First Date - Ch. 21 - Vegas 1

Olivia was helpful in answering questions Kim and Stacy had about the weekend, and the girls did a great job of clandestinely packing a bag for Ashley.

As we showered together Friday morning, I asked if she had a lot of homework this weekend.

"Not really," as she shampooed her hair. "I just need to start buckling down for finals. Why?"

"No reason," I lied. "Just wondering if there's anything you want to do this weekend before I lose you until finals are over. Have you heard from Olivia lately? Do you guys chat a lot?"

"A normal amount, I guess, for someone as busy as she is. I don't know. Maybe I'll let you take me to dinner tonight at that restaurant we took Kim to. Then we can fuck and watch hockey all weekend. Blues are playing the Knights tomorrow night. That's the game Olivia wanted to take me to. Maybe we'll see her in the stands."

"That sounds great. I'm for it."

Ashley headed off to class, and I told Kim I'd be by at 12:15 as usual, but we'd go straight to the airport. I packed my bag. Kim walked me through packing Ashley's makeup and stuff she keeps here plus gave me pointers on what to pack to go along with the things she packed for Ashley. I eagerly waited for noon to roll around. Far more excited for my surprise than the blowjob I usually get. Double-checking my bag and confirming with Olivia where to go for the flight, I threw my bag in the car and drove a couple blocks to Ashley's.

I got to Ashley's a few minutes before Ashley got back from class. Kim and Stacy let me in, Kim bouncing with excitement.

"This is going to be so much fun, I'm so jealous!" She told me, holding my arm.

"Jealous of what?" Ashley asked, walking into the apartment.

"I cooked up a surprise scheme of my own," I said, watching for her reaction. She froze a bit, slowing the speed at which she put her backpack down. "I've been coordinating with Olivia, and we're taking you to Vegas for the Blues game."

She didn't react at first, and I felt Kim holding my arm and fidgeting excitedly next to me.

"Baby, I told you no. I can't afford any of that. Besides, I have homework, and I'm not packed," she protested.

"You said no because you couldn't bring yourself to ask me. So I took it out of your hands. You've taught me well," I smiled at her.

"And I already packed for you! Here!" Kim bounced into her room and got the bag. "You have a bunch of options based on what Olivia laid out for the itinerary. But as payment, I'm borrowing one of those custom bras this weekend. I tried them on, and they're amazing." Ashley shot her several different looks at once.

"I have your makeup and shower stuff in a bag in my car. Flights at 2, so let's go." Ashley still wasn't sold, but I could see her resolve collapsing. "Kim, you and Ashley wear all the same size clothes, right? Babe, if you don't want to go, I can just take Kim since she's all packed." That earned me an eyebrow.

"You dick," she said lovingly. "I should call your bluff and make your balls explode. You're not going to let her in your pants." She crossed the room to me. "OK, baby. This is very thoughtful. Thank you."

"YAY!" Kim clapped. Somehow the most excited of all of us. Ashley kissed me, but I got a 'we're going to talk about this in the car' look. I'll take it. All three girls started quickly chattering on the way to the door, Ashley asking questions and Kim and Stacy explaining what they packed.

We got loaded into the car, and the girls waved us goodbye. Once we got on the road and going, Ashley turned to me.

"I told you no about this, Michael," She said.

"I know, I'm sorry, sorta. Babe, this is the kind of stuff I want to be able to do for you. What did you say to me that night with Kim? 'I know you're strong enough to say no, but scared to say yes'? I know it's hard for you to ask me to spend money on you, so I'm just going to do it. This is an ask forgiveness instead of permission situation."

Ashley just sighed and was silent a long moment.

"I know I'm going to lose this argument." After another moment, "Thank you, baby. This is a very sweet and thoughtful surprise. There's just this wall in me anytime money comes up. I just don't want to be that girlfriend."

"Babe, you're not. You trust me enough to fuck your friends; I trust you enough to do things like this. I want to. I love you."

Again, she sighed.

"You're right. I love you, too. I'm actually really excited. Just fighting through this. Now I guess I know how you've felt. Thank you for pushing me." I squeezed her leg, and she held my hand there.

As we alternated between bumper-to-bumper traffic and, apparently, the Formula 1 qualifier section of the highway, we finally got to the exit.

"Baby, you missed the turn; that second one was for the terminal."

I smiled.

"I know where I'm going."

Another minute later, we pulled up to a much smaller terminal on the other side of the airport.

"Baby, where are we? What's going on?" I grabbed our bags and led Ashley inside.

"I have one of those special travel credit cards," I lied. "This is like an executive terminal. They'll shuttle us over when it's time." Ashley gave me a look, saying she didn't believe me.

We checked in quickly with the agent, and a man tagged and took our bags. On the other side of security, Ashley finally asked where the hell we were.

Just a bit farther, we found Olivia at the bar overlooking the runway. Ashley's demeanor brightened as they hugged excitedly. Olivia was in some very fashionable sundress and hat and heels, looking the part of a magazine cover model as usual.

"YAY! You made it!" Olivia said. "How mad was she at the surprise?" Olivia glided off her chair and gave us each a hug, the height difference giving Ashley a face-full of boob.

"Like 3 out of 10. She's really excited, but she had to put on a show of being mad," I joked. I got a good-natured side poke for that.

"I feel really under-dressed now. You look incredible," Ashley said, fidgeting with her simple shirt and leggings. "So how do we get to the plane? I don't understand where we are."

"Oh, nonsense, darling, you look great," Olivia said. "The plane's right there, sweetie." Olivia pointed out the window. "We can go whenever you're ready. You can grab a drink from Mark before we go if you want; my tab's open. There's stuff on the plane, too."

Ashley followed Olivia's vague gesture out to the small jet parked 50 yards away out the window. Ashley whirled on me.

"A goddamned private jet, Michael?"

"To be fair, it's only a G4," I said, hands raised in defense.

"It's still a goddamned private jet. How much does that cost?"

"Oh, hun, it's fine. It's like Uber but for flights. It'll be fun. If it makes you feel better, I insisted on it," Olivia lied. "It's such a hassle for me to fly commercial. I get recognized everywhere. This is much easier for me."

Ashley wasn't willing to argue with Olivia and instead ordered a drink. Finishing it quickly, she turned to me.

"Well. When in Rome, I guess. Let's go," Ashley said. Olivia grabbed her, and they walked and chatted a few steps ahead of me. The flight attendant met us at the base of the stairs and followed us up, closing the door. Olivia briefly introduced us to the pilots. I guess there's only so many pilots for this service that she's met most of them. We sat in a set of very plush leather double chairs facing a table, Ashley's excitement growing more visible.

The flight attendant offered us drinks, then went through the standard pre-flight safety speech. When he was done, I offered a toast.

"Vegas, baby! Vegas!" Ashley just stared at me.

"I swear to God, Michael, you get to quote that movie three times before I break up with you. That was one."

"You're so money, babe," leaning over to kiss her. I couldn't help myself.

