AMA: The Boyfriend: Chapter 132-138
Added 2023-02-10 11:24:31 +0000 UTCChapter 132
“Are you ready?” Cassidy asked as she slipped from the bed and went to her knees beside it near Wanda’s head.
Wanda nodded, a little eagre and a little nervous. I was still spooned up behind her and slowly tracing my fingers up along her bare hip and around her stomach.
“OK,” I said softly. “This is the last time I’m going to ask. Anything you want me to know?”
“No,” she said softly. “God, I’m shivering I’m so horny for this.”
“Well then, my little toy,” I whispered to her. “I think you need to get to work and make sure my cock is nice and hard so that I can make use of those holes that I own.”
Wanda immediately started to move, but Cassidy caught her arm and stopped her. “Good toys respond to our Tiger with enthusiastic consent,” she said.
The blonde turned to me and kissed me hard. “Yes, Tiger. I would love to get your cock ready for these holes.”
“Good girl,” Cassidy laughed softly, slapping Wanda’s ass as the blonde turned on her knees and immediately started sucking on my half-hard cock with gusto. With her face down and ass up, I palmed that fantastic ass myself, squeezing and needing her hard and letting my fingertips dig into her cheek possessively. That just made her moan on my cock.
“Have fun, Tiger,” Cassidy grinned, standing up and leaning over to kiss me. Then she brought her lips to my ear and whispered low enough that Wanda likely didn’t hear. “Get wild, Tiger. Seriously. She wants that from you so bad.”
I grabbed Cassidy by the back of her neck as she started to back away and pulled her into another hard, hot kiss. “You’re going to get this soon,” I promised her. I could see the eager look in her eye as she bit the inside of her lip. We’d been physically close and emotionally intimate since we started the trip but that line of sex between Cassidy and I hadn’t been broached. I still found her utterly attractive and sexy in every way, but I didn’t think we were ready yet. I wasn’t, and I didn’t think she was either.
“I can’t wait, Tiger,” she said. Then she got a playful smirk spreading over her lips and she turned her attention to Wanda. “What kind of cock sucking is that?” she said. “Good sluts who are owned by benevolent masters need to work harder.” Cassidy grabbed Wanda’s hair and pulled it back into a ponytail in her fist and then started rapidly forcing the blonde up and down on my cock quickly, making her gag as my cock hit the bag of her throat a few times.
My initial instinct was to slow Cassidy down a touch, but based on Wanda’s eagerness and the way she was moaning whorishly when she wasn’t gagging, this was exactly what she wanted.
“God, look at these slutty holes,” I said instead, peeling Wanda’s perfect ass open to reveal her asshole and cunt. I had dumped my first load deep into her pussy, but after laying snuggled for a little while and then shifting positions, while her lips were still flushed from earlier she was also starting to leak a pearly white bead of cum out of her hole. “I’m so fucking glad I own each of these perfect, filthy fuckholes. But look, this one needs some cleaning.” I slipped my finger into her pussy, swirling just around the edge of her entrance, teasing her. Then I pulled my cummy finger out and lifted it to Cassidy.
My Fiancee didn’t hesitate and with a glint of a smile in her eyes she wrapped her lips around my finger and slowly sucked it off, then went down again to suck more just in case she missed some.
“Cassidy, I think my little toy needs to be cleaned,” I said. “But we don’t want to waste anything, so how about you make sure this submissive little cunt is ready for whatever I want to do to it with your tongue?”
“Glady, Tiger,” Cassidy said, getting up on the bed on her knees behind Wanda but hesitating as she watched my face. “Anything you want,” she continued.
She’d participated, muted, in my activities so far. Dirty talk and encouragement mostly. Flirting. Some soft groping and touching and kissing with Cattie. But the core of our problem was that she’d spent so much of our lives together lying about her sexuality, and about her cheating with women, that this was another of those barriers.
The thing was, it was the cheating that hurt, not the idea of Cassidy being into women. That visualisation for me was hot as hell.
“I want,” I nodded for her.
Cassidy leaned down behind Wanda and slowly dragged her tongue from the blonde’s clit, up through her pussy lips to her hole and swirled it there in the mixed taste of our juices, and then higher to rim Wanda’s ass for a moment. Then she went to work, placing her hands on Wanda’s ass to keep her spread open and coming in from an angle to try and give me the best view of her tonguing and slurping our toy’s pussy.
It was so fucking hot. But, while I could probably just happily sit and watch Cassidy go down on Wanda for an hour, this wasn’t about that.
Reaching down I took ahold of Wanda’s hair, not in the neat ponytail that Cassidy had formed but rougher, holding her near the scalp and pulling her off of my cock. “How does that feel, little toy?” I asked her. “I want to know what you’re feeling, having your owned cunt slurped clean by my fiancee so that I can ruin it all over again?”
Wanda was breathing hard, having been working my cock hard, her tongue partially hanging out of her mouth as she looked at me with a strange mix of fire and glassy submission. “It feels so fucking good, Tiger. Cassidy’s tongue is so smooth between these pussy lips that you own, and dancing across this clit of yours. And when she sucks out your cum, Tiger, it feels amazing but it makes me feel empty, and I can only hope that you’ll fill your little cumbox full again soon.”
