AMA: The Boyfriend: Chapter 69-75

Chapter 69

Cassidy came back over from speaking with Cattie and Heather. She had an annoyed look on her face but was trying to keep a smile on. “Comfy?” she asked Ami.

“He’s a good pillow,” Ami laughed, patting my arm before shifting to get back up.

“Just move over a bit, we can share him,” Cassidy said, and soon I had Ami sitting on one side of my lap and Cassidy on the other with her legs up and over Ami’s.

“Don’t mind me, just busy getting crushed here,” I wheezed playfully.

“Death by hot chicks, my poor Tiger,” Cassidy chuckled and kissed me on the cheek.

“So what was the verdict?” I asked her. “Are we on schedule or pivoting?”

“Pivoting,” Cassidy sighed. “You were right, Heather is making doe eyes at Cattie to get her to help with her shoot. Apparently it's going to be risque, so they need to walk out further for some extra privacy and she doesn’t want to do it alone.”

“Sherry couldn’t help?” I asked. She was the newest to modelling on the trip so I had to assume she probably had the least plans out of everyone.

“From the looks I saw between them, Heather might be using some toys,” Cass said.

Ami coughed a little, hiding her embarrassment. “I just figured if you’re willing to put it up on the internet, why would it matter who helps you film it if they aren’t participating.”

“I don’t know,” Cass said. “It’s weird. I get having nerves and everything, but I don’t do nude or more so I don’t know the logistics of it all.” I knew what Cassidy didn’t want to do was reveal Cattie’s issue of needing to demand to Heather that she wasn’t allowed to film with her sister in a compromising situation.

“So what are we doing?” I asked.

“I was thinking we hard pivot and you and I go on a hike,” Cassidy said. She was turned somewhat sideways on my lap, and she ran her fingers over my chest. “The rest of the photoshoots this week are all for work, so it would be nice if we just take some pictures for us and to send to our families.”

“That sounds good,” I said, hugging her close.

“Do you guys want me to come with?” Ami offered. “I don’t have all my Golden Hour spots filled, so I could come along and be your photographer.”

“That would be super nice,” Cassidy said. “But I was kind of hoping to make this date-ish? Not that we don’t appreciate the offer!”

“No, no. I get it,” Ami said. “If I had a guy like Robbie, I’d want alone time with him too in a beautiful place like that.”

“Aww, that’s sweet,” Cassidy smiled and took Ami’s hand. “Later on this week do you want a mini date with him? Robbie is the best at making you feel absolutely special, and I don’t mind one bit.”

Ami looked a little surprised. “Oh, um, I don’t know. Wouldn’t it be a little weird?”

“No, it’s fine. Hell, you’ve already let us both feel up your tits, you can even have a nice little makeout sesh to end the date.”

Ami flushed even darker this time, laughing through the awkwardness. “I told you guys already, I’m not that kind of woman.”

“Hey, your choice,” Cassidy said. “It’s a standing offer, OK? Just think about it.”

“Sure,” Ami said, rolling her eyes a bit. “I’ll think about going on a date with your fiance.”

“And making out with him,” Cassidy grinned and teased her.

The conversation shifted away from the weirdness of Cassidy trying to pimp me out, and the girls ended up snuggling on me a little more as we laughed and chatted. Ami was into a lot of the same anime stuff as Cassidy was, and Cassidy was fascinated by Ami’s stories of competing in Thai Chi competitions as a teen. She then had fun fawning over me being a competitive swimmer, talking me up to Ami, who put two and two together for why I’d been so good at Marco Polo the day before.

The sun started eking lower towards the horizon, so we ended up needing to get up to go start getting ready. Cassidy had to be the first one up since she was half on top of both of us, so she surprised Ami by kissing her on the cheek as she did. “Now kiss him,” Cass said with a chuckle. “I know you want to.”

“Cass, stop trying to force Ami to do something she isn’t comfortable with,” I said.

“I- don’t not want to,” Ami said shyly.

“Nice double negative,” I pointed out. “That also doesn’t mean you want to.”

“Fine, maybe I do want to,” Ami said, then held up a finger. “Just a friendly peck though.”

I smiled and then pursed my lips, and she gave me a soft, not-quite-quick peck. She turned to Cassidy. “There, happy? I kissed your fiance.”

“For now,” she winked, and then helped Ami up off of me so that I could stand as well.

Just as we were about to split apart I said, “Wait.”

They both did, turning back to me. I pulled them both into a hug, and they wrapped their arms around me, but I surprised them by whispering down to them. “Ami, I’d be happy to be as affectionate with you as you want or need, but I’m not pushing you at all because I know you’re looking for the right person, not just a person. Cassidy, you need to stop trying to push her.”

Cassidy shifted in the hug, wrapping her arm around Ami’s back more. “I got carried away,” she said. “Ami, I’m sorry if I made you uncomfortable with my actions.”