"That's two, buddy, and we're not off the ground yet."

"What are you talking about, Ashley?" Olivia asked, taking a drink.

"That stupid Vince Vaughn movie from before he was famous. Michael made me watch it this week. I guess this is why."

Ashley gushed about the plane; there was even a couch and a small bed for sleeping on longer flights behind a door in the back. As the plane taxied for takeoff, Ashley changed the topic.

"Olivia, I have to thank you for the bras. They're fantastic. They're so comfortable. Kim thanks you, too. She keeps stealing them. How did you get into that business?" Ashley asked.

"Well," Olivia glanced down at her own chest, "seemed like a reasonable business plan and that's only one of my ventures. Swimwear, various clothing lines, makeup, some completely unrelated things. I keep trying to get you in the studio to model my athletic wear line, remember. Strong is sexy now." Taking a deep breath and looking out the window. "I'm going to commit the ultimate sin for a model in a few years, turning 30. I'm not going to look like this forever. My contracts and shoots will start drying up soon after, so I need to start thinking ahead and diversifying. I'm not going to get a ton of surgeries and try to stay relevant. When I'm done, I'm done. Plus, I generally have a good eye for where to invest." Olivia looked at me as she finished her drink.

It was barely a couple hour flight but Ashley was into her third drink half way and she started to get handsy, and her whispering got less quiet.

"How are your balls doing? We skipped your appointment," she leaned into me, asking.

I flushed, looking at Olivia, who clearly heard, giving me a humorous and questioning eyebrow. She held my eyes while she took a sip.

"Uh, babe, I'm fine, thanks."

"Are you sure, Michael? Jim and I won't mind if you two want to sneak off back there," Olivia said, referring to the attendant and having a wonderful time teasing me.

I just shot Ashley a look that she was embarrassing me.

"Oh, relax, have another drink. Olivia and I are honorary Pogo Sisters thanks to your osmium level density. Thank you, by the way." She said as she kissed my cheek. "I blow him every day at 12:30 so he doesn't get too backed up." Olivia almost spit her drink into her glass, laughing.

"You guys are what?" I asked, stupidly focusing on the wrong thing.

"Pogo Sisters, you know because we ride the same --,"

"OK, I got it, thanks," I said, cutting her off before she could finish. Olivia just laughed.

"I don't know if I could handle giving a blowjob every day. I'm not the biggest fan. Sure, to get started, whatever, I guess. It can just be a lot of work." Olivia said, giggling.

"Oh, I just love it." Ashley went on while I just died a bit more with each sentence. "It's such a pure expression of how I love him. Something I can do purely for him. Plus his dick is just like, mmmm!" Olivia just shifted her eyes to me, smiling.

"Oh my God," I just said, blushing and finishing my drink.

Jim eventually had to collect our glasses for landing.

"OK, whoa, those were some drinks. OK, so Lindsey came out this morning to get us all checked in and stuff; she's my assistant." Olivia tried explaining, clearly a bit inebriated. "She already checked us in, so we can just head up to the rooms. We have dinner reservations at I forget. I just go where she tells me. She's amazing. But if you guys want to do something else, that's totally fine; we can do whatever."

"What should I wear?" Ashley asked. The girls got into a conversation; I tuned out.

There was a nice SUV waiting for us when we landed to take us to the hotel. I helped the driver load the bags and got in. The girls climbed in together, still chatting, and sat in the third row together without me, but I noticed Ashley leaning in more, hushed than usual for how buzzed she was.

We pulled up to the covered entrance of a massive hotel structure. I had been distracted looking at everything else when we pulled in; I didn't notice until I couldn't see anything anymore. Some hotel employees opened our doors and began unloading the trunk onto a trolley. A slim young woman in her 20s with an iPad gave them some instructions and some cash, and they carted off our bags.

"How was your flight? Sorry I could only line up a G4. Everything nicer was booked out this weekend; some conference in Seattle," The woman spoke to Olivia.

"Jesus, that was the second-string jet?" Ashley said, amazed.

"It was wonderful, Lindsey, thank you. Lindsey, this is Michael; you met Ashley a month or two ago at the shop." We exchanged greetings and pleasantries. Lindsey turned back to Olivia and began running down the schedule for the next couple of days. Sounded like she had a couple of work things to do.

"Reschedule everyone for a one-hour block - 15 minutes each max. And only if Daniel or Marcy can't handle it. I don't want to be on the phone all weekend."

Lindsey led us through the lobby to the elevators and up to our rooms. She gave us a quick tour of the room and showed us she had put some booze in the fridge for us. She gave us our key cards, then left after confirming the bags had arrived correctly.

The room was incredible. It felt like a real apartment instead of a hotel. There was a living room with a couch, chairs and TV, and a bedroom that had its own door. Large windows looked out over the city and the pool beneath us.

When the door closed behind Lindsey, Ashley turned and walked up to me.

"Don't think you're off the hook about kidnapping me. But thank you, baby. This is a wonderful surprise. I promise to try to just enjoy it and not think about the cost."

"You're worth it, babe. I love you." I leaned down to kiss her. Ashley spent the next bit unpacking and figuring out what clothes Kim and Stacy sent her. Feeling my phone buzz, I had a text from Olivia.

"Babe, I'll be back in a minute. Olivia needs my help with something, I guess."

"OK," Ashley said, with something in her voice I didn't understand.

I walked down the hall to the next door and knocked. Olivia answered with a smile and let me in, throwing the latch in the door to prop it open slightly. She handed me a drink and sat on the couch with her own in hand.

"What did you need help with?" I asked.

"Oh, I fixed it myself. Come sit." I was confused but complied, but the couch wasn't large. Olivia was draped effortlessly on it, facing me. "How's Ashley handling it?" She asked.

"She's excited, happy. She likes pushing my limits but has a harder time when I do it to her."

"She really is a wonderful girl, Michael. I'm very happy for you. I like her, too, and hope we can stay friends." Olivia took a drink while holding my eyes. Some Spidey-sense in the back of my head began tingling. "I have a hard time keeping friends, especially girlfriends. I have so many people in my orbit but very few I can call a friend. The girls, they tend to fall into one of three groups. Some, they want to fuck me, and that's just not a sustainable friendship. Some, they end up getting jealous because of who I am, and usually their boyfriends want to fuck me."

She paused a moment to take a drink, then leveled her gaze at me again. I took a big drink with her.

"And some want me to fuck their boyfriends." I nearly spit my drink out when I heard that. "Not that I have, but it starts becoming a weird dynamic. You see, we're in a unique situation, Michael. We've known each other quite a while, since I started investing in ColdForge. You were nice and sweet, and I thought there was something there between us. But when you turned me down that night, I just assumed you were gay, and we became better friends than before. Though probably for the best, I don't think you and I would have worked out nearly as well as you and she."

I sat shocked. The only thing I could think to do was take another gulp of my gin.

