I nodded and waited for them to begin.
Ben slid the tails of the flogger over my skin. It was smooth and gentle, and at first, I wasn’t sure this was actually what I’d expected from a spanking. Then he struck. Left cheek. Right cheek. There was an initial sharp bloom of pain then it faded fast. I felt confident that I could handle a million of these.
He settled into a steady one-two-one-two rhythm that almost reminded me of marching. My bottom was gently warmed, and my pussy was throbbing with desire already. It was definitely sexy as all hell, but I wanted them to be harder with me. Rougher. To show me who was in control.
When Ben stopped, he stroked my bum with his hand, igniting soft tingles beneath the surface of my skin.
“Now Matt is going to give you five with the paddle, which is one of the most common spanking implements,” Andy said. Matt placed the paddle against my cheeks and it felt big and wooden. I was suddenly afraid I would get my wish of a harder spanking.
The paddle left my bottom then landed a second later with a loud clap. It caught a large area across both cheeks at the same time, and the instant burst of pain made me gasp in surprise.
“One,” Matt said. Oh my God, he was counting out loud and everything.
The paddle landed again, and I squeaked when it caught the same spot again.
“Two.”
It hurt so bad! I wiggled my ass trying to get the pain out but it clung to my skin.
Three to go. Three to go.
When it landed a third time I whimpered and clenched my bottom in an attempt to dissipate the burning pain.
“Three.”
“Don’t clench,” Andy told me. “It will hurt more if Matt paddles you while you’re clenching.”
I made a conscious effort to relax. Matt whacked me lower, this time, and I moaned with a mixture of pain and arousal. It wasn’t a gentle feeling, but somehow the heat travelled straight to my clit with every swat.
“Four.”
One more left. I pressed my lips together, telling myself I was almost there. It landed harder than the last four and made me cry out again, louder. The burning all over my bum implied it must be purple.
“Five.”
“Well done, Bex,” Andy coached. I felt elated. I’d taken this spanking, in this room, and it had been scary and difficult, but I’d done it.
“That wasn’t as bad as I expected,” I said.
“It’s not over, yet,” Andy chuckled. “I haven’t showed you the riding crop.”
“Riding crop?” Oh my God, I think I just came at the thought. We had never used one before and the idea was such a turn-on.
“Six of these. Don’t clench.” Andy didn’t give me time to say anything else, he just landed the crop in the middle of my right cheek with a splat. I squeaked. It was painful, but more focused than the paddle had been, which made the pain feel sharper somehow. He quickly evened things up by catching my left cheek in the same place. His aim was incredible.
I gasped when the crop bit me twice again, lower this time, catching the same low place that had hurt so bad with the paddle. I was quickly learning that low strokes hurt more than high ones.
The last two were higher again. I squeaked as he seemed to use more force, and I realised all these implements could hurt less or more, depending on how hard they were wielded.
By the time he finished, I was panting for air, my clit was tingling and throbbing, my pussy was begging for action and my nipples were taut against the wood of the cross I was fastened to.
“You took that really well, and it’s all over, now,” Matt told me.
“How did all that feel?” Andy asked, as Ben and Matt unfastened me.
I waited until I could turn to face them.
“Sexy as fuck. I want more, next time,” I replied, red-faced from admitting how much I’d enjoyed it.
“Definitely, but we didn’t want to push you too far during your first time in here. This room can be quite intimidating, especially with three doms at once,” Matt told me.
“Speaking of first times,” Ben said. “There’s a bejewelled butt plug somewhere with your name on it.”
I pretended to take him literally. “You got it engraved?”
They all chuckled as they went to the door of the playroom. Feeling very exposed, I hastily threw my T-shirt and panties back on before I scrambled after them.
* * *
Bex
As we went upstairs, to Andy's room, my bottom had warmth spreading through it, and it felt comforting as well as sensual. I wanted to get spanked again and again. Harder. Faster. More intense. The world of possibilities was spread before me like a buffet, and the men seemed in good spirits that I hadn’t run screaming, yet.
“Now let’s give the inside of your bottom some attention,” Andy said, running his hands through my hair possessively the moment Matt closed Andy’s bedroom door with us all inside.
“To get this butt plug in, you need to get onto the bed on all fours and push your bottom up,” Ben said.
“You're the boss,” I replied.
“Actually, all three of us are,” Matt said in a low, dominant growl. A thrill ran through my body as I contemplated being at the mercy of three men at the same time again.
I stripped off and got onto the bed in the described position. The next thing I felt was the cool drizzle of liquid against my bottom hole. It contrasted beautifully with the heat in my cheeks.
“if it gets too much for you, if you need us to stop, let us know,” Matt said
I nodded. I was reassured that they would make me do anything I didn't want to do.
I had been expecting them to go straight for the main event, so when I felt Ben's finger pressing against my rear entrance, I squeaked in surprise.
“Is everything okay?” Andy asked.
“Yes, I'm fine thank you,” I replied, trying not to be jumpy.
Ben's finger slid inside my bottom hole easily, and my back passage was filled with the same decadent warmth as before. I looked over my shoulder in time to see Matt reach down with a finger, and the next thing I knew, he was caressing my clit. His attention made it easier for me to relax, and soon, Ben's finger had slid all the way inside me.
