20. Support
"Pegging… You like pegging…"
Huh? What was that?
"Nothing, sweetie, go back to sleep."
Hmm… She was up to something. Whatever. Too early for her nonsense…
"You want to be pegged…"
Decisions
"Condoms. Non-negotiable."
Dani really was something else. She commanded the room with a casual ease.
"Agreed."
P R E S E N T (18 points)
"Spanking?"
"Nooo thank you," I said.
"Ooh, sorry Mark," said Dani, "I'm afraid you've been out-voted on that one."
Sophie laughed. "She's just teasing. She knows you don't like that stuff."
H U N G E R (20 points)
"Kissing?"
Sophie thought for a minute. "Yes. But Mark's not allowed to kiss Dani."
"Sure," I snorted. "But you're not allowed to kiss Brett either (no offense)."
Dani rolled her eyes, "straight people, eh?"
Brett laughed, "I think it's weirdly sweet."
D I R E C T (18 point)
"How are we feeling about pegging?"
I'm not sure why, but the word made me feel kind of funny. Kind of… excited?
F R O Z E N (38 points)
"I'm sorry, but can we address the elephant in the room?" said Sophie. "I was promised a cute femboy!"
Oh my God.
I covered my face in embarrassment, only to hear Brett burst out laughing. "Sorry to disappoint."
"Don't get me wrong," she continued, "you are a very attractive man." Dani nodded in agreement. "It's just that Mark couldn't stop talking about how sexy yo-- HEY!"
I threw a cushion at her. Brett was blushing, and I desperately needed her to stop talking.
P E N A L T Y (14 points)
"The safe words are 'yellow' to back off, and 'red' to stop," said Sophie.
"Good," said Dani. "Everybody happy?"
Sophie leaned close and whispered, "it's okay to say no. No-one will be upset."
It was sweet that she cared. But unlike last time, I really was actually excited. "Absolutely."
"Settle down, Mark," said Dani, "we all know you're eager to get pegged, haha!"
Sophie kissed me on the cheek, "don't worry, I'll be gentle." She stood up, "Dani and I are going to get changed. All the toys are in the spare room, so you two can just head up when you're ready."
Brett looked at me and smiled, "shall we?"
"Yeah."
Deviants
"It's not like I haven't done butt stuff before."
We had both undressed. It was kind of strange; the last time Brett and I did something like this, he was never fully naked, never without the wig and the make-up. It was like looking at a completely different person. Looking at him felt uncanny, and there was something… a tension in the air.
"The last time she tried to peg me, I kind of chickened out. Like, used the safe word chickened out."
We picked out the toys - cuffs, collars, gags - we made small talk, like this was the most normal thing in the world.
"I'm not gonna lie, when it first goes in, it takes a little getting used to." Brett brought his own collar. Pink leather. "But then it feels amazing!" We each wrapped leather cuffs around our ankles, locked in place and joined with a foot of chain each. "And the orgasm… Oh my God, you don't even know."
I laughed. "I'm kind of looking forward to it, to be honest." We positioned ourselves, on our knees, side-by-side in front of the bed. "But don't tell Sophie that." Facing the door, ready for the big entrance. "I'd never hear the end of it."
Brett laughed, holding up the ring gag, "I think I'd struggle, no?"
It was surreal, and yet… so nice. I felt calm with Brett there. Having someone who was on the same page. On the same level.
"And you know you can stop any time. You just have to say the safe word." Yeah. "Or you can, like, nudge me, and I'll say the safe word."
"Well," I said, picking up my own ring gag, "we can try to say the safe word, at least."
Brett was already buckling his gag, "ee-ellow, hwed. Hee, ee-shee."
He had me there. I slid my gag into my mouth, setting it between my teeth, and buckled the strap behind my head. "Oo-eady?" I said, already having to wipe away the saliva escaping the side of my mouth. Brett nodded.
He handed me a pair of cuffs, and we each put our hands behind our backs. Last chance, I thought. I heard Brett's cuffs zip closed. I closed a cuff around one wrist with a click-click-click. Last chance to change my mind. I felt Brett bump against my arm, and when I looked at him, he had this look in his eyes… I tightened the cuff around my other wrist.