"Michael, you're a wonderful friend, and there was a time I wanted to sleep with you." She gently ran a finger on my arm. "I don't want to do anything that would damage either our relationship or yours with Ashley." I let out a breath I didn't know I was holding.

"That being said," she paused until I made eye contact again, "I think I know a couple of buttons to push with her, and I want to ask if you trust me."

"To do what?" I said nervously.

"Has she told you about the little... call it a mental game, I used to build my resilience?" I blushed, recalling what she told me about the humiliation kink. "I'll take that as a yes. All three of us know you'd never do anything like that to her. She gets very chatty when she drinks," Olivia said with a glint in her eye.

"She told me your safe word, puce, right?" I nodded. "Usually people don't tell others their safe word unless they think it's going to come up." She raised an eyebrow at me while smiling.

"Olivia, where is all this going? What are you talking about?"

"What did you tell Ashley when you came over here?"

"That you texted and needed help with something."

"That was over ten minutes ago. A supermodel just called away her boyfriend for something trivial, and he hasn't returned. What do you think she's thinking right now?" Olivia let the silence hang. My mind flashed to the conversations Ashley and I have had about almost exactly this. She must have read something on my face when she continued.

"So one of three things is going to happen. She's going to come in here like nothing, and we'll carry on the weekend. She's going to bang in here, wondering what the hell is taking you so long in my room. Or we have at least 10 minutes before she softly knocks and peeks through the door and asks if she can come in. I think I know which will happen. Which do you think will?"

"Fuck," was all I could say, knowing exactly what would happen. I got up to make a drink and wait.

"Are you going to be OK with this? I won't cross any lines you don't want, but you should follow my lead. I won't pretend this doesn't turn me on a bit, too."

"Olivia, this is a lot." I took a deep breath as I poured my drink. "The reality of this may be very different than the fantasy."

"I know, hun. And that's OK. If this goes sideways and we need to stop, it'll be an awkward dinner tonight and a funny story in a few weeks. Come sit down."

I retook my seat, and she changed the conversation. Shortly, my phone buzzed with a text from Ashley.

"Where are you? I want to suck your cock" with an eggplant and lips.

"Read it, don't respond," Olivia said. "It'll drive her crazy."

Sure enough, about five minutes later there was a soft knock at Olivia's door. Mid sentence Olivia cut herself off.

"Showtime," she said softly. Then, louder, in a suddenly matriarchal tone, "Come in."

Ashley walked in, almost timidly.

"So," Olivia started in a tone that commanded the room. "You're the whore who's been fucking my husband." My eyes couldn't have gone wider at the sudden escalation of the situation. Ashley stood there, frozen.

"Husband?" Ashley asked, surprised.

"Come here. Let's have a look at you." Ashley moved in front of us, a few feet in front of the TV. Standing there in a cute sleeveless blouse and coordinating skirt, barefoot.

Olivia turned to me, "I guess I shouldn't be surprised, but I don't know if I should be insulted that you picked one that doesn't look anything like me." Olivia let the silence hang a moment. Ashley stood there, being evaluated, beginning to feel the weight of Olivia's appraisal.

Turning to me, "Pretty bold of you to bring your side slut along, or is she local? I suppose you saw my schedule and assumed I'd be busy. I am sorry, dear; I've been absent so much lately, working. I haven't been making time for you, for us. And I won't suck your dick anymore, will I? No, those days are behind me. So I suppose you need to get it somewhere. Men just love putting their penis in a girl's mouth, don't they? Disgusting."

Olivia turned her attention back to Ashley.

"That is why you're here, yes?" Olivia asked, picking up my phone briefly with the text open. Color rose in Ashley's cheeks, but I didn't see fear or anger in her eyes. I saw anticipation. "Looks like your inflated stripper tits won't let that cheap blouse close. Take it off."

Ashley's hands trembled slightly as she looked down to start undoing buttons.

"Are you too stupid to operate buttons without looking at them? Look at him. He's why you're here." Ashley's eyes came up to mine, and I saw restrained lust in them. My cock started growing, knowing she was OK with this. Ashley finished with her buttons and let the blouse fall off her shoulders to the floor, revealing a practical but sexy blue bra with a flourish of design across the cups. The bra pushing her tits up and together creating incredible cleavage.

"Skirt," Olivia said simply, a command. Ashley held her eyes on mine as she reached and undid the small zipper, letting the garment fall to the ground. Olivia elevated herself effortlessly off the couch and glided slowly over to Ashley. The difference in height more striking in this moment. Olivia in her heels, dominating the space with her presence. Ashley, nearly naked and barefoot, beginning to wilt under the model's inspection.

Olivia entered Ashley's space, standing within a foot of her. She reached out and pinched the skin above Ashley's hip.

"Hmm, well, if that's what you like, Michael. At least she won't fit in my clothes." I was ready to stop this at that; Ashley is perfectly fit. Then I realized they're both playing a part, and Ashley's eyes were starting to kindle, a blush forming on her chest.

Olivia slowly walked around Ashley, taking her measure. Ashley jumped when Olivia pinched her butt.

"Tsk tsk," Olivia tutted. "Stand up straight, shoulders back and down, head tall. Your posture's terrible. Did you buy tits you couldn't handle? He's not going to keep you around as a hunchback." Ashley instantly fixed herself according to Olivia's instructions.

I saw Olivia's hand rise to the middle of Ashley's back, and suddenly the tension in the bra disappeared. Coming around to the front where she started, Olivia reached between Ashley's breasts and, with a finger grazing her cleavage, pulled the bra forward and down off her.

Turning to look at me, "How much of my money did you spend on these?"

"They're real," Ashley said softly, the first words since she entered the room.

Olivia turned her head back to Ashley. Reaching up, Olivia grabbed a breast and began kneading it, feeling for an implant. Ashley gasped, eyes closed, the flush spreading on her upper chest.

"Do you think your tits are better than mine?" Olivia asked coldly. Slowly, deftly, Olivia undid the fastener of her dress. The billowy, expensive fabric melted off her and pooled at her feet. My heart started beating faster with realization. Olivia was faced mostly away from me, standing slightly to the side of Ashley but facing her so I could fully see Ashley. Never breaking eye contact with Ashley, Olivia reached behind her and unhooked her bra, gently folding her shoulders and pulling it off.

Ashley's eyes got slightly wider. Olivia's hand on her hip, I could only see a generous amount of side boob.

"Well?" Olivia asked again. "Do you think yours are better?"

"No," Ashley said softly.

"No..." Olivia led her.

"No, ma'am,"

"Mistress," Olivia corrected.

"No, Mistress," Ashley repeated.

"Are you here to suck his cock?"

"Yes, Mistress,"

"Whose tits are better?"

"Yours, Mistress,"

"Kiss them," Olivia commanded. Ashley's eyes went wide. My cock raged in my pants. Slowly, Ashley leaned her face forward, barely having to dip her head. Just as her lips met Olivia's nipple, Ashley's eyes darted to me. Holy fuck, I was ready to blow; my pants were a mess. An approving hum emanated from Olivia as Ashley moved to the other breast.

