The Better Man

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

I shook my head. "I was just thinking the same thing. Ever since we met Mason..." The thought of him made me wince; it was embarrassing, if I thought about it rationally. But I felt so drawn to this new way of being. "I'm worried, too, Anna, but is it too late?" I didn't know. "I mean, the cat's out of the bag now, isn't it? Could we back out of this deal with Mason? How can we go back to the way it was?" I asked.

"I don't know. You're probably right. I don't think I can see you as a proper husband any more. And I know I couldn't just forget Mason. I can't forget seeing you getting fucked like fagot, either!" She stifled a giggle. "I don't think I want to." She smiled ruefully and then raised an eyebrow. "You do look hot with a cock in your mouth, you know. The way you do it, it's like you can't get enough of it. God, what a fucking slut!"

I blushed, my cock straining in its tiny cage. Still looking her in the eye, I confessed, "I know! I don't understand how it happened, but I love it! I love everything Mason did to me and I don't want it to stop."

"Then your really okay with not fucking me and Mason getting me pregnant? I need to be sure it's what you really want."

I tried to think about the long-term consequences without letting my current desires cloud the issue. It was pretty hard. "I don't know. Yes. I think so." We had been planning to start a family, but we'd always been concerned with the cost; that was one problem that would go away. "We won't have to worry about how to afford a family," I said as I thought of another point in favor, "And we haven't had any luck yet. It's been four months since you went off the pill, hasn't it?"

"Yeah, I've been starting to wonder if we've got a problem," she replied seriously. "Well, we may find out pretty soon. I should be ovulating next week." She glanced at me sharply. "So we'd better be sure. After next week it might be too late. I'm supposed to spend the whole week at Mason's."

"Spend the night?"

"Yes. I'll be staying there so we can fuck morning, noon, and night. That's how he put it."

"All week?"

"Well, I told him it'll probably be Monday or Tuesday - my ovulation - so he said 'Just come over Monday morning and stay through Friday.'" She looked at my perplexed expression. "Well, it just makes sense," she concluded.

"Yeah, it makes sense, alright," I said, not without some bitterness. "Perfect... for him!"

"Hey, this is the deal you made, remember. You told him he could knock me up."

"I said, 'If you wanted it,'" I replied defensively.

"And who talked me into it?" she countered. She sat back in her chair. "This is exactly what I was afraid of. This is why we have to be sure. If we're not going to go through with it, we have to decide NOW," she challenged. "Or before Monday, anyhow."

"I know. I'm sorry. It's just... well, the reality takes some getting used to," I said. I was sure in my mind. My reservations had more to do with appearances. I didn't like the idea of being a cuckold in Anna's eyes. And yet, what her eyes had already seen was so much more emasculating. I swallowed hard and told her, "The only thing that would make me back out is the thought of losing you."

"Oh, sweetheart," she replied tearfully, "I know I've been a little rough on you - and I think you like it - but I still love you. Look, the plan is for us to stay together; that's a good plan. And, besides, if our love were that shaky, it would already be too late after what we've done, both of us." She smiled softly. "I'm afraid you're stuck with me forever."

"Oh, Anna," I whispered and I leaned across the table and kissed her.

---------------------------------------------

On Monday morning Anna packed a few changes of underwear and her toothbrush. "Is that all you're taking?" I asked.

"What else do I need? I'm going to be spending the week in bed, mostly." She shrugged. "Mason wants me to lie in bed for at least an hour after every fuck. To give the little sperms a better chance. The plan is at least three fucks a day. You do the math." She smiled, seeing my surprise. "You're not jealous?"

"A little bit, yeah." was my response.

Her smile broadened into a grin. "Of him or me?"

"A little of both if you want the truth," I answered. It was true; that much "quality" time with Anna was more than any man could hope for but, to be honest, I was even more envious of her getting all Mason's attention. Maybe that was because I was so familiar with Anna and this thing with Mason was still strange and new.

Fortunately, my day was too busy to dwell on what was happening at Mason's. I had a busy day with showings and a couple of closings on the schedule, and then I got a call from the accountants about the valuation, so I spent some time collating information they needed. It wasn't until I got home after 6pm that I had time to think about tings. I fixed myself a quick dinner of leftovers and texted Anna.

Me

How's it going?