Ami was quiet for a moment, then said, “Thanks.” And she looked up at me and gave me another quick peck on the lips, and then kissed Cassidy on the forehead. “Honestly, everything in the last hour or whatever was really nice, but this is a lot more important to me than the flirting or the banter.”

I squeezed them both a little more for emphasis, then broke up the hug. Ami gave us both a smile then skipped away, heading over to the Single’s boat. Cassidy took my hand and looked up at me. “Sorry, Robbie,” she said. “I… I got carried away. I think she’s super hot and extremely sweet, and I wanted to see you two together.”

I sighed, and pulled my fiancee into another hug. I didn’t say anything, not sure what I was feeling.

Chapter 70

It was a bit of a shitshow getting all the girls to the beach. The whole rigamarole for the hike earlier hadn’t been that bad - JC and I had carried most of them since the water on the shallow side went up to our stomachs, and they’d carried their shoes or boots. Now we had girls in costumes and outfits, full makeup, and bags of equipment. God, the bags of equipment. I was actually glad Cassidy and I were doing our hike; I might have had a heart attack carrying the thousands of dollars in cameras, lenses and various other necessities across the water like that.

It took almost twenty minutes to get everyone and everything across, and I made sure they all knew that they were going to need to get wet going back since we couldn’t do the same thing for all of them in the dark. Seeing the issues, a few of the girls like Terra and Becca pivoted the shoots they were planning. Terra swapped to a swimsuit shoot using the beach and the lake, and Becca decided not to do a shoot at all and help some of the other girls get their own stuff done faster so they could get back to the boats before full dark.

Once most of the transportation was done, Cassidy was waiting for me as the last woman on the boats, and she climbed onto my shoulders while carrying a change of clothes and my boots. I walked her over to the beach, lifting her up and off of my shoulders and setting her down on the rocky sand. All of the other girls had spread out inland, except for Terra and JC who had gone farther down the beach to avoid the houseboats getting in the background of their shots, so I felt safe quickly stripping off my swim trunks and towelling myself dry. Cassidy watched with a small smirk and a twinkle in her eye, and then we both could help but laugh as a loud wolf whistle echoed down the beach from the direction of JC and Terra. There was no way to know which of them had done it, but they were also far enough away that they couldn’t have actually seen anything.

I put on the outfit Cassidy had picked for me, a decent pair of cargo shorts and a t-shirt she’d bought for me because she liked the fit over my chest and arms even though I always felt like it was a little too tight. I didn’t say anything because I knew she only wanted me to wear it for the pictures, and I likely wouldn’t wear it again for the rest of the week. A decent pair of socks and my hiking boots rounded out the outfit, other than Cass wetting her hands in the lake and playing with my hair a bit to get it ‘the right kind of messy.’

The hike started nicely, as we carefully picked our way up the beach to the rocky terrain beyond, and worked our way around the various shoots while trying not to get behind anyone and ruin their photos. Once we were free, we walked a bit more hand in hand.

“This is a good spot,” Cassidy stopped us. We’d just chatted lightly through the walk, commenting on the costumes the girls had and that sort of thing, and the tension had been building. Both of us knew something was between us that needed to be said.

“Sit up on that rock,” I said and thumbed open the camera app on her phone. I adjusted some settings as she got herself situated, but she sighed and shook her head.

“Robbie, put it away,” she said. “Just… come here, please.”

I frowned, slipping her phone into my pocket, and went and stood in front of her. She was sitting up high a bit, her feet unable to reach the ground but her boulder perch putting her at least in the ballpark of being eye-to-eye with me. She reached out and held the arms of my shirt, and I rested my hands on her hips, standing close.

“Radical honesty, Robbie,” she said. “Please.” She was already starting to tear up a bit.

I closed my eyes, trying to figure out what I needed to say without it being hurtful. I didn’t want to be hurtful. After two long breaths I realized I had to just start talking to see what came out because processing it in my head wasn’t working. “Cass, I love you,” I said. “But my head is a fucking mess right now. Half the time I can’t get the fact that you betrayed me out of my mind, and I keep getting these stray thoughts realizing all the times I was blindly trusting you and how that must have been another time you were cheating on me. And it makes the love feel cheap, and disposable. And then I’m in the moment here, and these amazing, ridiculous things keep happening, and I know I’m going to end up having sex with these beautiful women and I feel lucky right up to the point I remember I’m not lucky because this is happening because of that. But, like I told you before, I think I’m starting to realize what you had to have felt like. Having women pay so much attention to you, to be willing to do things with you, to want to be with you and be touched by you… I can understand it. But it makes me worry like hell that if we keep opening this door farther, you’re going to fall back into it. Because I think you already are, it’s just not for you.”

She was crying, silent tears beading and falling down her cheeks, as she listened to me and nodded. Her lower lip was quivering, and her fingers were hooked into my shirt sleeves like she was afraid  I was going to rip away from her and run. “Is that so wrong?” she asked, her voice cracking. “Is it so wrong that I want you to get love from these beautiful women? That the only thing I want in this entire world, other than to be yours, is to see you bring the joy you give me every day to someone else and have it reflected back at you?”

