AMA: The Boyfriend: Chapter 62-68

Not sure why, but these chapters were weirdly difficult for me to write. Hopefully that means I've put out some good for the story since I had to push through some more heavy planning and plotting that usual to bridge the gap between some of my previous plans.

Chapter 62

“Cass, you’re falling asleep,” you said. The Dad Joke pickup line conversation had faded off and now, with the sun still beating down on the hot afternoon, my fiancee was drifting off.

“MMm, just a little bit,” Cassidy said.

“How strong was that drink Heather made?” I asked.

Cattie, who was still sitting next to us with her feet up, sighed heavily and adjusted her own position. “She makes them way stronger than necessary.”

“I’m gonna go take a nap,” Cassidy mumbled. She shifted in my lap and kissed my cheek. “I’m sorry I didn’t stay Sober Cassidy for Sober Robbie.”

“Not your fault,” I smiled, giving her a squeeze. “You sipped that one drink for over an hour.”

“M’kay,” she said, and then yawned. She got up and moved towards the stairs, and I stood up to make sure she wasn’t stumbling or going to fall. She made it fine, and I sat back down.

“Oh look, a free lap and hands,” Cattie grinned and moved her feet from the Adirondacks armrest to my lap.

I rolled my eyes but smiled, taking her feet in my hands and starting to massage them. It was funny how much closer I felt to her in the short time we’d been on the trip - before this week we’d been friends, but she’d been Cassidy’s best friend through their work. That meant there was a bit of a barrier, if only because I was the secondary aspect of the friendship.

“Look, I’m just gonna say it,” Cattie said. “You’re fucking good with your hands, Robbie, but I don’t get how you gave Leia an orgasm just from this.”

I snorted and gave her feet a tug, pulling her lower on her chair and towards me playfully. “I don’t think it had all that much to do with me. Her feet are just her erogenous zone or something. That and Cassidy’s dirty talk.”

“Now that would have been interesting to hear,” Cattie chuckled. She sat up a bit, looking around to see who was near us, before laying back again in her slouched position. “Speaking of dirty talk… any developments in her plan?”

I glanced around as well. Becca was over on the other boat's top deck, supervising the whole rowdy group of people swapping out on the boat and tubing. I understood her stress - we weren’t really her clients or anything, but if something went wrong on the trip she was the one in charge. She handled it well, or else I would have probably been feeling even more Big Brother-y than I already did.

No one was immediately near us, Wanda and Heels being the closest as that same college guy was chatting up Heels some more doggedly as they hung out in the pilot’s cabin in the shade.

“There has,” I admitted to Cattie. “I don’t want to kiss and tell, though.”

“Well, I know about kisses,” Cattie smirked. “I was one of them, remember? You’re a great kisser, by the way. Anything else though?” She lowered her sunglasses to look at me.

I sighed, still working her feet in my hands, pushing my thumbs into the soles. “Just between us?”

“Of course,” she frowned.

“I mean Heather too,” I said.

“Not my secrets to tell,” Cattie said.

“Then yes,” I said. “I’ve, well, we’ve had a couple more… encounters.”

“We?” Cattie asked in surprise. “Cassidy was there for both of them? Wait, when did you have time for two threesomes on this trip? It hasn’t even been much longer than a day, and less since I found out I think.”

“They weren’t threesomes, really,” I said. “The first one was late last night and was mostly just hand stuff. The second time was earlier today and was oral only.”

Cattie narrowed her eyes, considering me as she quirked her pouted lips to the side. She was still wearing her bikini bottoms, which left her long, pale legs bare, and I started massaging up her ankles to her calves. “If it was late last night, that means you did something with someone on our boat,” she said. “And since I know it wasn’t me or Heather, and I doubt it was Terra or JC, that only leaves Wanda or Heels. And since we all went on that hike except for you, Cassidy and Becca then I have to assume the second one was our fearless leader. Did you go down on her, or her on you? She’s fucking hot, honestly. Nice job.”

She laughed as I must have gone flush. “No comment,” I said.

“Good for you,” Cattie said. “Stick to your morals. How did Cassidy take it?”

“Good, I think. I’ve tried to stay checked in with her,” I said.

“And she’s not pushing you, is she? How much did she get involved?” Cattie asked.

I squeezed Cattie’s calf. “I had some worries about the same thing you are, I think. So far, she’s only been hands-on with me; I don’t think she’s just doing this to try and get with women herself again. Honestly, I’m still- I still hurt, and I’m conflicted as hell about how I should be feeling at any moment, and I don’t know if I should be trusting her but I do. If she wanted to she could have moved on from me years ago, but she didn’t and she’s trying her damnedest.”

“It’s because she loves you,” Cattie smiled sadly. “Fuck, I wish-”

“Cattie!” Heather called from the other boat. She was standing over near the pilot’s cabin on the Single’s boat, and when we both looked over she waved with a stern look on her face.

“Ah, shit,” Cattie grunted, but waved with a smile. “She’s jealous.”

“Why?” I asked. “Does she know about this morning?”

