Violet's First Time

This story is mildly embellished, but mostly true. If you want to know what was embellished, I can share in the comments

My wife and I had been talking about sharing for a while. Violet was a curvy mid thirties brunette. She had always been very shy and socially awkward, so it was difficult to get her started down the path. We were not aiming for cuckold, but more stag and vixen, with me as her dominant. I am a bit of a voyeur, and I wanted to see her fucked hard in front of me.

We had set up a FetLife account, and she shared pictures of herself. Slowly more and more revealing. She had men immediately in her DMs, thirsty as hell. One night, I told her that it would be fun to reply to one of the guys, and offer her up as the prize in a pool game. She said it would be fun, but she didn't think she could do it. I said it could be a punishment for my sub if she misbehaved. Pensively she said, "That would need to be for something really big."

Well, a couple of days later, she wasn't paying attention as she backed up her car, and hit a pole. She was uninjured, but the damages totalled out to 1500 dollars.

I gave her a massage to relax her. As she relaxed she said "God, I'm so stupid."

"You're not stupid." I reassured her.

"I made such a big mistake though."

I paused my hand on her lower back. Our conversation ran through my head. I decided to go for it.

"Well, a big mistake needs a big punishment."

She tensed. I could tell that she was nervous. She pulled it over, and whispered, "Yes master."

Immediately, my cock sprang to attention, as the image of her with a stranger danced through my head. I finished her massage, and once she was relaxed, I rolled her over, and slid between her legs. I inserted myself into her, and she was unbelievably wet.

"Kitty, what is your punishment?". I asked her. Her breathing because ragged as I pushed in and out of her.

"Master is going to give my body to a stranger."

"In what kind of game?"

"Pooool...". She was struggling to maintain her thoughts. I knew she was on the verge of coming.

"Is master good at pool?"

"No..."

"Will you get used?"

"Yes..."

I picked up my pace as she moaned desperately approaching climax.

"Is Kitty excited to be a little slut?"

"Yes ma... master. Kitty wants to be slutty!"

I felt her pussy spasm on my cock. I don't think I had ever felt her cum so hard. I sped up, and fucked her until I erupted inside her.

Over the next couple of days, we set limits. No anal and no blood or pee or anything of the like. I told her to pick up condoms. I selected six of her suitors, and had her roll a dice to see who it would be. There was something exciting about leaving this choice up to chance. She rolled a four, which was a guy who had pretty vulgarly talked about what he wanted to do. He was so excited when we contacted him.

She was nervous, but agreed to it. A few nights later, we met at a small bar. He was average height, a little muscular, and had a five o'clock shadow. He was wearing a flannel and jeans. He introduced himself as Michael. I introduced Violet. She was wearing a low cut top, which showed a lot of cleavage, and knee length skirt. We talked to him for a while, the pretty typical chit chat, and finally he asked, "how're we doing this?"

I told him to move to the pool table. "First game, you can touch and kiss her. But nothing under the clothes." He nodded in excitement. She shuffled her feet nervously. I'm a terrible pool player. She knows it, and I know it.

"What do you get if I lose?" To be honest, I hadn't thought about it. There was no way I'd win. I just said, "A round of drinks?" He agreed, and I offered for him to break.

Well, the game didn't take very long. Violet watched as he sank ball after ball. I still had four balls on the table. I looked to Violet, she was biting her lip. "Well, looks like our friend won, give him his prize."

She walked up to this guy she had just met, an hour earlier, and leaned in. He needed no further prompting, and grabbed her by the hips, and pulled him into her. He roughly pressed his lips against hers. Her eyes went wide, but then relaxed. It felt like he kissed her for ten minutes, but I know it wasn't that long. They parted, and I could tell she was flushed. He began to rack the balls back up, as I checked in.

"Are you ok?"

"Yeah." she sounded a bit flustered.

"You're doing great", I reassured her, and ran my hand down her back as a little back rub and treat. "Now get back, I think he's going to want some more." She nodded and walked back towards him. He put his arm around her waist, as he finished racking the balls.

He pulled her into him, so her ass was against his crotch. He looked at me. "What's on the line this time?" He looked me right in the eye as he began to kiss her neck. I could feel myself getting hard, but I was also a bit worried. His left hand roamed lower, down onto her leg. I talked through a dry mouth. "Next round is for her bra and panties, and you can touch her anywhere."

