My super hot and cruel mistress Evita had teased me all week...strutting around in sexy lingerie, or in tiny panties and a tight t-shirt with no bra, saying: "what do you think...will your colleagues be interested in checking out your hot Filipina?"
Of course they would. She was, indeed, smoking hot. Way above my league. As she had pointed out when she turned me into her little bitch. But, for whatever reason, she was still coming home to me, most nights anyway, so I was not going to do anything to piss her off, if I could help it.
The reason she was playing me so hard was that we had an office party planned, with spouses and significant others invited, and my sexy, nasty domme girlfriend was going to have some fun at my expense.
The night of the party she dressed to impress. A tiny, stretchy halter top exposing most of her gorgeous bra-less tits, and a skirt that was painted on to her tight, gym-toned butt.
She bent over her dressing table to look in the mirror, and the skirt rose up on her cheeks, exposing the scarlet thong that barely covered her shaven pussy. She smirked at me through the reflection.
"Tell me, baby, do you hire a lot of young college graduates? Ex-athletes, guys who are used to going after a pretty girl and getting what they want? I love hard-body young guys with BIG cocks who can go for hours...not like you with your little dicklet and quick spurt trigger."
All said with a sexy, nasty, evil smile. The anticipation of the humiliation was enough to make me hard, which I hated, but she saw it.
"Hmm, I think you like the idea of me cuckolding you with some of your team...especially the junior guys you order around all day...right? I'm sure they would get a kick out of fucking the girl of the guy in charge...don't you think? Oh, is that making your little chicklet dicklet get all hard and drippy? Cause you love the idea, don't you?"
I didn't love it in my head, but the physical reaction was hard to hide, especially since I was cuffed naked to a chair, and she could see the effect she was having directly.
"You are such a little cuckold baby...and I love you for it. You get hard thinking of me getting fucked by more virile, stronger, more studly guys. That's so sweet. Now, you have a choice to make...are you ready?
Since my mouth was stuffed with a ball-gag, all I could do was nod.
"Ok, I will let you speak, so you can make your choice..."
She loosened the gag. "I'm planning to have some fun tonight with some of your colleagues. Now, option A is, I will have you participate as I wish...and I promise I will tell you everything I do if I happen to have fun without you. If you choose A, when we get home I'll let you fuck me, and even cum inside me. If you don't want to participate, which is option B, I'll still have my fun, but I won't tell you about it, and no sex with me for a month. What is your choice? Remember, of course, if you choose option A and get to fuck me later, you know you have to clean me up with your mouth, as that is part of our overall deal, right?"
I nodded, thinking hard.
"What is your choice? I won't un-cuff you until you tell me your choice, and promise to follow through all the way..."
Not much of a choice...I knew I would go crazy if I couldn't have her for a month, and I'd already been turned into her bitch, so what harm could a little more humiliation do?
"Option A mistress."
She clapped and laughed out loud: "Excellent. The choice I would recommend as well. At least you can be a part of the action...sort of! Now, I have one more surprise for you...it will make the evening more...interesting."
She reached into a bag that was on the ground, and withdrew a gleaming metal device that looked like...a wire cage in the shape of a small, drooping penis.
She was watching my face, and grinned when I reacted to what must be coming.
"Yes, my pet. It is a chastity device! My favorite device, because unlike some of the cages on the market, this one allows me continued access to both your balls and your little dicklet, so I can provide ever more painful teasing.
She went down on her knees in front of me (how ironic), then reached for an ice-pack and wrapped it around my balls, while humming to herself. I immediately started to wilt.
"Time for your accessories...Now, remind me, who are the important senior people, and who is in your cohort, that you might be competing with for promotion?"
As I named the relevant people, Evita pulled my balls through the ring, then fitted the device onto my shriveled up little cock. With an evil grin she held up a small padlock and said: "Let's lock you up and then get you going again...!"
After she clicked the lock onto the device, in an exquisitely cruel show of her dominance, wrapped her scarlet-red lips around my caged cock and enveloped me in the warmth of her mouth.