I was tearing up now as well, though I wasn’t sure when it had started. Maybe when I went on my little rant. ‘It’s not wrong, Cass,” I said. “I just don’t know if I’m OK with it because I’m angry with you, or because maybe it is alright, or if it’s that App that’s making me open to it. Because what’s happening with all of these women, it’s not normal, Cass. You said before that I’m just noticing how open they are with me because you gave me permission to, but that’s not true. It’s not just one or even two, Cassidy. I think the only women I haven’t had some sort of moment with so far in the last two days are Heather and Sherry. That’s not… it’s not normal, and I’m scared that you’re using the App to make them do things they don’t want to do.”

“I’ll prove it to you,” Cassidy said. “I’ll prove to you that everything I’ve done with the App so far is just a bonus, Robbie. Because I’m in love with you, not the perks, and I always have been, and I know that they aren’t interested in you because of them either.”

“How, Cass?” I asked. “How are you going to do that?”

“I’ll turn them off. I’ll flip the switch on all of them, even the ones you don’t know about yet, for tonight so that you know anything that happens for the rest of tonight is all you and all them.”

I closed my eyes again, hanging my head as I took this in, and slowly nodded. “OK, I said,” pulling her phone out of my pocket and handing it to her. “Do it. Turn off all of them. I need to know.”

Chapter 71

Cassidy talked me through what she was doing, even though I couldn’t see it on her phone. It looked to me like she was on Facebook Messenger and was playing with the settings. She went through the perks, turning each one off. No more memorable kisses, spectacular-tasting cum, or special massage hands. No more lucky accidents. Then she turned off the other two that I hadn’t asked her about yet, offering to tell them to me. I was already feeling shitty for this conversation even though I knew it was a two-way street for the emotions going on, so I told her I didn’t need her to tell me.

“But I do want to know what it says about the girls,” I said.

“Are you sure?” she asked. “It’s only going to tell us what they think of me, not you.”

“I just want to know what you’ve been living with at your fingertips,” I said. “I want to know what it would be like to see it in front of me.”

‘Alright, Tiger. Who first?”

“Becca,” I said. We’d gone the furthest together so far, and Cassidy had been right there.

“Alright. Rebecca Jones. Asexual slash Bisexual. It gives me three scores. Affection score is like… how friendly they are with me. How much they like me platonically. For Becca that’s a 54 right now, which is pretty high for someone I’ve only interacted with offline for a couple of days. And then it gives me a Love score, which is about romantic feelings. That’s a 7. Love is usually the slowest one to raise, so I have to guess it’s even that high because of the interaction between the three of us. The last one is Lust, which… honestly, it’s the one that changes the most based on how horny someone is and if they’re attracted to you or not, and is the only one that fluctuates down with frequency. Becca has a 47 Lust score right now, and I’d bet it’s because we got cut off earlier.”

“Does it tell you anything else?” I asked.

“Well, it gives me the option to see the highest suggested perks I could buy for her,” she said.

“What are they?”

Cassidy tapped something. “It gives three suggestions. The first one is called ‘Worry Knot,’ which makes her feel more confident and worry less when she gets regular sexual interaction with someone she has a moderate or higher love score with. The second one is ‘Fuck and Forget,’ which looks like it’s supposed to help her get over past traumas through repeating sexual encounters with someone she loves, though it’s got a whole complicated explanation. And - uhm, the last one is ‘Sister-Wife’ and makes her immediately enthusiastic about sharing her love interest with me.”

I was quiet for a moment, absorbing all of this. The first two seemed to be geared towards helping Becca overcome the negatives she felt, and even the requirement of sex with a loved one to do it didn’t seem that horrible considering it was particular about it being with someone she loved. There was a world where what the App was doing would happen anyways - good sex could make you feel more confident about yourself. Caring, loving sex could help someone get over their traumas. But that last one… That last one was the dangerous one.

And it was also the one that sounded the most tempting, from a selfish position.

I could have Cassidy, and I could have Becca.

Fuck me, I thought. “Now Wanda,” I said.

Cassidy manipulated her phone, and her eyes went wide. “Holy crap. OK. Wanda Berenson. Bisexual. Affection score 62, Love score 21, Lust score 68.”

“She said she’s still trying to decide if she wants to get involved with us again or not,” I said. “I think she wants to, but she doesn’t want to cause problems by jumping into our mess.”

“Well, that makes sense,” Cassidy said. “And I get the Lust score, and maybe even the really high Affection score after last night, and how much she seems to care about us, but I’m most surprised by the Love score. Twenty-one is high for someone we’ve known only this long, even if we have hooked up with her once.”

I had a flitting thought, but crushed it before it could even form coherently in my mind. Wanda was married and had an agreement with her husband. That was all it was.

“What about her suggestions?” I asked.

“Hmm. The first one is ‘Supportive Family,’ which makes the person's family much more likely to back their decisions, especially relating to their love and sex lives. The second one is ‘The Glass Pussy’ which makes her perfectly proportioned for the person she is having sex with - she didn’t feel particularly loose last night, did she?”

