Riding Brittney

When I’d been liberated from bondage, I went immediately to the kitchen to chug water and make a snack of leftover Lucky Lucy’s while the girls huddled on the sofa to discuss the play by play like a team of ESPN analysts rehashing a football game. My shoulders and upper back ached, and I realized I must have been flexing and pulling nearly the entire time. I rotated my arms to work out the kinks, but knew I’d be sore the next morning.

When I returned, they were deep into a discussion about costume ideas.

“You should totally dress up as Lady Dimitrescu!” Kayla said to Brittney, who made a sour face at the suggestion.

“Her boobs are way bigger than mine,” she said, shaking her head.

“You could totally pull it off,” Ashley countered. “You could wear a corset and I would totally make that dress for you but, like, make it way sexy!”

“What are you all talking about?” I asked, dropping onto the chaise beside them.

“Don’t you think Brit could totally pull off a convincing Alcina Dimitrescu?” Ashley asked, excitedly.

“Who’s that?” I asked. “Sounds like the wife of a Serbian dictator.”

Courtney made a face. “What century were you born in, dude?”

“Not this one.”

The conversation continued without me. Besides costuming ideas, they also discussed the activity itself in excruciating detail, comparing it to Kayla’s recounting of her time with me the previous night, all of which I thought would be arousing, but turned out to be almost clinical in its presentation. It made me happy, though, that they could all learn from Ashley and Kayla’s first times. It would give Brittney and Courtney more confidence and help to alleviate some of their anxiety when their turns came.

After a while, Kayla broke away from the group to sit next to me, still naked from the waist down.

“What’s up, baby girl?” I asked.

She tugged on one of her pigtails. “Is it okay if I use your laptop?” she asked.

“Knock yourself out,” I said.

She flipped on the TV, and the porn site still showed the last video we’d watched. Kayla began browsing videos, and Courtney got up to join her. The two girls set to adding several dozen videos to a playlist, a gangbang being the first to play.

The actress in the scene proved to be quite limber and extremely vigorous in her attempts to take on a half dozen well hung men all by herself, with predictable results. By the end, her face resembled a Krispy Kream donut.

As videos continued to roll, the girls became more and more distracted by the on screen happenings. The playlist included an odd mix of gangbang and BDSM, intermixed with more erotic couplings, often between same sex actors and actresses.

Kayla’s hand frequently dropped to her pussy during particularly hot anal scenes, but only for a few quick rubs now and again, as if to amplify the visual stimulation, forgetting about it to rejoin her friends in conversation, only to start again later.

Ashley still wore her Drow ranger woodland costume getup but seemed less interested in porn than discussing the real sex she’d just had. When her friends became too distracted to hold a conversation with her, she finally accepted defeat and settled in to watch with the others.

Brittney and Courtney each split their attention between the television and me, and it became obvious they were monitoring my recovery. A short movie played next, and when a particularly spirited scene between three stepdaughters, their stepdad, and his two buddies concluded, Courtney determined that my rest period had come to an end.

“Whew, that was pretty hot,” she said, directly to me. “My pussy got totally wet.”

Brittney gave her a scornful look and pushed on her arm. “Ew, did you really just say that?”

“It’s alright,” I said to Brittney. “We’re literally here to have sex. Your pussy’s allowed to get wet. It certainly makes my job a whole lot easier.” To Courtney, I asked, “So, you really liked that, huh?”

“Mm, sure. Hot older guys with big dicks fucking younger girls half their age? What’s not to like?” she asked with a knowing smile.

I knew exactly what she was doing, but I liked it. “Yeah, pretty fucking hot,” I agreed. “What part did you like best?”

Put on the spot, she tried to recall a specific scene. “I liked in the beginning, when they were all sneaking around, giving their dad’s friends blowjobs and having sex behind his back,” she said.

“Why?”

“I don’t know,” she said, struggling to articulate what she liked about it. “Maybe because they were doing something wrong, you know? Like they weren’t supposed to be doing it, but they wanted it so bad, so they did it anyway? Does that make sense?”

“Are you talking about the girls or the guys?” I wondered.

She thought about it a second. “I was talking about the girls, but I guess it totally applies to the guys too, right? Like, they’re getting their dicks sucked by their friend’s daughters, and totally banging them, all while his back is turned. Kind of fucked up, but in a totally hot way.”

“Oh yeah, I totally agree,” I said.