And I believed every fucking word of it.
Chapter 133
Wanda went back to sucking my cock more after I stroked her face possessively for a moment and squeezed her apple cheek softly between my thumb and forefinger. That just encouraged her more and she immediately went to trying to deepthroat my cock though she wasn’t in a great position to do so.
Cassidy, meanwhile, had been slurping away and when I turned my attention back to her by sliding my fingers across her ass and into the cleft of her cheeks she sped up her own ministrations. She made a loud, lewd slurping as she pressed her lips to Wanda’s pussy at the same time as she humped her ass back at my hand softly, wanting more contact. I teased her instead, trailing my fingers up from her ass to the small of her back, making her whine. Then, glancing at me out of the peripheral of her vision, she tongued her way up from Wanda’s pussy again and began burying her tongue in the blonde’s ass.
Wanda groaned heavily at that, and somewhere between the full-throated vocalization and her forceful push, I slipped into her throat.
“God, fuck,” I grunted. I grabbed Cassidy by the hair with one hand, pushing her deeper against Wanda’s ass, and grabbed Wanda by the hair again with the other and kept her pushed down on my cock as it vibrated from the milking of the throat that was encasing its head. “God, you filthy fucking cockhungry beauties,” I groaned. “I could never leave this cabin again and be happy for the rest of my life.”
I let Wanda up, not wanting to choke her, but she stayed down an extra couple of seconds like she wanted to prove to me she could before pulling off and coughing. Then I pulled Cassidy back away from Wanda’s ass and hugged her down against me. She was panting lightly as well, though I suspected more from horniness than anything else.
“I love you, Tiger,” Cassidy gasped.
“I love you too, Tiger,” Wanda said. She was already stroking my cock again as she caught her breath, her thick spittle a slick lube for her fingers.
“Cass, put on some music,” I said. “We’re going to need to try and drown out some noises because I’m going to push my toy to her nasty little limits.”
“Mmm, yes, Tiger,” Cassidy said, giving me a peck on the cheek before rolling from the bed and going to grab her phone and the little BlueTooth speaker we had brought. As she was busy with that I sat up on my knees and yanked Wanda around by both her ankles, manhandling her around the bed until she was flat on her back and I was kneeling next to her. She immediately spread her legs for me and looked up with the glassy fire in her eyes and her lips slightly parted as she breathed deeply, her chest rising and falling.
“Which playlist?” Cassidy asked as the connected tone played through the speaker.
“Do you need to ask?” I raised an eyebrow.
Cassidy smirked and shook her head, then pressed a button on her phone and quickly adjusted the speaker volume so that the music wasn’t likely to bother the other cabins on the houseboat.
The heavy, pounding beat of Pony started playing. It was just the start of a long playlist on Cassidy’s phone that was just called ‘Fuck.’ This was the one she played to let me know when she wanted me to really be on top - we were both generally switches, though I tended more aggressive when we were in bed than she did. Sometimes she just really wanted me to fuck her brains out though, and the thrumming heavy bits and filthy lyrics of some raunchy rap could really lay a mood down.
I never thought I’d enjoy that playlist with someone other than her, but here we were.
Sliding my hand down from Wanda’s stomach to her pussy, I slipped two of my fingers into her pussy immediately. She was slick and while her cunt started constricting around my fingers it also didn’t resist my intrusion.
“Look at this beautiful fucking toy,” I growled as I leaned over her, immediately starting to fingerfuck her as I grabbed one of her breasts in my hand and squeezed. “Look at all the pretty features. These delicious, squeezable tits. These nipples that show just how fucking horny she is. This face-” I cut myself off by licking her from her jaw and up her cheek to her hairline. “I almost can’t believe I own this gorgeous face. And these deep blue eyes, and these perfect lips for sucking cock and kissing.” I kissed her, and she kissed me back with tongue, pressing her lips up to mine at almost the same rhythm as she worked her hips to try and silently beg me for more.
I slipped a third finger into her pussy and she gulped and hiccuped against my lips.
“Oh my fuck,” Wanda gasped. “I can’t- Fuck! I can’t believe this.”
“Can’t believe what?” Cassidy asked, climbing onto the bed on her other side. “Can’t believe how lucky you are to be owned by the perfect guy? Can’t believe how blessed you are to be the fucktoy for our Tiger?”
“Well, that, yeah,” Wanda said, panting hard as I worked her cunt with three fingers and her clit with the heel of the same hand. She was flushed from her cheeks to her chest and her stomach was roiling as I pushed her closer to an orgasm. “But- Fuuuh- I can’t believe you can do this to my pussy.”
“What do you mean, toy?” I asked, leaning down closer to her again. “I own this pussy, of course I can make it tingle and gape and pop however I want.”
“No- I-” She squeezed her eyes shut as a precursor jolt of orgasm rolled through her. “I mean I can’t believe I fit you in me earlier all the way. Or three fingers- So deep. So fucking deep!”
I pulled my fingers from her cunt just as she was starting a final run up to her orgasm, leaving her gaping open and whining from the sudden feeling of being empty. Instead of plunging them back in I shocked her by palming her face, wiping my slimy fingers down from her forehead to her mouth and pushing them between her lips. She lewdly sucked and slurped on them, running her tongue around the taste of her own cunt, before I pulled the fingers away and just pressed them hard against the outer lips of her pussy.
