AMA - The Boyfriend Ch. 101-110

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

I had to think about it for a moment. "Bacon?"

"I mean, it fits, but explain?"

"It's a distraction clue. Strip and Club make you think of strip clubs, so it's not that. It's talking about a club sandwich, which is made with strips of-"

"Bacon," Heels nodded. "Nice. So he's not just a bod and apparently magical hands."

"Thanks," I laughed.

I left her and went around the hot tub to find Cassidy just finishing getting the camera ready and Wanda laid out on a towel.

"Can I be honest?" I asked.

"Of course, Tiger," Cassidy said.

"Wanda, your ass is the main attraction in this shoot, so we should probably start on your back and build up to it."

Wanda laughed and wiggled her butt at the both of us. "Fair," she said and turned over. "Like this?"

"Maybe with your arms behind your head," I suggest, kneeling next to her and shifting her arms into place. "Perfect."

"Scrumptious," Cassidy said and snapped a picture of her to test her exposure. She fiddled with some settings, did it again, and then nodded. "Alright, good to go."

"And are you good to go?" I asked Wanda, leaning down closer to her.

"Yes, sir," she grinned and said quietly. She bit her lower lip and smiled. "I want your handsall over me, please."

"Noted," I said and kissed her softly so that I didn't mess up her pristinely applied makeup. She'd down her lips a bright red to contrast her skin tone and the white bikini.

I started at her feet, and things went smoothly. We varied things from Becca's shoot a bit as I lifted her legs up, placing one foot at a time on my chest to massage her calves and thighs. Then up her stomach. My fingers slipped under the cups of her bikini top, teasing her soft breasts and hard nipples and making Wanda grin and her eyes flash playfully. Cassidy took those pictures as well, though they wouldn't make it into whatever ended up getting released. Then I massaged her upper chest, and her arms, before getting to her face. As usual, I was delicate there and did my best not to smudge her lipstick.

It was when Wanda started to silently tear up and cry that I stopped, concerned. "Wanda?" I whispered quietly.

"Sorry," she said, blinking her eyes open and wiping at her eyes and cheeks. "Sorry, I just felt really peaceful. And horny, but God it was like I was floating on a cloud and the safest I've ever felt."

Cassidy smiled and ran her fingers through Wanda's hair, scratching at her scalp lightly, while I bent lower and kissed her softly.

"It's OK," I said. "I just wanted to make sure you were OK. Do you want me to keep doing that?"

"Yes," Wanda said. "Some other time, though. The moments probably passed."

"OK," I nodded, then kissed her forehead softly. "Have I mentioned how fucking beautiful you are today, by the way?"

"Maybe," Wanda smiled. "But it's nice to hear it again. Sir."

"Well, you're fucking beautiful," I said softly, then leaned down so my lips were right next to her ear and whispered, "My filthy little fuck whore."

Her grin said it all.

Chapter 108

I massaged Wanda's arms quickly then we flipped her over and I worked on her shoulders, then made a show of undoing her bikini top and laying the string aside before massaging down her back. It was right around the middle of her back that Wanda moaned softly. But she didn't just moan.

She moaned my name. "Rooobbiee."

"Yes?" I asked her quietly, continuing to massage that part of her back.

"I now fully believe you could make Leia come from massaging her feet if she felt like this," Wanda sighed.

"Do you think you can get there if I keep going?" I asked.

She nodded without saying anything.

"Do you want me to?"

She hesitated.

"Answer him, little slut," Cassidy whispered. As with Becca, she'd been shifting around us quietly, snapping pictures while keeping her and our shadows out of the shot.

"Yes," Wanda said. "But you want me primed for tonight too, sir."

"I do," I said, and kissed her between her shoulder blades. "But I want you to know that this is real, too. So don't hold back right now, OK? I'm going to keep massaging you, and I want you to come when you're ready."

"Thank you, sir," she gasped.

I kept massaging, down to her lower back, then back up to her middle back. It really wasn't anything different than I usually did, but something made it special for Wanda in that spot and when she came she shuddered softly and let out a little coo of happiness. I also noticed the white gusset of her bikini bottoms darkened between her thighs in the process.

Instead of continuing I laid down next to her and pulled her close, hugging her to me. Wanda wrapped her arms around me, pressing her naked chest to mine as she breathed deeply. Finally, she opened her eyes. "That was amazing, and the exact opposite of the buttons you're supposed to be pushing today."