“No,” I shook my head. “I thought she felt tight on my fingers. Maybe she’s got like… a shallow vagina though? That’s a thing, I think. What’s the last suggestion?”

“Sister-wife again,” Cassidy said.

I gulped a little. That was dangerous.

I wanted to ask for more. To check out Cattie, and Ami. And Leia. I thought about Terra teasing me about giving me the blowjob she’d promised JC. Or Zenya and Ginnie, who flirted like hell. But peering into the app was a massive temptation that I was wary of, and more than that it felt like an invasion of privacy. I’d just found out things about Becca and Wanda that I shouldn’t have a hint at. That should have been theirs to tell me if they wanted to and when they wanted to.

Then I had a thought. “Now do Heather,” I said.

“Mmm,” Cassidy nodded. “Good idea.” She had to scroll for a moment, then stabbed her finger on the screen before reading. “Heather Adams. Lesbian. Affection score 12, Love score -1, Lust score 72. Fuck, she really doesn’t like me that much but want’s to fuck me pretty badly.”

I grimaced. I had no idea about the numbers, but that was the read I’d gotten on Heather from the start of the trip. I could only assume my scores with her would be even lower.

“Do you want to know her suggested perks?” Cassidy asked.

“No,” I shook my head. “Not right now. I don’t even want to think about helping her out with anything, the way she acts.”

Cassidy looked like she wanted to say something, but decided against it and instead shut down her phone and slipped it back into my pocket since she didn’t have any. Then she pulled me into a hug. “I’m so sorry, Robbie.”

“I know, baby. I know,” I murmured back, hugging her hard.

Eventually I lifted her off the boulder and brought her back to her feet on the ground, and we did some more hiking along the smoothest path we could, circling around where the houseboats were moored. We held hands when we weren’t keeping our balance, and by the time the Golden Hour was coming to a close and everything was starting to get dim enough that it was hard to see, we hit the beach about a hundred yards down from the boats.

I stopped us, and turned and took Cassidy’s hands in mine as she looked up at me with a pensive expression. “Cass, this is all really hard to tackle and wrap my head around, but I still love you.”

“I love you too, Tiger,” she said, and let me pick her up to kiss her as she wrapped her legs around my torso and her arms around my shoulders. “I love you forever.”

Chapter 72

Cassidy and I made it back to the houseboats, hand in hand, just as full dark was settling in. The girls got the party lights on the top decks running, and I ended up needing to help carry some girls back. Leia in particular rode on my shoulders similar to how Cassidy had since she was all done up in another set of fake armour.

Once I helped her up onto the back porch of the boat she turned around while sitting on her butt and leaned down to you in the water, giving you a little friendly kiss. “Thanks, Tiger,” she grinned.

“No problem, hon,” you said with a smile, winking at her and then turning to head back to the shore. She hadn’t made a face or anything, hadn’t given you any sign that things had been different. And she’d still kissed you.

“Is that the toll?” Wanda asked me as I came back to the shore.

“Hmm?” I asked.

“We get a ride, and pay you with a kiss?” she clarified.

“I’m only accepting donations today,” I said with a grin.

“Well, in that case maybe I want to donate more than a kiss,” she grinned and bit her lip.

I shook my head. “You, blondie, are dangerous.”

“So are you, Tiger,” she laughed and winked.

I did help her, though she only needed me to carry her backpack of gear. Wanda had done a lingerie shoot by herself, and was traipsing around in a pretty bra and panty combo that covered more than some of the bikinis a couple of the girls had been wearing, so she swam back herself. She did end up getting me to help her climb up onto the porch though, and I ended up with a face full of her ass as she ‘slipped’ and smothered me for a moment.

“Oops,” she smirked, pulling away and giving me that teasing smile of hers.

“Try it again and I might take a bite out of it,” I teased her back.

“Mmmm,” she hummed, raising her eyebrows suggestively.

Since Wanda was the last person needing some help to the boats, I returned to shore one more time and found my wet swimsuit that I had laid out on a rock over the hike. On my way back I noticed Becca hanging out on the Singles Boat back porch, so I swam passed the Couples boat to her and pulled myself up. “Hey. Everything good?”

“Yeah, for sure,” she said, and sat down next to me, dipping her feet in the lake. “I just wanted to make sure everyone got back OK, but it looks like you beat me to it.”

“Happy to help,” I said.

She glanced back over her shoulder into the Singles Boat living area and kitchen, but no one was there. Then she leaned over and gave me a kiss. “I had fun today,” she said.

“I did too,” I said. “A lot. I’m sorry we couldn’t continue.”

“I’m sure we’ll get a chance,” she grinned and then grabbed my cock through my wet shorts. “You know, I haven’t had sex in a long while. I might need more than one round next time.”

I was quickly getting hard as she fondled me, and I groaned a little in appreciation. “I would be more than happy to oblige,” I said. “We just need to find the right time when all the children aren’t underfoot.”

