I Transformed My Man Into a Cuckold and Honestly? Best Decision Ever [GF's Perspective]
Hey everyone! Been ages since I last posted here. This marks two years since my original question about whether I could ease my boyfriend into this lifestyle. Got amazing advice back then and even shared a six-month progress report:
So much has happened since. I kept incorporating this massive dildo whenever we slept together basically every single time. Started wearing more revealing outfits whenever I went out, and even found some wild new girlfriends who cheered me on. Also began training with plugs to prep for more.
Plenty of you suggested dropping hints about bringing someone else in and cutting back on how often he gets me. I followed through. He wasn't thrilled, but I scaled us back from three times weekly to three times monthly. Constantly mentioned how he measured up against Derek that's what I named the toy after this gorgeous guy from my gym who I always flirted with.
After months of "joking" about adding a third, he finally cracked. We found someone attractive on an app who absolutely knew what he was doing. I played it cool afterward, didn't gush too much about how incredible it was, just so he wouldn't shut down the idea. Strategy worked. I started giving him more attention oral and actual sex whenever we had these encounters, so in his head the equation became: more threesomes equals more rewards for me. Every guy we invited was noticeably more endowed than my boyfriend, which honestly wasn't difficult to arrange.
During these sessions I made sure he finished last, keeping him riled up the whole time. Once he popped too early and got moody, so I asked for advice here and learned keeping him on edge was crucial. So the dynamic shifted I spent about sixty percent of my energy on our guest, forty on him. Gradually dialed his participation down even more while maintaining those post-session rewards. Eventually he was mostly just observing while I got railed.
Some of you DMed me yeah, I remember who and said the next step was locking him up and taking Derek for a real ride. Challenge accepted. Bought a cage "as a gag," suggested wouldn't it be hilarious if he wore it during our next adventure. He resisted hard, but a few promises of enthusiastic head later and I had him secured. That changed everything. New pattern established: plan a threesome, cage goes on, enthusiastic appreciation follows. He was basically already there in spirit.
The final piece was actually sleeping with my gym crush. The whole motivation behind this journey. Lucky for me, he had switched locations by then, so no more workplace complications. Told my boyfriend I met this guy through friends and wanted him to join us. By now my man was so conditioned he barely questioned it and said yes.
Holy. Shit. The chemistry was unreal. The size difference was almost comical. I'm pretty sure I made sounds that would break a normal man's confidence. He became my standing arrangement and we still meet up regularly. Finally ditched the protection rule too let Derek be the first to finish inside me. Watching my boyfriend process that was something else, but he adapted quickly. I've explored so much with him that my boyfriend will never experience backdoor play, watersports, group scenarios with other women and men, you name it. Knowing these are exclusively mine with Derek while my boyfriend stays caged sends me over the edge every single time. It's like I become someone else entirely, hard to describe.
A few clarifications. I adore him deeply and we're still planning our wedding. Our intimate life has just never been this fulfilling. I have this incredible regular who fills me constantly in every way possible. My boyfriend has embraced his role as my locked observer. He still gets occasional intimacy with barriers and oral attention. Our bond feels stronger than ever. This whole evolution took roughly two years. That's reality. Not sure if I'll update again, but this is my life right now and I've genuinely never been more content :)