Macleish's Biscuits Co. Ch. 02
CHAPTER TWO
THREE WEEKS LATER
Over the past few weeks, Sinead had made significant progress in transforming her husband, Robert, into someone more in line with her desires. She now calls him Robbie, a nickname that signifies his ever-evolving girly alter ego. Despite his new persona, he was expected to maintain his masculine exterior while working as the Deputy General Manager of MacLeish's Biscuits Company.
Monday Morning
Robert overslept one Monday morning in his attic bedroom. He had forgotten to set the alarm the previous night. Sunday evening, Sinead and him attended a cross-dressing ball in Dumbarton, several miles away. As Sinead was still a bit tipsy from all the strong alcohol, she wasn't in a state to ensure her husband left for work on time. Robert, not wanting to be late for work for the first time in years, began to rush through the house and make his way to his office.
Incident with Tony Maplin
As he sprinted down the main corridor, he accidentally bumped into his boss, Tony Maplin. This altercation wasn't uncommon, but this time, Tony suddenly decided to engage in unwanted conversation. "What's that eye shadow and mascara you're wearing?" he asked.
Robert's heart sank. He had forgotten to take off his makeup from the night before. Usually, Sinead would point this out to him, but this time she was too drunk from the party. If he had been among the same group of friends on the train, they would've jeered at him, exposing his position. Ian's confrontation came as a surprise.
"No... Uh, I was at a cross-dressing party, and..." Robert trailed off, unsure of how to explain this situation.
Tony grinned, "I thought you were gay, the way you sucked my cock last month. I enjoyed it very much. I'd love for you to do it again, especially since I won the position of CEO from you. Can I ask you here?"
Robert hesitated, not quite sure how to respond. "Well, I..."
"What about this evening around seven? I'll text you the address of my apartment."
"No, I can't do it tonight," Robert quickly stammered, desperately trying to think of a convincing excuse.
"Then come to my office." Tony ordered, refusing to accept any more hesitation from Robert.
As they walked down the hallway, their steps were slow and hesitant. His mind was in turmoil as he considered what was about to happen. Did he feel a bit excited about the situation? Was it partly because he was being 'forced'? These thoughts swirled in his head as he followed Tony into his office.
Tony then invited him to empty his clothes and belongings onto a chair. Once he was undressed, he led him towards the luxurious restroom next door. "Kneel on this towel," he instructed as he removed his own underwear and exposed his aroused penis. The sight of it brought back a familiarity.
The thought of being 'forced' added to the thrill of the encounter. "Being forced" was a part of the exciting aspect. Daniel thought to himself as he prepared to obey Tony's demands.
Tony Maplin's Demands
As the man at the edge of the mirror trapped me in his gaze, a strange urge caught hold of me. My heart raced not knowing if it was fear or excitement. Tony gazed down at me, his eyes searching mine for submission. Meeting my eyes, he nodded and whispered, "of course, you're not alone." I allowed fear and surprise to flood me as thoughts of my past with him rushed back into my mind.
In pursuit of this job, I left everything to venture into an unknown world. "I thought you were gay," he'd mused, "the way you sucked my cock last month. You made a first-class job of it. I really would like you to do it again, please."
"Well, I..." I began, searching for a way out, but he interrupted, "Is Tuesday evening free? I'll let you know the address of my council house."
I shook my head, my mouth dry: "No, I can't make Tuesday."
. Solicitously, he asked, "Then how about Wednesday?" He tilted his head, and I could barely breathe, "I'll text you the address of my council house."
My body trembled: "No, not Wednesday either." Could this really be happening? Tears welled up at the corner of my eyes, being a private person in an unknown territory, I suddenly felt the weight of my predicament. I could barely speak: "Thursday?"
Heading towards his office, he offered: "Okay, tell me what time to expect you." I hastily nodded and ran down the corridor towards the elevator. In the glaring lights, I clutched my leather jacket around my waist; it was old, but it kept the chill away. I had only minutes before I needed to meet an old client who was desperate to see me for an entire hour. Tony's demands left me completely unprepared, sweaty and panicked.
I caught the elevator, turning back to see if he'd stop it. But he'd already made his way to his luxurious office on the top floor. "Might as well attend this meeting," I reasoned. "It's my job; I can't just run away."
As the meeting concluded, I wept quietly as I recalled Tony's demands. And yet, a strange sense of excitement and awakening stirred inside me. As I stood up, I succumbed to the unknown sensation that would change my life forever.
Robert retracted the foreskin to reveal the head of the penis. There was pre-cum to taste, adding to his excitement. The cock was already close to being erect, but Robert's efforts caused it to turn a pleasing purple. Robert placed his lips over the head then glided down the entire length, stopping when it touched the back of his mouth. Paul thought, "Maybe I can master deep throating," but quickly dismissed the idea.