I was trapped. And everything was going to be okay.
Dommes
Knock-knock-knock. "Ready, boys?"
"Ee-eah."
The door opened, and Sophie and Dani walked in. They were both wearing black silk robes, each carrying a chair. Sophie's hair was pulled into a familiar ponytail, her eye make-up giving her eyes a quiet authority. Dani's copper hair was slicked back, her make-up intensifying her angular features into something almost threatening. They set their chairs down across the room from us and sat, crossing their legs in perfect harmony.
"Wow," said Sophie, "isn't this a pretty sight."
"Mmm, I love seeing men on their knees," said Dani, "it just feels right. Don't you think, Mistress Sophie?"
Sophie bit her blood red lips, "definitely, Mistress Dani."
"But they're no use to us all the way over there."
"No they are not." Sophie leaned forward and beckoned with her finger, "here, boys."
Steadily, awkwardly, we shuffled forward, chased by the rattle of our chains. All the while, our Mistresses reclined with delight and hunger in their eyes. Wicked smiles about their lips. They were going to devour us. And Brett and I would thank them for it.
At Sophie's feet, my mouth agape, I gazed up at her in awe. Adoring. She raised her foot - her open-toed heel - to my chin. "You know what I want. Right?"
God help me, I did. She wiggled her nylon toes, her nails painted a deep purple that matched her fingers. Hesitating, I leaned in, my saliva dripped helplessly onto them. I pressed my mouth against the top of her foot, and pulled my lips inwards in something like a kiss; but holding back my tongue. As I pulled away I left behind a trail of spittle. I looked up at her, as if to say 'was that good? was that enough?'.
She chuckled, gesturing her head towards Dani. When I looked, Dani's toes were all the way in Brett's mouth - and he looked delighted! Huh… Maybe I am weird. I held my tongue out and tentatively approached Sophie's toes. But when my tongue made contact, I reflexively recoiled as if it had touched something sour, a shiver running down my back. I felt her hand on my head, stroking my hair. I looked up at her, and she winked. Heh. Softie.
I had a better idea, anyway. I nudged my head against her knee, knocking her legs uncrossed. I ran my cheek, my tongue up her sleek nylon calve; tried to push my head up under her robe. I felt her other foot on my shoulder, her heel digging into my chest as she pushed me back.
"Nuh-uh, baby. You don't get that until you've earned it."
"Shall we show them our new toys, Mistress Sophie?"
"Absolutely, Mistress Dani."
They both stood, looming over us, and threw off their robes. Dani wore a tight-fitting, black faux-leather bra and pants. Sophie was wearing her leather corset; her black stockings held up with a black garter belt.
At each of their crotches, casting shadows over our faces, were matching strap-ons - Sophie's in blue, Dani's in red. They were shorter, thinner, smoother than the one Sophie had used - tried to use - with me before. That had been my one condition.
Sophie put her hand on my cheek, and guided her cock through my gag, "make sure you get it nice and lubricated". Brett, ever eager, didn't need to be prompted; he took Dani's cock hungrily. I tried to match his pace, as best I could.
"Ha! Looks like you were right, Mistress Sophie," said Dani, "Mark really does love sucking dick." To my side, I could hear Brett laughing.
"Alright, boys," Sophie said, withdrawing from my mouth, "let's get you into position."
Sophie and Dani picked up their chairs, and turned them, face-to-face. They clipped a leash to each of our collars, and dragged us along to either side of the chairs. They bent Brett and I over the chairs sideways; side-by-side, cheek-to-cheek, facing in opposite directions. They then padlocked the free ends of our leashes to the other's cuffs - my neck to Brett's hands, Brett's neck to my hands. The chains were tense, pulling our hands towards our shoulders, holding us well pinned.
"What do you think, Mistress Sophie?"
"Mmm… I think it's perfect, Mistress Dani."
