You Win Some, You Lose Some - Cover

You Win Some, You Lose Some

Copyright© 2022 by Max

Chapter 4

Erotica Sex Story: Chapter 4 - Man hears a woman and her husband discussing wife-sharing. He can't help but put in his two cents

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Mult   Consensual   Fiction   Sharing   Wife Watching   Group Sex   Anal Sex   Oral Sex   Voyeurism  

Practice Makes Perfect

“You’re going to make quite an entrance when these doors open,” I said to her. She smiled, finally feeling the confidence in herself that she deserved to feel. “I was just thinking about that,” she declared. “I can’t wait to see Tom’s face when he sees me wearing such a great dress — one like this one — especially because I’ve never done anything like this.”

Looking at me, she giggled, “But I’m almost as anxious to see how the other men in the lobby look at me. I want to feel their eyes on me.” She was confident, but still needing the approval. The way she was dressed, the clingy dress, the seamed stockings, she’d get looked at for sure. The elevator made its way to the lobby and, just as the doors started to open, she squeezed my hand hard. I squeezed back my encouragement.

The doors opened, and we walked into the lobby, her heels clicking on the tile. I won’t say every pair of eyes found her, but those that didn’t definitely missed a treat. I stopped just outside the elevator and let her go on unescorted. Desk clerks stopped conversations and looked, porters left bags unwatched as their eyes found her legs and moved upward. Guests, males and females alike saw the subtle shifts of light shimmering on the silk jacket and satin dress. Denissa’s head moved from side to side, looking for Tom, first and foremost, but also not missing the effect she was having as she made her way through the lobby.

Seeing him at last, near the doors, she hurriedly walked (not quite a run since she wasn’t used to the shoes) and they hugged tight. Somewhere along the line, she must’ve picked up a little Brigitte Bardot as she lifted the heel of her right foot as she leaned into the kiss.

I smiled broadly at the overall effect. It was pure show, almost exhibitionistic in its own way. She played it perfectly, and absolutely reveled in the attention. In a way, I was hoping she didn’t go too far overboard with this, or poor Tom may not be able to keep up!

I caught up to them, and appraised their new look together. Jerome had spiffed Tom up right. An off the rack suit which had been retailored to fit Tom quite well, a fresh haircut and a good, close shave and Denissa in her new clothes contrasting our dark, sharp suits perfectly. Tonight was going to be special, and all three of us could feel it.

Tom was talking to Denissa, his admiring words seeming to rush out in a never-ending torrent. She was smiling, and trying to get him to slow down, so she finally kissed him to shut him up. Right at that moment, I saw our limo pull around to pick us up.

I said “Ok, you two. Break it up so we can go, or take it back upstairs. Which will it be?”

They broke the kiss and looked at me, grinning. Tom said “If you think we’re going to miss what you’ve got planned, you’ve got another think coming.” Denissa concurred. “So far, today has been wonderful, and I don’t think tonight will be any less spectacular. Let’s go!” And with that, she pulled Tom toward the door.

Mitch opened the door for her, just in time as she wasn’t paying attention and would’ve run into it if he hadn’t. I smiled at him as we walked outside to the waiting limo. Hurrying so he could outrun Denissa to the limo, Mitch opened the car door to allow her entrance. She caught his eye, and said “Thanks!” and when she moved to get in, she gave Mitch a view all the way to the Promised Land because the way she got in was most unladylike. His jaw dropped in astonishment and wonder and the expression on Denissa’s face was priceless. She loved the tease. She loved the power she’d discovered, and she wasn’t afraid to use it.

Tom stood stock still until I nudged him. He almost fell into the car as stunned as he was, but we got him settled down and I sat on the seat opposite them. Mitch closed the door and we headed off to the club. When the door closed, Denissa started laughing, and Tom just sat, stunned at the display she’d put on. She reached up and pulled his face to her and planted a kiss on his cheek. “Tom, honey,” she said, catching his attention. He looked at her, his expression still a little stunned. She smiled and repeated, “Honey, I’m still me. A better me. A freer me. I still love you with all my heart, and I hope you still love me. I’ve grown a lot today.” As she said that she looked at me and then back at Tom. “So I’m going to take advantage of what I’ve learned.”

He shook his head slightly “‘Nissa, I’m going to love you, regardless of what you’ve learned or what you do. I’m trying to catch up is all. You’ve made so many changes, so fast. It’s hard to believe.”