I wondered how much of that she actually believed and how much of it she thought I wanted to hear. I also wondered how much I’d care if it turned out to be more of the latter than the former. I liked Courtney a lot, and she clearly had a fondness for me, so it made sense we’d express interest in anything that excited the other. Besides, I would never openly challenge her on it, since that would serve no purpose other than to antagonize her, but it would be easy enough to test if she really thrilled at the notion of sucking a dick out in public.

“What about you, Brittney?” I asked, and she reddened.

“What about me?”

“Anything about that turn you on? Or anything else we’ve watched?”

She avoided looking at me and appeared deeply embarrassed by the attention I’d thrust upon her. “I don’t know,” she said quietly.

“You don’t know if something turned you on or not?” I asked. Perhaps a bit harsh, but I really wanted her to overcome her inhibitions, and of the four girls, she was still by far the most reserved.

“No,” she said, then realized her mistake. “I mean, yes.”

“Okay, then. Of everything we’ve watched so far, what’s turned you on the most?”

She lowered her eyes and hunched her shoulders in that particular way that absolutely irritated me and shrugged.

“I get off on the anal scenes,” Kayla volunteered, much to my surprise, and her friends turned to gawk at her.

“Really?” Ashley asked, surprised.

I could tell Kayla’s confession had been spontaneous and calculated to embolden Brittney, because when she saw the looks on her friend’s faces, she immediately backpedaled and tried to laugh it off.

“Anal sex is one of my favorite things too,” I said, backing her up, and they all shifted their attention back to me.

Courtney moved her eyes between us, and her mouth formed a shocked o-shape as she made the obvious connection. “Oh shit! You guys did it in the butt, didn’t you?” she asked bluntly, and Kayla looked like she wanted to melt into the couch.

“Don’t know how many times I have to tell you this, Courtney, but that’s none of your business,” I said, but Kayla’s reaction might as well have been a flashing neon sign.

“You did, didn’t you?” Courtney pressed. “That’s what you didn’t tell us at brunch.”

“Courtney!” I yelled, and she whipped her head around.

“What?” she snapped back.

“What the fuck is wrong with you?” I asked, raising my voice, and she backed down.

“Fuck, man. I’m just asking,” she said lamely.

I stood up. “We agreed this would be a no judgment, no shaming sanctuary, didn’t we?” I bore down on her with my glare. “Didn’t we?” I asked again more forcefully when she didn’t answer the first time.

She looked away and said, “Yeah,” and I detected enough contrition to be satisfied she really did understand. I softened my expression.

“Sex is sex, guys, and if it feels good, and everyone’s consenting, then there’s nothing wrong with it. I know tons of women who love anal sex, even prefer it to vaginal. I know some women who can only have an orgasm from anal. I mean, Jesus fucking Christ, there’s an entire sexual orientation that’s practically perfected the art of anal sex.”

Kayla glared at Courtney. “Yes, I asked him to put his cock in my ass,” she confessed defiantly, “and I loved it, okay? Is that alright with you, Courtney?”

Courtney reacted to her name being spoken as a curse word with a sheepish shrug. “Yeah, cool. Whatever, Kiki. Good for you ... I guess.”

I sat back down. Brittney had watched the exchange like a tennis match, moving her eyes back and forth between the participants, and I’d temporarily forgotten the question to her which had sparked it, but she had not.

“I like it when the girl is tied up,” she said quietly, and I turned to face her.

“Yeah? I like that too. What do you like about it?” I asked, silently praying that Courtney had learned her lesson and would keep her mouth shut this time which, thankfully, she did.

Brittney looked around and, sensing a more progressive audience, opened up a little. “I’m not sure. Maybe the way they just get ... used?” She’d intonated it as a question, not a comment, and looked around to see how the others would react, but everyone held their tongues.

“By the way, if you guys agree with her, feel free to say so,” I said, hoping to spur a more affirming dialogue, but no one took the bait. To Brittney, I said, “I love being tied up too sometimes, and the way a woman uses me to get herself off, it really excites me.”

“Really?” she asked, as if I’d said something she desperately wanted to believe.

“Really. And I love it the other way around too. Controlling a woman, fucking her hard, pulling her hair, spanking her, choking her, calling her names. Some women really love to be used and degraded like that, you know? To varying degrees, of course, but I’m always happy to accommodate that. If they want it.”

All four of them shifted in their seats as I spoke, and Brittney’s face and chest grew increasingly flushed with every word.