My heart was racing. In front of me, I saw Dani pull a condom onto her cock and lather it in lube. I could only assume - only hope - that Sophie was doing the same behind me. Dani then dripped lube onto Brett's arse, and I flinched when I felt the same cool sensation hit my own back. This was it.
"Ready, boys?" said Dani. Brett nodded without a moment's hesitation. And just like that, Dani was inside of him, with barely a wince.
Me on the other hand… I felt that pressure again. The one that always made me clench. I heard Sophie whisper into my ear, "it's okay if you don't want to do it. Just say the word."
No. I shook my head. "Oo iht." I did want to do it. For Sophie. For myself. I closed my eyes, trying to make my body relax. I felt Brett's head gently rest against my own. I heard his slow deliberate breathing. And I breathed along with him. My face, my hands, my thighs - my body relaxed into each breath, and then…
"Thank you, baby."
Brett had it right. We got into the flow, and the feeling was fantastic. The whole situation - the bondage, the company, the… the pegging! Fuck. It was incredible. Beside me, Dani was hurling a barrage of insults, and taunts at Brett, and he was singing blissful moans into my ear, as if Dani were whispering sweet nothings to him.
For her part, Sophie was mostly silent. She knew me well enough to know that I wasn't into that, except for an occasional teasing remark. And when Brett came, Sophie gave me a derisive, "tsk, what's taking you so long, baby? Clearly we'll be needing a lot more practice at this."
"Maybe I can help," said Dani. She pulled the condom off her cock, and shuffled over in front of me. "Mistress Sophie told me you were desperate to try this."
The thing about being spit-roasted is, it's kind of like 69-ing - it's hard to focus on two things at once. I mean, you try giving a good blowjob while you're being pounded in the arse. Which is to say, Dani was doing all the work on her end. Not that I could do much with the chains and the gag, anyway.
Still, I'm a little embarrassed by how much it was helping. I could feel the pressure building in my prostate, that throbbing in my cock, like it was about to burst. My body tensed; the gag was the only thing keeping me from biting down on Dani's cock. And when the orgasm hit…
Holy fucking shit.
Duel
"That's the problem with boys…" said Dani.
Brett and I were catatonic. The chairs, the chains - they were the only things keeping us from melting into the carpet.
"… they get used up too quickly." Dani, unbuckled and stepped out of her strap-on, pulling the red dildo loose with a vwormp sound. "You should not have come back here, Sophie-Wan."
Sophie followed suit, holding her blue dildo en garde, "if you strike me down, I'll become more powerful than you can possibly imagine."
The two proceeded to slap at each other with their dildos, making lightsaber sounds and laughing like idiots. The dumbass was strong with these ones. A wide swing from Dani caught Sophie on the cheek, making her cry out in pain. She grabbed Dani's wrists, grappling and baring her teeth. In the excitement, Dani lost her footing and was tossed down onto the bed.
"It's over, Dani-kins. I have the high ground."
"Heheh." Dani was undeterred. She raised her leg, rubbing her foot against Sophie's crotch, "you underestimate me power…"
Sophie lost her focus, just long enough for Dani to grab her wrists and pull her down onto the bed with a scream. Dani was on top of her, Sophie was pinned, and Dani's hand drifted menacingly downwards, sliding into Sophie's pants. "You belong to the dark side," she said, biting Sophie's neck. "Search your feelings, you know it to be true."
"No…" Sophie tried to resist, "I'll never join you." But Dani's fingers had her bewitched. Their lips locked in a passionate exchange, and when she came apart for air, Sophie called out, "help me, Mark!" She tossed something at us that hit the floor with a jingling clatter… landing a couple of feet away. "You're my only hope."
Great. Super helpful.
Just then, I felt a prodding on my cheek, and when I looked up, Brett was waving? His gagged mouth almost looked like it was grinning.
I only tried self-bondage once, and it didn't go so well. Brett, on the other hand; well, he was something of an expert. And he knew better than to get himself into bondage without a plan for getting back out. And as it turned out, he'd brought his own handcuffs.
With his hands free, he moved his chair aside, and crawled towards the bundle of keys, pulling me along behind him, with my hands still leashed to his collar.