I proclaimed, “Sometimes it seems fast, Tom. But when a change is made, it’s made. It’s like turning on a light switch and flooding the whole room with light. The reason changes seem to take a long time is because of the decision making process.”

He nodded, understanding. “Like picking out a stain for a table. You go through all the samples, sometimes dozens of times before saying, “That’s it! Right there.”

“Exactly.” I replied. Denissa cuddled close to Tom as we rode, which was the best thing I’d seen all day. Well, not as hot as taking a peek under her dress as I was fixing her garter belt, but just as satisfying. Maybe even more so.

We pulled into the club right on time. I’d picked this particular club because it had very good food, but also because it had a good band and a decent sized dance floor for after dinner festivities. The driver parked, then came around and opened the door for us. He was treated to a somewhat less provocative show than Mitch had received, but he didn’t look disappointed. Denissa showed a lot of leg, but not anywhere near as much. I think she’d decided that shocking Tom once was a good thing, but too much of a good thing was — well — too much.

We entered the foyer of the restaurant and the gatekeeper recognized me. It had been a while but when Andy and I were still together, we ate there quite often when in town.

He escorted us to a rounded booth near the back, in a quiet section of the dining area conducive to conversation. Menus were handed out, and he told us about the specials. After taking our drink order, he left us to make our choices.

Denissa wiggled out of her jacket, which left her shoulders bare and, as she leaned over to look at her menu, gave a wonderful view of cleavage. I must’ve been staring a bit, as she looked up at me and gave me another of those mischievous smiles. She hunched her shoulders just a bit, which deepened the cleavage enough for me to glimpse her bra under her dress. Grinning back, I tapped on my menu to remind her why we were here. She gave me just the slightest hint of a pout, her lower lip rolling out a tad. She returned her attention to her menu as did I after glancing over to Tom. I was amused to see a light smile on his face as he’d caught the interplay between Denissa and me.

Appetizers, soup, dinner, dessert all followed suit. Waiters were very attentive, but I knew it was due to the chance to look down Denissa’s top more than it was to my notoriety. She smiled at either Tom or me as our main waiter left the table, simply swimming in the attention she was receiving. Tom was loving it too, pleased with his wife’s attitude changes, and proud that she was his wife. He was finally able to show her off to everyone because she ~wanted~ to be shown off. I could feel the happiness between them and the sexual tension was slowly building.

Dessert and after dinner drinks finally finished, we proceeded to the dance area to enjoy the entertainment. As we walked in, the band began playing some fast dance music. I noticed it was a different band than the one that had been here when I’d come with Andy. Our eyes adjusted to the lower lighting, then we made our way to a table near the dance floor. Denissa had expressed a desire to “boogie down” and Tom was more than happy to let her. I sat at the table as she and Tom danced for three fast songs. I’d taken the liberty of ordering us drinks while they were on the floor. I figured since they were going to be somewhat hot after exerting themselves, and a bit full from dinner, I ordered light drinks for them. Denissa’s face was flushed when they got back to the table and they were both very happy and animated, talking back and forth about how long it had been since they’d been able to cut loose and really have some fun.

She took a sip of her drink, then a larger one, enjoying the fruity, fizzy flavor. “Mmm!” she moaned, “What’s this?” I answered, “It’s a Singapore Sling. Do you like it?”

Nodding as she took another sip. “It certainly hits the spot!” Tom seemed to be enjoying his as well. We chatted a bit about the club, and I told them about bringing Andy. I talked about some of the people I’d seen here from time to time. Names you’d know and names they knew. Mostly, being a writer meant I got to meet a lot of people. Sometimes that was a good thing, sometimes not, but it was always ideas for my stories.

They related some of the clubbing they did back before the kids, and even a little when they could get a babysitter long enough to do a night on the town. We talked about music and bands we enjoyed. Denissa grabbed my hand and gushed, “Ok, it’s your turn!” and pulled me onto the dance floor for another round of boogie-down. Two fast numbers, with Denissa having an absolute ball. She danced and twirled, which, to my enjoyment, flipped the hem of her dress up just high enough to give a hint of stocking top, and the occasional flash of garter strap. Unless you were looking for it, you’d miss it. Trust me. I was looking. And she knew it. She’d spin, then look me in the eyes, that smile on her face. Knowing she’d done it, and loving it. We went back to the table, and Tom had refreshed the drinks. Denissa took a healthy pull at hers, finishing almost half of it before she sat down. “Careful there,” I warned, “don’t want you to get too drunk to dance, do we?”

