I Make Believe I'm a Cuckold Ch. 02

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"Listen, Don, we're having a good time so far. Let's stay focused. After what we did in Denver two weeks ago I have your balls in my glove compartment. Right? I own you. But I've kept it private, kept it out of the office. Not for one second in the last 10 days did I treat you in the office with the slightest disrespect. You agree?"

I nodded, waiting for what comes next.

You love playing "Slut & Cuck" as much as I do, but that doesn't matter, because you have to do what I tell you to do when I tell you to do it, or you're dead meat. Got it?"

I could only stare back at her sullenly.

"You're good with your mouth, I'll give you that. When you ate my pussy you did it better than almost anyone else I've ever fed. And that Gary guy thought you sucked dick like a vacuum cleaner. So let's do our work, have some fun, and enjoy the hell out of the next three days, OK? For the next 10 hours, you're my married-but-cheating boss, and we're fucking around on travel. We can plan tonight's "Slut & Cuck" stuff later. Let's go." And she stood up like a queen and led me out of the room.

***

Our field visits followed a standard script. The first morning, office managers made themselves available to us for individual or group interviews. Rank matters, of course, so our first two meetings were with the office manager and then his deputy. By that afternoon we'd be huddling with small groups, specific teams, and the finance staff.

Nothing remarkable happened during our first interview with the head manager, but as soon as we started our session with the number two guy I saw that he and Nancy were flirting with each other. He was a tall, handsome man named Paul Terkin, and Nancy decided to tease him with some standard female moves: shoulder-back-boob-thrusts, skirt-too-high-beaver-shots, etc.

The third slot on our schedule this morning was supposed to be a quick walk-around of the facilities led by the third-ranking manager, a woman. But Terkin decided he'd deign to lead our tour himself and he told her she needn't bother. Then he stood up behind his desk, and he made no effort I could detect to conceal the rather large bulge behind his zipper. Nancy giggled and asked, "Am I the cause of that?" He grinned and took her arm to lead us away on our tour. He didn't seem to care if I followed or not; he just ignored me.

The second stop on our walkabout was some sort of data storeroom that had no workers in it. He turned sideways in the doorway so we could walk past him and enter. Nancy preceded me and rubbed her hand over his bulge. "I feel terrible about any discomfort I'm causing, Paul."

He turned his face to me. Before either one of us could say anything Nancy told him "Don't worry about Don, Paul. We play together, but he doesn't own me. I'd really like to examine your problem more closely before you need to seek medical attention for this beast. Don, close the door and don't let anyone in."

She then drew down Paul's zipper, unfastened his belt, and went to her knees to bestow one of her famous blowjobs on the lucky man. Once free of his clothing, I saw that it was indeed a fine slab of meat, at least eight inches long and circumcised. Nancy worked the head of the dick and the first three or four inches of the shaft into her mouth.

Because there were strong ceiling lights and nothing in my line of sight, I had a front-row seat for an excellent exhibition of cocksmanship. I couldn't tear my eyes away, and Paul stared back at me between moans. "Your boss is hypnotized by your blowjob, sweetheart," he said to Nancy. "If you suck him as well as you're sucking me, I don't blame him."

"Don't be fooled, Paul. Don loves cock almost as much as I do. He's not wishing my mouth was on his dick; he's wishing his mouth was on your dick. Want a test drive?" Then immediately, to me, she said "Don, get down here and hold Paul's balls for me, honey, OK? I don't want to be greedy."

I took a knee in front of Terkin and began to fondle his testicles, which seemed hot and swollen. Then Nancy pulled her head back and swung Paul's cock towards my mouth. I took a few sucks before she took him back again. She continued swapping our mouths on his dick a few more times and then pulled all the way back. "You want this more than I do, sissy. Have a drink."

Nancy then stood by as I enthusiastically sucked Paul's long cock. At one point she used her phone to take a close-up of my happy meal, assuring Paul that his upper body wasn't in the picture.

Terkin made a gasping sound as his balls rose in their pouch and he blasted his ejaculation into my throat. I nursed vigorously on the head of his cock, stroking the last few drops from the length of his dick until there was no more cum to drink. He used the head of his cock to push the cum on my face towards my mouth. More pictures.