“No, and that’s not something to be jealous of,” Cattie said, pulling her legs from my hands and standing up with a sigh. “It’s the kiss from last night. She thinks we’re uneven now, even though she agreed she put me in the position. She wants me to spend more time with her but also knows she can’t just dominate all of my time. She probably just noticed that Cassidy isn’t here anymore. It’s gonna take a bit to calm her down.”

“Whatever you need,” I said. “Could you just… do me a favour?”

“What’s up?” she asked.

“Caaattiieee,” Heather called again, making it sing-songy, and Cattie waved again without looking, holding up a finger to tell her to hang on.

“Don’t let Heather make you go topless around these guys if you don’t want to,” I said. “I don’t like seeing you uncomfortable.”

Cattie smiled, though it seemed a little sad, and patted my shoulder. “Deal,” she said. Then she turned and walked off, and I watched her bum in those tight bikini bottoms for a moment, but she caught me as she looked back and lowered her sunglasses to wink at me. Then she diverted toward Wanda and Heels, slapped Wanda on the ass and whispered something to her before darting to the gangplank between the boats.

Chapter 63

Before Cattie had even made it over to Heather, Wanda had extricated herself from her conversation with Heels and one of the college guys and quickly walked over to me. She was still wearing those baggy athletic shorts, which I had to assume was to hide her ass from the random guys, along with her red bikini top and sunglasses.

“Hey there, sailor,” she said with a grin. She slid her butt onto the wide armrest of the Adirondack chair and leaned her elbows onto her knees and her chin in her palms.

“If I’m the sailor, does that make you the lady I’ve got back in port?” I asked.

She laughed, her grin flashing. “Maybe it does,” she said.

I reached up and took one of her arms, and she sat up as I began to massage her hand softly in both of mine. “What exactly did Wanda say to you to get you over here so fast?” I asked.

“She said that our favourite guy needed to be entertained,” Wanda said, and took her hand from mine and stood back up. “Sit forward. You keep putting those hands to work for someone else, now it’s my turn.”

I followed her orders and sat my butt forward on the chair, and she climbed up behind me and slid her legs under the arms so that I was sitting between her legs.

“Now lean back slowly,” she said, putting her hands on my shoulders. I could hear the smile in her voice as she guided me back until I was leaning back against her chest, the breasts pressed against me lightly as I stopped short of putting my actual weight on her. “There it is,” she said quietly in my ear, and started kneading my neck.

“Mmgh,” I said, wincing as she found a knot quickly.

“Jesus, Robbie. You are tense as hell.”

“Yeah, I’m a little… stressed,” I admitted.

“Too bad we can’t take care of it in a more fun way,” she whispered in my ear.

I couldn’t help but smile at the implication.

“Now,” she continued as her fingers pressed higher up to my hairline. “What’s on your mind?”

“A lot,” I said.

“Do better than that,” she urged me. “I know you can. I have a hard enough time getting my husband to open up about his feelings. I’m not looking to enter the arena to drag yours out, too.”

“I’m a worrier,” I said. “Cassidy told you. I’ve got Older Sibling tendencies.”

“Who are you worried about?” she prodded. “I’m right here. Where’s Cassidy?”

“Taking a nap down in our room. I’m not worried about her right now,” I said.

“I hear a ‘But’ in there,” Wanda said. Her fingers moved up higher into my hair massaging the back of my scalp. “When do you worry about her?”

“Never,” I said. “At least, not since…”

“Since you found out she cheated,” Wanda finished for me.

I nodded, and she pushed her fingers higher and firmer along my scalp and through my hair. “I’m still thinking about that,” she said. “Whether it’s a good idea if we do anything else.”

“I understand,” I said. “It’s a lot.”

“I’m not saying no,” she clarified. “God, Robbie, you and her together? You’re magnetic. I’d want to sleep with you either way, but I think I’ve gotten wet by accident more than a couple of times today thinking about last night.”

I reached back and patted her outer thigh. “I have to admit, I’ve been thinking about you as well.”

“Good,” Wanda said, her voice getting a little huskier as she whispered again. “Because if I do decide to do more, I hope you’ll be ready too.”

I closed my eyes and debated whether to tell her or not. The tipping point was knowing that secrets were what caused all the bad emotions in my situation to begin with. I had to tell her the truth, or things could turn worse instead of better. “I need to tell you something,” I said.

“Well that sounds ominous,” Wanda said. “Is it that you already got a blowjob from Becca and blew her mind when you ate her out?”

I twisted around to try and look at her, and she was grinning. “She told you?” I asked.

“I’ve known Becca a lot longer than you might think,” Wanda grinned. “We came up online around the same time and have roomed together for more than a few Cons over the years. We’ve never done a shoot together so most people don’t know about it.”

“Are you OK with…?”

“With Becca getting hers? Absolutely,” Wanda said. “I’ve been telling her for a while that she needs a good fuck to wipe out all the bad mojo her ex left. You are planning on fucking her, right?”

“We’re taking it… slow,” you said.

Wanda rolled her eyes. “Slow my ass. You’ve already hit first, second and third base on this trip. I’d put money on you rounding home plate by the end of the day.”