She came. No insertion, not even really touching her clit. Just squeezing her tits and making her feel like a filthy whore. Her legs trembled and her chest heaved and her eyes squeezed shut again before she broke with a wordless huff of noise and started panting again. As she came down I teased the entrance to her pussy again with just one fingertip, kissing her hard, before pulling back.
“Explain, toy,” I whispered to her.
“I- I have a shallow vagina,” she panted. “I was kind of worried before, but I knew you wouldn’t care. And Cassidy having me love on your cock gave me some control so I could try and show you my limits, but you just kept going in and it never bottomed out or hurt. I thought it was the position or something, but I think you just fingered me deeper and harder than I’ve ever been fingered, and gawd I want your cock in my please, Tiger. I want to feel it in my stomach. I want you to rearrange my fucking guts to fit you.”
I glanced up at Cassidy, immediately knowing what was going on.
Cassidy gave me an innocent, ‘I’ll explain later’ look and a little shrug. She’d used the App and bought the upgrade for Wanda, the ‘Perfect Fit’ one or whatever it had been called. I could tell it was an ‘I couldn’t help it, I wanted to see what it would do’ sort of thing for her. And I knew she also wanted to make sure this thing between the three of us was as special for Wanda as it could be.
I kissed Wanda again hard. “Well,” I said. “I guess I need to fuck you hard and deep then, don’t I little toy?”
“Yes fucking please, Tiger,” she gasped with a sloppy grin.
Chapter 134
The song changed, and I manhandled Wanda into a new position. She was mostly on her back still, but I yanked her up onto one hip and pulled her leg up to my chest as I unceremoniously slotted my cock into position and entered her.
“Fuck yes,” I grunted.
“Oh, yes, fuck me,” Wanda groaned.
I gave her two hard, slow thrusts to get her cunt used to my cock again and then started really fucking her. In this position I could pound into her a few ways, and I used each of them quickly. One was leaning back, fucking up into her slightly as we both arched our backs. The next was more straight on, her leg pulled to my chest. This one was great for setting her tits wobbling and bouncing in time with our thrusting as she rolled her body to meet me. The last was leaning over her, fucking down into her as her leg pressed between us. This let me get close, or breath mingling as I made her cunt mine and we stared into each other’s eyes.
I grabbed her face while I fucked her, squeezing her lips into a purse as she gritted her teeth and moaned hotly. “You’re mine,” I growled. “My beautiful little horny fucktoy.”
“Yes, Tiger,” she purred back. “Yes, fuck. I’m your little fuckhole. God, my whole body wants you. Fuck my brains out. Fuck me stupid.”
“I don’t like stupid toys,” I said, leaning in that little further to compress her leg between us and stretch her cunt open that little bit more. This got me closer to her face and I took it in both hands now, not squeezing but just framing her, holding her in place, making her feel my presence on her completely. “I want smart, beautiful, witty, intelligent, playful toys. I want my toy to be everything she can be so that when she gives herself to me I know she is the absolute best toy she can be.”
I kissed her, and she whimpered against my lips as I buried myself into her as deep as I could and held there.
“And you are,” I whispered as our kiss ended. Then I pulled out of her, flipped her over onto her stomach and fucked back into her again. I grabbed her by the hair and pulled her head up, using her.
“Fuck, you’re such a pretty cocksleeve, Wanda,” Cassidy said. She’d been kneeling next to us, slowly fingering herself and softly brushing her fingers along Wanda’s body, adding little teases here or there as we’d been fucking.
“Thank- You-,” Wanda gasped.
“Kiss her,” I told Cassidy. “Kiss my perfect little cocksleeve.”
“Yes, Tiger,” Cassidy grinned and she got down on her hands and knees to meet Wanda. They kissed aggressively, both of them wanting to make a show of it for me as they made out sloppily. When they finished I pulled out of Wanda again and got her on her back, this time pressing my chest down to hers as her legs split around my waist. I hooked them with my arms, pressing them back wider, and started to fuck her hard and fast.
“Oh, fucking- fucking hell I feel like I can feel you fucking my chest,” Wanda gasped.
“That’s him fucking your heart, baby,” Cassidy smirked.
I was panting from the exertion at this point and edging myself closer to my next orgasm. “Cass,” I gasped. “Get a finger in her ass.”
Cass slipped around us and Wanda’s eyes went wide as soon as Cass’s little digit entered her hole.
“Fuck this is hot,” Cassidy said, rubbing my hip as she watched from close up as I pounded my cock into Wanda.
I kissed Wanda again, wrapping my hands around her skull as I shortened my strokes deep in her cunt. She felt amazing, her pussy squeezing and milking me, her kegel muscles rippling from the deep dicking she’d never had before.
Wanda was whimpering, unable to vocalize much more than the occasional word or two. “Please…. God, yes…. Robbie… Fuck… Love you… So deep….Soooo deep…. Want you….”
“I’m close,” I warned both women.
“You want to fill up her little married pussy again, Tiger?” Cassidy asked.