"I know," I smirked. "But I don't care. That was beautiful."

"It was," she sighed and then kissed me softly. "Thanks."

Fuck. My tongue almost said something I shouldn't. My heart wasn't beating fast, but it was beating heavy.Fuck, fuck.

"Let's finish up, OK?" I asked.

She nodded, and soon she was back in position on her stomach, her arms up and cradling her head, and I was straddling her as and finished massaging her lower back. Just as I was about to move down to her glutes, trying my damndest not to think about what had just almost happened, we were interrupted by Heather and Cattie coming up the stairs at the back end of the boat.

"Oh, hey," Cattie said. "How's the shoot going?"

"Really good," Cassidy said. "Probably as good as Becca's."

"I'm having a blast," Wanda grinned, looking up at the two. "I almost feel like my body is high right now, it's that good."

Cattie was dressed in a black bikini with a sheer blue wrap around her waist, while Heather was in a one-piece swimsuit with legholes that ran high on her hips and a cutout circle that showed off a big portion of cleavage. They were both wearing their sunglasses, and Cattie had tied her hair back into a cute pair of braids.

"Well, we won't distract you anymore," Heather said.

"All good," I said. "And thanks again for earlier."

She hesitated, then nodded without saying anything and moved on.

'Thanks,' Cattie mouthed with an earnest smile, then followed after her girlfriend over to the deck chairs.

"Good thing they didn't come up earlier," Wanda whispered with a soft smile. "It would have been a lot harder to explain our quick cuddle."

"You'd be surprised," Cassidy whispered back. "Cuddles are only as weird as you make them."

"Topless?"

Cassidy shrugged. "Are you ready to get your ass massaged or what?"

Wanda looked back at me and grinned. "Yes, please."

I did just that, palming her ass and slowly spreading suntan oil on her cheeks. She flexed her glutes up at me, and I worked her ass and thighs for the camera, then moved back up again just for us and slid my fingers under the elastic of her bottoms and massaged the rest of her cheeks, then down into her ass crack running my fingers across her most intimate areas. Soon Wanda was panting softly and humping back at me.

But instead of pushing a finger in her, or even cycling down lower to her clit, I pulled away.

"Turn over," I whispered to her.

She did, without hesitating, leaving her top on the floor so that her bare breasts were out. I took a moment to lean down and suck one of the soft pink nipples into my mouth for a moment before kissing her just as briefly.

"Now, my slut-pet," I whispered. "I want you to masturbate for me. Pull your bottoms down your thighs and show me how you like to touch yourself when you're thinking of me. But you already got your orgasm for being a good girl, so even though you're going to do your very best, you aren't going to come. Alright?"

"Yes, sir," she nodded quickly.

I leaned back on my knees, sitting upright, as Wanda pulled her bottoms down her thighs slightly and immediately started rubbing her fingers over her pussy lips. She licked her lips and stared at me as she did it, and soon she was interspersing rubbing herself quickly with spreading herself lewdly, showing me the wet, pink centre of her pussy as it gaped and flexed, begging for my cock. Her outer vulva flushed with more arousal, but she avoided her clit as she wasn't allowed to come.

She panted, her chest heaving, and didn't stop. Wanda was looking at me through her lashes as her body tensed with her effort, her breasts wobbling, her toes clenching and unclenching.

Wanda was working herself into a fever pitch that had her fingers sloshing just slightly. She was getting closer and closer, but I could tell she was also resisting because that's what I'd asked of her.

All at once I pulled her hand away from her pussy and I leaned down over her, pressing her back to the towel as I kissed her hard. Her naked breasts pressed to my naked chest, my cock still in my swimsuit pressing against her mound. She kissed me back needily, our tongues dancing, but I set the tempo and I slowed us both down into a leisurely makeout, and then into shorter kisses.

"Thank you, sir," Wanda panted once the kissing was done. "That was- I'm so fucking turned on right now. I've never let anyone take pictures of me like that, and doing it for you- Fuck. Robbie, that was intense. I can't believe I didn't come."

I gave her another peck. "That was really special. Thank you."

She hugged me, and then Cassidy was putting away the camera and I helped Wanda get her top on. "You going to try and squeeze in Terra's shoot now?" she asked.

I shook my head. "You should probably scoot down and change, or hop in the hot tub. Your bottoms are soaked. I think I want to head down and take a nap, and talk with Cassidy for a second."