"Show me how you suck his cock." Reality hit me again that this was the first time Olivia would see my dick. Ashley having other women see me was becoming routine, apparently, but this was the first time it was MY friend. I got a double dose of reality as Olivia turned back to me and I saw her tits in all their glory. Amazing teardrops, large, full and wide; they barely moved as she gracefully strode back to the couch. It was only then I saw her smile as she looked at me with her back to Ashley. Again, effortlessly, she resumed her position next to me.

"Get to work," Olivia said to Ashley. Ashley quickly closed the distance and dropped to her knees between my legs and began fishing my cock out. Olivia turned my head to look at her. "I'm not happy you brought your whore with you, but I guess I understand. I suppose if she's already paid for, we can both have our fun with her." Ashley swallowed my cock as soon as it appeared. I moaned at the relief of her mouth, Ashley moaning at Olivia's words. Olivia smiled at me and leaned in to kiss me, softly, but enough to push Ashley's button. I knew from the angle of my cock that Ashley was looking up at us kissing. I heard her breathing increase as she got more turned on.

At the same time we finished the kiss, Ashley took my cock out to take in more air and began stroking me while licking my balls. Olivia's head turned to watch, and I saw her eyes go wide when she saw it.

"OH MY GOD, MICHAEL," I was starting to love the reaction girls had when they saw it. Ashley had helped me come to terms with my body. Four out of five girls being positively surprised really helped my esteem.

Olivia seemed to choke on something and coughed, then cleared her throat. Returning to character,

"Well, Michael, yes, I suppose it's been too long that I've forgotten your true size," she said, trying to regain her composure. Ashley had a twinkle in her eye, knowing this was at least one thing she had that Olivia didn't. Ashley replaced her hand with her mouth and resumed the long bobs of her head all the way down my shaft. I could tell she was not trying to make me cum yet. "I can understand now why you bought her, I mean, brought her."

"Are you a full-service whore?" Olivia asked. Ashley came off my cock and stroked me.

"Yes, Mistress," Ashley said, her voice husky and full of lust.

Olivia stood up and smoothly lowered her panties. I was suddenly face level, within reach of Olivia Fiore's pussy. What the fuck is my life?

She lifted her leg over me and Ashley and smoothly lowered herself onto my lap with my cock between her legs. Now, instead of looking up at me, Ashley was looking up at Olivia, with my cock in her mouth. Olivia adjusted herself, and I was suddenly aware her pussy was rubbing against the bottom of my shaft.

Olivia reached and took my hands, placing them on her hips. My cock twitched, never having touched her more than in a friendly hug, and there's no way Ashley didn't notice. Olivia started using her hands on mine to run them down her legs and back to her waist.

"On with it, girl. He's not paying you to stare at me." I felt Ashley resume, but she was only going down about three-quarters now. Not being able to see was driving me crazy. I could feel Olivia gently grinding her pussy against my shaft, and the only thing I could reason was that Ashley didn't want to go lower to avoid touching her. My heart raced as she ran my hands all the way up her sides. I felt my fingertips begin to touch her breasts. As my hands filled with her flesh, she sighed. They felt as amazing as they looked.

"Watch him grab my tits. All the way down, slut." I heard Ashley moan in frustration and felt Ashley's lips descend the last couple of inches, and a sharp inhale from Olivia. "Oh my God," I heard Olivia gasp softly. The only thing that made sense was that Ashley's nose was rubbing against Olivia's clit. My cock lurched, and I felt Ashley's throat contract in response. Ashley resumed her blowjob, ensuring to go all the way down, and at the base, shook her head some to stimulate Olivia.

With Olivia's hand still on mine, I reached forward, looking for Ashley's head. When I found her hair, I slipped my hand out from under Olivia's and closed her hand on Ashley's hair, giving Olivia permission. Ashley's moan was loud and desperate.

"Filthy girl, get your hand out of your crotch." Ashley moaned with need. "Now," Olivia said, breath hitched and quickening, "whose cock are you sucking?" Olivia pulled Ashley's head off my cock but continued to grind against it.

The tremble in Ashley's voice was unmistakable."Yours, Mistress." I had to assume the carpet under her was soaked. I heard a small yelp and felt my cock fully engulfed in Ashley's throat upon her response. I saw Olivia's arm rising and falling in the tempo I felt Ashley bobbing and realized Olivia was guiding her head up and down.

"That's right. Now that you understand that, that I found him first, put him in me." I froze. I felt Ashley freeze, then slowly back off my cock.

As Olivia stood up, Ashley and I locked eyes between her legs, each not believing what she'd just said. I'm sure I looked confused; Ashley's eyes were drunk on lust. Olivia's ass flexed in front of my eyes. She had a nice butt, but Ashley's was better. Olivia obviously works out, but she clearly doesn't lift. Probably a lot of Pilates or something.

Almost on autopilot, Ashley stood my cock up for Olivia.

"Now watch," Olivia began lowering herself, and I was suddenly very aware that I was about to fuck Olivia Fiore. She ran her lips across the tip of my cock, moaning softly. Slowly she sank until my whole head was inside.

"Jesus Christ," Olivia wailed. Suddenly, she stood up, taking me out. Ashley's eyes went wide in disappointment and confusion. Olivia turned her head to me.

"Michael, have you fucked this whore since I've been gone?"

"Yes," was all I could think to answer.

"Then you're not fucking me until you get tested. Who knows what this slut is carrying." She resumed her place on my lap with my cock between her legs.

"Michael," catching my attention, "Have I told you why I don't give you blowjobs?"

Before I could really answer, she continued.

"Too many times in my career, a photographer, a publicist, an editor, would tell me it was my dues to pay for success. Regrettably, I paid those dues a few times. To their credit, the letches kept their word, and I rose through the ranks." Olivia continued to guide Ashley's head up and down my cock, ensuring to grind on my cock and her face when Ashley was at full depth.

"I'd find myself just like this slut, on my knees - hey, look at me when you suck my cock - looking up at them with their hand in my hair." She paused a moment to continue using Ashley's mouth on my cock. Her breathing picked up as she rubbed Ashley's nose against her clit.

"And when they'd cum, and I got good at making them cum fast, unlike this slut taking forever, they always had a reason for where they wanted to drop their load." Olivia was grinding with more intensity.

"Some wanted me to swallow it. Wanted me to know I was swallowing their cum, swallowing my dues. Some wanted to cum on my face. Cum on my face, then put my face on magazines and ads around the world." I felt Ashley's mouth back off to the tip, licking and sucking with fervor. But Olivia's other arm started moving as I felt a hand stroking my cock. Jesus, I was so hard and leaking like crazy. I needed to cum so bad, but Olivia clearly wasn't done yet.

Just as I thought, her head started thrashing more.