“That’s not what I’m trying to do,” I protested.

She glanced around, then leaned forward and gave me a soft, sweet and short kiss on the lips. “I know, Tiger,” she said, picking up Cassidy’s nickname for me. “That’s why I think I’m probably going to fall into bed with you as well. Now turn around so I can keep massaging you. If we keep going like this you’re going to be tenting those swim trunks of yours.”

I sighed and did as I was told, and she went back to massaging my scalp. “Now. If you’re not worried about me, and you’re not worried about Cassidy, who is it you’re worried about?” she asked.

“Everyone,” I said.

“That’s a big list, Robbie,” Wanda said. She trailed her fingers down my back and then up and under my shirt, softly scratching my back. As a massage it was completely ineffectual, but fuck did it feel good. “Planning on sleeping with everyone on this trip?”

“No,” I said, shaking my head. “It’s not like that. I just think some of the girls are a little more… cavalier in trusting than others are.”

“I think the word you were looking for is naive,” Wanda said. “And that’s true, but even Sherry is old enough to drink and old enough to make her own decisions. Plus she has her sister here to look out for her.”

“I didn’t say my worries were rational or reasonable,” I sighed.

“Heels might fuck that guy,” Wanda said. I could feel her chin rest against my back as her fingers travelled to my sides. “Is that something you worry about?”

“I mean, I don’t like the idea of anyone on the trip taking a risk like that,” I said. “We don’t know anything about these guys.”

“Well, some of us do. At least those of us who have bothered talking to them,” Wanda pointed out. “Robbie, you need to relax. Until someone asks for your help, then you can go ham wild if you want.”

I snorted and hung my head low as I grinned and tried to suppress my giggle.

“What?” she asked, then started laughing as well. “What?”

“It’s buck wild, or going ham,” I laughed. “I don’t even know why it’s making me laugh so hard.” I could stop giggling about it.

“Oh my God,” Wanda chuckled, shaking her head.

Chapter 64

Wanda was still working her fingernails along my back and sides under my shirt when Terra came back over from the Singles boat looking frustrated. She spotted Wanda and I and plopped herself down on the chair that Cattie had been sitting in before.

“Do you want to talk about it?” I asked.

“What do you mean?” Terra asked.

“I can see the storm clouds from back here,” Wanda said. It was obvious she was sitting behind me, but her sightline was blocked.

“Wait, is that Wanda?” Terra asked in surprise. “I thought it was Cassidy.”

“Cass went to take a nap,” I said. “Wanda is… I don’t want to call it massaging my back, because she is just sort of treating me like a cat scratch post.”

“Harrharrharr,” Wanda said, poking me with one finger. “You want me to stop?”

“No,” I said to her, then grinned sheepishly at Terra. “It feels pretty good.”

Terra sighed.

“Talk, or massage, or both?” I asked her.

Terra frowned and then rolled her eyes. “Talk,” she pouted.

“Did one of the guys do something?”

“No,” Terra said, shaking her head. “Well, not to me. They’ve just managed to steal my boyfriend.”

Wanda snorted behind me, and I managed to suppress it myself. “You didn’t seem so bothered by that earlier,” I said.

“That’s because I was happy that he was getting to have some fun,” Terra said. “I mean, realistically, I knew this wasn’t going to be the most exciting trip for him with only a couple of guys around, but he’s really Bro-ing it up right now.”

“Have you said anything to him?” I asked.

“See, that’s the thing,” Terra said. “I have! A half hour ago I asked him if he could come hang out with me, and he told me he was going to come up after one more trip on the speedboat.”

“I’m guessing it’s been more than one more trip,” Wanda said.

“Mhmm,” Terra nodded. “I’m not begrudging him or anything, but honestly. I mean, I even told him I wanted to go down to our room and blow him, and that still didn’t get him off the boat.”

Now it was my turn to snort, and I coughed to try and hide it. Terra pursed her lips in a disapproving look, then returned the snort and grinned sheepishly.

“I was going to say he just got distracted,” Wanda said, peeking around my side. “But that’s just criminal negligence at that point. Though, if you really want some dick, you could always blow Robbie.”

“It would serve Juan Carlos right,” Terra said, eyeing me up playfully and then giggling.

“Hey now,” I joked. “JC might think so, but I do not take blowjobs as a laughing matter. They are very serious business.”

Terra was still laughing, and bit the inside corner of her lip as she sighed out her frustration. “I know I shouldn’t be this annoyed with him,” she said. “It’s just one afternoon.”

“Just sit him down and talk to him after the fact,” Wanda suggested. “He’s only an idiot if he can’t figure it out in hindsight too.”

“Fair,” Terra said. Then she eyed me again and got a sly smile on her face. “Of course, if JC is busy, that means I need to find something else to do and our massage did get cut off early-”

“Terra, I’m sorry, hold on,” I said, interrupting her as I frowned and sat up higher, looking past her.