Anna

Good. Busy now. TTYL

I didn't hear back until almost 11pm, when she texted,

All good so far. Tired. We fucked three times. Lots of cum inside me! Don't you wish you were here to eat it? LOL

Me

That would defeat the whole purpose, ha ha

Anna

True. After I'm knocked up...

Me

Can't wait! Miss you!

Anna

Me too. Love U

In bed, alone, I consoled myself by picturing Anna pregnant. Wouldn't she look gorgeous with a big belly and swollen breasts? And the thought of babies, toddlers, small children in our home was helpful too. But I couldn't help wondering when, or even if, I would ever fuck my Anna again. Was it possible to do it while caged? There are always dildos, I thought. I wondered if there were strap-ons for guys like me. I got out of bed and googled strap-on dildos and found that there were dildos for men to wear. Not the kind of thing to buy on line, I thought.

Tuesday wasn't as frenetic as Monday had been, so I had time after lunch to stop at an ATM for cash and drive out to a place on the highway out of town that advertises "Adult Books & Gifts." There were only a couple of cars in the parking lot and apparently no one in the store except the middle-aged woman behind the counter. She looked up from the paperback she was reading as I entered with the bleep of the door sensor, but she just nodded hello and went back to her book, mercifully letting me explore the place by myself.

It was well lighted, but not very clean; the floor was dirty and there was a kind of funky smell to the place. There were rows of racks and bins full of magazines, paperbacks, and DVDs. Off to the right, opposite the sales counter, was a hallway marked 'Video Booths' and the whole back wall was hung with pegboard displaying all kinds of devices, toys, novelties, and dolls. I made my way to the back and quickly found the dildo section, which appeared to take up a large part of the left-hand half of the wall.

I was literally astonished at the immense variety of shapes, sizes, and functions available. After a few minutes of being distracted by some of the more exotic species, I found the strap-ons and was again overwhelmed with the variety of choices. It didn't help that they were all packaged in ways that made it difficult to determine how they might fit or operate.

"Can I help you?" a voice spoke from close behind me. I turned to find the lady who had been behind the counter. She took the dildo I was examining from my hand, turned it over and said, "Is it a strap-on you're looking for?"

"Yes ma'am," I replied deferentially, seeing that she was quite middle-aged, probably my mom's age, although she was dressed much more youthfully than my mom ever would. She was fairly tall, almost my height, but a bit on the heavy side, with the sort of style that looks like a retired stripper: too much makeup and jewelry, but I could see she must have been a knock-out in her youth. She was standing close enough that her loose blouse offered a view down her deep cleavage between enormous breasts, pendulous even in their confining cups. And I could smell her above the background mustiness of the store, a mixture of perfume, body odor, and cigarettes. I savored these scents as my eyes swept over her from dyed-black hair to the fuck-me platform shoes below leggings that were much too revealing on a woman with an ass that big.

"Is this for a lady friend?" she asked, smiling in a way that told me she was aware that I had surveyed her and found her attractive.

"Yes," I said, blushing, "For my wife. I need one that will fit over my..." I glanced down, but did not name the part or its condition.

"Oh, it's for you to wear, not for her?"

"Oh, is that what you meant?" I said, realizing the confusion. "Yes, it's for me to wear."

She grinned, her eyes twinkled, and she said in a very sympathetic tone, "Is it a size issue?"

This was getting to be incredibly personal, but her presumptuous frankness seemed to stimulate that new-found need in me. "No, ma'am, not really." I felt as if my cage were tightening, clamping down on my cock as I answered, knowing how inappropriate it was but wanting to be completely honest with her. "I have a cock cage. I'm not allowed to fuck her with my cock." I wanted to be vulnerable, for her to see me as easy prey.

"Oh, I see!" she said with a mixture of surprise and feigned sympathy. I saw that I had piqued her interest and I suspected that her surprise was due to the frankness rather than the details of my revelation. "I assume your wife is the keyholder?"

"Well, no, it's..." I didn't know what call Mason "A friend of ours... her lover, has the key." I blushed.

"This 'friend of yours' - is it a man or a woman?" she demanded, sounding decidedly more authoritative.

I responded to her tone with increased deference. "It's a man, miss." I looked down at her toes. Her nails were painted a bright fuchsia.

She looked at me appraisingly. "So you let another man lock up your cock and fuck your wife?" I found her mock incredulity as arousing as it was meant to be belittling.