"So... for you... I think both." My hands still holding her hips, watching her ass tuck and roll as she used my cock and Ashley's face to rub her clit. I felt her body tighten before I heard the squeal as Olivia came. Her hand raced up and down my shaft. As her shuddering subsided, she turned her head to me.

"Stand up," she said as she rose. Keeping her ass pressed to me, she put a foot up on the coffee table behind Ashley, balancing impressively on her high heel. She continued stroking my cock through her own legs, ready to hose down Ashley. In her heels, I was only a bit taller than Olivia, and I could just barely see over her shoulder. Olivia's other hand in Ashley's hair, holding her in place to lick my balls while she stroked me.

Ashley's eyes were wild, alive, bright, and drunk on lust. I buried my chin in Olivia's shoulder with one hand gripping her waist, the other clutching her breast, as I groaned and my cock swelled. Recognizing my impending orgasm, Olivia moved Ashley's face directly in front of my cock while she furiously pumped my shaft.

I saw the first wad catch Ashley over her nose, streaking thickly across her eyebrow and forehead. Olivia's wild stroking sprayed the second jet across both cheeks and her nose. I noticed Ashley's eyes weren't looking at me; she was looking at Olivia.

The third wad covered her chin, mouth, and nose. Ashley opened her mouth and greedily inhaled the portion of cock Olivia would allow given her stroking.

"Pretty backed up, aren't you? No wonder you called her." Olivia stroked the remaining ejaculations into Ashley's eager mouth as she swallowed.

Eventually I released my grasp on Olivia as my orgasm subsided. When she felt my release, she let go and put her leg down. Olivia bent and wiped the cum from her hand in Ashley's hair. Reaching for my pants, she pulled out my wallet, then strode to where her dress lay on the floor.

In a graceful instant, she had the dress back on and pulled some cash from my wallet.

"I'm going for drinks with Lindsey. You're taking me to dinner at 8. Be finished with her before I come back to get ready. I put a couple tens from your wallet by the TV for her." And she left. I immediately knelt to the floor with Ashley to hug her and --

"Fuck me right now," she said with an intensity I've rarely seen.

When I hesitated, she moved past me and leaned forward against the couch, popping her ass out.

"Smear the cum off my face and stick your cock in my ass right fucking now!" She said, turning her face to me. I was still mostly hard, and the realization of what she wanted gave me the resurgence I needed.

I used my hand to quickly wipe cum off her face and stroked it over my shaft. I pressed my tip to her entrance, preparing to go slow, when she thrust herself backward, burying the first few inches.

"AAGGGGHHHH," Ashley yelled, primal lust escaping her. I grabbed her hips and pressed myself the remaining distance. Knowing she was going to buck and thrash, I placed a hand between her shoulder blades to keep her in place while I got through her second wall. When I sank through it and bottomed out, her body needed to spasm but had nowhere to go, pinned between me and the couch.

Ashley was just alternating between screaming, gurgling, and sputtering as I began thrusting. Reaching under to play with her clit her body began shaking and spasming, orgasmic waves ripping through her. The intensity and surprise of the last half hour was wearing off. My mind started to comprehend that Olivia had just gotten herself off rubbing her pussy against my dick and had just stroked a load over my girlfriend. Reliving it, plus the fact that I was again balls deep in Ashley's ass, quickly started setting me off again.

I pulled Ashley's torso off the couch enough so I could reach under and grab a tit. Kneading it while I held her down to the couch, I felt my orgasm begin building again. Ashley must have felt it too because her moans and squeals started syncing with my thrusting as she felt my cock expanding inside her.

With a final grunt, I buried myself deep and began unloading. I grunted and groaned with each pulse and thrust, eventually falling on top of Ashley.

We lay there, panting together, our systems rebooting. I recovered first and eased off of her. Ashley's body still randomly shivering with my cock still buried in her ass. I managed to reach the box of tissues on the side table and used one to wipe my dick as I pulled out.

Ashley lay there as I cleaned up and grabbed our clothes. I walked the short distance down the hall to open our door and prop it open, then returned to Olivia's room. When I went to scoop Ashley into my arms, she declined, saying she could walk, barely.

I helped her down the hall to our room and got the shower running. She wanted a few minutes to herself, so I found my phone to let Olivia know we were out of her room if she needed to get back in there. There was a text from her waiting for me when I opened my phone.

"I'm so sorry! That got a bit out of hand. I feel awful. Please let me know if she's OK, or not"

Since I didn't have an answer for her right away, I tossed my phone on the bed and went to join Ashley in the shower. Holding her tight, I asked.

"How are you? That got pretty intense."

"Oh my God, baby. That might be one of the hottest things I've ever done." She put her head against my chest and just hugged me. "She and I hadn't talked about that specifically, but we'd had a couple chats along those lines. I didn't know that was going to happen, but when you never came back, I started getting so wet thinking about what was going on over there." I kissed the top of her head.

"She bet me if you were going to come in mad or jealous, or like nothing was going on, or like how you did. She kind of made it sound like that's not the first time this has happened. She did text me, making sure you were OK. I'll text her back, then we can just lie in bed a while if you want."

"Yes, please." Ashley went on her toes to kiss me deeply. I got out of the shower and toweled off.

"She's wonderful. We're just going to lie down for a bit; she's spent." I sent to Olivia. There was a near instant heart-reaction on the text and the response bubbles appearing.

"OMG I'm so relieved. If you guys need to be alone for a while, I understand, but I'd still love it if we could do dinner tonight. Also, let me know if she's OK for me to come by, whenever"

"I'll talk to her, but I'm sure she'll want to do dinner. I'll let you know." She hearted it, and I flopped my phone down.

Not too long after I got Netflix working on the hotel TV, Ashley came out. She crawled up onto the bed and lay with her head on my chest.

We lay there a while, just watching a show.

"How are you feeling?" we both asked each other at the same time. Giggling at the coincidence,

"You first," she said.

"I'm fine, I guess. Surprise threesomes seem to be becoming routine, which is just insane."

"I know. You've gone from virgin to a supermodel stroking your cum onto your girlfriend in a few months. To be fair, this has been a wild ride for me, too."

"Did you really think I'd cheat on you over there?" I asked, actually slightly concerned once I thought about it.

"No, not really. You're too amazing, and she's too nice. But I let the fantasy run. She made me feel like such a dirty whore. Then the way she used me. She might be the only person who could ever play out that fantasy for me. I wouldn't like it if you did it, and I couldn't take it seriously if the girls tried. God, did you see her body? I'm getting worked up again remembering everything."

"She is stunning," I agreed. "I was a bit surprised when she got, uh, as involved as she did."

"I don't think she intended to; you couldn't see her eyes. I think once she saw your cock she couldn't help herself," Ashley smiled. "I hope you're finally over the Candice thing. Four out of five women are very pleased with your cock. I got so close to cumming when she lowered herself on you." I kissed her head. "It would have been OK if she had, you know. I mean, if the situation ever comes up again, you can fuck her." She drew patterns on my chest.