His hand moved up to Tony's testicles, squeezing them gently along with the pace of his bobbing head. Robert allowed his mind to wander, noticing the smell of the fragrance Tony was wearing; musky and sensual.
Feeling more daring, Robert's hand slid up to Tony's anus. Tony clenched his buttocks in time with Robert's head's movement on his penis, but this did not prevent his finger from finding Tony's anus. He gently pushed against it and was shocked at how easily it opened. Robert experienced butterflies in his stomach and his anus spasmed, knowing why this was happening. His boss was not an anal virgin.
The slight amount of fingering may have given Tony the push into his orgasm. He flooded Robert's mouth with his warm cum and, similar to before, Robert's climax also arrived. What an amazing sight, both men experiencing orgasms caused by sexual stimulation, each in their own way. If the factory workers could see their superiors, it would be a shock.
In the afterglow, Tony knelt over and kissed Robert on the lips. This was unexpected and would certainly change their views.
Tony assisted Robert to his feet. "Are you okay?" Tony inquired in a kind voice.
"I just came," Robert responded with surprise.
"That's amazing," Tony said sincerely. "But because in your pants? You'll need to change." Tony loosened Robert's belt and pulled his trousers down, exposing a pair of Tony's boxers spotted with stain. Stunned for a few moments, Tony chuckled, "I knew it." was all that was required for the time being.
Robert was tired and unenthusiastic for the rest of the day. Dressing in Tony's underwear felt strange. He had become accustomed to the soft and delicate materials of his female panties but there was more to it than that. The boxers now reminded him that his relationship with Tony had yet to fully develop. Suddenly, his manager buzzed him. "My place tomorrow night, 7 o'clock sharp." He provided the address. "No excuses, Rob."
Robert pondered on the train to Helensburgh. What should he tell Sinead about his day at work? Could he invent a believable account? And should he tell her he had sex with his boss that morning? He would also have to inform her he would be getting home late the coming evening.
To his surprise, Sinead provided a calm reaction to his news. She gently advised him to "take a shower and come downstairs 'dressed.'"
By the time Robert was prepared to depart for the train the following day, Sinead had washed Tony's underwear and dried and even ironed them. Robert thoroughly considered whether he should wear men's underwear himself that morning. His were long gone. However, he didn't consider buying a pair that day. By now, he was wearing Tony's boxers. True, he could have gone shopping.
Robert did not see Tony the entire day. His secretary told him that he was absent from the office. As the day progressed, Robert became increasingly anxious about the scheduled encounter that evening. He questioned whether there was importance in Tony being away from work all day. He was a wreck of nervous energy when he arrived at Tony's luxurious apartment, situated on the ground floor of a Regency-style villa.
The door opened momentarily, revealing his boss impeccably dressed in a rich dressing gown with apparently pajamas underneath. "Ah, Rob, perfect timing. Come in and welcome."
Large windows, high ceilings, intricate plasterwork, and a palace-like atmosphere, the place was magnificent. "You must want to clean away the day's dirt, Robbie. There's a shower there, and some clean clothes as well. I'll schedule a cab ride to Queen Street, allowing you to indulge while you stay with me."
The interruption of Rob's shower came from his host entering the bathroom and swapping his clothes, which were placed neatly on the designated chair. Rob anticipated this moment and, as he observed the clothing he received, his erection grew to half-mast. It was clear he couldn't deny his role in what was happening.
In front of him sat a pair of skimpy white lace panties, a silky knee-length white camisole, and a dressing gown identical to the one Tony wore. Jon grabbed the cosmetics off the shelf and sprayed himself with a floral scent. His long hair, growing longer, he combed into a feminine hairstyle as Sinead had instructed. If Rob were to say it out loud, he would feel attractive.
This was a turning point. Considering Sinead and now Tony desired his feminine appearance, Robert had come to the decision to embrace this new role.
In the kitchen, he found Tony waiting and strolled up to him, intending for Tony to kiss him on the lips. Tony delivered, tenderly, then slid his tongue through Rob's open lips. Rob was surprised but also delighted.
"Help yourself to red wine on the shelf over there, or there's beer in the fridge," said Tony. "The salad for dinner is almost ready. All that's left is the potatoes to boil. How has your day been?"
"And yours?" Rob responded. "You've been away from the office all day?"
"You'll discover eventually," Tony said mysteriously. "The table is set."
Throughout dinner, Rob and Tony discussed a variety of topics unrelated to MacLeish's Biscuits' business. With his desires for Tony's men, Rob wanted him to be the one to fuck him. By the end of their meal, Rob was so aroused he was ready to drag Tony to the bedroom had Tony not suggested it first.
Tony led Rob to the bedroom, facing him. They threw their dressing gowns off in unison and indulged in an intriguing pause, where Rob unbuttoned Tony's pajama top and Tony helped Rob remove his camisole. Skin-to-skin contact was incredibly satisfying, with Rob's hairless body contrasting with Tony's hairy one. Tony felt this too and was impressed by the erotic connection.