“Well, it’s not going to be tonight,” Becca said. “We’re doing a girls-only sleepover movie tonight, and I think I heard Heather say she wanted to do a couples game over on your boat. Which brings me to my next order of business - before people start settling down, we need to separate the boats for the night.”

“I can help with that,” I nodded.

“Great,” she said and then kissed me again. She started to stand, but I grabbed her hand in mine and stopped her.

“Becca, I just want you to know, I’m more than a little infatuated with you,” I admitted to her. “I’m really glad we met. You impress me almost as much as you turn me on.”

“Guess that means I need to step up my game to be more impressive,” she laughed, then leaned in while sitting on her knees and kissed me again. “I’m more than a little infatuated with you too, Robbie.”

She stood and offered me a hand to stand up, and we got to work unmooring the boats from each other. Cassidy came looking for me as I was just putting away the planks from between the boats and joined me in the Pilot’s Cabin as I turned the engine over.

“Hey, Tiger, just so you know Heather is planning a couples game downstairs,” Cassidy said.

“Becca mentioned she heard something like that was happening,” I said. “Do you want to play?”

“I think it’s kind of expected we will,” she said. “But I just- It’s Heather. She’s been boozing everyone up and keeps trying to get us all topless, and she’s doing the submissive thing with Cattie. I wouldn’t be surprised if she tries to manoeuvre some… let’s call it Not Safe For Work something into whatever this game is. I just want to know what your hard boundaries are, so I can automatically shoot anything down that goes too far.”

I started moving the boat forward, sliding it out from beside the other, and pulling into slightly deeper water. It gave me a couple minutes to think, and by the time I dropped anchor I turned and kissed her lightly as she sat on the counter. “Belly and up,” I said. “Everything below the waist is mine, and you don’t let anyone touch it or see it. Other girls other than Heather are fine to flirt with or touch above the waist if it’s part of the game.”

“What about JC?” she asked.

I frowned a little but shrugged. “Kissing only, no groping, but try and keep it friendly. Terra’s already been kissing me so I feel like I can’t just hard No or seem like an ass, but I don’t like the idea of watching you with him in any way.”

“OK,” Cassidy nodded. “That’s all fine with me. Are you sure about the girls, though?”

“I trust you with Cattie and Terra, and we’ve already gone pretty far with Wanda that any line I drew would feel silly. I’m not even sure where Heels would put her own line, but in a game I’m fine with it. Heather is the only one I don’t want getting her hands on you, OK?”

“I love you,” she said, and kissed my nose. “And I like you telling me my boundaries. It’s hot. Is there anything you do want to see?”

“I don’t even know what the game is,” I said. “We might be worrying about nothing.”

Chapter 73

“The game is Couples Truth or Lie,” Heather announced.

We’d all gotten changed by now, and had been summoned to the living area of the houseboat by Cattie. I’d changed back into my loose athletic shorts and a t-shirt, while Cassidy had put on a cute pair of striped bra and panties along with a long shirt that could double as a short dress that looked like a blood-spattered hockey jersey with Jason’s goalie mask on the front. She’d used it in a Halloween costume a couple of years before and it had made it into her regular rotation of nerdy lounging clothes. She’d pulled on a pair of tight black workout shorts underneath it, and had asked me how I’d like her to do her hair, and I’d suggested the cute half pony she did. She’d smiled and kissed me before preening herself in the mirror.

The coffee table in the living area had been moved aside, the interior lights had been dimmed and someone had hooked up a laptop to the TV so it would cycle through some sort of trippy screensaver. Cassidy and I had been directed to sit together, and now all the couples (and Wanda and Heels) were sitting on the floor forming a squared circle.

“The rules are easy,” Heather continued. “A couple spins the bottle and gets to ask an embarrassing question to the couple it lands on. You have to answer the question, but you don’t have to tell the truth. If you lie and someone calls you out, you need to do a penalty pulled from this bowl. Every time the bowl is empty, each couple puts in a new penalty dare. Any questions?”

“How does the game end?” Wanda asked. She was dressed in a crop top sweater and short workout leggings that ended about mid-thigh, and knee-high socks. Her hair was pulled back in a ponytail, and the look was sporty-casual in an eclectic way.

“It ends when we want it to end,” Heather said. “No winners or losers. But we can add shots to the game if you guys want. Any time someone spins the bottle, you take a shot.”

“Let’s do that,” JC grinned.

There was a brief pause as shot glasses were found in the kitchen cupboards, and we all busted out the liquor we’d brought. I came back from our room with the vodka Cass had bought at the liquor store, along with cranberry juice. She grinned up at me happily and kissed the tips of my fingers as I sat back down on the floor next to her.

Once we were all back, Heather got each of the couples to write down a dare on a slip of paper, fold it and put it in the bowl. Then she knelt on the floor next to Cattie. Heather was wearing a yellow off-the-shoulder sundress that was actually very pretty on her, though she had on what looked like a stretchy grey athletic bra underneath it. “I’ll do the honours and spin first,” she said, then turned to Cattie. “Can you pour me a shot, babe?”