"That was really surprising. Let's not plan anything. If it happens, sure, OK. You're the only one I want." I squeezed her.

"I know, baby."

"But yeah, I think I am mostly OK. The only thing I'm kinda bummed about is I didn't really get to see anything. With her sitting across my lap, I could only see her back and arms moving."

"And her ass," Ashley teased.

"Well, yeah, but honestly yours is better."

"Mine is sore," she joked. "That was fucking amazing, but that was not enough lube."

We lay there for an hour or so just recovering. Ashley finally popped up.

"OK, we can lay in bed together all day at home. We're in Vegas; let's do something. I'll text Olivia to see where she's at." Ashley found her phone and began typing. Within a minute, there was a knock on the door. Ashley grabbed a robe from the closet and opened the door while I grabbed the sheet to cover myself.

Olivia strode into the room and wrapped Ashley in a tight hug.

"I'm so sorry, Ashley. That really got out of hand. I really stepped over some lines I didn't intend. Can you forgive me?" Ashley pulled back slightly to look at that taller woman.

"Of course! Olivia, that was one of the hottest and most intense things I've ever done. I would have stopped it if it was something I didn't want. I'm honestly impressed you stopped yourself." The two hugged again.

"Uh, yeah," Olivia said sheepishly. "I'm sorry, Michael. That, you, um, was quite a surprise." Color rose in her cheeks. "I couldn't help myself and got carried away."

"Me too. Sorry for, um, squeezing you," I said.

"I didn't mind," Ashley said with a coy smile. Changing the subject, she turned to me. "Baby, this is going to be boring girl stuff for a bit while Olivia helps me figure out what to wear tonight. Why don't you just go explore or something." Looking around for something to cover myself,

"Babe, can you grab me a towel so I can put on some clothes?"

"She's already seen your dong, goofball; just get up."

"That's OK, Ashley," Olivia said, turning around to give me a modicum of modesty. I threw on some golf shorts and a shirt quickly. Olivia and I awkwardly smiled at each other after I kissed Ashley on my way out. Making my way back to the lobby, I began getting assaulted by the sound and lights of the various casino games as I made my way around the complex.

As hot as that experience was with Olivia, it sure shocked the hell out of me. We could argue about if that fit the definition of a threesome, but this is the third time in as many weekends that a different girl has touched my dick. This weekend trip was less than six hours old, and we're already jammed the gas pedal to the wall.

When my phone buzzed, I realized I was already most of the way through a second lap.

"We're in Olivia's room if we're not in ours when you get back," Ashley wrote. Realizing I had nothing to do down here, I made my way back to the rooms.

I saw Olivia's door was propped open, so I walked in without knocking. I heard Olivia's voice from somewhere inside.

"... that boy will do anything for you."

"That's what scares me," Ashley replied. I froze when I rounded into the bedroom and saw Ashley standing in only a thong and wedges in front of Olivia in a matching bra and panty set. Olivia's large breasts, pressed up and together high on her chest, jiggled as she turned to me.

"Hi, baby. Roll your tongue back into your mouth, goofball. It's not polite to drool over other girls in front of your girlfriend," she said with a smirk. "We're just trying on things for dinner."

"As hot as you two are, I don't think they'll let you in like that," I joked.

"Her boobs really are incredible," Olivia commented. "And ass. And Legs. I'm telling you, Ashley, come model for me. Strong is sexy. I need to launch this athletic wear line. I can pay you a grand to come do a test shoot." Ashley looked shocked, then embarrassed at the compliments.

"A thousand dollars?" Ashley asked, surprised.

"OK, two, twist my arm. It'll only take a few hours." Ashley just looked at her in disbelief.

Olivia turned to me.

"Dressing her up is so fun. She's like Polly Pocket Barbie. She's just a bit short for any of my things. Well, let's try this one." She reached into the closet and pulled out a dress that I'm sure has a better color name than dark teal, but that's what it looked like to me.

"I love the idea of this color, but I'm more winter, and every time I put it on, it doesn't actually look good on me. You're a nice warmer tone; this should look great on you. Plus, it's an awkward length on me." Olivia helped Ashley shimmy into the dress, and she was right; Ashley looked amazing. But I always think that. The casually fancy cocktail dress fell just to her knees.

"What do you think of the length?" Olivia asked.

"I love it," Ashley said, admiring herself in the dress in the mirror. "Thank you so much."

"Definitely wear that one tonight," Olivia told her.

The girls tried on more clothes while I sat and watched.

"I don't know about this one," Olivia said about some blue and black dress, or it could have been white and gold; I couldn't tell with the lighting. "Michael, what do you think?"

"Don't ask him; he's useless," Ashley said, reaching into the dress to fix her boobs and adjust everything. "He thinks I look amazing in everything."

"Well, you do," I said, defending myself, or Ashley. Not really sure who I'm sticking up for here.

"Well, I think this is a rare time you have too much ass for this dress; it's bunching funny and will ride up."

The girls continued to play dress-up while I just enjoyed the show.

"OK, I think that's everything. You can keep whichever ones you liked," Olivia announced, looking in her closet. Then, seeming to gain a couple of inches in height, "Ashley, go ahead and take the dress and start getting ready. I want Michael's opinion on a few new bra designs the shop is running." Ashley froze as she was gathering her things. I could see a flush begin on her chest. "Run along now, dinner's in an hour." Olivia dismissed her. Ashley hurried out of the room. When the door shut, Olivia turned to me.

"Relax, we're just going to let her wonder about it. Unless you do want to watch me try on some bras?" She said with a mischievous twinkle. She walked over and made us both a drink. Handing me mine and sitting with me on the couch,

"Can I ask you something?" I asked as she handed me my drink.

"Of course."

"What you said during... about why you don't... was that true?"

"Oh," her smile dropped. "Well, sort of, once. But I walked out. But it does happen. I've had some friends tell me it's happened to them. Some went along with it, some didn't. That's one of the reasons I'm trying to start my own agency. I'd be in a better position to blackball those kinds of people in the industry and curate my own crew."

She started telling me about her business plans and how she's trying to unify her various enterprises, but then turned it back on me.

"You still haven't told her yet, have you?" She asked, taking a sip. I exhaled and hung my head.

"No. And it's killing me, and I have no idea what to do."

"Have you tried just telling her?" Olivia asked a bit sharply.

"She's already so uncomfortable about the money thing; I have no idea how she's going to react to me having way fucking more than she thinks." I took a big swig to calm myself.

"Michael, she loves you so much. And it's so obvious how much you love her. You cannot keep this from her. This is quickly getting away from being about money and being about lying and deceit. And you're starting to bring me into your lie, and I don't like that." She caught my eye. "She's starting to put pieces together, Michael. Ashley is incredibly sharp, as I'm sure you're aware. I've already had to deflect a few questions she's asked. Like, how exactly are you able to be mostly retired in your late-20s? And how is James running a company when he's traveling the world?" She finished her drink.

"I'm sorry for putting you in this position. I just can't lose her."