“No,” I grunted. I glanced back at her and with a jerk of my head indicated I wanted her to remove her finger and move over a bit on the bed. She did so, and I pulled out of Wanda and fell back onto the bed.
“Jerk me off onto your face, my beauty,” I ordered her.
“Yes, Tiger,” she panted, scrambling to follow the directive. She immediately wrapped her hand around my cock and got her face as close as she could, her lips parted and panting.
“No,” I said, shaking my head. “Use your hair.”
Wanda paused for just a moment, then grinned filthily as she computed the weird, kinky use of her. She then quickly tilted her head to the side and draped her silky golden locks around my slimy cock and wrapped her fingers around them, jerking me off soft but quick.
“You are such a lucky cumslut toy,” Cassidy crooned, pressing her naked body to Wanda’s from behind as she watched the lewd act. “Tiger knows just how to use you, doesn’t he?”
“Yes,” Wanda panted, licking her lips.
“You want his cum all over your face, don’t you?”
“God, yes.”
“And in your hair?”
“Mhmm.”
“And your cunt again, obviously.”
“Mhmm.” This time it was a higher pitch.
“What about your ass. Want him to fill your ass, too? The ass that your husband doesn’t fuck, but your owner does?”
“Yes, please,” Wanda pleaded.
I came, ropes of cum splattering out as I was overloaded by the building pressure of the physical, mental and emotional things happening to me. Much of it ended up in Wanda’s hair, but some made it through to her cheeks, and the last dribbles into her mouth Cassidy shoved her head down.
“Fuuuuck,” I groaned, giving one last push to drop as much cum into Wanda’s mouth as I could.
Wanda slowly pulled away, my cock looking angry and red and her looking splattered. She opened her mouth and showed me the cum on her tongue.
“Share it with Cassidy,” I panted. “Thank her for letting you give yourself to us.”
Wanda turned and kissed Cassidy, pushing her cum-covered tongue into my fiancee’s mouth.
I should have probably been done at that point. It hadn’t been all that long since I’d fucked Becca, really, and two big loads for Wanda should have tapped me out. With all reason, I should have probably already fallen asleep in post-orgasmic exhaustion.
But I felt great, and I knew it was because of that damn App. That blessed, fucked App.
Chapter 135
“Look at you,” Cassidy said. “You’re such a pretty slutslave, covered in your master’s cum.”
Cassidy had led Wanda, with a first in her hair, over to stand in front of the mirror and I had followed. Now I was fucking Wanda from behind as she looked at herself in the mirror.
“I look so fucking dirty,” Wanda panted. I had both her arms pulled behind her back which pushed her tits forward to bounce with each thrust. She tossed her hair to the side, admiring the beads of cum disgustingly congealing in her hair. “Fuck. You use me so fucking right.”
“Do I?” I asked. I pulled out and slid my cockhead through her lips and up higher, pushing against her asshole.
“Fuck, yes,” she panted, pushing her hips back at me and squeezing her eyes closed as she got my cockhead through the tight ring of her asshole. She opened her eyes again, looking at herself in the mirror. “Use my asshole.”
“I am, toy,” I said. “Or are you trying to say I should be rougher and really make you feel it?”
“Just- yes, Tiger. Just let me get used to- Unnngh,” she groaned as I slowly worked my cock deeper into her ass.
“Covered in cum, cunt still swishing with the remnants of a load, and you’re still a cock hungry, ass-filled bitch,” Cassidy said, running her hands through Wanda’s bangs to pull them from her face. “You’d let him do this right in front of the whole trip, wouldn’t you? Just let everyone know that you’re his little buttslut cock whore.”
Wanda nodded, panting as I buried the last inch into her ass. “If that’s what Tiger wanted,” she gasped.
I let go of her arms and wrapped my arms around her, pulling her into a full stand as I pressed her back to my chest to whisper in her ear. “I don’t share my toys well,” I told her. “And you are my most precious, most beautiful toy. You are all mine to use as I want, but no one else is going to get to imagine that. Not JC, not the college guys, and not even the other girls.”
“Especially Heather,” Cassidy smirked.
That broke the moment and Wanda and I both snorted a quick laugh.
“I would, though,” Wanda panted. “I just- I would do some stuff in front of the others. At least the others who are involved.”
“You’d let Becca watch? And Cattie?” Cassidy asked.
Wanda nodded and slowly worked her hips forward and back, fucking her ass on my cock.
“What about play with you?” Cassidy asked.
“If Robbie wanted,” Wanda whimpered.
“What about if we recorded you?” Cassidy asked. “Made a private porno?”
“Fuck,” Wanda said, stopping her motions as her legs went a little weak at the idea.
“You like that idea, don’t you,” I whispered. “Doing the thing the entire internet has been begging you for, and just for me?”
“Fuck yes, I do,” Wanda gasped.
“We’ll make that happen,” Cassidy said, leaning forward and softly kissing Wanda on the lips. “A sexy, loving, rough porno just for us.”
Wanda nodded.