“You're really opening up today,” Ben remarked.
“Thanks... I think.” I wasn't really sure if that was a compliment or not. Either way, what he was doing to me was incredible.
“Ready for more?” Ben asked. I nodded.
“I'll try a second finger then,” he said. His index finger slid out of me almost all the way, and a moment later, a wider invasion was patiently pressing into my body.
I sighed, because the sensations were exquisite. I had never known any attention to my rear end could feel so good.
It was more of a challenge for him to work two fingers inside me, but with Matt's attention to my clit, it was definitely not a chore for me to accept this. Slowly, ever so slowly, his fingers gradually moved into me, feeling incredible the whole time.
“You like that, don't you?" Andy remarked.
I hesitated. I remembered all too well the dare I had made with the men ages ago. If I admitted to liking this, had I lost the dare? Would it be so bad if I did?
“Andy asked you a question,” Matt prompted.
“Yes.” I didn't elaborate whether I was agreeing with Matt or answering Andy's question, but I decided they could work it out for themselves.
A sudden sharp pinch to my clit made me squeak and rethink my minor insolence.
“Becky?” Matt's voice was hard, and I didn't want to try his patience.
“Yes! Yes, I do!” Beneath the pain and surprise, a wave of arousal flooded my core. Apparently, my body liked it when I was in a little bit of trouble.
“Good girl,” Andy said approvingly. I glowed at the minor praise.
When both of Ben's fingers were filling my ass, I wiggled my hips. This wasn't too bad, after all.
“Am I stretching you too much?” Ben asked.
&nbs
p; “No, I'm okay.” I could definitely feel him inside me, but we'd been this far before, and I knew I could handle it. It was what came next that I was worried about.
“I think she's ready,” Matt said. The words felt a little ominous, but I couldn't help being excited at the same time.
“Okay, where's the plug?” Ben asked.
“Here,” Andy said, handing it to him then gathering up my hair and giving it a gentle tug. He always had to be in control, even when he wasn't running the show.
Ben's fingers slid out, and there was a moment of emptiness which I didn't like. Then, cold steel pressed against my opening, and I shivered while Ben carefully began working it into me. It was bigger than his fingers, that was for certain, but it widened gradually, giving my body time to adjust.
“Still okay?” Ben asked. I had to give him full points for constantly checking on me.
“I'm fine, thanks,” I replied. I was surprised at how easily this was going inside me, after I'd seen its width when I first opened the box.
Andy chose that moment to begin caressing my breasts, and I relaxed into the delicious sensations as the three men worked in harmony once more.
The plug got wider, and I felt stretched around it, but it was a good stretch, not the sharp, lancing pain I’d remembered from times less-than-considerate boyfriends had just stuffed themselves inside me.
“That’s it, sweetheart, just let it slide in,” Ben encouraged.
It started to become a challenge, because it kept getting wider with no sign of narrowing. My ring of muscle began to feel tightly stretched, and I whimpered a little at the size.
“Almost there,” Ben encouraged.
The pressure continued, then it was inside me suddenly, and my opening was closing around the narrow neck near the jewel.
“Beautiful,” Ben remarked. The other two looked over.
“Mmm,” Andy agreed.
“Looks gorgeous,” Matt added.
“While it’s in there, Becky, you’re going to come for us,” Andy told me. I nodded my understanding.
He reached around and pinched my breasts. I whimpered again, as the intense buzz went straight to my clit and made me writhe on my hands and knees. He held them firmly for a minute or two and I moaned with desire. When he released them, an extra jolt of pain burst through both nipples.
Matt’s fingers were on my clit again, quickly moving his hand over my delicate flesh. The tingles were so powerful that I tried to move away from his touch, but he swatted my bottom, hard, and I stilled.
“Your job is to accept whatever we give you, tonight,” he murmured.
I wanted to apologize but the sensations building inside me made it difficult to put any words together or co-ordinate my mouth, voice and brain long enough to say them.
The pressure got so intense that I moaned into the bed under me. How much more could I take?
“She’s close,” Andy noted, pinching my nipples again.
It sent me over the edge and I tumbled into my orgasm, screaming and raking my nails into the bedding while wave after wave of pure bliss tore through me. The plug in my rear gave the whole thing an edge, and my ring of muscle clamped down around it as powerful contractions made me shake.
When it finished, I was still riding the high. I fell sideways, not caring when I jarred the plug in my ass and set off a powerful aftershock of tingles.
“Shall I take it out before we do anything else?” Matt asked.
“No! Please! I need something inside there!” I replied.
“So, you’re saying you want to be fucked in the arse?” Andy clarified. I realized the trap they’d laid out for me, and I paused for a moment before replying. It seemed like forever ago when I had agreed to what they could do with me if I ever begged for anal. If I said yes, I remembered what they were going to do. They would all fuck me there, one after the other. Right now, that didn’t scare me much. It just turned me on. A lot.
“Yes, I do.”
At that moment I wanted nothing more. I trusted them not to hurt me.