“Is that something you’d like to try?” I asked, and Brittney’s eyes bounced off Courtney before settling back on me.

“I don’t know,” she said, but I suspected she did know.

I moved to sit next to her and she stared at me with large emerald eyes, looking decidedly nervous. Moving slowly, I placed my hand on the side of her face, and she flashed a weak smile when I slipped it around to the back of her head, combing my fingers through her hair. Then I gripped a fistful and squeezed, not too hard but enough that she flinched.

“Do you like it when I pull your hair like this?” I asked.

Brittney swallowed hard and said, “Yeah,” in a shuddering voice.

I put my other hand on her thigh, just beneath the cuff of her shorts, and slid between her legs. Her breath caught in her throat when I gripped the inside of her thigh near her crotch and squeezed.

“And do you like it when I grab you like this?”

“Y-yes,” she hissed softly.

I leaned in to put my lips next to her ear. “Do you have your tampon in?” I asked, and she nodded. “Well, what are you waiting for? Go take it out so I can fuck you.”

I pulled my head back and she looked at me and started to rise, but I held her and whispered, “You better not have any fucking clothes on when you come out of there. Do you understand?”

“Yes.”

“Good. Get your ass moving.”

I released her and, after another moment’s hesitation to make sure I’d been serious, hurried off to the bathroom. I stood, my cock hard as a rock, and paced a little, taking deep breaths through my nose, preparing myself. I turned to the other three girls.

“Listen,” I said to them, keeping my voice low, “You’re going to see some things that might disturb you, okay? You might hear me say things that sound harsh, and Brittney might even scream and cry, but I promise you I’m not going to hurt her. Whatever happens, please just remain quiet and don’t try to interfere. You’ll just end up spoiling it for her and she’s going to be mad at you for it.”

“Dude, what the fuck are you planning to do to her?” Courtney asked, drawing her feet up underneath her legs, as if to protect herself.

“I’m serious, Courtney. If things get too disturbing for you, just leave, okay? Also, there’s probably going to be a lot of blood.”

“Blood? Why would there be blood?” Ashley asked alarmed, but I held up my hand.

“Period blood. She’s on her period. If her flow is heavy, you’re definitely going to see it. Don’t worry, though, it’s painless. It’s just messy. Listen, bottom line: if it gets too intense for you, just leave, okay?”

They stared at me, their fragile trust in me stretched to its absolute limit, but one by one they agreed.

I straightened my back and held my arms to my side, closing and opening my fists, breathing heavily. Something primal surged within me. I caught Kayla’s attention.

“You ready to watch me fuck your friend, baby girl?”

Her lips parted and she nodded.

“Good,” I said in a low voice, shifting my gaze to the bathroom door. “Because I’m going to fuck the shit out of her.”

When Brittney emerged from the bathroom, timid and uncertain, I gave her no time to think. I pointed to a spot in front of me.

“Get over here.”

I said it neither harshly nor menacingly, but calmly and in a low, authoritative voice. One that told her compliance was mandatory. She moved quickly to the spot and, once again, I was struck by her long limbs and naked form and the impressive frame upon which they hanged. She looked like a Gaelic Amazonian.

As she arrived, I stepped forward, closing the distance quickly. I put my hand on her face and leaned in close, pressing my body against hers to stand cheek the cheek.

“Are you ready for this?” I asked in a soft whisper only she could hear, and she nodded slowly. “Say, ‘Yes, I’m ready.’”

“Yes, I’m ready,” she said, trembling with fear and anticipation.

“I want you to listen very closely. If anything I do scares you or hurts you or just makes you uncomfortable, say, ‘Too much’ and I’ll back off, okay? I won’t stop, but I’ll back off. What are you going to say?”

Brittney’s trembling intensified and she stuttered out, “T-too much.”

“That’s right. If you don’t like something I’m doing and you don’t want me to do it again, say, ‘Stop’ and I’ll stop doing it and won’t do it again. What’ll you say?”

“S-s-stop,” she managed to get out, and it sounded almost like a cry.

“Good. Last thing. If you don’t want to keep going, if you want it to end completely, say, ‘I’m done’ and we’ll stop whatever we’re doing immediately. Repeat it.”

“I-I’m d-done,” she whispered.

“Perfect. Too much, stop, I’m done. Got it? Good. Spread your feet apart. Do it now.”