"Are you kidding?" Wanda asked. "Fuck that, I'm gonna wear this with pride. I'm joining Team Leia. Maybe I'll get a shirt printed for us. 'I got a massage from Robbie, and all I got was this t-shirt and a weirdly un-sexual orgasm.'

"Unsexual, huh?" Cassidy grinned.

"You know what I mean," Wanda said. She gave me one last kiss, then got on her knees and pulled Cassidy towards her and kissed my fiancee on the cheek. "Thanks for letting this happen."

"My, and your, pleasure," Cassidy smiled.

Wanda hopped up and started walking around the hot tub towards the others. "You gals are not going to believe this..."

"Is something wrong?" Cassidy asked me quietly as we packed up the towel and zipped up the camera bag. "I thought we were on the same page with Wanda."

"Downstairs," I said, taking her hand and squeezing it softly, trying to reassure her in a way I didn't feel.

Chapter 109

"What's wrong?" Cassidy asked, now concerned as I had led her into our room and then flopped face down on our bed.

I mumbled wordlessly into the mattress, and Cassidy got up onto the bed beside me and reached down, starting her own massage on my shoulder.

"Tiger, please don't- I love you, Robbie. I really don't want to see you like that first day. Please talk to me and don't bottle it up. Radical honesty.

I sighed, which only just barely didn't turn into a sob. Now that I wasn't trying actively to be what she and Wanda wanted me to be, the guilt was ripping into my chest. And frustration that I felt the way I did, both then and now. I turned over so I was on my back, and Cassidy laid down crosswise on the bed so her head was resting on my chest and she was looking up at me.

"I'm so sorry, Cass," I said, closing my eyes and breathing deeply.

"For what, Robbie?" she asked. "None of that was bad. It was hot as hell, and super sweet at the same time. You did everything you could to make her feel amazing and you succeeded. Plus the pictures looked amazing."

I took one more breath, counting down from three in my head, but I couldn't open my eyes and look into hers as I said it. "Cass, I think we need to stop. When I was holding her like that, after the orgasm, I almost told her I loved her."

Cassidy didn't move.

"I wasn't thinking that. I wasn't building up to it or anything. And it's insane, and so fucking wrong. I've known her for all of two days and I'm in love with you. And she's married to someone else, and everything we've been doing has been about sexual gratification and feeling good and we haven't been romantic. But I felt it right there in that moment, and I almost said it, and I feel fucking awful for it."

Cassidy shifted and crawled up over me so that she was laying on top of my fully, her arms hugging under mine and burying beneath me and her legs pulled up and straddling my hips.

"It's OK, baby," she said. Cassidy hadn't called me 'baby' since she'd started using Tiger as her pet name for me. It had been a couple of years. I was always 'Robbie' or 'Tiger,' or very occasionally 'Robert' when she was being silly with an accent.

"It's not," I said, wrapping my arms around her as well.

"No," she shook her head. "It is. I- I had a feeling this might happen. Baby, I never felt this way about any of the girls I was cheating on you with, but that doesn't mean you aren't going to develop feelings for the women you feel safe with. I know you. I know how big a heart you have, and how much you care about people that are close to you. Wanda isn't a Madison, she isn't some hookup. We, and you especially, are taking your time to get to know her, and care about her. Same with Becca. I'd say same with Cattie, but that's sort of different already."

"But it's wrong," I said softly.

"It's not wrong, it's just different," Cassidy said softly. "Do you love me?"

"I do," I said.

"I have your heart, baby," Cassidy said. "Like you said, you own me and I own you. I'm giving you permission to share your cock with any woman you want, and I'm giving you permission to share your heart with Wanda and Becca and Cattie, OK? If anyone else gets close, just tell me and we can talk about it. Obviously if you say it, it might be weird for them. So just... show it. Be yourself, and they'll know."

We lay like that for a while, quiet and breathing together.

"Are you sure?" I asked her. "This is different from what we talked about. Your cheating was physical. This is-"

"Not cheating," Cassidy said. "And God, I love you all the more for needing to tell me right away. Even though it was hard. I wish I was as strong as you, Robbie. I wish I told you everything I was feeling all those years ago before I ever slept with any other girls at all. I'm so sorry."

Again, we held each other, hugging and quiet.

I had to process this, and I didn't know where to start. I'd decided, maybe even earlier than I'd realized, that I was still in love, and loved, Cassidy. She was mine, I was hers. That was the thing. I could acknowledge she hurt me deeply, but that we were going to figure it out because she was so completely full of contrition.