He slid his hand up to her right tit. "I can already touch her wherever I want." Damn, he was bold. I guess there's no getting her warmed up and used to this. I looked at his hand, and glanced to her face. She had a look that was a mixture of arousal and sheer panic, a sexy deer in headlights.

"Over her clothes!" I blurted. I caught myself. He perched his head on her shoulder. "You can touch her over her clothes. But if you win, you can touch her anywhere."

"Then I guess you should break."

He motioned for me, and stepped around. I saw her eyes, looking a bit glazed. I'm thinking she really likes the public display part of this. I stepped up to the table, and felt the cue stick slippery in my hands. He guided her off to the side, using his hand firmly planted on her ass to guide her. I barely broke the balls, nothing went in, and Michael laughed. He came along, and easily pocketed a striped ball, then another, then another. I had another poor showing, this time with five balls on the table. He sized up the eight ball, and easily tapped it home. I motioned to Violet, and she nodded.

Violet had always been a bit put together. The type who was always properly dressed. I had tried to convince her to go braless in the past, but she never would. She left to excuse herself to the restroom. Michael and I talked a bit, as he began getting the next game set up.

"Hot lady you got there. Why're you doing this?"

"I don't know. I've always wanted to watch. And there is something hot about her doing whatever I say."

"I guess so."

"Plus, I was taught growing up that sharing is caring..."

He laughed at that. She came back from the bathroom. Her large chest bounced as she ran back, her nipples poking through the fabric of her shirt.

"Kitten, did you complete your task?"

"Yes master." she nodded to me.

"Prove it kitten"

She looked at me, a bit apprehensive. But then she reached into her purse, and pulled out her 38D bra, and matching set of panties. Carefully hiding them from the view of any other patrons. He stepped forward. He stared at her hungrily. He reached forward, and grabbed her by her breast, pulling her in. She stepped forward, and he opened up her shirt to look down at her bare tits.

"Yeah, she ain't kidding.

His hand went down to the edge of her skirt. She was shaking. I was just glad we never came to this bar normally. His hand went up, pulling the skirt along with it. She squeaked, and instinctively grabbed onto his arm.

" A little bit of fuzz down there, I like it."

His hand lingered, and I saw her stifling a moan.

"Last game for the whole shebang?"

"Yes." I nodded calmly, but my mind was wandering to all of the acts I knew Violet would be doing soon. There was a hotel right across the street.

His cocky bravado carried him to the table. He broke, and sank a solid straight off the bat. He went again, and sank another ball. And then another. I looked to Violet, I could tell the anticipation was killing her. I felt like I was being hustled for a minute, until I heard him say "shit" I looked to the table, and there was no eight ball.

"Shit, I fucking banked it in."

I laughed, and so did he. I told him to go get us another round, and I'd set up for the next game. I went up to my Kitten.

"Are you having fun?"

"Kind of..."

"Why kind of?"

"What if we get caught?"

"Then we'll get tossed out of the bar. No worries." She still looked a bit nervous. "Hey, I love you. You're doing great kitten."

SHe smiled at that. "Thank you master."

He returned with a drink for each of us.

"I'm going to hit the restroom, I'll be right back." I told them. I didn't really need to, but I was curious what I would walk back to. He didn't even wait for me to go, sitting on the stool near the table and pulling her to him. I walked across the bar. The other patrons were mostly involved in their own conversations and such. I glanced back, her back was to me, but I could see his hand had disappeared under her skirt.

I went into the restroom, hurried and washed my hands. I wondered if when he won if he would take her right there in the bar. That would be crazy, but i had already gotten us a room across the street, in walking distance. I finished washing my hands, and started heading back. I focused on them. I could see her, and his hand behind her. It had pulled her skirt up, and I could see some of her ass cheek as he rubbed it. As I approached, she let her head fall back. I walked beside them, and could see now he had pulled her shirt down, and had a titty fully out of the shirt. I was stunned, seeing this stranger sucking my wife's nipple, in a bar full of strangers.

He noticed me staring, and pulled back, allowing her breast to hang free in public. I looked to her face, and she was biting her lip. "Let's finish this." He said with a grin. She covered herself back up. We went back to the game, with him breaking. He didn't get any balls in, so I went next. I was able to get a striped ball in, but then I noticed something. The eight ball was sitting by the side pocket, but another striped was near the corner pocket. I could hit it, and end the game. I reviewed the table, sizing up my shot, when I heard a gasp. My eyes fell upon them, and he had pulled her skirt all the way up, and had his fingers in her. He was finger fucking her right there in the bar. We were definitely about to get kicked out. My hands shaking, I took my shot, knocking the eight ball in.