"Yes, miss," I answered meekly, still staring at her toes. I wondered how they tasted.

"Well, that's very interesting!" She took my chin in her hand and raised it. I looked into her heavily mascaraed eyes. "Does he fuck you too, or just your wife?"

Not taking my eyes off hers, I spoke the truth: "He's fucked me too. Twice." My cock was throbbing painfully. "My wife watched," I added, hoping it made me sound even more pathetic.

"You don't look like a sissy," she said decidedly. "Are you gay?"

"No, miss," I responded, "I've never been interested in guys before Ma... before this."

"Do you suck his cock, too?"

"Yes, ma'am," I said, still looking her in the eye. There may have been a hint of pride in my tone.

"You like being his cocksucker, don't you?" she asked and then continued without waiting for an answer, "but you've never been with any other guys?"

"No, he's the only one." Like my last answer, I found myself analyzing the sound of it; didn't it sound a little wistful, hopeful perhaps?

"Well, we'll just have to see what we can do about that!" she said with some finality. She turned the dildo package over in her hands and studied it for a moment. "You know..." she began, but interrupted herself. "I'm Candi, by the way; that's short for Candice; I own this place, such as it is - an inheritance from my late husband." She stuck out her right hand. "And you are?"

"My name's Jack," I answered, taking her hand with a gentle squeeze. "Pleased to meet you."

"Well, Jack, what I was going to say, dear, is that most guys who come in here to buy strap-ons are getting pegged by their lady friends. And a lot of them are in chastity, too, just like you."

"Pegged?" I wondered aloud, guessing what it must mean.

"Fucked in the ass with a strap-on, dear. Pegged." She explained, sounding deliberately pedantic. "Are you sure that's not what you want?"

I blushed again. I was still holding her hand. "Um, yes, I mean no... I mean, I do want that too. Now that you mention it." I thought for a second. "Do you have any that work well both ways?"

"We do." She reached around me to grab another package from the wall, leaning against me as she reached. Her big, soft breasts mashed against me. I felt her body heat. "Take a look at this model. It's a bit more expensive, but look, see here,,," She showed me the picture on the box. "It's hollow here to insert your cock - it can accommodate up to six inches and it's designed to fit over most chastity devices, too." She glanced at me to ensure I was following her. "Here, let me open it."

I watched as she expertly slit the plastic wrapper with her thumbnail, stripped it from the box, flipped the box open, and extracted the contents, which were also wrapped in clear plastic. Besides a long, black, realistic looking plastic penis attached to an elaborate harness, there was also a smaller, oblong, cylindrical object. It might have been a dildo too, just much smaller and not so obviously penis-shaped. Pointing to the smaller object, she said "This is a vibrator; it has batteries inside. And it fits into the strap-on for when a woman wants to wear it, to stimulate her pussy." She handed it to me to examine.

I was impressed. I couldn't help thinking that these dildo makers seemed to think of everything. It was literally twice the price of the first one I had looked at, but I thought it was well worth it.

"I can demonstrate it for you, if you like," she offered, with an obviously flirtatious smile.

"I, um, don't think think that's necessary," I said shakily. I could literally feel my heart pumping blood into my face and my cock. "I'll take it."

She led me to the counter where I paid her and thanked her for her help. She said, "The offer still holds." She handed me her business card. "Give me a call if you change your mind. We close at eleven but I'm usually here for at least another half-hour."

I thought about her offer later that evening after I had tried to fuck myself with the dildo. Even putting the vibrator up my ass, delightful as it felt, didn't give me the kind of stimulation I had felt from Mason's cock. I thought about Candi's offer and I realized that there had been a moment with her at the store when I probably would have done anything she asked. If she had told me to call her I would have, but she had left it up to me to decide. "If you like," and "If you change your mind," put the responsibility on me. Was that the secret of this new submissiveness Mason had uncovered in me, I wondered. Being submissive puts others in charge and frees me from guilt. Was that the attraction? Because I realized that if Candi had ordered me to strip and show her my caged cock, I would not have hesitated. She could have ordered me to kiss her feet, lick her asshole, and eat her pussy and I would have complied without question.

--------------------------------------------

On Wednesday morning, Mason called me at work to tell me that the valuation was done and he told me what the buyout figure would be. It sounded fair to me, that is, it was higher than I expected. "My attorney is reviewing the offer letter and we're planning to deliver it to your attorney tomorrow. What do you think about closing on Monday?"