"Michael, you're going to if you keep this up. Look, I know you never wanted to sell ColdForge to Google, and I'm sorry for being the deciding vote. You made me almost as much money as all my modeling combined, and I'll be forever grateful you gave me enough for me to really go out on my own and build my own brand and empire without interference. But as your friend, I'm telling you the longer you let this go, the worse it will be." I finished my drink, not knowing what to say.

"OK," she said, standing up. "We've killed enough time. She's probably wound up tight by now. Oh! Wait." Olivia walked over to a bag, took something out, and rubbed her wrists together. Walking back to me, she reached and ran the insides of her wrists along my neck, then quickly across the front of my pants before I could react. Jumping back,

"Hey! What are you doing?"

"So she smells me on you. Get ready when you walk in that door. If she asks about anything, be vague; it'll drive her nuts. Now scoot, I have to get ready, too. Oh, and despite our little story time earlier, I will suck your dick if you want, if I can fit it in my mouth." She just winked at me and turned back to her closet.

I walked out and regained my composure before entering our room. As I walked in, Ashley sat up, naked, from the bed and rushed to me. Throwing her arms around me and pulled me down for a kiss, attacking my mouth. I grabbed her waist and pulled her tight; she began grinding her pussy on my leg, finding my cock in my pants.

"Ugh," she moaned, "how did she look?" Barely able to speak while continuing to kiss me. "Oh my God, her smell." I felt her shudder in my hands. She dropped to her knees and began tearing at my belt and shorts. "Oh fuck, I smell her on your cock, too." Ashley finally freed my dick and inhaled it to the base in one frantic plunge. Overcome, I grabbed the base of her neck and pressed my cock farther, flexing in her throat. Holding it there moment while I looked down at her. Ashley's brilliant blue eyes held a mixture of lust, anticipation, submission, and need.

"Get on the bed," I said as I released her. Ashley practically ran to sit on the bed, holding her legs open for me. "No, turn around." She quickly flipped onto all fours and backed herself up to the edge of the bed. I took off my shirt as I walked over and stepped out of my shorts.

Grabbing her hip in one hand and my cock in the other, I joined the two and sank effortlessly to the hilt. Holy hell, she was wet. Ashley let loose into the mattress and comforter, something just short of a scream. With her knees just barely on the bed, her feet were shaking and fluttering as I began to fuck her. With both hands on her hips now I began pulling her back to meet my thrusts. Slamming our hips together, my grunts and Ashley's muffled screams quickly filled the room with the sounds of intense passion.

Ashley's hands were aimlessly clawing at the sheets as if trying to escape and at the same time reaching back to pull me closer. I could tell by the way her legs trembled she'd cum at least once already, so I was going to let loose as soon as I needed to cum.

Ashley finally turned her head enough and asked me,

"Did she suck your cock? Oh fuck oh fuck oh fuck," She could barely get the question out and breathe at the same time. "Did you fuck her?" Not wanting to ruin any fantasy she was playing out but also not wanting to lie to her, well, more than I already was, and with the combined frustration of my conversation with Olivia and now again with myself, I just reached back and

THWACK slapped her ass hard enough to turn it slightly red. Ashley screamed into the mattress on the impact.

"Sluts don't ask questions," and I gave her another slap on the other ass cheek.

"Oh God!" she wailed into the mattress as I continued pounding her. I absolutely loved holding her by the hips like this. Her narrow waist flared into these lean and beautifully feminine hips that acted as perfect handlebars for me to grip and drive into her.

I must have been a bit too forceful. On one of my thrusts, her knee slipped off the bed, and I fell out of her. Ashley tried to climb back on the bed, but I pulled her other leg off and pushed her legs together. Pinning her body to the bed, I re-entered her as her legs flailed under me. Her squirming was doing extra work on my cock, and I was ready to lose it. Changing to slower, deeper thrusts, I leaned down on top of her. I grabbed some hair for effect and growled in her ear.

"You're going to swallow my cum. Can't have you leaking all over that new dress. I'm going to cum down your throat. Understand?"

"YES!" she partially cried and wailed. I gave her my last few thrusts as my orgasm built and pulled out. Ashley began sinking to the floor as I stroked myself. She almost got to my cock in time, but the first shot nailed her cheek and nose. Not missing a beat, she sucked down my cock to the base as the second volley fired. I continued humping her face through my ejaculations. I felt Ashley's hands on my ass pulling me in and her throat swallowing everything I gave her.

Spent, I withdrew even as she tried to keep me in, following my cock out, trying to suck the tip as it exited. Ashley sat there, breath heaving, cum dripping down her face, gorgeous. I slumped next to her and pulled her tight.

When we'd caught our breath, Ashley got up and closed the door as she entered the bathroom. Emerging a minute later, naked and clean, she came to where I sat on the bed.

"Holy fuck, Michael. You keep finding new ways to melt my brain." Standing in front of me, I pulled her to me, her breasts smothering my face. She held my head and ran her fingers through my hair. I shifted so I could actually see her face above her tits.

"I need you to know nothing happened," I said.

"I know, baby." She looked down at me with warm, soft eyes. "It's just a fantasy. But it's a fantasy I'm OK with happening. Do you want to know why?"

"Yeah, kinda actually." Ashley scooted me back a bit, then climbed on to straddle me, wrapping her legs around me.

"For me," she started, "these sexy and slutty and wild stories were mostly meaningless events the girls and I can reminisce and joke about when we're old and trying to avoid banging our tits on our knees." What a visual.

"I love you and trust you enough to let you have some of those same experiences with my friends because I know it doesn't really mean anything. It was a way for me to give you your own slutty stories. And in full selfish transparency, to put us closer to equal footing." She leaned in to kiss my forehead. "But, baby, with Olivia, most people never have the chance to actually meet, let alone fuck, someone on their hall pass list. It's just a funny way to talk about celebrities with your partner. I'm one hundred percent sure you wouldn't leave me for some slut you run into on campus. I'm only ninety-nine percent sure you wouldn't leave me for her. That one-percent uncertainty has had my pussy on fire since we got on the plane. But the only way that one percent is going away is if you actually fuck her and come back to me." I sat there absorbing what she said.

"Are you telling me the only way for me to prove how much I love you is to fuck a supermodel? Did I understand that correctly?"

"Not A supermodel. THE supermodel. HER," Ashley corrected with emphasis and a nod in the direction of Olivia's room. Jesus Christ, this woman is insane.

"You're insane," I said. She smiled warmly.

"Baby, I've been trying to tell you how fucking psychotic I am since week 1, and you didn't believe me."

"What if I just told you we did it?" I asked.

"I'd know you're lying. You're a God-awful liar. The only thing you're keeping from me is something about work, and frankly I don't care about that. You know, unless you're some sort of supervillain crime lord. You're not, are you?" She cupped my cheeks and stared into my eyes. "No, that's not it. Good," she declared. What the actual fuck is happening to me right now?