For the first time all morning, Paul Terkin looked lost. Nancy said "No worries, Paul. Don's the fag, not you. He plays for both teams. Maybe you and I can get a rain check for tomorrow sometime? Just the two of us. Long lunch hour at our hotel?"

Terkin wasn't fully himself yet when he mumbled "Tomorrow. OK. Lunch. Great. But let's include Don, too. Wouldn't want your little boss man to feel left out."

"Paul, I'm starting to think you could play for either team, too. I think that's so hot. Don's a really popular guy when he wants to be."

The rest of the first day was fairly uneventful until just before we signed out to go back to our hotel. We stopped at the Security Office to return our Visitor Badges, which guests were not allowed to take out of the building overnight. To return the badges, we were admitted behind the Guard Desk into the security office proper. A clerk there took them from us and we turned to depart. I saw that the Guard Desk had a video monitor that cycled from camera to camera, and recorded what was seen. I wondered, briefly, if there had been a camera in that storage room?

***

Dinner after our first full day went quickly, but I was in a foul mood. I told Nancy I was mad at her for making me humiliate myself in front of Paul Terkin. I made a nice little speech about how she couldn't just treat me like a gay whore, and she cut me off mid-argument.

"Glove compartment, Donny, glove compartment. Balls in the glove compartment. Should I send Sally our lunch photos of you chewing on tube steak? I don't think so. You do what I say when I say, whenever we're out on travel. End. Of. Discussion. Now you can do whatever you want this evening. I've decided to go cock-hunting without 'my husband'. But if I get lucky and want to bring him back to my room, you just jump into your cuckold character and everything will be fine."

And with that, she walked out. I stayed at the table another 30 minutes to give her time to change and depart. I didn't want any more fighting, especially since I didn't hold the high cards. When I thought it was probably safe I went back to the room. I was pleased to see that she was gone, bar hopping.

About 30 minutes after that I was toweling off after a shower when there was a knock on my door. I threw on one of those robes they have and was surprised to see Paul Terkin in the doorway. "Nancy phoned me about an hour ago and said I should come to keep you company tonight. Her actual words were that I should be your babysitter while your Mommy is out looking for a real man. So here I am."

That scheming bitch. She'd left me here at the hotel and set me up to be humiliated again.

Paul was holding, crazy as it sounds, one long-stemmed rose. He handed it to me with a flourish as he pushed past me to come into the room. "Nancy also told me that if I treat you like a lady, she expects you to show me your negligee."

I was in a fog and wasn't sure what to do, or say. The two previous encounters with a man, Gary in Denver and Paul this morning, had been directed by Nancy. She started the sex, and she told both men what to do. Neither stud had shown any interest in me until Nancy told them to. And I hadn't even touched a cock, let alone sucked one, without her insistence.

But here we were, Paul and I, and not a woman in sight. My modest little pecker was twitching, it was so hard. I could see Paul had a noticeable problem in his pants, too. I gently touched the front of his slacks with my open hand and said, "OK, Paul. Treat me like a lady."

Then I closed my hand as much as I could to grab his cock and pulled him into the room. I shucked the robe, dropped my towel, and slithered into my nightgown.

He mocked me a little for having a wife who knows I am a sissy. I didn't pose and twirl for him very long, maybe just the minute or two he needed to get naked. Then I put the rose on the nightstand and joined Paul in the bed. I wasn't surprised when he gently laid my hand on his erect penis, or when he fondled my little dick, either.

I *was* surprised when he kissed me. No man ever had, and if asked, I would have told you that the idea was repulsive. And Paul's kiss was, in fact, disgusting to me. I felt his "5:00 shadow", and felt his strong tongue trying to get into my mouth, and I resisted. I twisted my head as much as I could in his firm grip. I pursed my lips tightly together.

There is something irrevocably and totally gay about letting another man French kiss you. Everything that had come before was just "curiosity", or "bisexuality". But taking another man's tongue into your mouth and sucking on it was just the most gay, submissive thing a man could do. It made you a sissy to your soul. It eradicated your very masculinity, now and forever.

