before, she’s had many fuckboys but I already knew who she’d reach out to first. Max was always one of her favorites because not only was he rich, he fucked really well. He’d buy her things, send her on trips, and sometimes just give her cash if she asked. From how she’d talk about him, he gives off more sugar daddy vibes than simp vibes. The only time they’d spend time together was to fuck then once they were done, they’d leave. She thinks he’s married but that didn’t bother her as she got free stuff and great sex. Probably another reason why he was a good candidate as all parties would want to keep this discrete. So the following day when I get home, I see her and she has a very mischievous smile.

She leads me to her room, sits me down on her couch, grabs my caged dick, and whispers in my ear “It’s happening”. I ask her when and she says tonight. Instantly my cage is tight. “Wow, I‘ll take that as you really wanting this to happen” she says. All I could do is nod my head while my breathing gets heavy.

“Good. I’m going to need you to take me to the hotel and I’m going to need $60. $57 to be exact.” She says

I ask her what for and she said she bought some lingerie for tonight and that I should pay for it. I agreed, handed her a hundred I got from my tips today and told her to keep the change.

“Perfect, I’ll pay for our first round. I mean you’ll pay for both our first round of drinks hehe.” She says then kisses me on the cheek.

She tells me to wait here while she goes get ready but lets me read her text messages to Max while she does. She grabs some bags, some clothes, then heads to the bathroom. Omg. Not only do these texts make me so fucking horny, I check her camera roll and see some very sexy pics she took of herself. She comes back and she’s wearing just a hoodie and sweatpants. But she’s also wearing my key on her necklace!!

“I don’t get to see the outfit? Nice necklace tho by the way” I asked

“Nope, why should you? He’s the one who’s going to fuck me in it. And I know, I figured you’d like that hehe” She tells me then proceeds to kiss me

I start to touch her while kissing her and I can feel she got an outfit on underneath. I try to get any clue as to what she’s wearing but she knows exactly what I’m doing and grabs my hands to stop me. Fuck. She’s hitting all my triggers and she knows it. She tells me let’s go and I call us an Uber. The entire ride there, she’s teasing me relentlessly. Grabbing my cage from outside my shorts, making sure I see her play around with my key that’s around her neck, whispering what he’s going to do to her…

We finally arrived and not only am I horny as fuck, I got a little wet stain on my shorts from the precum getting thru the cage. I give her a kiss before she walks into the hotel then I proceed to walk to a sports bar a few blocks away to kill time. I get there and I can’t focus at all. About 30 minutes go by and I finally get a text from her. It’s a picture of her in her new lingerie holding a drink in the hotel room. All she said was thanks for the drink and that she’ll let me know when she’s done in an hour or two.

To be continued…

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