Chapter 16
Bex
“You'd better get back up on your hands and knees then,” Matt told me. My body was languid, too relaxed to want to move, but I managed to drag myself back into position.
“Good girl,” Andy said from behind me, and I felt him place one hand flat on the small of my back. With his other hand, he took the base of the plug, and gently tugged on it. slowly, meeting resistance, it began to slide out of me. It got wider a lot faster from this direction, and I was soon fully stretched around it once more. The feeling only lasted for a second then it was gone. I felt empty once more.
“You know, that plug looked so good inside her, with its red jewel sparkling over her entrance, that it seems like a pity to take it out.” Matt's voice was full of longing, and I was surprised, because I'd never heard such a show of emotion from him, and it confused me a bit to think his expressiveness was over such a little thing.
“Yeah but think how much better she will look impaled on the end of your cock.” Ben was the voice of reason, and Andy and Matt nodded in agreement.
“Who's going first?” Andy asked.
“Rock paper scissors?” Ben's suggestion made me burst out laughing.
“I think Ben should go first because he's the expert,” I said between giggles.
“Matt? Andy? Do either of you object?” Ben asked.
“Fine by me,” Andy said.
“Me, too.”
With that decided, I heard movement behind me, before another cold dollop of liquid was drizzled between the cleft of my cheeks.
I took a deep breath to steady my nerves as I felt Ben’s cock lined up at my opening. I was trying hard to be open minded about this, and I’d asked for this a minute ago, but in this moment, my old fear surfaced again. It had been so long since that first, gentle time, suspended in the tree outside, that I was sure my ass wouldn’t be able to stretch wide enough anymore.
“You’re doing great,” Ben encouraged. I said nothing, in case I betrayed myself. I wanted to try this; I wanted to get past my fears. It was just this in-between time, before I stopped being afraid but after I’d decided to confront my worry, that was difficult to take.
He pushed in, and I sucked air in through my teeth, waiting for the familiar sharp pain and the sensation of defilement, but they didn’t come. There was just the gentle, smooth feeling of hardness covered in silky-soft skin, as he patiently went at a pace designed to help my body adjust.
I felt every inch of him as he gradually buried himself in me. It was just as delicious as I remembered. Better than the plug, or his fingers. Warm tingles emanated from inside me. As he got deeper, I began to feel euphoric at the fact we were really doing this, and it wasn't making me want to scream.
“How are you doing?” Ben's tone was gentle as he checked in with me.
“Not bad actually,” I remarked, hearing the surprise in my own voice. This whole thing was quite surreal.
He slid in deeper, and I felt him filling me completely, possessing me. The amount of intimacy in this one act was so much more than I'd ever expected. When the flesh from his rock hard lower abs touched my bottom cheeks, I knew he was all the way in. It felt like we were two puzzle pieces finally knitted together. I almost forgot Andy and Matt were in the room.
“She's soaking wet; my fingers are getting drenched,” Matt remarked, and I remembered it was he who was stroking my clit. A moment later, Andy pinched my nipples hard, and the combined sensations of the three men working me over in harmony again was incredible.
Ben slowly pulled out of me a little way and thrust back in again. The movement ignited new radiances and sparkles that seemed to shower throughout my core, making me moan in delight. He began to move at a steady pace, considerate of the fact this was my first time, and I was able to fully explore the new sensations he evoked.
Only when I was tensing, almost ready to explode, did he increase his pace. The added friction sent me
over the edge, and I came apart, screaming into the bed, feeling like my insides were being torn apart in the best possible way. He gripped my hips tightly, moving faster still, and I felt the exact moment he came. A spray of hot liquid filled me, driving deeper into my own climax.
He stilled. Shocked at the intensity of my reaction, I remained motionless, too. When we separated, I was still breathless. He patted my haunch affectionately.
“Bloody hell...” He trailed off but never finished the thought.
“Who do you want inside you next?” Matt asked.
“You,” I replied.
“Hahhh! Andy’s last!” Matt teased.
“She’s saving the best for last,” Andy replied.
I laughed. I was almost completely certain there wouldn’t be any hard feelings amongst them all; after all, they were getting anal tonight. I don’t think any man could be jealous of another if he was going to get to stick his cock in a girl’s arse.
“Are you still comfortable in that position?” Matt asked.
“What other ones are there for bum love?” I asked. It was a term I’d heard at an Ann Summers party and I thought it was a decent one.
“Bum love?” Andy laughed.
“Should I be blunt and say, “shoving it up my arse”? Or do you want me to go all American and say “assfuckery” or “butt stuff” instead?” I asked.
“It just sounded funny,” Matt said.
I shrugged. I didn’t have enough words for this that didn’t make it sound degrading and minging. I hadn’t really thought about it enough in the past, I supposed.
“Anyway, back to the question. Positions...?” I waved a hand, motioning for one of them to get on with it.
Andy began rattling off positions. “Lying down is possible, but you’d be lying backwards on one of us. You could go on top. Or reverse cowgirl. Otherwise there’s this one where you put your feet either side of—”
“Can we stick with reality, here? I’m not a bloody contortionist!” I pointed out with a giggle.
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