“I have an idea,” I said and pulled out of her. Wanda whined a little, like a puppy that wanted a treat, but I stepped away from her and grabbed the cloth from the bed. It had lost a bit of its dampness so I went and freshened it in the washroom, ordering Wanda not to touch herself while I was busy. She hadn’t been, but as soon as I said it her fingers flexed and the idea was in her head
I quickly wiped down my cock, then came back out and kissed Cassidy, then Wanda. “Field trip,” I said.
“Huh?” Wanda hummed, but then she whooped softly as I picked up her naked body and lifted her over one shoulder.
“Cass, get the door,” I said. She did, and I quickly carried Wanda out into the hall and down past the kitchen area and lounge space. Wanda was giggling as we went, trying to cover her mouth with one hand as she dangled. I slid the back door open and stepped out onto the back porch and felt Wanda stiffen thinking I was going to jump us into the water, but instead, I set her down and guided her towards the stairs.
Cassidy followed, as naked as we were, and soon we were up on the top deck of the houseboat. Looking up we had an amazing view of the night sky, and I made a mental note that I very much wanted to make love under those stars, but that wasn’t my goal at the moment. Instead I quickly flipped on the lights at the Pilot’s Cabin and our houseboat became a bright beacon in the night. It wasn’t bright enough to light up the whole bay or anything, but we would definitely be visible if anyone else was awake and in the bay.
“Come here,” I ordered Wanda, standing right in the middle of the top deck and pointing in front of me. She came and went to her knees, sucking my cock into her mouth. She blew me there, in our pseudo-public space, and then I stood her up and walked her to the railing of the top deck and she grabbed it, leaning over partially as I fucked back into her pussy. After a couple of minutes of us humping at each other and listening to her soft moans flitter over the water, I reached down and pulled one of her legs up and wide to prop her knee on the railing as well, really opening her up for a deep dicking.
“Wanda,” Cassidy said. “You fuckhole toy. Now someone else knows, too. Another one of Robbie’s lovers.”
I’d missed it as it was happening, but when I glanced back at Cass I saw she had her phone in one hand, and followed her pointing out across the water towards the other houseboat.
There, in the dim light of that boat’s top deck, Becca was leaning against the railing in almost the exact same position as Wanda was, buck naked and fingering herself as she watched us.
Wanda came, looking across the water, watching herself get watched as she was used for my pleasure.
I grunted, grabbed her by the hair and made her arc her back as I pulled her up, revealing her more to Becca. Her face was almost to the sky, her neck craned back, and I nipped her ear lightly with my teeth and then spit on her cheek as her orgasm rolled and rocked through her. And then I thrust deep into her cunt and came, claiming that intimate part of her again. She let out a wordless moan that echoed across the water and bounced back to us, and we watched as Becca worked herself fast and hard and then staggered back from the railing, her shoulders rocking as she panted through her own orgasm.
“You are so fucking amazing,” I whispered to her as Wanda started to come down. “God, you are precious. I love you, Wanda.”
“I love you too,” she whispered back, stepping back from the railing and collapsing into my arms as her body pressed to mine.
As Wanda was recovering, her legs still shaking and her heart aflutter, Becca waved to us and then kissed her fingers and mimed tossing it across the water to us. I did the same back, and she scampered back to the stairs of her boat and went downstairs and likely to bed.
I ended up pulling Cassidy into a naked group hug as we supported Wanda, and then I scooped her up as she wrapped her arms and legs around me so that I could carry her downstairs to our room. Cassidy flicked off the party lights, and we descended back into the dark and quiet of the houseboat.
Chapter 136
Cassidy looked into the mirror. The lights were out in the room behind her, and the only light she had in the washroom was the soft red glow of the night light thing that was designed to be unobtrusive in the dark. It just cast a red glow over her as she slowly breathed and looked into her own eyes.
Robbie had been an absolute stud. He’d fucked Wanda exactly how she wanted and needed, and Cassidy had never been more fucking turned on by him. She wanted some of that - not all the time, but once or twice at least for sure.
Wanda was currently curled up next to him in the bed and the two of them were snoring softly. Cassidy had helped wash them both in the shower. Helped dry them off. Curled up with them under the covers, snuggling close as their body heat mingled and the two of them quickly drifted to sleep.
But she hadn’t fallen asleep.
Now she looked at herself in the mirror and judged herself.
“I hate you,” she whispered, looking into her own eyes.
Her heart ached.
Everything Cattie had said was true. Everything that her best friend had thrown in her face was true, and she knew it. Robbie was the love of Cassidy’s life. She’d known it since the App had told her so on that pool deck and she’d seen that her good friend wasn’t just a good friend. She’d had a crush on him before that. Had touched herself, late at night, thinking about him, but had always thought that Robbie was a fantasy. She’d never thought he would go for a weird, geeky girl like her who was a little too shy. A little too quiet. But he’d already loved her, and she loved him.
“I hate you so much,” she whispered again.
The guilt was a hole. A rip. In her heart, and in her soul. She couldn’t understand how she hadn’t felt it forming for those years she’d been so fucking awful. Every time she’d on Robbie, she’d made it bigger. She’d ground the edges back. And when she realized it was there - well, it had ruined her. And she’d known she deserved it.