She grinned. “I won’t get too drunk. I promise.” I excused myself and went to the bathroom. Feeling much better, I saw Tom and ‘Nissa exchanging a hug and a kiss as I came back to the table. As I sat down, they broke the kiss, smiling at each other. Denissa excused herself to go to the restroom, so Tom and I talked about furniture. I didn’t know a lot about it, but my curiosity about anything I didn’t know led the conversation.

We were talking about upholstery when Denissa came back to the table and took my hand. I felt something soft and lacy between our hands, and took it. I thought I knew what it was, and sure enough. The little scamp had gone to the bathroom and taken off her panties! I could feel the dampness of the crotch in my fingers as I put them in my coat pocket, and as I raised my glass to take a drink of my ginger ale, I could catch the scent of her musk on my hand. I almost dropped the glass when I smelled her, but managed to recover, spilling only a bit on my chin. She laughed as she took a napkin and wiped the ginger ale off my face, and Tom’s face had a huge grin on it. They’d set it up when I’d gone to the bathroom! Rather, Denissa had. Tom simply went along for the ride.

She pulled Tom to the dance floor, and I watched them move around it. Denissa was still providing the peep show for Tom, and I could see the smile on her face every time she spun around. The band was starting to play some slower stuff now as the evening was wearing down, so they danced one before they came back to the table. The band started another one and instead of sitting down, Denissa took my hand and we danced. We started off in ‘standard’ stances, but only for a moment. “C’mere,” she urged, pulling me to her. She moved into my arms and in no time, we were dancing as close as she and Tom were earlier.

“What are you doing, ‘Nisssa?” I asked.

“Enjoying tonight,” was her simple answer. I held her close as we moved around the dance floor, letting the music wash over us. I couldn’t help but think back to the times Andy and I had danced here like this, but I came back to the present and held the cuddlesome wench in my arms a little tighter.

I think she could sense some of my melancholy because she looked up at me and whispered, “Life moves on and we grow. You’ve helped me and Tom these last few days, and I think I can help you, too.” With that, she leaned up and softly kissed me.

I hadn’t expected this so she caught me with my mouth open. The tip of her tongue slipped in, and I could taste the fruitiness of the Singapore Sling and the taste of her instantly. I sucked lightly on her tongue, and she moaned. We stayed like that for who knows how long, exchanging the kiss, each giving as good as we got in the process. I hated to break it, but I knew Tom was watching and didn’t want things to get out of hand.

Denissa delivered a last peck to end the kiss as the song ended. Hand in hand, we walked back to the table. When we got there, she and Tom exchanged a glance, to which she gave the barest of nods. I didn’t really notice as the last of the kiss was still on my mind.

Tom asked, “Do you mind if we go back to the hotel now? It’s starting to get late and we have to get ready to leave tomorrow.”

I was a little surprised, and somewhat disappointed that the evening was going to come to a close so soon, but replied, “Sure. It’s been a hectic day, but one full of good times and fun.” I missed Denissa’s sly smile as I said that. Her face was straight as we made our way to the door, but her eyes held a slight sparkle I thought was for Tom.

Our car pulled around and the attendant opened the door for us. Tom got in first and then Denissa. I looked around the parking lot, capturing the moment for my memory collection, then got in myself.

I was a little surprised that Tom hadn’t gotten in the seat across from us because it made the seat just a little on the close side, but as the car pulled away, I soon discovered why.

Denissa looked at me and said solemnly, “You’ve been a good friend to us. You’ve shown us ourselves and given us the ability to not only appreciate each other, but the chance to enjoy life in a way I’d never thought possible. I’ve talked it over with Tom, and we want you to be my first lover.”

I didn’t know what to say. This wasn’t why I’d done the things I had, said the things I’d said. I knew Denissa was attracted to me, but I thought it was only just to tease. To explore her newly found self. I really hadn’t thought this part through because I didn’t think it was something to consider.

“‘Nissa...” I started to say.

“Shh,” she hissed, putting her fingers on my lips. “You need this as much as I do. As much as Tom does.”

I looked at Tom and he nodded, saying, “I know you’ve given us a lot. Both in teaching and in material things, but you’ve got some things you need to learn too.”

He paused, thinking. Then he said, “I know it’s probably not what you’d had planned for us, but we see your face as you talk about your past and know you need some caring too. And, although we’ve only known you for a couple of days, you’ve cared about us. We want to give some back.”