Zenya was over on the other boat, facing us and waving surreptitiously at us. When I cocked my head and she could tell I was looking at her, she made a weird face and pointed, using her body as a shield, over towards the back end of their top deck. I followed her direction and saw Leia was leaning on the back railing near the spiral stairs that would lead down to the rooms. Her pastel rainbow hair was pulled back in a short ponytail, and something about the way she was bracing her arms on the railing and the weird look on her face made me feel like she was mildly uncomfortable with the conversation she was having with one of the college guys. He was a tall dude, but slim like a runner, and was leaning against the railing next to her and not quite looming over her, but was definitely on the edge of her personal space.

I got up without a word to Terra or Wanda and started walking over to the other boat. Zenya met me at the plank between the boats. “Sorry, I don’t know if it’s anything,” she said. “I wanted to interrupt, but wasn’t sure-”

“It’s fine,” I said, rubbing her upper arms reassuringly for a moment, before moving past her. Leia saw me coming and focused on me, her face not changing but something in her eyes telling me that she wasn’t OK, but she wasn’t no OK either. It wasn’t an emergency, I didn’t need to deck the guy.

I’d seen the look plenty of times before, first back in college when a friend of Cassidy's needed an out from talking with a guy at a party or a club. Then at work in the Casino at various events where liquor was copious and guys got some liquid courage in them.

Leia’s re-focus on me was caught by the guy, and he turned just as I was stepping up.

“Sorry, bud,” I said, moving past him. I leaned down and picked Leia up, tossing her over my shoulder as she let out a laughing whoop of surprise and kicked her legs. I turned back to the guy. “I need to borrow my girl Leia here for a few minutes.”

Leia kept laughing, grabbing onto my shirt to try and keep herself steady, as I walked her back over to the other boat. Half of the girls and college guys on deck spared us a glance and a laugh, and I saw Becca from across the length of the ship, her eyes darting from me and Leia to the guy I was leaving behind, doing quick calculations. I passed Zenya, who shot me a thankful look, and then followed me.

“Robbie!” Leia laughed, pulling at my shirt and still kicking her legs. Her wide hips and ass were pointed up in the air, and I playfully swatted the side of her thigh, which made her laugh more.

I wanted to walk right to the edge of the boat and toss her in the water and follow, but the speedboat was using the deep side to moor up every time it came back so the side I was walking us to was the side closer to the beach and much shallower. Instead, I walked us to the Pilot’s Cabin and set Leia down, taking her hand and pulling her down the stairs. She followed willingly, Zenya close behind.

Chapter 65

I stopped down at the bottom of the spiral stairs on the lower porch of the houseboat, stepping across the small space to allow Leia and then Zenya to follow me.

Leia was dressed in a black halter bikini that showed off the floral tattoos on her left hip and thigh, while the top had a slightly gothy vibe with a webbing of black strings across a hole between the cleavage and up to the neck reminiscent of a corset. Zenya was on the opposite vibe, wearing a classic bright pastel pink bikini with a pair of ripped-up daisy dukes over the bottoms, and her vibrant red-maroon dyed hair loose in a wavy mane over one shoulder. Her bust required rather large cups for the top and unlike Heather, Zenya actually seemed to buy for her size so she was properly supported despite showing off some nice cleavage.

“I’m really hoping I was reading you right, Leia,” I said, as I turned to the women. “If not, I-”

“Nope, that was perfect,” Leia said, stepping forward and pulling you into a quick hug. “Honestly, the guy was boring as hell, but he was starting to give off Nice Guy vibes.”

“Oooh,” Zenya made a face. “That’s not good.”

“Wait, what?” I asked. “What does ‘Nice Guy vibes’ mean?”

Leia, who stepped back a bit from me after the hug but kept her hand on my waist, made a thinking face. Zenya held up a hand to tell her not to worry, though. “I got this,” she said. “Basically, women like bad boys and want to teach them to be good boys. We have a built-in desire to try and fix something we think is broken, but then we complain about just wanting to meet a ‘nice guy’ for once and not getting treated like garbage. But the ‘Type of Guy’ spectrum isn’t a line, it’s a graph. If the X axis is ‘Niceness’ and the Y axis is ‘Attractiveness’, then Bad Boys are high on attractive but low on nice. ‘Nice Guys’ aren’t the opposite, they’re the inverse - low attractiveness, and low niceness. It’s an ironic name because no matter how hard they simp, when they hit a wall they all end up screaming ‘I’m a nice guy, but-.’”

“Way to make a simple concept complicated, Zee,” Leia rolled her eyes. “Basically, if someone has to tell you they are smart, they aren’t that smart. If someone has to tell you how nice they are, they aren’t that nice.”

“Way to simplify a complicated concept, Leia,” Zenya mocked her.

I chuckled and shook my head, wiping at my forehead. “OK, I think I get what both of you are saying. Cass has had to deal with enough weird messages on social media and stuff I get the archetype. What was up with that guy up there though?”

Leia sighed. “Well, Francis up there was fine to talk to for a while, but then Ginnie decided she liked his buddy Vince enough that she brought him down to our room for some ‘fun.’” She air-quoted. “At that point I think Francis got it in his head that if Vince was getting some, then he was going to as well but didn’t want to just come out and say that.”

