Throughout the morning train ride, he squirmed in discomfort. His thick pubic hair kept getting caught in this damned cage. And none of his underwear fit over it, forcing him to go commando. A moment of blind fear overcame him as he walked into the office. He and Tessa were usually the first in and sure enough there she was, sitting in his chair, at his desk. She displayed no obvious signs of knowing. She bit her lip as she attempted the crossword. Concluding that Sophie couldn't have possibly spoken to her yet, Olly endeavoured to appear completely normal.
"Morning Tessa. You're erm, sitting at my desk again."
Tessa looked up with complete disinterest.
"Coffee."
"-Thanks Tessa I'd love some."
"You don't seem to understand sir, I want you to make it for me."
As Tessa swung in the swivel chair nonchalantly before him, Olly spotted something that forced his balls back into him with fear. Around her neck was a silver chain, and hanging of it was a small key. Retreating to the kettle Olly tried to take his mind of it, but it was definitely a key. Had Sophie already got to her? He would not yet believe Sophie would actually be so brazen in her actions.
Walking slowly back to Tessa, cup trembling in his hand, he placed it before her. She let him wait nearly a minute in trepidation before picking it up to slowly take a sip. Turning to look at Olly, she gave him such a mischievous grin that Olly now released it was already over. Sophie must have told her everything.
"Not nearly strong enough!" she yelled as she threw the cup of hot coffee into Olly's groin. He doubled over in shock, the searing heat from the coffee scolding his sensitive dick through his soaked trousers.
"Now look at the mess you've made Olly. Take those off mister."
The pain and anguish was too much, he remained looking down, refusing to acknowledge the demand. But Tessa wasn't having any disobedience, she was only just getting started as she grabbed his thick hair and pulled his face towards her. She wanted to see his will break utterly as she gave him the sweetest of smiles.
"Trousers. Off. Now."
With that she reclined to watch the show, playfully twirling the little key on her chain. Olly could no longer stand the scolding pain, his unzipped his trousers and shamefully stepped out of them.
Tessa burst out in a raucous laugh, what happened to so-called Mr Big?! The little cock cage was all that Sophie had promised, he looked absolutely ridiculous, standing there sullenly in a suit and tie but no pants. She grabbed her phone and before Olly knew, the camera flash blinded him.
"There. Now go and attempt that coffee again. You are at least capable of that aren't you?" Tessa smiled smugly at the comical picture that was definitely going as her desktop wallpaper. Should Sophie ever lose heart and release Olly from his chastity, she now had something to continue her hold over him.
"But what about my trousers?"
"-Well you better just hope they dry before Marie and Chiara arrive." With this she gave him a cheeky wink and giggled, she couldn't believe how fun her life was about to become.
Olly didn't like the sound of that and knelt to pick them up, but Tessa was too quick for him, snatching them from his grasp.
"Please?!"
"-Certainly not!"
As Olly tried to grab them Tessa dodged to the side and dashed past him to the other side of the office, waving them above her head whilst cackling at Olly's misfortune.
"Please?!" Olly charged forward but Tessa got past him again, looking back to enjoy the sight of his little cock cage slapping up and down as he clumsily ran. Laughing uncontrollably and as an obvious threat, she held his trousers out of the open window.
"I asked for coffee Mr Holland. Go make it or I suppose you'll be introducing mr little dick to Marie and Chiara!"
Olly realised this girl had defeated him. So easily and utterly. Just as Hilary had found it all too simple. Barely ten minutes into the working-day and she had him by his cock. These cunning, self-assured women were running rings around him. What power he once thought a dick gave him, the supposed 'dominant' gender, clearly didn't measure up to much against these conniving ladies. His youthful victor whooped in triumph as he sloped back to the kettle, but not before she smacked his arse hard with a slap, just as he had once done to her, role reversal was such sweet revenge. When he returned with another cup, Tessa paused to think of his predicament. Sophie had merely asked her to 'keep him in check.' But that could be widely interpreted... Resolving to move ahead with her own little plan she pressed print on Olly's laptop.
"I bet you want your trousers back don't you? Marie and Chiara are usually in by now."
Olly nodded his head sullenly as he tried to hold back tears. Of course Tessa wasn't going to settle just for that, he hadn't even begun to make amends. Swinging in his chair she thought how best to tackle this snivelling wreck. Luckily for her, Sophie had already extolled some good advice on how to control this silly boy when they had met early that morning for coffee at Sophie's request. She placed her foot forward and waited.
"I haven't heard an apology yet."
Olly impulsively collapsed to the floor and did what he did best, he zealously kissed Tessa's left foot as she viciously pushed her little pump into his mouth.
"I SAID I haven't heard an apology yet."
Olly tried but failed to utter his profuse apology as she drove her foot further into his mouth. Though she quickly bored of his slobbering. Standing up before him she waited in expectation.
"Tessa.." he began, consciously aware that at any moment, Chiara and Marie would walk in to find him kneeling before the intern wearing a chastity device. He wanted to tell her she was a devious little bitch, that she was a plain-faced slut with zero talent,
"You're so gorgeous, and so smart. I'm -- I'm not worthy to have such a confident woman serving under me. I'm so so sorry for how I treated you. I only did it because I -" he paused searching his true feelings.
"Because I was afraid of you."
Tessa had suspected it all along. He was obviously the type of misogynist who was secretly terrified of strong, confident women, probably because he knew what would happen if they were ever to discover the disgraceful size of his cock. Sophie had explained all this morning. How a conflicted Olly had surrendered himself to her and how vital it was that the women in his life now help him come to terms with his true subservient nature. She had explained Olly's new predicament with a hint of affection and sympathy - but Tessa wasn't in the mood for sympathy. Olly didn't need to be 'helped' along to his new role, he needed to be systematically humiliated by every woman in his life until any misogynist-fuelled resistance had been broken entirely.
"Go and get that printout, there's a good boy."
Olly couldn't give a damn about her printout, he needs his trousers back on now! Why wasn't his grovelling apology enough to satisfy her? As he returned to Tessa, he instinctively held the sheets of paper down to shield his modesty. Tessa snatched them with a flourish, complete with a venomous look as if to say, don't even try it.
"Now then," she began in a very matter of fact way, arranging the papers.
"What we have here is your full and frank appraisal of me that I've taken to trouble of drafting for you. Just like as I do most of your work for you. Oh gosh Mr Holland! You're so kind in your praise. Oh wow! You actually recommend that Marie takes me on for the open position!"
Olly looked at this tomboy bitch with bemusement "what open position?"
"What with you desperately seeking a secretarial role, now that you have too many commitments at home with Sophie, there's an open position for junior account manager."