"Good… Let the gay flow through you." Now that I was upright and closer to the bed, I had a better view of Sophie and Dani, and WOW! It was better than anything I could have hoped to see. And suddenly that pesky refractory period wasn't such an issue.
Brett had already removed his gag and unclipped his leash while I was distracted, and now he picked up the keys and started futzing about behind his back.
"Ah," I tried to say, "ahg," trying to point my tongue at the gag. I really wanted that thing out. And more to the point, I really wanted to get in on what was happening on the bed! Brett looked at me curiously. I kept frantically pointing my tongue, to which he shrugged and leaned in, planting a kiss on my open mouth. When he pulled back, I tried making noises again. He just smiled back sweetly. My eyes narrowed; was he messing with me?
From the bed, I heard Sophie make an approving purr, "do that again."
Brett gave an eager smile, and once again pressed his mouth against mine, his tongue moving unimpeded by my gag. Sigh. I guess it wasn't so bad. And it was what she wanted, after all. I closed my eyes and embraced the moment. There I was, chained up, making out with another man for my girlfriend's entertainment and - you know what - that felt just fine.
On the bed, Sophie's pitch was increasing, her frequency shortening, her song building to a crescendo that echoed about the room.
"Thank you, Brett," she said through her panting.
"Hehe, my pleasure."
Daisies
Sophie squeezed the front of her corset together, and when she let go it fell open. She took in a deep breath and let out a long sigh. "You two still haven't gotten free yet?"
"Eh, we don't need them." Dani pulled off her bra, and cuddled up to Sophie, stroking her body where the corset had left behind its impressions. "Do we, Mistress Sophie?"
"No we do not," she said, running her finger around Dani's piercings. "Oh. Mind if I show Mark what you taught me?"
"Ha!" Dani laid back and spread her legs. "Be my guest."
Sophie got down onto her knees. She slid off Dani's pants, then lifted her legs over her shoulders, gripping her thighs. She looked back, making sure I was paying attention… and she pressed her mouth into Dani's cunt. I was stunned. Awestruck. And when Dani started to writhe… Fuck. I really needed to get out of those bonds!
By now, Brett had shed all his bonds, down to his pink collar. He moved behind me with the keys - finally! But when I heard the click of an opening lock I couldn't understand why my hands, my ankles wouldn't come apart.
"You're so good at this, mistress," Dani purred.
I felt a pull at my collar, and when I looked around, Brett was standing with a mischievous grin - tugging on my leash. I'd been betrayed. And by a fellow sub! "Come on, Mark," he said, pulling me towards the bed.
Unbelievable.
He had my turn around, still on my knees. "Let's just slide you in here," leaning me back until I was resting on my cuffed hands, he guided my face between Sophie's legs. "Perfect."
Meanwhile, Dani was still trying to provoke me, "you know, I made sure she got PLENTY of practice." I hated how much it was working. I was rock solid. And to make matters worse, I felt the warmth of Brett's mouth around my cock. That was going to be a problem.
"How about this," said Dani, "if you can't make Sophie cum before she makes me cum, we'll put you in one of those dick cage thingies, and I'll teach you how to actually please a woman."
Sophie let out a muffled laugh.
I didn't mind a little friendly competition. And maybe it would work to my advantage, if I could distract Sophie enough to throw her off.
"Did she tell you how many times I made her cum?" Dani said.
Of course, that theory cuts both ways; I knew all too well how good Brett was, and right now he really wasn't helping my focus. I could feel the tension rising, and I desperately tried to shift my hips back as far as I could, trying to pull myself out of his mouth. He eventually got the message, and let me go with a sad sigh. From my position I couldn't see, but I already knew what his face looked like, and it made my heart ache.
"Aww, you're so selfish, Mark," said Dani. "Come over here Brett, I'll gladly take care of you." After that, Dani went quiet.
It was a close run race. I felt Sophie's thighs tighten around by cheeks, her hips grinding against my face as her muffled moans got louder; as Dani's moans got louder and Brett's cries of 'oh my Gods' got faster. I felt Sophie spasm, her body quivering as she endured Dani to her own climax.