“Right,” I said, and subconsciously cracked my knuckles. “So if you ladies want to stay down here, I’ll go start getting those guys on the move.”

“No! No,” Leia said, grabbing onto my arm. “It’s fine, Robbie. He was just shooting his shot and didn’t pick up on my softer cues. There’s no point in making a big deal out of it, you got me out of the conversation.”

I blew out a breath and chewed on the inside of my cheek for a moment. “I hear you, but what if he just transitions to trying with someone else?” I was already feeling… annoyed wasn’t the word, and definitely not jealous, that Ginnie was apparently hooking up with this Vince guy. I had no reason to feel the way I was - other than seeing her flash or walk around topless, and that one sexual TikTok, I hadn’t had any strong interactions with Ginnie. Hell, she hadn’t even been in the Marco Polo game the day before.

No matter how I felt about Ginnie though, and knowing I trusted most of the others to stand their ground if they didn’t want something, there was still one girl at the party who I did worry about.

Sherry.

Cattie’s younger sister seemed to be equal parts ditsy, entitled and naive, and she’d been following along with whatever Ginnie and Heather seemed to want to do. If Ginnie was hooking up and Sherry found out, how long would it take for Sherry to be in a locked bedroom with another guy? And Cattie was occupied with whatever game Heather was running to try and keep them together.

Zenya saw the look on my face and gave me a quirky frown. “The rest of the guys seemed pretty chill,” she said.

“It only takes one idiot to make things go bad,” I said. “Give the guy a few minutes before you come back up. I’ll head up now and make sure he hasn’t moved on to trying to proposition Sherry or something.”

“OK, that’s fair,” Leia said. The look on her face said she hadn’t been thinking about the younger woman, and my reminding her made her reconsider her stance. Then her expression changed to a playful one. “But first, I need to thank you for being an actual nice guy, and not a Nice Guy, and doing it without starting an issue.”

“Well, you’re wel-” she surprised me by going up on her tiptoes and kissing me, sliding her tongue into my mouth for one long moment. It was like the start of a great makeout session but ended as abruptly as it started. My hand had just fallen to her hip. “Wow,” I said, a little breathless.

“Well, if we’re passing around thank yous,” Zenya said, then stepped up and pulled me down into a kiss of her own. She didn’t use her tongue - instead, she got my lower lip between hers and bit down on it lightly, pulling away with a smirk. “Thanks for reacting so fast when I was trying to get your attention.”

“You two didn’t need to do that,” I said, shaking my head and feeling a little light-headed after the two intense kisses. Both of them had pressed their bodies to mine as they kissed me.

“Heroes deserve rewards,” Leia laughed.

“And bigger rewards happen after every quest,” Zenya smirked. “Just think what the next reward will be!”

The sliding door leading into the living space inside opened up suddenly, making all three of us startle for a moment.

“Are you guys done making out or whatever out here?” Ami asked from the couch, her glasses still on and her book in her hand. She was still topless. “You’re blocking my good reading light.”

Chapter 66

I left Zenya and Leia to chat with Ami and went back up the stairs to the top deck. It was sort of a sensitive issue I was dealing with now that it wasn’t an immediate emergency thing - I’d lost track of how many guys there were around.

When I reached back up top, Wanda and Terra were talking with Becca. It was weird knowing that Wanda and Becca both knew about what had happened between me and each of them, though I wondered at how much detail they had shared with the other. Wanda in particular had some… kinky wants that I couldn’t quite imagine she would be openly sharing.

I approached, and Becca immediately turned to me. “Is Leia alright?”

“Yeah, it was just awkward, not anything really bad,” I said. “She doesn’t want the guys to get kicked out of here just because one of them was shooting his shot. Where’s Sherry?”

“Still out on their boat with JC,” Terra said.

“Alright, well it’s starting to get on to dinner time anyways,” Becca said. “That's an easy reason to break this party up. I didn’t plan to feed a half dozen extra hungry guys.”

“Someone is going to need to go get the guy that’s in Ginnie’s room,” I said quietly. “Leia said that they went down to ‘have fun’ so I don’t know what kind of hooking up they’re doing.”

Becca rolled her eyes. “Can you do that, and I’ll wrangle these guys up here and get Sherry and JC back on board?”

“Sure,” I said with a nod. Just what I wanted to be doing - interrupting an unknown sex act to kick the guy out.

“Thank you, Tiger,” Becca said, squeezing my forearm and smiling sweetly at me.

I set off to head over to the Single’s boat but only made it a single step before someone grabbed my ass. I jumped a little and turned, but all three of the girls started whistling and pretending they weren’t paying attention to me while trying not to laugh. “Y’all just want me for my body,” I grinned, wagging a finger at them. That made them break into giggles.

I skirted around the group gathered near the railing on the Single’s Boat watching the coming and going of the speedboat. Cattie saw me and reached out a hand, looping her fingers in mine for a moment as I breezed by and we smiled at each other. For however pleasantly weird the Wanda and Becca situations were, this growing closeness with Cattie was like a warm blanket - delightfully comfortable and casual.

