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My wife and I started talking about cuckolding a bit less than a year ago, a few months after we married. While the fantasy was initially mine (m27) my wife (Gemma -f25) got super into the idea really quickly and our sex life became dominated by the idea of a cuckold/hotwife relationship. All dirty talk, flirting, sexting and role play revolved around the idea of cuckolding for weeks before my wife decided to make our fantasy a reality. I was stunned at how quickly things had progressed and if I’m honest I probably wouldn’t have chosen to become a cuckold and just kept it as a fantasy and something to role play in the bedroom. My wife is super persuasive though (she knows she just has to flash me to get me to agree to anything lol) and pretty soon had plans in place to go out dancing with her best friend with the intention of hooking up with another guy. Gemma is half Filipino and half Caucasian, and has the most beautiful flawless tanned skin. She’s super petite at 5”1’ but she’s gym fit so her small but perky b cup boobs look pretty big on her tiny frame. Her ass is her best asset though, a perky little bubble but with a slutty tan line from her small bikini. We both knew she was going to have no shortage of options at the club and would have no trouble at all picking up. Her plans got delayed for a bit because we both wanted me to be locked in chastity for the event and the chastity cage we ordered hadn’t arrived yet. She wanted me in chastity because she thought it would be hot to have so much freedom while I couldn’t even get an erection. I wanted to be in chastity because I’d discovered I found the idea a lot hotter and more palatable when I was horny and was pretty against the idea immediately after coming. In the days waiting for the cage I tried to back track multiple times, but each time she just put on a sultry voice and showed off some skin to change my mind back. She didn’t even try to be subtle about it, knowing full well I knew she was manipulating me and knowing it would work anyway. To be honest the biggest turn on was how badly she wanted to cuck me. How badly she wanted to have sex with someone else. I think that’s where the fantasy stemmed from for me, I just wanted her to WANT sex and I knew deep down that I wasn’t quite doing it for her. So every time I tried to back out of it I was drawn back in. But we still had to wait for the chastity cage. If this was gonna happen I might as well find it hot and enjoyable rather than sickening.
The cage eventually arrived and come Thursday night I was safely locked away. Gemma couldn’t stop giggling at the sight of my little cock straining in its 1 inch cage. She spent the whole night teasing me, calling me “pin dick”, flashing me and only bending over at the waist. When I complained about her new name for me she suddenly went from giggly to serious and asked me “would you rather I called you ‘one pump wonder’?”. My jaw hit the floor and I felt the blood rush to my cheeks in embarrassment. She wasn’t normally this brutal. I could only shake my head quietly and I felt myself sink deeper into sub space.
Friday never dragged so long as that day did. I left work as early as possible to try and catch Gemma before she left but she had already gone to get ready at her friend Bec’s place. Bec had no idea what was going on and Gemma at this point didn’t really know what she was going to tell her. I was a complete mess at home, pacing about with anxiety and tugging at my cage, desperately horny. I checked the spot Gemma leaves her wedding ring when she’s not wearing it and to my surprise it wasn’t there. Was she gonna cuck me while wearing it? Or was this all a ruse to see if I’d go along? I couldn’t believe how slowly time was passing. Eventually I felt my phone buzz in my pocket. I scrambled to check it, embarrassed at how desperately I wanted an update and terrified of what I was going to see. To my surprise it was actually a text from Bec. “We’re gonna be out late, Gemma will just crash at mine”. I was slightly confused by this and was just typing out a message asking what was happening and who Gemma was with when I got a text from Gemma “Bec thinks I’m cheating and is “helping” me get away with it. Play along”
It’s weird, despite the fact that I was in chastity and was hours away from becoming a cuckold something about this text exchange was a real gut punch. I liked Bec and I thought she liked me, the fact that she was so ready to help Gemma cheat on me was pretty devastating. I spent most of the rest of the night wondering what Gemma had said to convince her. Did she tell her I didn’t perform in bed? That I was small? It didn’t help that Bec was also pretty attractive. White with brunette hair, wide hips, big ass and boobs. A little chubby but curvy in all the right places. The idea that she might know of my inadequacies made me slightly sick. But all I replied to Bec’s text was “all good, thanks for looking after her”. A few minutes later she replied: “she’ll be well looked after”. Are you kidding me?! How on the nose do you want to be? Fucking almost gloating! I actually thought we were good friends up till then. I just thumbs up reacted to her message and threw my phone down on the couch. The nervous pacing was back and I didn’t really expect updates until later. Little did I know I was actually not getting any updates at all. Hour after hour went by with nothing, not even a reply to my “hey babe all good?”. At 2am I texted Bec, just checking that they were both safe. She replied that Gemma was fine and asleep in her spare room. Apparently she had a “big night” and was probably going to sleep in but she’d see me in the morning. And that was that. I didn’t even know if I was actually a cuckold yet or not. I had to assume so. If my hot wife wanted sex she would have got it. But the not knowing for sure was killing me. Eventually I went to bed and slept fitfully, constantly getting woken up by the pinch of my chastity cage and sex dreams. The morning was the worst, as my morning wood strained painfully against the steel of the chastity cage. I couldn’t help but be jealous of the hot stud that was probably waking up with a normal, non-painful erection and memories of MY naked wife and what they may or may not have gotten up to together. The juxtaposition of me, riddled with anxiety, bent in half by my painfully stunted erection and him, whoever he was, basking in the afterglow of fucking a married woman was too much for me, and I had a little cry. But my little dick never stopped straining in its cage.