She’d spent a long, long time struggling to figure out how to fix that hole. She’d tried filling it with him, and that worked a bit. More than anything else. More than work, and hobbies. But it was still there, and when the hole seemed bigger than what he could fill she’d always fallen into that aching, guilt-ridden depression. And somehow he’d always climbed right into that hole and pulled her out without even knowing how or why he was doing it.
This trip was… it was working. Maybe.
Probably.
Robbie still loved her. He’d said it, and she’d desperately wanted to cling to that, but when she saw it on the App again it was like re-discovering him that first time all over again. But she also felt that gut-wrenching hole deep in herself whenever she saw him falter. When he broke down that first day the only reason she’d been able to hold herself together at all was Cattie. The hole felt raw and fresh all over again.
Watching him with the others was surreal. It made her immeasurably horny, and at first she’d battled with whether she should feel guilty about that or not. She’d come to the conclusion it was seeing him that was doing it, not seeing the other girls. She found women attractive still, but not in the way she used to. Looking back, she’d never really even been that discerning - she’d been a predator hunting pussy. Chasing the power that having a woman give herself to Cassidy had felt like. But seeing Robbie with these amazing, beautiful women was like watching a sunrise.
And of course Robbie was falling for them. Cattie was everything. Becca was strong, and maybe the most like him. Wanda was amazing, and needed him in a way Cassidy didn’t think Robbie realized.
And of course they were falling for him too, at least a bit in their own ways. She couldn’t blame them for that at all.
But Robbie was supposed to be hers. Hers.
“You don’t deserve him,” she scolded herself quietly.
This was how she would make it up to him, if she ever could. Maybe she couldn’t, not fully. She would share his body, and his heart, with other women who deserved a touch of him.
Madison had probably been a mistake. But it had been fun in the moment and Robbie enjoyed it. So maybe she hadn’t been a mistake, just another lesson.
“You don’t deserve him,” she scolded again. “You stupid, stupid girl.”
Her heart hurt. It hurt so fucking bad. Robbie trusting her to help with Wanda had been a step. But she craved him. Craved the closeness. Craved making love with him. She wanted a fuck like Wanda had gotten, but she craved his love.
Cassidy turned on the tap and slowly, quietly washed her face. She’d been crying, and she didn’t want Robbie to wake up to that. Didn’t want him to worry - he did that more than enough already even before this. He cared too much sometimes, but then that was just another reason why she loved him.
Once she was cleaned up Cassidy looked at herself in the mirror one last time. She shook her head softly, knowing that she couldn’t ever make up for what she did, but that she owed it to her best friend, the love of her life, and the man of her dreams to try.
Chapter 137
“Not tonight,” Cattie said, seeing Heather was fishing in the drawer where she had unpacked the sex toys.
Heather frowned, turning to Cattie. “Baby, we need this. We need to reconnect.”
Cattie hesitated, and then let out a breath and nodded. “OK,” she nodded. “Just - let’s reconnect then. Nothing wild.”
“OK,” Heather grinned and then pulled the strapon harness out and went into the washroom.
“Not what I was thinking,” Cattie muttered quietly to herself.
The movie night had been… fine. She’d seen Gone Girl twice already and it just didn’t have the rewatchability of a comedy like Legally Blonde. And the girls had been fine, and JC had been funny with his comments since he hadn’t seen the movie before. Snuggling up with Heather on one side of her and Sherry on the other had been a nice return to a feeling of normalcy in the dark, too. Things had been understandably tense between her and her girlfriend all day, a rollercoaster of emotions trampling through a china shop, to badly mix metaphors. And Sherry hadn’t been any fucking help at all.
Really, Cattie wasn’t even sure why she would think the younger woman would be. They had been “close-ish” growing up, but hadn’t ever been best friends. Cattie felt the sisterhood more than she necessarily thought Sherry did, and maybe that was because she was the elder and had gotten that ‘you need to look out for your sister’ thing early on.
Fuck, Sherry had seemed more pissed about the thing with Cass and Robbie last night on Heather’s behalf than anything.
Cattie frowned and sighed, flopping back on the bed. It still fucking annoyed her that Heather had started bitching to Sherry of all people while last night was going on. Cattie’s own sister of all people.
That, more than any of the other shit, had made her appreciate when Robbie went off on her. Obviously she didn’t like seeing her girlfriend in distress or getting run over in a conversation, but fuck had she deserved it that time. She couldn’t say that to her, obviously. But she had.
Heather came out of the washroom with the strap-on harness on. She’d scrubbed off her makeup and was otherwise naked. “Come suck my cock, sub,” she ordered.
“Yes, Mistress,” Cattie said, trying to keep it from sounding like a sigh. She rolled over and crawled down the bed on her hands and knees, looking at the green dildo for a moment and inwardly smirking. Robbie was bigger. It was a petty thought and meant nothing, but somehow it made her feel better about starting to suck the silicone appendage.
“Eyes,” Heather ordered.
Cattie looked up at Heather’s smiling face and decided that tonight wasn’t the night to try and reconnect. She was still feeling frustrated and petty.
“Fuck me, Mistress,” Cattie panted, acting the way she knew Heather wanted.
Heather bit her lip as Cattie turned around and presented her ass to her. Cattie hung her head low, her black hair hiding her face, and closed her eyes. When Heather played the dildo head up and down her lips she let out a convincing moan, and she kept it up as Heather fucked her.