Shifting a bit in the leather seat, he continued. “Denissa asked me about it this morning before she called, and I didn’t know if it was a good idea or not. But, the more the day unfolded, and especially after the amazing and wonderful changes in ‘Nissa I’ve seen this evening and tonight, I knew it was the right thing to do.” He held out his hand to me and offered, “Share with us tonight. We want you to.”

I was deeply touched. Far beyond the point where I could safely say words, so I simply reached up and shook his hand. Denissa put her hands on ours, sealing the deal. Tom and I let go, but Denissa didn’t. She pulled our hands to her lap, placing our hands on her legs, holding them there a moment. I could feel the nylon of the stockings give way to flesh under my hand, then the curve of her thigh merged with the soft hair of her pussy as she moved my hand towards her. She leaned her head back and moaned as our hands all came together at the center of her sex. She moved our fingers around, Tom’s on one side, mine on the other, using us to bring her higher and higher. Slowly, she stopped controlling as we took over. Touching, exploring. Opening her up, and taking turns playing with her clit as the other fingered her.

Tom caught my eye, then nodded toward the front of the car. I looked that direction and could see the driver’s eyes because he’d adjusted the mirror to get his own view of the action in the back. I grinned back at Tom, and allowing the driver to be a voyeur, we turned our attention back to the delectable woman who was so enjoying our hands.

We didn’t really have enough time to bring her off before we got to the hotel, so she was at a fever pitch when the car rolled to a stop. Without waiting for the doorman, I opened the car door, and reached for Denissa. She hadn’t bothered to fix her dress, so when she got out of the car, I had a glorious view of her bare pussy in the lights of the hotel entrance. As she stood, her skirt dropped back into place, but the look in her eyes was pure lust. Tom got out, and closed the door as we hurried in.

Denissa was shifting from foot to foot; impatient as a cat on a hot tin roof for the elevator to make it’s way down. Finally, the doors opened, and she pulled us both in hurriedly. The doors had barely closed before she almost jumped Tom. She pulled his face to hers and kissed him hungrily, then reached back and pulled me to her. She broke the kiss with Tom, and continued it with me, her hands busy getting us to touch her. We took the hint and held her between us, her taking turns kissing us as our hands felt her legs ... Her ass ... Her pussy ... Her breasts ... Adding fuel to the blazing inferno that ‘Nissa had become.

We felt the elevator stop on the second floor, and Tom and I stopped what we were doing so we could get ‘Nissa to their room. The door opened and a tall black man was standing there, waiting to go to the lobby. He moved aside as we exited, then entered the elevator, hitting the button as he turned to the door. ‘Nissa, just on the verge of being out of control, flipped up the front of her dress, flashing her pussy at the guy. I could see his eyes light up and a huge grin on his face as the doors closed.

She was laughing, and I couldn’t do anything but shake my head in disbelief at her as Tom gathered her into his arms, almost running as he headed to the room. He handed me the key, so I unlocked the door, and we piled in, almost sprawling in the floor in our haste to get inside before that guy came back. Denissa wasted no time, however. She wanted it and wanted it NOW. I closed the door as she and Tom exchanged another hot kiss, then she grabbed me and kissed me as hard as she had Tom. Her hands were on my pants, then Tom’s pants, freeing our cocks as quickly as she could.

“Mmmmmmmmmm!” she said, kneeling down to examine her trophies. She stuck out her tongue and began licking us together, pulling us to her whether we wanted to go or not. I didn’t mind the male-to-male contact as long as this was as close as it got, and looked at Tom. His eyes were on her face, watching as she sucked and licked us, one then the other, then trying to do us together. She’d suck him, taking him as far as she could this way, then she’d switch to me, sucking insistently. She’d stop for a second, jacking us slowly as she watched the expressions on our faces, then she’d grin and do it again. After a few minutes of this, Tom had had all he could take, and said “Ohh, babe! I’m gonna cum!”

‘Nissa moved her head back and forth quickly on Tom’s cock, jacking on mine in time with her motions. Tom reached down and held her head as he started cumming. I could see her throat move as she swallowed: four, five, six ... Tom released her head, and she sucked hard, getting all she could out of him. He leaned back against the wall, his cock slipping from between her lips as he moved out of range. She licked her lips, enjoying the last of his spunk, then turned her attention to me.

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