“Sure,” Cattie said. She’d put on a long-sleeved black and white checkered button-down with the buttons only done up to her cleavage, and a pair of ripped-up jean capris that looked like they belonged on a girl at a punk rock show - which was a good look on her. She was also wearing her black-rimmed glasses, which I’d only seen a few times over her friendship with Cassidy, with her hair down. She quickly poured a shot of tequila while Heather produced an empty wine bottle and dramatically brought it to the centre of the floor and gave it a spin. Before it stopped, she’d taken the shot from Cattie and downed it quickly, licking her lips as she swallowed it down.

The bottle landed in the general direction of Terra and JC.

“Hmmm,” Heather said, playing up her little ounce of power. “Let’s kick things off spicey, but not too spicy. No need to scare anyone away, right?” She laughed and winked at us, and I don’t even think she noticed that we only chuckled halfheartedly. “What’s the craziest place you two have had sex?”

“Oh, that’s easy,” Terra said. “His parent’s backyard during a 4th of July Barbeque. He was supposed to be checking the burgers on the grill, and instead we humped on the other side of the bushes. It had been three days we’d been sleeping in separate beds at their house and we were both horny as hell. I think we scared the rabbits that lived under the deck!”

That left us all laughing, and Terra reached for the bottle but JC stopped her. “Hold on, that’s a lie!”

I almost spit out my beer as JC called it on his wife.

“The time we fucked at the baseball game was definitely the craziest,” he continued. “We literally broke into the changing room and fucked on the benches.”

That brought on more laughter, and Terra dropped her jaw and punched him in the arm. “You’re not supposed to call Lie on your own team, Juan Carlos!”

“She’s right. Now you guys need to do a penalty!” Heather declared.

“Oh, shit,” JC said, facepalming his forehead hard.

Heather grabbed the bowl and held it out to them. Terra made JC reach in and pull one of the papers, and he handed it to her. “Go back to your room and switch clothes with your partner,” she read. “Ah, shit. Can we skip my bra? He’ll definitely wreck it.”

“That’s fine,” Cassidy giggled. “As long as he has to put on your underwear.”

“Who says I’m wearing underwear?” Terra laughed back, sticking out her tongue.

Terra had been wearing stretchy leggings and a clingy dress that highlighted her thin, athletic build, while JC had been dressed similarly to me in athletic shorts and a muscle shirt. The couple went back to their room and came back a few minutes later.

In my opinion, Terra looked pretty hot in guy's clothes. She’d used an elastic band to cinch the too-large athletic shorts around her waist, and the muscle shirt hung long enough on her to cover her ass, but the large arm holes were threatening to reveal her tiny chest with every move. JC, on the other hand, looked absolutely ridiculous. The dress, which I hoped was cheap, was stretched around his hairy chest to its limit and he’d tied it like a crop top at his abdomen with an elastic like Terra had his shirt. To be fair to him, he fit into the leggings even if they were stretched like crazy too, and they showed off every muscle including the awkward bulge of his dick. The real kicker was that he had the strings of a thong waistband riding high on his hips.

“Take it all in, ladies,” he laughed as he strutted around, playing up the goofiness. Several of the women gave him some whistles and catcalls.

JC finally sat down and there was a loud ripping noise, which set everyone off again as Terra made him lean forward so that she could see that he’d split the seam of her pants and now half his ass was hanging out. She made him go spin the bottle as she poured him a shot.

It spun and spun and came to a halt pointing right at you and Cassidy.

Chapter 74

“Hmm, hmm, hmm,” JC hummed to himself. “What do you think, Terra?”

Terra bit her lip and narrowed her eyes as she studied you and Cassidy, and then leaned in to whisper in JC’s ear. He nodded along, snorting a little bit.

“Alright, Robbie, we want to know Cassidy’s bust measurements. And Cassidy, we want Robbie’s penis size.” He said ‘penis’ by emphasizing the P goofily, making everyone laugh.

“Well, the last time I bought Cass lingerie she was a 32 D,” I said.

“Hard or soft?” Cassidy asked back, to the laughter of everyone but Heather.

“Oh, definitely hard,” Terra said.

“Then he’s about…” Cassidy made a show of trying to judge her two fists stacked up on top of each other. “7 and a half inches when he’s nice and hard, but pushes almost 9 when he’s really fucking horny and about to go off.”

This got even more laughter, and Cassidy grinned at you and kissed your cheek while patting your lap, which spawned another peel of giggles.

“Alright, alright,” I said. “Moving on.” Cass poured me a shot, just a splash of cranberry going in to flavour the vodka, while I spun the bottle.

It came around and landed on Wanda and Heels. I quickly took the shot, and Cassidy asked our question. “Let’s just get the obvious one out of the way - have you ladies ever hooked up before?”

Wanda barked a laugh, and Heels grinned. “Easy answer. Never have, never will.”