"O-okay…" said Dani between gasps, "I'll let you have that one, hah… hah…"
Sophie rolled off my face and slumped down onto the floor, sitting next to me against the bed. She was breathless, sweat dripping from her brow. I tried not to look too smug about my victory. She unbuckled my gag, at last pulling it from between my teeth, and she kissed me.
"Hello there," she said, teasing my erection with her finger, "had enough yet?"
I let out a laugh. "Of you? Never."
She gave an excited smile, and climbed on top of me, sitting on my lap, sliding me inside of her. We were face to face, chest to chest, heart to heart. She gripped my leash, and pulled my mouth to meet hers. Our tongues met, and we were lost in each other.
It had been an incredible night, and I almost didn't want it to end. But my cock had other ideas. After everything, the build up, the sights, the teasing, the bondage. I was right at the edge. And all it took was a push…
In the afterglow, as my senses returned, there was only Sophie. My whole world in my lap. And there was me, in the only place I ever wanted to be. She could have kept me locked up like that forever.
"Huh. Where did the other two go?"
Denument
"… and he's engaged, so he probably won't want to be my Dom for much longer. But I was wondering… I was HOPING… I mean, like, you have a lot of experience with coup--"
"Oh!" said Dani, "Are you done?"
Sophie led me carefully down the stairs by my leash - still bound, still naked; a silk robe draped over my shoulders for warmth, or something like modesty.
We found Dani and Brett in the living room, talking over a pot of tea. Brett had gotten dressed. Dani was in just her underpants, one knee up to her naked chest, and eating some leftover pizza she'd found in the fridge, "mmh, you don't mind, do you?"
"I didn't notice you leave," said Sophie.
"Brett politely suggested you might like to wrap things up on your own," said Dani.
Brett smiled, "I had to literally drag her away."
"I just wanted to make sure Mark treated my sweet baby Sophie right!"
Somehow I had ended up in a mad house. I loudly cleared my throat. "Sorry to interrupt…" I rattled my chains, trying to hold out my cuffed wrists from behind my back, "which one of you reprobates took the keys?"
"What sort of a question's that?" Dani said, incredulous. Her face turned to a smug grin as she held up and jingled the keys, "obviously I did."
"Love you, Dani," said Sophie.
"I've got you, mistress," she said, tossing the keys to Sophie. "Even if you did choose the wrong side, haha!"
Sophie sat me on the sofa, and laid down, resting her head on my lap, one hand still clutching the leash, and keeping the keys for herself. Sigh…
"So listen," said Dani. "This was a blast. Definitely top 10. But I try not to drink from the same well too often, if you get my meaning? Things tend to get… messy that way."
"Yeah," said Brett, "tonight was amazing, oh my God!" Then his head dropped, his voice turned serious, "but I really need to figure my own stuff out. I'm already the third wheel to one couple…"
It was hard not to feel a little rejected by that. Still, it's not like we needed anyone else.
"Is there any more of that pizza left?"
Sophie and Me? That was perfect.
20.5. Imagination
"Bunny girl?"
"Not really role play. But, maybe…? Stop grinning!"
"Heh. Teacher and student?"
"Hmm… problematic."
"Cops and robbers?"
"All cops are bastards, baby."
"Even sexy cops?"
"Trust me, you don't want my excessive force."
"Damsel in distress?"
"Oh? Are you saying you want to be a pretty princess?"
"That's not quite what I had in mind."
"Don't worry, Princess Caroline, I'll rescue you from the wicked Queen (who is also me)."
"Heh. Dumbass. Superheroes?"
"Yeah! I could be Wonder Woman, and tie you up in my Lasso of Truth."
"You know I'd never lie to you. And you already have my loving submission."
"You're such a dork."
"Yeah, but that's why you love me."
"Yeah… it kinda is…"
"Secretary?"
"Heh, well we know how much you like taking 'dictation'."
"Really…"
"Ooh, I know! Would you like to play a game?"