I know this because I gave up my struggle and sucked Paul's tongue into my mouth. The instant I gave in I didn't merely relent, but I collapsed. I sucked Paul's tongue like it would save me from drowning. I think my little balls tingled as they became, in that moment, forevermore useless to me. I may not have just become a woman, but I knew in that moment that I wasn't a man anymore, either.

Paul enjoyed sleeping with a guy wearing women's clothing as much as I enjoyed doing it for him. He treated me gently, like a lady, as he slowly inched his lubed erection into my anus. He sucked my nipples as I lay trembling in his arms, terrified that his penetration would hurt.

But at the moment when I lost my virginity, only my tight little hole felt anything. The head of Paul's dick, the glans, forced my sphincter open and let it cinch partway as my anus clenched around the cock-shaft right behind the head. Then when he pressed inward, the helmet of his cockhead moved things around inside me as the cockshaft that crawled in behind was not even slightly uncomfortable. I just felt full, and happy.

When he stroked backward things felt normal until that big helmet hit my hole and forced my anus wide open again. One inch more and he was out, and my hole winked shut. Then, thank God, back in again, and out, My ass going from closed to wide open to half-closed to wide open to completely closed. And then again, and again. If this is what it meant to be treated like a lady I was all in.

Paul treated me twice Monday night, his cock up into my ass, until we'd run out of lotion and he'd pretty much run out of cum. Paul's cock had a nice bend to it, and when he made love to me in the missionary position it curved up and banged gently into my prostate on almost every stroke. Between that and the endless kissing, face to face, lips locked, swapping spit, pounding my prostate; I was in sissy heaven.

***

Nancy found us asleep, spooning, in my bed, when returned empty-handed and tip-toed into the room a little after midnight. She smiled when she saw the rose and my ladies' sleepwear. She muted her phone and took a few pictures of Romeo and Juliet, asleep in their bed. She made sure to get one of my anal creampie, cum drooling down over my pathetic little scrotum. Mission accomplished. Then she slipped into her bed without disturbing us.

Paul woke up at about 5:00 am needing to pee, and when he came out of the bathroom he climbed in bed with Nancy instead of me. Their noisy lovemaking woke me up at about 5:30, and I lay in bed for a while, still in Sally's nightgown, watching Paul slip it to Nancy as they lay on their sides, facing my bed. He lifted her leg, fully exposing that furry pussy of hers to me, and ran his big cock in and out of her cunt until they both orgasmed. Christ, he's already come three times since he met me, how could he have more? Watching Paul fuck Nancy up close and personal made me excited, and it made me jealous. Of her.

Her eyes stared into mine I watched them. We lay in our separate beds, facing each other, both dripping Paul Terkin's sperm from our holes, thinking our private thoughts.

As Paul got up and ducked into the bathroom, he heard Nancy say to me "Get over here and clean my pussy, Donny." He also heard the loud noises she made when I did as instructed. He left quietly a few minutes later, and the dear sweet man took a moment to bend over and kiss each of us goodbye. I think I was the only one of us to get tongue.

12
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AnonymousAnonymous12 months ago

I not bi or gay, but this is the most original story plot I had ever read. Its really surprised me.

Rimbaud17Rimbaud17over 1 year ago

Don's encounter with Paul in this chapter is my favorite part of this whole series. I love the description of the moment of irrevocability.

AnonymousAnonymousover 1 year ago

Great story! And your description of Don’s emasculation was one of the hottest and true to life I’ve ever read. Mine was similar - my wife’s super-masculine boss first kissed me under the mistletoe then pulled me into an adjacent closet. His tongue seemed huge and muscular as it invaded my mouth. I threw my thin arms around his thick neck, then when he was finished ravishing my mouth he pressed me down along his body and had me release his fat cock. I girlishly sucked him to completion then and an hour later my now feminine mouth brought him to hardness before he power fucked both my wife and me upstairs in his room.

TrstxxxTrstxxxover 1 year ago

Back to his college days…where he belonged the whole time. Great story.

AnonymousAnonymousalmost 2 years ago

give donny a break

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