Down in the living area of the Single’s Boat I didn’t immediately hear a commotion, but as I moved through to the kitchen area and then back into the hallway I could hear muffled voices behind Leia and Ginnie’s room door.

I knocked, and the voices cut off.

“What?” Ginnie called through the door.

“The guys are leaving,” I said loudly.

There was a rush of movement, and the door opened and one of the guys was standing there holding his swim trunks over his junk. He was a big, muscled guy that I would have guessed was a football player and not a soccer player, and he had a sheepish look on his face. I just pointed back towards the living area and he scampered in that direction, trying to shake out his trunks to slip into them.

I glanced in the room and almost wished I hadn’t for propriety's sake. Ginnie was lying belly down on the bed, her chin propped up on her fists as she looked at me with an unimpressed sigh. She was completely naked, her ass bare and pointed up as her feet slowly kicked in the air. Ginnie was a petite woman and her body had that cute, bubbly sort of look despite being fairly skinny.

“Sorry,” I said.

“It’s whatever,” Ginnie said, rolling her eyes. “He had a quick trigger, I barely got his dick hard and he went off. I was trying to get him up again but he was taking forever. Fucking meathead was probably on steroids or something.”

“Well, I’m still sorry,” I chuckled.

“And I’m horny,” she said. “You want to tag in?”

I dropped my jaw a bit at her super casual offer. There was a part of me, a vocal minority, that wanted to say yes. That you wanted to mount her right there on the bed and show her why trying to hook up with that guy and not me was a poor decision in the first place.

“We’re supposed to be having dinner soon,” I said instead. “If you really need something, I could probably get you off quickest by hand.”

Ginnie’s eyes lit up. “Yeah? Do you mean like with Leia? Is that OK with your fiancee?”

“I know it would be,” I said, stepping into the room. “Just stay right where you are.” I closed the door and circled the bed, getting up on it on my knees. I slid my hands onto Ginnie’s naked back, gathering her long, curly hair in one hand and moving it to the side while sliding the other down to her bum, palming a cheek.

“Fuck, Leia wasn’t kidding,” Ginnie laughed nervously. “Your hands really do feel good.”

“Maybe you’re both just super horny,” I said and slid my two middle fingers down the cleft of Ginnie’s ass and down to her wet, warm pussy lips. She spread her legs wider for me and sucked in a breath. I couldn’t really even see anything of her, which made the whole situation even more strangely mechanical instead of sensuous or intimate. “I’d take my time usually,” I told her. “But we’re on a deadline.”

“Do your thing,” Ginnie said.

I slid my two fingers into her. She wasn’t as tight as I’d been expecting, but then I wasn’t really sure what to expect. My sample size was three-strong before this, and each one was different. Ginnie was different in the same way - individualistic.

“Fuuuuck,” she moaned as I penetrated her with my fingers.

I grabbed a pillow from the head of the bed with my other hand and handed it to her. “Bite on it or scream into it,” I told her.

She bit it, pushing her face into it, and I started the finger fuck her. This wasn’t like with Wanda, where we were manipulating each other, drawing out our orgasms. What I was doing with Ginnie was crude. I ‘finger blasted’ her, as idiot jocks used to say in high school and college.

“Fuck, yes,” Ginnie gasped, her body rocking and her ass bouncing as she tried to push back at my hand. I pushed her head back down onto the pillow and she took it between her teeth again.

It didn’t take long. Maybe five total minutes of grunting and soft squishing sounds. I’d just been considering peeling one of her cute little butt cheeks to the side and starting to test at her asshole as well to see if that would push her over like it did with Wanda, but we didn’t need to get there. Ginnie started moaning louder, her toes curling in the air as her feet bounced along with her rocking body. Then she seized for a moment, like she was stretching the length of her body, before she oozed back down onto the bed.

“Mmmm, fuck,” Ginnie grunted. “That was just what I needed.”

I removed my fingers from her and patted her ass. “Happy to help,” I said. Helping her find the two pieces of her bikini required me to look under the bed, and then I borrowed her washroom to rinse my hand. We didn’t really speak all that much, and it was definitely the most awkward I’d felt during the last few encounters I’d had.

“Uh, thanks again,” Ginnie said as I stepped out of the washroom. She was just finishing adjusting her top over her cute tits.

“Happy to help,” I said, moving towards the door.

“Maybe next time I can return the favour?” she asked. The implied question was more important than the main one - she was asking if we were going to do this again.

“Depends what Cassidy thinks,” I said. “Speaking of whom, I need to go wake her up from her nap.”

“Go, go,” Ginnie shooed me away. “Take care of your girl. You already took care of me. Fastest orgasm I’ve ever had, maybe I’ll start calling you the Flash.”

“I think that’s the name you should be giving the other guy,” I said with a grin as I opened the door.

“True!” Ginnie laughed.