She immediately went to spin the bottle, but Heather held up a hand. “Wait! I call Lie. I don’t know about before, but Heels you definitely kissed Wanda last night in the kissing game.”

“Oooh,” we all said at her getting caught.

“God damn it, Heels!” Wanda said. “Did you forget that?”

“Oh, fuck,” she laughed. “I guess I did.”

“Wow, guess I made a real impression,” Wanda deadpanned, nudging her friend with her elbow.

“Penalty time,” Heather sang, handing over the bowl.

“Fine, fine,” Heels said, reaching in. She shuffled around the papers for a moment and pulled one out to read. “Spin the bottle to pick another couple. Both of them need to get kissed with tongue.”

“Wow, someone’s horny,” Wanda laughed. “Maybe you’ll land on us and we have to kiss each other and I can make a better impression our second go around!”

Heels spun the bottle and it landed on JC and Terra.

“Shot before kissing,” Heather said.

“What? That’s-” Heels started.

“You spun the bottle, you gotta take the shot,” Heather said.

“Oh, fine,” Heels sighed. She poured herself a shot of vodka and downed it, then looked to her partner. “You like kissing girls and I like kissing guys, so I’m taking JC.”

“Fine with me,” Wanda shrugged.

They both crawled across the little circle and each of them kissed the person they’d picked. You couldn’t see much, though Wanda did point her ass in your general direction. Once it was over Cattie asked, “Did they use tongue?”

“Yep,” Terra said, looking a little shocked at the kiss that had been planted on her.

Wanda took one for their team and did the next spin so Heels wouldn’t need to do another shot so quickly. It landed on Terra and JC, who answered the question of how they lost their virginity - JC was to a cheerleader his freshman year of college when he played on the varsity soccer team, while Terra said it was to an older guy she met the summer before she started college.

They spun Heather and Cattie, who had to describe what each other tasted like ‘down below.’ Heather said Cattie tasted a little sweet and salty, like a pear with salt on it, while Cattie said Heather tasted bitter but sweet, kind of like dark chocolate. I felt like I wanted to call Lie on that, but obviously weren’t sure, and Cattie ended up spinning the bottle.

She landed on Wanda and Heels, who had to say whether they spit, swallowed or took a facial. Heels admitted she liked a facial now and then because it made her feel slutty in a good way, which lined up with what Wanda had said about her the first day up on deck. Wanda said she preferred cum somewhere else on her body, but she swallowed only for the really special partners. She managed to do it without looking at you and Cassidy, but did once Heels spun the bottle and met your eye, winking at you.

Heels landed on Terra and JC again and asked if they did anal. JC immediately said yes with a grin, but I saw a look pass across Terra’s face for a split second. “Lie!” I called. “Terra, tell the truth!”

“We’ve tried it,” Terra sighed. “And JC wants it, but it wasn’t for me and we’ve never done it again.”

“With an ass like that, it’s almost a shame,” Heather said. “Maybe you just need the right lady to do it correctly for you.”

This got her some laughs, including a smirking one from JC. The bowl got passed down to them again, and this time Terra reached in and pulled out a slip for him to read. “Jesus, whose handwriting is this?” he asked. “This is awful. Um. ‘Make out with your partner like it’s the last time you’ll ever do it for a minute.’”

“Yeah, this is how I want our last big kiss,” Terra chortled. “With him in my dress and leggings.”

“Come here, you noodle,” JC laughed, pulling her to him and starting to kiss her. They rolled a couple of times as they made out, fighting for supremacy, and I got a flash through the armhole of Terra’s shirt. That was nice, but I also got several flashes of JC’s ass through the rip in the leggings.

“That’s gotta be a minute,” Wanda ended up saying, and we realized no one had been counting.

Terra got up off of JC, wiping her mouth with a big smirk, and sat back down. JC rolled over, making a show of panting like he was dying, before laughing and joining her.

Chapter 75

The game continued. Terra spun the bottle and it landed on themselves, which was ruled they had to spin again, so JC spun as well and they both took shots before it landed on me and Cassidy again.

“Best sex you’ve ever had,” Terra said.

“Hmm,” I thought. “Well, I know the time I think it is.”

Cassidy leaned in and whispered to me, “Are you thinking of the night you asked me to marry you?”

“Yeah,” I nodded.

“OK, definitely that one,” she grinned.

“Alright, so it was the night I asked Cassidy to marry me,” I started, but got cut off by Terra, Cattie, Wanda and Heels all cooing big ‘Awwwwww’s. “Alright, alright, it’s cute. Anyways, I’d taken her to the nicest restaurant in the casino I work at and one of my buddies there knew what was going on and they treated us like the biggest high rollers. Then we went to see a Panic at the Disco concert, which is still one of Cass’s favourite bands, and I had a contact with the promoter and he got us backstage passes.”