When unclothed, they both sported fully-erect penises, trying to escape and find their way out. Rob's white, hairless skin ignited Tony's desires. He touched Rob's body, stroking and caressing it. Rob had to admit that Tony's contrasting hairiness added an extra layer of excitement to their intimacy. Rob was debating if his prick could have ever been harder as he arched his back with sheer pleasure. He knew Tony sensed his feelings and was probably also turned on by this encounter.
Rob fell to his knees, pulled back Rob's foreskin, and linguistically pleasured Tony's entire length. The intense sensation was too much for words to describe.
Rob attempted to pull Tony towards him to kiss, wanting to taste himself on his tongue, but Tony insisted on first impregnating Rob's mouth with his semen. This heightened the pleasure for Rob, who anticipated his own cum being sent into Tony's mouth. Observing Tony's facial expression confirmed his own extreme pleasure. Rob understood that Tony would teach him valuable skills.
Afterwards, Tony stood and approached Rob, closing their lips together. He deposited a significant amount of Rob's sperm into his own mouth. The sensation was pleasurable, causing Rob's legs to weaken. Tony may have recognized this, as he leaned over and cradled Rob's head in a cushion. Rob was in the midst of relishing the combination of his orgasm subsiding and the anticipation of his next encounter.
The moment was imminent, as the lubrication of his anus signaled his pending loss of anal virginity to a real penis. Sinead had prepared him for this by wearing a butt plug for ten days and even using a large dildo to train him. The lessons from the "off-hour training" were seemingly advantageous.
Tonie fondly tapped Rob's legs, signaling for him to spread his legs apart. A bottle of lubricant mysteriously appeared, and Rob knew the hand that sensuously spread the lube around. When Tony's finger gently delved into his anus, Rob felt unsteady on his feet - it was thrilling to be on the verge of being penetrated.
Eventually, Rob felt the tip of Tony's penis gently massaging his opening. Rob pushed back slightly, and Tony allowed it, remaining firm. A hidden agreement was made - Rob would take the lead, and Rob would gladly comply.
Rob managed to endure the pain - because there was indeed some pain. Tony's member wasn't extremely large, but it was large enough. Rob felt his sphincter barely resisting. Tony gently pulled out, reapplied more lubricant, and before re-inserting his purple-headed phallus, he coated some fresh lube around Rob's sphincter.
The journey became smooth sailing after that. Rob relaxed a little, and that helped. The excruciating agony he had read about, and feared, never came to fruition. Peculiar and empathic acts of Sinead helped lessen the dreaded pain. Tony played his part kindly and selflessly, taking things at a comfortable pace. "It was in my best interest to," he confided in Robert later on. "If you have a buck in your sights, the last thing you'd want to do is frighten it off."
By the time Tony released his substantial load into Rob's intestines, Rob had begun to feel sexually stimulated and on the brink of genuine ecstasy. The physical side was difficult, but had great potential for improvement. The mental side, the awareness of participating in illicit acts, was likely to be just as exciting as cocaine rushs.
Robert revealed later on that he thought he could feel Tony's sperm swirling inside of him. Tony grabbed Rob tightly as his back arched when experiencing intense orgasms. He shouted out, "Yessssss." Then he collapsed on Rob, his much smaller penis sliding out of Robbie's rectum on a layer of cum.
Sinead met her husband at Helensburgh Station, as she had promised. Robert informed her of his departure time. She hadn't sounded angry over the phone, but Robert braced himself for her wrath.
He dismissed his concerns when his boss arrived, focusing instead on the prospect of getting caught. However, his nerves were put at ease when Robert smelled of strong male sex. His bottom hadn't given out Tony's semen easily. His underwear was drenched, as expected. "She'll go completely bonkers," he fretted.
The truth, however, starkly contrasted the expected outcome. Sinead greeted him with a peck on the cheek before they headed to their house. She didn't even allow him to say a word, instead chatting incessantly on the way home.
Sinead directed Rob to the shower as soon as they reached home. "You stink of male sexuality," she logged. This gave Rob the jitters. He was hoping for some quiet time to put the day behind him, and to put this experience out of his mind.
A pretty shirt and a short, full skirt were presented for him to wear - only these clothes. Rob quietly made his way downstairs. Sinead strategically positioned herself with the living room door ajar so she could witness his return. "You've had a tiring day, my darling?" she greeted.
"Yes, rather, Sinead," replied Rob.
"What did you get up to tonight?" she inquired, making it sound innocuous.
"My boss wanted to discuss a few things with me at his apartment," Rob replied.
"Oh, I'm sure, Robby."
"Yes, he did," Sinead calmly stated as she reminded him, "what's sauce for the goose is sauce for the gander."
TO BE CONTINUED
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