Chapter 67

I wasn’t sure how I felt, walking through the hall and skipping the short gap between the porches of the lower deck between the houseboats. On the one hand, I’d given another woman an orgasm. Ginnie was attractive and more than willing, and wanted to do more with me. It was an ego boost to know I could do that.

On the other hand, it felt… cheap. Each of my encounters so far, even down to the kisses with Terra or Leia or Zenya, had all felt authentic and intimate and personal. What I’d just done didn’t feel the same. Technically it wasn’t that different from what I’d done with Wanda, but the situation didn’t leave the same impression on me. Was it because I’d seen, or at least known, she’d been hooking up with someone else?

And what were these weird feelings I was having for all the women around me?

Back at our room, I stepped inside and Cassidy was still curled up under the covers, sleeping soundly. I climbed onto the bed behind her but didn’t get under the covers, just spooning her softly. Before yesterday, this was all I’d needed. All I’d wanted. My best friend, my lover, my fiancee. I’d been… I didn’t think ‘blind’ was the right word. I’d seen the repercussions of Cassidy’s actions for years, the way she tortured herself mentally on a cyclical basis without any trigger that I could see. Before that, when she’d been cheating, I’d been in love with her. I’d trusted her fully and completely.

Was that the App, or was that just young love?

My parents had always said that love was easy, but a relationship was work. You could love someone and hate them at the same time but you couldn’t hate the person you were in a relationship with. I’d taken that to heart from the moment I started dating Cassidy, putting in the work to try and be the best partner I could be. Working to forgive the smallest things as soon as I could, working to make her smile every moment possible. I’d been doing that on purpose.

I was in love with her. The App didn’t force that, because I knew it was a choice I’d made. But with hindsight… I could see the flags. We spent a lot of time together during our senior year, but not like the other lovesick seniors around us. I’d already had a flourishing social life, and Cassidy stepped into my circle and others like a fish to water when she got out of her shell. She joined different clubs, and went out with her new friends. We studied together, but she also went and studied with her new friends without me. The same thing happened while she was in College. And in the summers… it had felt like we were never apart at the time. But I’d had a summer job and she hadn’t that first one between high school and college, and then when we were in college I always seemed to be working more hours than her.

“Mmm, hey, Tiger,” Cassidy mumbled, slowly waking up in the bed beside me and turning over to snuggle her face into my neck.

I was starting to see where, or when, the cheating had happened. And it still hurt, but I wasn’t as mad as I had been. It hurt in my heart but not down into my guts, to the core of me.

So what was this thing going on with my head?

The App, if Cassidy was explaining it correctly, was a Multiplier for her relationships. It’s what had messed with her head socially, trying to figure out who her real friends were. So why did everyone on this trip seem so sexually amped up and willing? Why was I feeling so… I still knew it wasn’t jealousy, or possessiveness, but it was something in that category.

Wanda was married. Terra was with JC. Cattie was with Heather. I didn’t even know the relationship status of the others explicitly. Except for Becca. The gorgeous, powerfully personable blonde was single and had told me directly she was interested if Cassidy and I were. And she’d proven it this afternoon, and that had been… well, it was more than fun.

But even with Becca, these feelings didn’t make sense.

Was this how Cassidy had been feeling, as the App made things easier for her? Made seducing women feel natural and simple?

It was heady and cloying, the knowledge that I could pull Becca or Ginnie, or likely Wanda or Leia, or Ami or Zenya, into a room and they would let me…

“Jesus, fuck,” I sighed, rolling onto my back.

“Robbie?” Cassidy said, starting to wake up.

“It’s almost dinner,” I said. “Time to wake up.”

“OK, but somethings wrong,” she said, looking at me with a furrowed brow. “Is it us? Did I miss something?”

I closed my eyes and sighed again, then filled her in on what had happened with Wanda, then Leia, and then Ginnie. She stayed quiet, listening, shifting over to lay her chin on my shoulder as she watched me.

“We can stop, if you want to,” she said quietly when I was finished telling her how I’d felt weird after the thing with Ginnie. “I don’t want to push. Say the word and I’ll apologize to the girls and explain to them that I was the one driving this, and what I did and that it’s not their fault.”

“No,” I shook my head. “I-” I took a long, slow breath. “I’m just starting to wrap my head around how I think you probably felt, back then. You’re right, it’s a little addictive, feeling like these women are throwing themselves at me.”

“See, that’s the thing, Tiger,” Cassidy said. “Our female friends have always thrown themselves at you. You just loved me so much and were such the perfect boyfriend, that you were oblivious to it happening. It was another one of the many reasons I’ve always fucking loved you, and loathed myself for what I was doing. I’ve just given you permission to see it and act on it.”

I rolled and hugged her to me, and didn’t mention my suspicions that whether she wanted it to or not, the App might have been part of that too.

Chapter 68

By the time Cassidy and I were back up on deck, the guys were gone. Cassidy had changed into a loose shirt tied up at the back with an elastic to make it more like a crop top, along with a pair of stretchy booty shorts and that same baseball cap she’d worn that morning.  Looking around, I noticed that red solo cups and beer bottles were starting to pile up in the corners and left Cassidy with a soft kiss on her cheek to start cleaning up. I found a box of garbage bags in the cupboards under the bar in the Pilot’s Cabin and soon Cassidy was helping me out.