“But I knew what he had planned,” Cassidy grinned. “I’d found the ring by accident the week before, and I had a feeling it was going to be that night, so I’d organized for a couple of his friends to go to our place and scatter rose petals everywhere and have a bunch of chocolate covered strawberries ready to go, and they left a playlist playing on our sound system that I’d planned. After the concert Robbie wanted to take a walk down the Vega strip, but I pretended to be feeling sick and called an Uber to meet us. When we got back and he saw the inside of our apartment he knew the jig was up, but I’d already gotten naked behind him and when he turned around I tackled him to the ground. We had sex… well, let’s just say I had to do some serious sanitizing in the living room, and the kitchen. And the guest room. And then we ended up in bed, feeding each other chocolate-covered strawberries, and he asked me and I said yes, and then we did anal.”

JC coughed hard at the last statement, and the girls other than Heather kept ‘Aww’ing and giggling in equal measure.

“Lie!” Cattie called, pointing at us accusingly even while she was laughing.

“What?” Cassidy asked. “How could that not be the best night?”

“You told me that the best sex you ever had was dressed up as Mary Jane Watson and Robbie was Spiderman, and that’s why your nickname for him is still Tiger,” Cattie said.

“Yeah, when did I tell you that though?” Cass asked.

“Like two- Oooh,” Cattie said, facepalming. “That was before the engagement night.”

“Yup,” Cassidy chuckled. “So your accusation fails!”

“I think that should mean you and Heather need to do a penalty,” Wanda said.

“Yeah, that seems fair,” Heather grumbled, though it was good naturedly. “There’s only one left anyways.” She pulled out the paper and read it out loud. “One of you must give a lap dance to the other.”

“I think that one’s on you, hon,” Cattie said. “You’re the one with all the moves.”

“Fine,” Heather said, though I could tell she was suppressing a grin. “Someone throw on a song with a good beat.”

JC hopped up and ran to get his bluetooth speaker from their room, and came back starting the song ‘Crazy Bitch.’

“Not that song,” Heather said, pointing at him. “Give me some hip hop.”

“Alright, alright,” JC said, trying to act innocent.

He picked something I didn’t recognize, and Cattie sat down on a chair she’d gotten from the kitchen table in the middle of the group. Heather went to work. I wasn’t really sure why she needed a beat, since she didn’t really seem to actually be doing anything in time with the music, but one thing was clear - Heather knew how to give a lap dance. Despite her fake tits, and I suspected fake ass, she was a fit woman and I wondered if she had worked strip clubs earlier in her life. She could body roll like nobody's business, and she twisted and turned, bringing her ass and cleavage right up to Catties nose before pulling away. She ended the song sitting in Cattie’s lap and took her girlfriend's hands and put the right on her tits on the last beat.

We all gave her applause, and for once I was actually feeling some goodwill towards her. Whatever else I felt, she seemed to like being sexy for Cattie, and she was good at it.

“Alright, everyone write down a new round of penalties,” she ordered, and soon each of the couples had put a new one in the bowl.

Heather spun the bottle, not even flush from her exertions, and slammed another shot of tequila as it twisted and turned and landed on Wanda and Heels.

The game continued for a few rounds. Wanda told a quick story about her worst sexual experience, which happened right before she met her husband and included a swinger couple where the guy couldn’t get it up, and the woman had smelled like a fish farm when she took off her leather pants. Then JC told a story about getting caught masturbating when he was home from college, and then Cattie told a story about walking in on her parents having sex in the hotel bathroom on their last family vacation.

Then she spun, and it landed on you and Cassidy. “Which of you was the last one to have an orgasm?”

“Me,” I said, checking with Cassidy and she nodded.

“Gotta give some details or else it’s too easy to lie,” Heather prompted.

I wanted to say ‘pass’ but then remembered I could lie. “Well, we did go hiking by ourselves while you all were doing photoshoots.”

“Lie!” Cattie said, almost the exact same way she had before. She knew about the encounter I’d had with Becca that afternoon, so I figured she must have been hedging her bets that Cassidy and I hadn’t fucked out among the rocks.

I glanced at Cassidy and she shrugged with a grin. “Yeah, you got us.”

Heather passed the bowl over, and I pulled the paper and handed it to Cassidy to read. “Jeez, this is a long one. Spin the bottle. One of the partners needs to play 2 Minutes in Heaven with one person from the other couple. Each of you needs to take one article of clothing off of the other, but when you come out your partner will need to take off the same piece you took from the other person.”

“Who the hell came up with something so complicated?” Heels asked. “This game is supposed to be easy.”

“Literally me, bitch,” Wanda laughed.

I spun the bottle and took my obligatory shot, and it landed on JC and Terra.

“You go, Tiger,” Cassidy urged me.

I stood up and gestured. “Well, who’s joining me? JC?”

“You wanna go take off your pants with Robbie, babe?” Terra asked teasingly.

“Nope. Not happening,” JC laughed. He urged his girlfriend towards me. “Especially not when I’m looking as hot as I am in this dress.”

This brought on some guffaws from the others, and Terra stood and grabbed my hand, pulling me back towards the bedrooms.