"There we go, I lost."

I hurried to go pay my tab. I should have been paying cash the whole time. At this point, a couple of patrons had noticed what was happening, and they were watching her. The bartender was friendly enough, but it felt like forever before she finished cashing me out. I left a tip, and went back to the table.

"Are we ready?"

"Yes." my wife practically shouted. I looked at her playmate, and noticed his jeans had began to tent. "Let's go then." he said. He finished his beer, and we started walking out the door.

I went over the limits with him as we walked to the motel across the street. It was a cheap motel 6, nothing fancy. Once inside the room, he was a predator unleashed. He pulled her in, and kissed her roughly, and practically ripped her shirt off. She gasped, and was on unsure footing. Before she could recover her balance, he had already pulled her skirt free. It fell to her ankles, and there was my bride of six years, who had only ever slept with one other man than me before we met, naked before this total stranger. We didn't even know his last name.

He mauled her breasts, and moans immediately escaped her lips. He pushed her onto the bed, and started stripping himself. In mere moments he was unclothed, and at full attention. His disk was thicker than mine, but about the same length. He hopped onto the bed, and I took the other bed. He started mauling her breasts. Her breathing was becoming ragged. Little moans kept escaping. I watched intentently as he moved his hand between her legs. Her eyes shot open, as he found her clit. He rubbed it slow at first, but sped up. I could see her edging closer and closer to an orgasm.

"Kitty, are you about to cum?"

"Uh-uh" was all she could say.

He stopped suddenly, and jumped between her legs. I was floored. I could see his hips rocking.

"Do you need a condom?"

"Not yet." he said. She moaned, as I watched his hips swivel around. She was moaning pretty loud,

"It looks like it."

"He's just rubbing his cock on my clit...."

She moaned as he continued. I saw her eyes go wide, and she took a deep breath. I knew she was cumming. She cried out, and gripped the sheets.

"OK, I'll take the condom." He held out his hand.

"Are they in your purse kitten?"

"What?" she seemed in a daze.

"Are the condoms in your purse?"

"I thought you had them."

"I told you to buy them."

"Shit," she said. He started rocking his hips against her again.

Her eyes rolled back in her head. I didn't know what to do now. I asked Michael. "No, I don't use them."

She started moaning. "Kitty, do you want to get fucked?" I asked her.

She didn't respond. She moaned and looked at me. Her eyes were glazed over.

I repeated, "Kitty, do you want to get fucked?"

"But we forgot the condoms... can you go..."

"That's not what I asked Kitty. I asked do you want to get fucked?"

She whimpered. "Yes."

I nodded to him, and he pulled back, and with his hand moved to her entrance. She let out a gasp, as he forcefully pushed himself in.

He slowly moved his hips in and out at first, slowly picking up pace. She placed her arms around his neck. She cried out and moaned as he kept getting faster and harder. Soon the bed was squeaking and shaking. Her arms fell to the side, and he picked up her leg and went to his knees. He started driving it into her so fast and hard, I worried the bed would break. Her breathing went ragged and uncontrolled, her breasts jiggling with every thrust. He grunted, loud and animalistic, as he thrust into her over and over, driving her to yet another orgasm. And her entire body shook as yet another orgasm overtook her. His grunts and thrusts became more urgent and erratic, he looked her in the eye and said, "I'm going to cum."

She said "Pull out."

"Not a chance," he said as his face contorted. I wanted to say something, but it was too late. He let out a final grunt, and his ass clinched, his bodied shivered. Violet moaned as he emptied his balls into her.

There was a silence in the room, as everyone Slowly recovered. He pulled out of her, and immediately went to the bathroom. She laid there, stunned. I slid up next to her. "You ok?"

She caught her breath. "Yeah, I just didn't expect that. He just came inside me."

"I know. It's ok." I wrapped my arm around her reassuringly. She snuggled into me.

"I should have remembered the condoms." She said.

"It's ok. Did you enjoy yourself?"

She looked unsure of what to say.

"Let me know either way kitten."

"Yes, I liked it. That was intense."

And that began our sharing journey.