I immediately started to get hard again but was prevented by the metal bars and the downward curve in the device. So frustrating. She used her amazing tongue to lick my shaft, teasing it into semi-hard aching misery, all the while looking at me with her smoky eyes, daring me to protest as my cock strained to expand.
Finally she gave me a little kiss on the top of the head, and stood back up.
She held up the small key to the padlock. " I'm going to wear this visibly on a necklace, but it won't be the only charm I'm wearing, so unless someone really knows the BDSM scene your secret should be safe."
She placed the key onto a gold necklace that also had gold charms consisting of a sea-shell, a thimble, a starfish, and a heart. The key was the bottom charm, nestled directly in her amazing cleavage, shiny in the light.
"Now, time for you to get dressed. What should you wear to match your pretty little cock-jewelry...hmm."
She went to her dresser and rummaged through the top drawer. "No, too conservative...ah, this is perfect!"
She pulled out a lime-green pair of crotch-less panties that I had bought for her early in our relationship, when I had imagined I could influence what she wore for me.
"This is perfect for a little cuckold bitch...don't you think? On the one hand it is underwear, so you can pretend to be a good girl, but at the same time your junk will be easily accessible! Put these on, and then wear a light pair of khaki slacks...I want to be able to see that everything is in order at all times!"
I did as I was told.
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When we entered the office Evita generated an immediate buzz. All the guys started drooling while their spouses and girlfriends shot cold and nasty looks in our direction.
Richard, the firm's managing director, came over immediately, with a nasty, predatory look, first at me and then a complete top to bottom review of Evita. He was known to chase and bed any hot girl he wanted, despite being married.
"Tom, this must be the girlfriend you are always bragging about...so lovely to meet you!"
He kissed her hand and tried to look into her eyes, but had trouble getting above her bare cleavage.
"Tom, the bar is over there, why don't you get your girlfriend a drink while I keep her company."
Interestingly, Evita's eyes got a bit dark at the comment...but then she nodded at me and said, in a cooing type voice I had never heard before: "Yes honey, that would be great. I'll stay here with the Big Boss..."
The line at the bar was long, so by the time I got to where the two of them were standing they had disappeared. My heart sank...Evita was fucking my boss already, after just a few minutes! The guy who could make my life hell any time he wanted, giving me lousy new clients, or sending me away to travel for weeks on end.
After what seemed like an eternity Evita reappeared in the main room with a fresh coat of lipstick on her mouth, a glint in her eye and a sexy but cruel smile.
She walked straight up to me, grabbed me in a hug and placed her lips right against mine, probing at my mouth with her tongue. As I opened my lips I could feel her force liquid into my mouth. She held my head locked in place as she spit a huge load of cum from her mouth into mine, all the while holding my eyes with that "I dare you not to take this" look. After she had emptied her mouth of the cum she pulled away, smiled even more broadly, and leaned forward to whisper in my ear. "Swallow, bitch."
As I hesitated she started to reach for my confined and aching balls...so I swallowed immediately.
"Good bitch."
Then she surprised me.
"And, don't worry, baby, I didn't blow your boss. I blew one of the three junior attorneys on your major client. I'm not going to tell you which one just yet, I like you not knowing, and wondering who had fun with your girlfriend with his extremely well-hung cock. But your boss, well, he's a piece of work, and I think we need to put him into a more...appropriate mind-set as it pertains to your situation here at work."
She unclipped the key from her necklace. "Go take off the cage. I think you have a right to participate fully in the education of your boss!"
I never moved as quickly in my life. In the bathroom stall it was actually hard to get the cage off as my cock was engorged and the ring around my balls was very tight, and so taking it off hurt. But once it was off I felt such a feeling of massive relief...and full erection.
When I returned to Evita she placed the cage back into her purse. Then she said: "Normally I wouldn't have freed you, but you have a role to play in helping put your boss into the right frame of mind. I'm not saying it won't be uncomfortable or awkward for you, and I expect you to do exactly as I askβor else-but at least you will have some fun yourself. Understood?"
"Yes Mistress."