We were nearly finished when Zenya and Leia came up from below to set up the tables. Both of the girls had changed as well, Leia having swapped to some loose great sweatpants but with the fancy-ish halter bikini top with the lacings still on top, while Zenya had thrown on a summer dress that didn’t show any cleavage but still accented her bust and hourglass waist. They smiled and quickly came over to Cassidy and started singing my praises, not letting me downplay my ‘heroics.’ Leia in particular took my hand in both of hers and went on her tiptoes again to kiss me on the cheek.

Cassidy just smiled along and winked at me when they weren’t looking.

Becca and Ami had done most of the prep work, and apparently, JC had been conscripted to do the barbecuing as he carried up a platter of sausages nestled in gluten-free buns. Soon everyone was making an appearance up on deck, and more beers were getting opened as people spread out in the hot early evening sun to eat and chat.

We were eating earlier than last night since the ‘golden hour’ was coming up again. Cattie ended up waving to Cassidy and I, but stuck with Heather and ate with her sister. Sherry was looking worn out, and after the busy afternoon she’d had I could understand why. She was also looking particularly pink-skinned, and I hoped she hadn’t gotten sunburned too badly for her sake.

Cassidy and I were joined at our chair by Ami, Zenya and Becca. After I checked in with Becca quickly, who thanked me quietly for heading off any problems that afternoon, the conversation was a revolving door of random topics. Somehow the fact that Ami had me take her boobs for a test squeeze came out, and soon Becca and Cassidy were getting test feels as well albeit through her shirt. Then Zenya swore that while they looked awesome, there was no way they could compete with real tits of equal proportion.

Soon the redhead was slipping her bra off from under her flowery sundress and Becca, Cassidy and I were doing side-by-side squeeze comparisons. Both Zenya and Ami had teasing grins, ribbing each other and jostling with their elbows like they were in an actual race. I noticed that they both had nipples that were getting hard when it was my turn to do the squeeze test. Ami’s were larger and harder as she leaned into my hand a little more, but Zenya was right behind her.

Becca said she couldn’t tell the difference, and Cassidy said she could feel the difference but couldn’t decide which she liked more. That left me holding the bag to make the judgement call, and I just started shoving a sausage in my mouth and mumbled my answer through a mouthful of food and gesturing wildly like I was making an excellent point. All four of them started laughing and rolling their eyes.

Dinner cleanup went fast, with Becca rallying Ginnie, Sherry and Terra to help out.

“So what now?” I asked Cassidy. After eating she’d resumed her seat on my lap, laying with her legs out and cradling her stomach with both hands.

“I think I’m going to have a food baby,” Cassidy groaned happily. “That’s what.”

“Is it a boy or a girl?” I asked playfully, putting my hand on her stomach as well.

“Not funny,” Cassidy said, but then snorted out a laugh.

“What are we shooting this evening?” I asked her. She had a schedule worked up for every morning and evening shoot, but with the extra ‘massage shoots’ and her changing plans with Becca I wasn’t sure what was next.

“Honestly, I kind of want to go nap again,” Cassidy said. “But I think it’s supposed to be Sabrina the Teenage Witch, with Cattie as Wednesday Adams.” The Netflix Sabrina show had been out for a while, but it was a popular character and fairly simple to make work. Cassidy had already done a couple variations of it, so packing the costume for the trip was easy.

“We should probably check that Cattie is still good for that,” I said. “Heather’s been really clingy, and I wouldn’t be surprised if she was expecting Cattie to help her with her shoot.”

“Uuuugh, you’re right,” Cassidy groaned, then slowly stood up. She turned to Ami, interrupting the conversation she and Zenya had been having. “Can you do me a favour and keep my seat warm?”

Ami lifted an eyebrow and then glanced at me, then back at Cassidy, then at Zenya.

“Hey, if you don’t, I will,” Zenya chuckled.

Ami shrugged and stood up, then sat on my lap.

“Hey,” I laughed.

‘Hey,” she smiled.

“Good,” Cassidy nodded. “And don’t be afraid if you feel something poking you, it’s not a baseball bat it’s just his cock.”

Zenya almost choked on her own spit as she coughed at the shocked, scandalized look on Ami’s face while Cassidy grinned and winked, spinning and sauntering away to go check in with Cattie.

“Sorry about her,” I said, feeling the heat in my face. I wasn’t hard, but I was still self-conscious about making Ami feel uncomfortable.

“Don’t be,” Ami finally laughed. She wiggled back further against me and leaned to the side, throwing her arm around my shoulders and neck so I wasn’t just right behind her. “Your fiancee is kind of wild, you know that?”

“I do,” I said. “I love her, but God is she a little nutter sometimes.”

“Funny,” Zenya giggled. “I would have thought you would have been the nutter.”

It took Ami and I a long moment before we clued in on the innuendo, and we both groaned ‘Oooooh,’ when we got it at the same time.