She “came.”
Heather wanted to spoon after, snuggling close behind Cattie. She knew Cattie preferred to sleep turned over on her stomach more, but Heather liked to sleep with her arms holding Cattie close and her boobs pressed to Cattie’s back, so somehow they ended up that way most nights.
That hadn’t ever bothered Cattie before. Why was it bothering her now?
“What the fuck?” Heather grumbled.
Cattie must have fallen asleep, though she didn’t feel like it. She blinked awake drearily and looked around in the dark.
“Hmm?” she asked wordlessly.
“They’re playing music,” Heather muttered.
Cattie woke up a bit more and listened, and then realized there was music playing on the other side of the cabin wall. It wasn’t loud or anything, but in the quiet of the night it was audible. Then she heard a groan, barely audible between the beats of the music.
It had been Robbie. Cattie recognized it immediately.
“They are just covering up their sex noises,” Cattie mumbled to Heather. “They’re trying to be thoughtful.”
“I’m never going to get back to sleep,” Heather said.
“Just leave it,” Cattie sighed and pulled Heather’s arm more tightly around her to emphasize that she didn’t want her going to tell them to turn off the music or something.
“Your nipples are hard,” Heather said after a long moment, her fingers finding Cattie’s breasts.
“I just like being held by you, baby,” Cattie lied.
She was thinking about that moan. About last night. About the amazing sleep she’d gotten after the fantastic sex. About the ease of the emotional connection between Robbia, Cassidy and her even when things had gotten tense.
About Robbie’s cock. About Cassidy holding her as Cattie had been made love to by the both of them.
Cattie touched between her thighs, trying to do it without alerting Heather, and found she was damp.
Fuck, she was horny.
She woke up again, sometime later. She wasn’t sure how much, but the music was off and it was dark. Thirsty, she slipped out from Heather’s arms and threw on a long nightshirt before padding to the door and opening it quietly, then walking down the length of the boat to the kitchen. She was just closing the fridge, a water bottle in hand, when she heard footsteps from the hallway.
“Oh, hey,” Robbie said, stopping as he saw her. “Sorry. Great minds dream alike too, I guess.”
If only you knew what I’d been dreaming of, Cattie thought. “No worries,” Cattie said instead, opening the fridge and pulling out a second bottle and tossing it to him. He was just in a pair of his athletic shorts, and for some reason she got this urge that she wanted to wear them. Wanted to feel something of his on her.
He cracked his bottle open, and she did the same, and they both took a long drink.
“Cattie, about earlier-” he started, but Cattie crossed the kitchen and stopped him by hugging him hard.
“Don’t apologize,” she whispered.
He hugged her back, his arms so wonderfully comforting and comfortable. “OK,” he whispered back.
They stood there like that, just hugging, for a long time.
Then Cattie pulled back and kissed him on the lips. Just a peck. She made sure it was just a peck.
“Love you,” she said quietly and stole past him into the hallway and down to her door.
“Love you too,” he whispered after her.
Fuck, Cattie thought. She knew he meant it. And she knew she did too.
Chapter 138
“Baby, are you for real right now?” Terra hissed, shoving at JC.
He let rip another snore, bundled up under the covers.
“Motherfucker,” Terra groaned, slamming her head down face-first on the pillows. She’d spent the last twenty minutes dolling herself up for her boyfriend and he’d gone and fallen asleep. Not only that but she was wearing the new lingerie she’d brought on the trip.
“All I want is to get fucked,” Terra groaned, flipping over onto her back and looking up at the ceiling.
She loved JC, but God could he be a child. Sometimes that was fun. Sometimes it was fucking annoying, especially when he wasn’t taking the time to check to see if she was getting what she needed.
She was jealous of Cassidy, even with the messed up situation the poor girl had put herself in. There had to be quite the story behind it, but right now on this trip Terra was wondering whether she’d rather swap places. Robbie was sweet, and caring, and had those hands and those lips. Not to mention that cock she’d gotten a feel of while skinny dipping.
Terra considered slipping out of the room, crossing the hall and knocking on their door. Cass had given her ‘carte blanche’ after all, and seemed like she meant it.
Instead, Terra just got up and peeled off the lingerie, storing it for another night, and dug into her bag and pulled out her vibrator wand. When JC was out like this he slept like a fucking log. A loud, snoring one. Taking her time with her buzzing little friend wouldn’t wake him up.
She got herself situated on her side of the bed and slowly spread her legs, teasing the head of the wand down her stomach as she turned it on the lowest setting.
“Mmm,” she hummed softly to herself, imagining a big, warm hand running down her abdomen and towards her pussy. Imagining Robbie’s lips pressing against hers. “Oh yeah,” she groaned softly. “Just like that.”
- - - - -
Becca probably should have turned off the shower a while ago, but she was just standing under the water. Ami had been asleep when she’d left, and she’d been asleep when Becca had come back to the room.