"What if we just strung you out and never ended the game?"

"I'd eventually snap, and one or both of you would start finding horse heads in your bed or boiled rabbits in the kitchen." She said it so calmly it must have shown in my eyes. Pointing to herself,

"I'm. Fucking. Crazy. I have been doing my absolute best to lock it away, but this is pushing my limits."

"Have you talked to her about this? Does she even want to be a part of this?"

"Yeah, we had a chat while trying on clothes. Plus, you didn't see how hard it was for her to pull off your cock earlier. She wanted nothing more than to get balls deep on you. Look, we can keep talking about this, but I have 32 minutes to do 40 minutes of hair and makeup before dinner." She said as she slid off me and padded into the bathroom.

I leaned on the door frame and admired her body and beauty. She started fussing with her makeup and products.

She eventually caught my eye in the mirror and smirked.

"I know that look. You need to get in the shower before I let you bend me over this sink again. We don't have time for this."

It took all my willpower to resist slapping her ass as I walked by. The only thing that saved her was that she was actively applying eye makeup, and I didn't want her to poke herself in the eye.

I showered and got dressed and waited for Ashley to finish up. Hair and makeup complete, she came out and put on a thong and one of her new custom bras. These bras seemed to give her even more cleavage and made them look even more round than they naturally were.

"Is that a pushup bra?" I asked.

"No, it's just a bra that fits. That's where they're supposed to sit. A pushup would make my chin hit my tits when I talk." She said while she shimmied into her new dress, the top of her tits jiggling deliciously in their cozy garment. Ashley grabbed her clutch, and we left to get Olivia.

"Thank you for thinking about it and cumming in my mouth. I definitely would have leaked all over this dress during dinner."

"That one was difficult to pull out. Something about that position makes me want to stay so deep."

"God, tell me about it. It's like the opposite of blacking out, like I see lightning."

Ashley knocked, and Olivia opened the door shortly. The tall brunette entered the hallway, gracefully gliding on tall red heels that put her nearly eye level with me. The red dress flowed around her body, somehow displaying her curves while draping effortlessly on her. I guess that's what you get with the absolutely best designers.

The girls made their fuss about how good the other looked, and we headed down.

Once we were seated and ordered our drinks, Olivia turned to Ashley.

"Ashley, sweetheart, I really need to know and make sure that you're OK with what happened earlier. We haven't been friends for the longest, but you two really are two of my dearest, and I couldn't bear to cause a rift with something like this."

"Thank you, I appreciate your concern. He and I talked about it, and we're very OK with it. You are, quite literally, the only one I could imagine doing this with, because you're you." Ashley said. Olivia took the compliment without comment. After letting the moment breathe, Olivia tapped the table lightly.

"Right then. So tomorrow, I figured we could hit the pool and have a few drinks before the sun gets too intense, but I also rented a cabana since I didn't know how long we'd want to stay down there. I also took the liberty of booking us at the spa. This place has one of the best in town."

"Olivia," Ashley jumped in, "thank you, but that's not necessary. I --," but Olivia cut her off.

"Nonsense," Olivia said with a smile. "It'll be some fabulous girl time. We'll get massages and facials and --" I snorted into my drink at her double entendre. Both women turned to look at me. A slight blush hit Olivia's cheeks as she realized what I laughed at.

"Grow up, you dork," Ashley said and stuck her tongue out at me. Addressing Olivia with hesitation again, "Olivia, thank you, but --," Olivia cut her off again.

"Hun, what did we talk about earlier?" Olivia reached her hand across the table to Ashley's. "This is your new normal. You're wearing a $5,000 dress drinking a $40 cocktail. This can be part of your life now, with him." Olivia glanced at me. Ashley and I looked at each other; I was thankful Olivia seemed to get through to her a bit more than I have.

"You're not taking from us; we want to share with you, because we can," Olivia said as Ashley just looked at her drink and swirled it a bit.

"Besides," Olivia said, sitting up straighter to her full height and affecting her tone from the hotel room, "if my husband is going to bring his slut on our trip, the least you could do is try to look presentable."

I almost coughed my drink back into the glass. Finishing it, I raised it to signal the waiter for another. I could see Ashley's pupils dilate and a flush on her chest. Luckily, the moment was broken when Olivia recognized someone approaching and her face warmed to a smile.

"Olivia, such a wonderful surprise. Thank you for joining us. You are radiant as always. Who are your friends?" A man in his 40s wearing a white chef's jacket said amicably as he walked up. Olivia offered her hand, and he gave it a friendly kiss.

"Oh, Robert, you flatter me. This is a dear friend of mine, Ashley; I'm trying to get her to come model my sportswear line. And this is my friend Michael."

"It's wonderful to meet both of you. You, sir," he said to me, "I am surprised they let a man as lucky as you in the casino." He clapped his hands. "I will make your meals tonight personally. Thank you for coming in." He gave a slight bow and moved on to greet another table.

As he moved on, I noticed a man behind him at another table lowering a camera.

"Olivia, I think that guy was taking pictures of you," I said. She looked where I gestured.

"Oh, that's Brian. He's part of my media team." I then noticed he was sitting with Lindsey. "I've known Chef Robert for a while. I'm backing the restaurant he's trying to open in London. Any publicity will help with the launch."

"So do they really travel everywhere with you?" I asked as my new drink arrived.

"Kind of, yeah. A lot of the 'work'," she used air quotes, "I do is maintaining my brand, and really my brand boils down to just me. I get contracts because people want to see me in things. Well, they want to see me in nothing, but swimsuits and underwear is the best they'll get," she shot me a wry smile. "I probably don't pay them enough, but they get all-expenses-paid trips around the world. But they're young and probably will want something more stable in a few years, probably about the time I'm ready to hang it up."

Eventually we picked up the menus. Conversation moved on to hockey and who looked strongest as playoffs approached. Dinner was incredible. Drinks flowed; we talked and laughed- a wonderful evening. As we walked back to the rooms, Olivia held my arm while I held hands with Ashley. We stopped at Olivia's room and started saying goodnight.

"Text me when you're up, and we can head down for breakfast," Olivia said.

"Sounds like a plan. Thank you again for the dress; I feel amazing in it," Ashley said.

"You look amazing in it," Olivia complimented.

As we said goodnight and turned to head to our room, Olivia cleared her throat. When I turned to look, I saw her ramrod posture, hands gently holding her clutch down in front of her and knew something was about to happen.

"Where are you going, Michael?" She asked me in that tone, but it wasn't a question. With a gesture of her head to the door, "This is our room. Good night, Ashley."

I turned to look at Ashley, very unsure what I was supposed to do. What had been tipsy and sleepy eyes moments ago were now alive and burning. The rising blush of her cheeks had emerged on her chest and cleavage as well. I felt her hand slip from mine as she took a small step backward towards the room. I watched as she unlocked the door and disappeared inside.

"Come on," Olivia said to me, softly, gently. "It's OK. It's part of the game."

What the fuck is my life?