When she did, I reached for her pussy and sank my finger into her vagina. She let out a shocked cry, but I shooshed her and withdrew it, holding it up for her to see. A light coating of ochre menstrual blood covered it to the second knuckle. I brushed it over her bottom lip, and her diaphragm fluttered and she whimpered through her nose as I leaned in to kiss her. I used my tongue to lick the blood from her lip and then pulled my head back to look at her.

Brittney trembled so violently she could barely keep herself under control as stress hormones flooded her blood stream, cranking up her fight, flight, or fuck response to eleven.

“Get on your knees,” I said.

She nearly collapsed as she went to the ground and ended up on her hip, but she collected herself and rose to her knees, settling on her haunches. My cock pointed straight at her face and she reached for it.

“Did I tell you to touch my cock?” I asked, and she froze with her hand held out in front of her. “Put your hand down. You don’t move, you don’t talk, you don’t do a goddammed thing unless I tell you to do it. Understand?”

She dropped her hand into her lap and nodded, avoiding my gaze.

“Untie your ponytail.”

Brittney looked at me to ascertain if she’d heard me correctly, then reached back and removed the two hair ties holding her ponytail in place. Her long, curly red hair spread across her entire back and she used her fingers to tease it out and give it some volume and lift. Her appearance instantly improved.

“I like your hair better this way. You look fucking sexy as hell. I want you to wear it like this whenever we’re in this room. Understood?”

“Yes.”

“Good.” I reached out with both hands to run my fingers over her temples and over the top of her head, gathering up a large volume of her hair, then gripped it in my fist until I had her head firmly under my control. “Open your mouth.”

She did, and I stuck my cock inside. Brittney closed her lips around it and started to move her head and lift her hand to grab it.

“Did I tell you to move?” I asked, and she stopped moving and lowered her hand again. “You don’t listen so well, do you?” I asked, and when she didn’t respond, I added, “That was a question.”

She considered how to respond with my cock in her mouth and opted to shake her head a little bit.

“No, you don’t, so I’ll repeat myself and hopefully you get it this time. You don’t move, you don’t talk, you don’t do a fucking thing unless I say. Think you can remember that?”

A small nod.

“Good. Now listen up, my little cocksucking whore, I’m going to fuck your mouth and the only thing I need you to do is make sure those cute little cocksucking lips of yours never leave my dick. Think you can handle that?”

Another small nod and a thin line of drool.

“Excellent,” I said, and then proceeded to fuck Brittney’s mouth.

My control over her intoxicated me, and I reminded myself that she was still a virgin, wholly inexperienced and highly suggestable. I would need to proceed with caution. The last thing I wanted to do was traumatize her during her first time and leave her with a scarring memory. But I also wanted to open her up and challenge her while making it enjoyable for her at the same time, so I took it slow, applying firm authority over her rather than raw brutality.

For her part, Brittney’s uncontrollable trembling eased considerably as I moved my cock in and out of her wet mouth. She looked up at me and I thought I detected the hint of a smile lifting her cheeks. Good. So far, she had seemed eager to accept a small measure of domination. I decided to test her willingness to accept a little degradation too.

I pulled my cock out of her mouth and took it in my hand. Holding her chin, I dragged the broad head over her ruby red lips, then used it to lightly slap her cheeks.

“You really love sucking cock, don’t you?” I asked her, rubbing it over her face. Damn, I’d done it again. Old habits. Whatever. She nodded anyway. “I want to hear you say it. Tell me how much you love sucking my big cock.”

“I love it so much,” she said quietly, her eyes locked to mine.

“Say, ‘I love sucking your big cock.’”

“I love sucking your big cock.”

“Yeah, you do, don’t you. Probably as much as I love eating your little pussy, hmm? Are you my cocksucking little whore?”

She hesitated a beat but nodded when I rolled my cock over her lips again.

“Say, ‘I’m your cocksucking little whore.’”

Her eyes moved to where her friends sat, and she wavered, too self-conscious and embarrassed to say something so degrading in front of them.

“What’s the matter?” I asked, and she moved her eyes back to mine. “Are you too chickenshit to admit it? Don’t look at them, look at me. Fuck those bitches and fuck what they think. Be honest. Surrender to yourself, Brittney. You love sucking my cock, don’t you?”

She nodded vigorously.

“And you want me to stick it back in your mouth and fuck you with it, don’t you?”

Her eyebrows moved apart and she nodded again.

“Then stop hesitating. Just fucking say it. Say, ‘I’m your cocksucking little whore’ and I’ll do it. I’ll put my big cock back inside your mouth and fuck you with it.”