I loved Cattie. I was in lust with her. Fuck, was I in lust with her, but I also loved her. It felt more like my love for my sister than for Cassidy though, though maybe the ability to act on my lust was changing that. I wanted to make sure she was safe, and taken care of. I wanted her to be loved, and feel that.

I had a crush on Becca. I knew that. An infatuation. I saw in her parts of myself that I liked, and differences that I liked too. A crush was different from love, but a crush was what I'd had for Cassidy all those years ago. I wanted to impress Becca. I wanted to see her succeed, and celebrate that with her, and hold her close and protect her if she needed it. I wanted to know more about her, and spend more time with her, and explore her mentally and spiritually and, yes, physically.

But I loved Wanda in a way that was different from the other two and was closer to Cassidy. Maybe I was deluding myself, and it was just a reflection of Wanda saying similar things as Cass - the ownership flirting, the comfortability of our bodies together. My desire to meet her needs matching with her feeling unfulfilled. But she was married, for fuck's sake!

The sexual contact wasn't cheating because she had a deal with her husband and they knew about it. But there was no way he was aware of the emotions going on. I doubted he would be horny to hear her temporary partner was in love with his wife. Or maybe he would - fuck, the way she talked he sounded like he might be a secret cuckold or something. But that wasn't what I wanted.

The engines powered lower, and then off, and there were a lot more voices going on above. The boats had come back together.

"Robbie?" Cassidy asked softly, checking if I was awake.

"I"m here," I said.

"I love you," she said. "It's OK. I promise. It will all be OK."

It was hard to see how it was, or could be. And Cassidy didn't sound sure, but she did sound confident.

Maybe it could be.

Chapter 110

I changed into athletic shorts and a t-shirt before we headed up to see what lunch was about, and I was soon co-opted into barbecuing burgers and hotdogs for lunch. Becca and JC had found us a quiet cove not unlike the one we had anchored in the first night, though it was a little more open to the main lake except that it had more of a beach on the western side and the rock bluff on the east was about twice as tall as the houseboats.

While I was cooking Becca came around to see me, sliding in next to me at the grill on the porch of the Singles Boat. "Hey," she said. "How are you doing now?"

I knew she meant after the encounter with the rednecks, but my discussion with Cass was still on my mind. She was up on the topdecks hanging out and chatting at my encouragement.

"Oh, I'm fine," I said. "I've shaken off worse. Remember, I work in a Vegas casino. I've seen some shit."

She snorted a little and grinned. "Well, I'm glad. And I was serious before - I appreciate you trying to step in quickly and deal with things like that with some humour and class. You really are a hero, even when it doesn't work out."

Becca was rubbing my back a little as she encouraged and complimented me, and I wrapped an arm around her shoulders and pulled her into a side hug. "I appreciate you saying that," I said.

"Good," she said. "Sometimes I feel like you don't believe it."

"With you reinforcing it, never again," I promised her with a smile.

She slipped her hand from my back down into the waistband of my shorts, scratching her short nails lightly over the cheek of my ass. "And about the other thing..."

"Yes?" I asked, flexing my ass cheek and making her giggle and little.

"I was thinking maybe I should take a break from shoots tonight. I'm pretty sure everyone is planning one for tonight, so it would give you and I some private time on one of the boats."

"That sounds wonderful," I said and set down the tongues I was using on the grill and slid my own hand down her back and into the back of her daisy dukes, palming her butt in return. She just grinned at that, but then that grin turned a little nervous.

"Um, I did want to ask for something though," She said.

"Anything," I said. "Well, within reason."

"So far the way we've done the big things has been with both you and Cassidy there. I was wondering if, because it's been so long for me, maybe it would be OK if this first one is just you and I?"

"First one, huh?" I asked, trying to diffuse the nervous tension she was feeling.

"Yes, first one," she said, sliding her hand from my ass around to the front and grasping my cock. "We've got four more days after this, and unless something goes drastically wrong I'm hoping you and I have at least a few chances to hook up."

"Happy to," I said quietly. "And I'll talk to Cassidy."

"OK," she nodded. "Thanks. I'm not against playing with her too, it's just-"

"Been a while," I finished for her. She took her hand off of my dick, which was now half-hard, and I tilted her face up to mine. "Come here, you," I whispered and kissed her. She breathed in through her nose as we kissed, and slowly we began to make out until we were interrupted by the grease from the burgers popping into a small whoosh of flames.