Waking up to the text hadn’t been surprising - even after a couple of nights with no issues, Becca still felt the pressure of leading the trip and wanting everything to go smoothly. When she’d read the text from Cassidy she’d been curious, and then seeing what she had… doing what she had…
That evening with Robbie had been amazing. Even touching base with him after… she couldn’t get over how good it had all felt. How special. She felt like seeing him in that carnal display, fucking Wanda so savagely, should have been a turn-off. Should have made her upset.
But Robbie wasn’t hers to get upset over. Robbie belonged to Cass, and it was her choice to share him, and that sort of removed the guilt and the jealousy from the equation.
It was confusing, and Becca hated feeling confused. That was why she was still in the shower, squeaky clean but letting the hot water slowly run to cold. She thought best in the shower, but this time nothing was coming to her.
She was falling for him
How was that supposed to work?
The obvious answer was that it couldn’t. She couldn’t let it happen. Sure, she could have a fling with the two of them, but at the end of this trip she would go one way and they would go back to their lives. Cassidy and Robbie would get married, likely before she ever saw them again, and maybe they’d be willing to have another hookup at a Con or something if she was interested.
But that was all.
Right?
Just the idea of hooking up at a Con was weird.
The idea that she’d had sex was kind of weird. It had been so long since she’d felt sexual. Felt a want like that. Felt wanted like Robbie made her feel wanted…
“Fucking fuck,” Becca sighed to herself.
She was falling for him.
“Four more days,” she muttered. That was how many more days in the trip before they would split up. She would hook up with them, together this time, and hopefully get them out of her system. That’s how it would go. They’d fuck, and that would be it. Well, maybe more than once if they could find the time, but that would be it.
For sure.
For real.
Becca sighed and checked to see if she could turn up the shower heat, but the hot water was running out. It was going to be a long night.
- - - - -
Heels snored, loud and deep, her naked body sprawled across the bed.
Wanda sleeping with someone else had been fucking great. She’d fingered herself while watching a hentai clip on her phone and then conked out like a light. Her last thought had been hoping this could happen every night for the rest of the trip. She hated sharing a bed.
- - - - -
Madison’s phone buzzed. Again.
She flipped it over drearily and checked it. Another message from her ex. She didn’t even read the preview, just flipped it back over and curled up under her covers with a little grin.
That video had done the trick. He was pissed, but he’d gotten the message. They were done.
Fuck, that had been a good fuck, too. Better than she’d had in a long time. Maybe the best ever.
She let her fingers slip down between her legs and play with her pussy, imagining kissing that guy. Imagining sucking his cock. Her fingers dipped lower, teasing the cleavage of her ass. The guy’s fiancee had said she should let him in her butt.
What kind of person would do that? Let a complete stranger butt fuck them?
Not Madison, certainly.
It was a hot fantasy though. That big cock easing into her ass. The fiancee maybe eating her out at the same time.
Fuck it, Madison thought, rolling over and fishing her dildo out of the bedside drawer. She didn’t have the early shift, she could jill off before going back to sleep.
The phone buzzed again just as she was easing the dildo into her pussy and Madison smirked, imagining the drunken texts from her ex as she pretended the Dildo was that guy’s cock.
“Yessss,” Madison hissed in the dark as she got filled. “That’s it. Right fucking… there.”
Comments
Honestly these are my favorite chapters of the series so far. I love getting a status update for each of the girls from their perspective, especially Cassidy. Her inner monologue was some of your best writing imo. It rounded out her character for me, just seeing her self-loathing and struggles allowing me to empathize with her situation and motivations. Well done man, well done.
Mehntal1st
2023-07-24 00:59:29 +0000 UTCThanks for adding the epub version as well, much easier to read on a phone screen!
Erik Johansen
2023-02-15 19:25:51 +0000 UTCOh, and I have to say, I loved the check in on Heels and her night alone. It was a great moment.
Jason Hatter
2023-02-15 14:16:51 +0000 UTCLoving this story! Robbie needs to create his own harem of Cassidy, Cattie, Wanda, & Becca when this trip is over. And keep spreading the love until then.
SC
2023-02-14 17:53:54 +0000 UTCI'm sadly waiting to see what happens with Wanda. She's stated that her arrangement with Brody said to end it if someone caught feelings. One way or another, she's going to be hurting.
Jason Hatter
2023-02-14 14:08:55 +0000 UTCWow! THAT was a hell of a thing. The scenes with Wanda so hot. Adding in the voyeur with Becca, and the directed assistance from Cassidy - scorching. And then at the end, the various vignettes from all of the girls that are getting emotionally close to Robbie... That was some amazing writing. The ability to see things from an external perspective was superb. And it's no wonder that these women are falling for him. Between him just being an amazing man, and then the additional fringe benefits from the app, they never really stood a chance. I hope that by the end, Robbie and Cassidy are back and healthy together, and the sucking black hole of depression that is caused by Cassidy's guilt eases up - not so much that she's tempted to do something like that again, but enough so they can be happy. But at the same time, I can't help but to want some of these women permanently in Robbie's life. At the very least Cattie & Becca. Maybe Wanda, although I'm not sure how that's going to work out... Anyways, I always am checking my emails and refreshing this page waiting for more, and you definitely did not disappoint today. Thank you for your writing. It is wonderful.
Shadracht
2023-02-10 19:29:08 +0000 UTC