My long-term gf and I have been engaged in cuckolding for the last few months. We're in our late twenties, and our bull, who is my current boss, is in his mid forties has been our bull. (I know, I know, but I promise this is a true story.)
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I always had a good relationship with him, he's sort of always been the type of guy I want to be, if that makes sense. Former athlete, tall, handsome very confident in every facet. I'm tall, but after that, more slim, and a lot more reserved.
Anyway, he'd met my girlfriend a couple of times before at work related events, but he had received a promotion, and a few of us met up for drinks to celebrate. My gf had been drinking at a bar nearby with her friends, but said friends were leaving, so she joined us.
A note on our relationship… I've always been sexually submissive to her. We have PIV, but far more often I just serve her orally. It's something I absolutely love doing, just eating her ass and pussy while she watches TV/games.
But back to that night. Just… Something was different? Idk how to describe it. Just an electric, undercurrent. As people break up, it's just the three of us left. And he invites us back to his apartment for another drink.
We arrive, and at this rate, it kind of feels like I'm barely there. He's hardly even looking at me, just eye contact with her, smiling, joking, conversing. And she's doing the same. We're on the couch, and his fingers are ever so lightly grazing her thigh. I don't say anything, neither does she. He must've taken this as encouragement, because he starts to run his hand up her leg, very gently. He comments we're such an attractive couple, and that her especially has always turned his head.
We had never talked about cuckolding. Hell, we'd never even discussed a three-way. I'd always hoped for one with another girl but here we were. And admittedly, and maybe this is a poor way for something like this to begin it just be said, we were quite drunk at this rate. She sort of smiles, and looks down, and then looks at me. We hold eye contact for a second or two but felt much longer.
And I still don't know exactly what made me do it, but I just gave her a slight nod… And that's all it took. We were his.
They're kissing. His hands are just all over her, exploring her tits, her hips, ass, thighs. I'm on the other side of him, watching. She's moaning. I reach over and rub her thigh.
He pulls her dress up over her waist, and yanks her pantyhose down to her knees. He puts his hand on the back of my neck, directing me somewhat forcefully to my knees. He guides my face between her legs, where I take the hint and begin to lick her up and down, in the way I know she likes.
This makes her go wild, desperately moaning in-between kisses. Yet soon those stop, and are replaced by the gulping sounds, as he's now standing over her, gripping her head and feeding her his thick cock. Her hand holds my head to her pussy the whole time.
He eventually breaks off, and steps down between her and I. He pushes her legs up, towards her heads, and starts to fuck her.
I've never heard her moan like that. He was absolutely just pounding her, in a way I've truly never been able to do. This isn't a fetish, tiny cock story, I'm average, hell, even a little more than average, but have just always felt awkward actually fucking, which is why I gravitated towards oral.
I'm still kneeling behind them, just watching his tanned, muscular ass tense and relax as he fucks her. I go to back up but he puts his hand on my head, pushing me back down and even closer than before. His ass is probably 8-9 inches from my face now.
I'm watching this man, my literal boss, just go to town on my girlfriend, her almost screaming with ecstasy, while his ass is in my face. I'm red with shame, wondering why I can't please her like that.
I've never been harder. I reach into my pants and touch myself. He looks back, sees what I'm doing and smirks. He knows he has us.
He makes her cum, and shortly after he finishes inside her. He steps to the side, and again guides my head forward to my girls pussy.
I'm so fucking horny here, but even still I hesitate. What am I doing? He just came deep inside her, and he wants me to eat it?
My girls voice snaps me out of it "come on baby, i want you to, it's okay".
So, led by her words and my raging hard on, I begin to tongue her cunt. She grabs onto my head a d guides it lower, ordering me to suck her cunt. Which I do. They begin to kiss again, and he plays with her nipples, while I eat the surprise he left for me. He patted my head afterwards and said "good lad".
Days later, we were both sort of in shock. I avoided him in work, although he acted like nothing happened, utterly professional.
My gf and I sat down and discussed it. We both admitted to loving it. And we agreed to call him.
When he picked up, and I asked him to come over, he asked for what. I paused, before saying I think he knew.
He told me he wanted to hear me say it.
"I want you to fuck my girlfriend".
He laughed, and said he'd be right over.
We've been seeing him minimum once a week.
I. Am. Hooked.

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