Hello,
We've been flirting with the idea of cuckolding for a long time. My wife and I have been together for 7 years, about 5 of which she has been keeping me in chastity. She is a very generous key-holder. We have a very active sex life and she is generous with my orgasms. However, I am only on the smaller side of average.
Over the years, I have asked her about previous lovers while we were having sex. She would always tell me about a guy with a huge cock that would come over just for booty-calls after her divorce. The thought of her having a hung stud that she would call to come over and fuck her and then leave just drove me wild.
We dabbled in playing with others for a bit- going to fetish nights and sex clubs but we only ever watched or showed off, never played directly with others. Then one night we went to a local "lingerie modeling" spot (think lap-dances with happy endings). I bought us the dance, but I was required to kneel naked next to the couch while she and the dancer played. It was mind blowingly hot. She responded very strongly to the experience and decided right then that she wanted to try playing with another cock.
So there I am online, posting ads to find a bull for her- which I never in a million years imagined I would be doing. She is looking for a very specific dynamic- a younger, hung, submissive bull that she can fuck and order around in front of me. We got LOTS of responses from people who clearly didn't meet our criteria. Then more who did but ghosted us when the time came to truly engage.
Well, on Saturday it happened. He was in his mid-twenties, tall, handsome, polite, deferential... He was coming over at noon. I spent the morning waiting on her hand and foot- bringing her coffee, bathing her, dressing her, making her mimosas. Meanwhile, I ate a handful of gummies.
When he arrived, we greeted him at the door - me in just my chastity cage and a hip and leg strappy harness. She was in thigh highs, heels, and corset; all under a sexy little black dress. We sat and talked for a bit before she instructed us to each take a foot and give her foot rubs. The sight of her kicking back with a cocktail in hand and myself and another man caressing her was already driving me crazy.
She then asked him to rub her back. He's naked at this point, pressed against her from behind, rubbing her shoulders. She grabbed my hair and pulled me in to her pussy which I was instructed to get good and wet. Her hand then wandered behind her and started massaging his cock while I ate her out and he massaged her.
She decided it was time pretty quickly. She wanted that cock. I was surprised at how enthusiastic she was as I was always the more excited party when we fantasized about it. He put on the condom and she bent over the couch arm, putting her face right next to mine, laughing while she grabbed his cock to guide it inside.
Then the disappointment started. I think we were just a bit much for the poor young innocent guy. He just couldn't get his cock to stay hard between the condom and his nerves.
She pulled me closer, pushing my head down between her legs- making me watch as he rubbed her clit while she tried to get him hard. I wanted to see him plunge inside of her so bad. My little cock was struggling against the cage.
She pushed him back on the couch after some failed attempts at getting inside. She pulled off the condom, got on her knees, stared me right in the eye with a smile, and slid his cock in to her mouth. Sliding it in and out, glancing up at me and him alternately. He was moaning with pleasure, and couldn't resist her tongue. Or rather, his cock couldn't resist her tongue and hardened like a stiff rock.
She then guided it inside her dripping wet pussy and he pumped her as hard as he could while she looked right into my eyes. God my cock was sore with just that look.
After he left, she kept me locked up all day. Finally, late in the evening, she tied my hands behind my back, unlocked my cock, and slowly edged and teased me for about an hour before ruining my orgasm- all the while talking about how much fun she had and that she can't wait to try again- with a bigger cock.
In the week or so since, I have been completely bowled over with attraction to her. I was already smitten, but damn if seeing her take charge of the situation, seducing another man in front of me... It made her even more attractive.
I've since placed another ad. She has me kissing her key and thanking her for making me her cuckold. I can't believe how lucky I am to have a woman like this in my life.
Even if this encounter didn't pan out exactly how we wanted, it made one thing very clear. We aren't just fantasizing.
I am genuinely turned on by being her cuckold and she definitely wants the extra cock.
Life is good.
Smallish-Guy