"Wow, that was quick!" I responded happily. "Sure, I don't see why not. I'll tell Andy to expedite it. Assuming he doesn't find any issues. I'll see if he can get it vetted by Friday." I was enjoying speaking with him; it had been three days since I'd seen him. "Listen, can I see you?" I hoped I didn't sound too needy.

"Not today, buddy," Mason said. "I have a heavy lunch date." His voice was rich with irony. "And my schedule id packed this afternoon. I might have a half an hour tomorrow morning. Why don't you call Mona and ask her to fit you in for me. She knows who you are."

My appointment to see Mason was at 10:30 Thursday morning. I arrived about ten minutes early and had a chance to chat with Mona, whom I'd spoken with a couple of times already, but had never seen. She turned out to be a petite dark-skinned African-American woman of indeterminate age. By her voice I had expected someone a lot younger and whiter. Articulate and professional, she was clearly much more than a receptionist; she seemed to know everything about Mason's business including the proposed terms of our upcoming merger.

Just as she was asking about Anna's background and interest in low-cost housing, Mason came out if his office to greet me..

"It was nice talking with you, Mona," I said as I got up.

"Thank you, Mr. Hausmann," she smiled. "I'm sure we'll speak again."

"I look forward to it," I said, genuinely.

Mason ushered me into his office saying, "You got a chance to chat with Mona, then?"

"Yes. Very impressive! Where did you find her?"

"She is, isn't she? Believe it or not, she came from a temp agency when I was just getting the business off the ground 20 years ago. Couldn't believe my luck! She was a single mom raising two boys. We helped her finish college - BBA with a minor in math. She's been a huge part of our success."

Mason gestured toward a chair. "So, how are you getting along?" He looked impressive in his suit and tie; I hadn't seen him in full regalia since the party almost two weeks before. I took in the atmosphere of his executive office: nothing fancy, but warm and comfortable as well as functional. It was devoid of ostentation, but looked authoritative, much like its occupant. "The buck stops here" was the feeling it gave.

"Oh, I'm doing okay, thanks," I said, intentionally ignoring the subject of Anna. "As well as can be expected," I added despite my resolution.

Mason smiled consolingly and said, "You'll have Anna back soon. Just a couple more days." He picked up a folder on his desk. "The letter was delivered to Anderson's office this morning. I've got a copy here if you want to... Is that what you wanted to see me about?"

"No, not really, but that's great," I replied. "I'll let Andy handle it. No, I was just feeling a bit... well, I miss Anna." I blushed slightly and looked up from the folder to his face. "And you, I guess..." I let my voice trail off.

"Oh," Mason said, getting up from his desk and coming around to my side of it. "Anna's doing fine, and you'll see her soon. We were thinking of having you over for dinner on Friday night and then you can take her home." He perched himself on the edge of his desk, right in front of me. "You missed me too?" he asked more softly.

I had been looking at his well tailored crotch, I realized, and I looked back up to his face. "Yes." I said flatly. "You too."

"I'm flattered, Jack." He sounded sincere. "Tell me. How much did you like getting fucked by me?"

"I liked it a lot. It was incredible," I enthused, "especially last time."

"I fucked you like a girl, didn't I? Did it make you feel like a girl?"

"No, it made me feel like a whore, though," I said, thinking it through, hoping to convey some sense of what I had experienced. "It felt like you owned me. Like my feelings didn't matter. Like I was nothing but a cunt to you."

"And you liked that?"

"Yes," I said, looking him straight in the eye and blushing, my caged cock throbbing painfully, "I liked it a lot."

"That's amazing!" Mason stood up and reached out and tousled my hair. "But I do care about your feelings, Jack." And then he grinned his devious grin. "Especially if your feelings include liking to be my whore and my cunt!" He chuckled at that.

"You made me cum." I said softly, longingly, as if by way of explanation.

"And I'll do it again soon, I promise, Jack," he said, "But not today. Not while Anna's fertile." He looked at me sympathetically.

"I understand," I said. "Thanks for seeing me anyway."

"You sound a little pathetic," he said. "How about you get down on your knees for me?" As in previous occasions, the question held too much authority to sound like a question at all.

1...45678...10