Sheep Among Wolves

"Yes," Anna said, steeling her resolve. "I'll pick up the ring on the way out if you want, though."

May laughed, returning to her more chipper self. "It's fine. So, uh- have you actually done it yet?"

"May! It's been a few hours. Seriously." Anne groaned. "It's more of a 'resolved to' thing, okay?"

"Alright, alright," May said, setting her glass down after just a sip. "Is there anyone you've 'resolved to' try your luck with?"

"That's a secret." Anne looked away, hiding her blush.

"Oh come on, Annie. Now I'm even more curious." May started to lean in. "Alright, is it someone I know? Maybe I can help."

Great, what was Anne supposed to say? It felt like a no-win situation. She needed more time to gauge things.

"Uh, yeah. You could say that." Anne gripped the glass, swallowing the urge to throw it all back.

May sighed. "It's me, isn't it?" Looked like time was up. "You've been giving me these strange looks all day. That's away. It all makes a lot more sense if my hypothesis is correct."

"I-" Anne felt as though she was made of air. "Look- it's not- I'm really sorry."

"Annie, Annie, Annie." May returned to Anne's side, though this time she left her drink behind. "Before your eyes dart away. Did this only happen after you discovered my secret?"

"Well- yeah? That was the kind of thing I also wanted. Only- I never really met any men I liked, or I wasn't allowed. You, though- you've done so much for me over such a short time. You even showed me how stupid I was being today. I'm not normally into women, but- I guess I'd say you're the best of both worlds."

May snorted a chuckle. "I don't think anyone's ever said that about me. Look, I'm flattered, really. And I care for you, really. It's just I'm not all that comfortable going this far with my boss, or at least my supervisor. Especially now you have such a delicate secret on me."

The thought that Anne was being the least being coercive in all of this felt abhorrent. Maybe that wasn't the exact problem: it was only that May believed the whole exchange to put her under some kind of duress. Was there any way to convince her that wasn't the case?

"It's okay, I understand." Anne returned to her drink. "I guess I'll just have to find someone else to show me the ropes."

"Wha- ropes?" May was now giving her full attention. "Oh, uh- you mean figuratively, right?"

"Maybe a little of both? I told you, I've never done anything like this before." Anne took a couple of deep breaths. Steady the nerves. "I started to imagine being completely bare and helpless. So anyone could do what they wanted to me. Make me do what they wanted. It would only work with someone that I felt comfortable to give that kind of power. I guess I'll have to find someone else, eventually."

Anne had May's attention now. "Alright, but what if something went wrong? Wouldn't you hold that against the person who did that kind of thing to you?"

"I don't think so," Anne said, shaking her head. "There's still a lot of things I don't know if I would enjoy or not. I suppose as long as whichever person it happened to be didn't try to harm me and respected any limits I discovered, I would understand the occasional hiccup."

"I see," May said, perhaps in need of another 'closet trip'. "Just for the sake of argument, what if this non-specific individual wanted to- shall we say- finish inside of you? Even if said individual could potentially fertilise you?"

"What an interesting scenario," Anne said, suppressing the urge to chuckle. "That happens to coincide with my desire to experience my first time without any kind of protection. While there are contingencies for an unwanted pregnancy, I suppose it would have to be a day where I'm a good distance away from ovulating. For example, today." Anne pulled a test from her bag, bought on the trip. According to the results, she was at least a week away.

"You're really that determined to do this, that you'll take on any and all consequences?" May asked, bringing the conversation back to earth.

Anne nodded. "I'm the leader, remember? The buck stops with me."

"If you're certain. Do you really mean anything?" May asked.

"I should be willing to try anything, yes. Though I can retract that at any time for any particular act- or tool." Anne took May's hand into her own. "There are safe words for this kind of thing, right? Why don't you choose one for me?"

May held her chin in her hand, thinking about what it would be. "You know what? I'll need a bit more time; not to mention I have to pick up a few things. I'll be upstairs for a couple of minutes. Close all the blinds, put the lights onto a low setting, then strip. Completely."

"You're sure no one will barge in?" Anne asked, starting to fray.

"There'll be no uninvited visitors to our fun, I promise." With that, May walked out, closing the wooden door behind her.

That was it. Anne was really doing this. Despite the clear set of simple instructions she'd been given, Anne just sat there for at least thirty seconds. May would be gone a bit longer than her previous supply trips, and she needed to steel herself. There was a wide gulf between imagining and execution. She would just have to trust that May was still every bit the person Anne thought of her.

The blinds were first; even as they fully thwarted the possibility of any voyeurism, there was still enough sunlight pouring through to just about make things out. The light was next, a small metal dial that could be turned to give a varying amount of light. Anne moved it until it clicked on, then shifted it just a touch for some low, atmospheric light from the wall lamps. The last part drew the most reluctance from her; the first time she'd ever forsaken her modesty like this outside of her home, except perhaps for medical reasons. Nonetheless, Anne finished well before May returned: her dress and underwear all sat in a neat pile on the sofa while her shoes lay on the wooden floor. Even her in the darkened, lonely room Anne fought the urge to use her arms, fighting for any shred of possible modesty. If May really did go through with tying her up, that would no longer be an option.

There was another whole minute at least of sitting and introspecting before Anne heard footsteps coming down the stairs, getting louder and louder. Her guard shot up until it was May who walked through the door, carrying a large sports bag from her right hand. Still, there appeared to be no way to lock the door on its own. Anyone could still just walk in.

May slid the small dining table to one side, leaving a larger area of open floor to work with. Anne heard the zipper of the bag come open, and curiosity overwhelmed anxiety. She couldn't see what May was bringing out from her seat, so there was nothing to do but walk closer.

The bag was opened wide from the top, and May pulled out some kind of seat? The thing was shaped like the top half of a cylinder and was coated in some kind of brown leather, with the exception of a couple of plastic nubs at the center top. There was a panel on one side; presumably the front, with a few buttons and a digital display. Additionally, there were a set of restraints: a pair of leather buckled straps on each side for the thighs and the ankles. On the back, there were armbinders on a stiff lead attached to the back.

This, it seemed, was to be Anne's 'hot seat'. May removed it from the bag and set it in the middle of the area. Anne heard some items rustling about in the bag as May set it aside. With just a few seconds to admire her work, May turned around and spent a few more seconds admiring Anne's full body.

"Oh my," May cooed, getting a closer look. "You don't pad? Not even a little bit?"

Anne blushed, not sure if she appreciated the attention on her chest. "Er- no. They just grew out like this. My family never liked them, especially once I reached adulthood and wanted to go away to study."

"Well, it sounds like you were in bad company. I know how that feels. And I'm looking forward to seeing how those feel." May took a step back, to present the large toy she brought in. "Now, why don't we get started? Your throne awaits."

"Throne? Is that what it's called?" Anne looked it over. It looked and sounded as though she sat on it, but what then?

"It's called a sybian, Annie. You give it a little sit, it'll make you feel really good. Though I plan to give you more than a little." May giggled. "Not all of them have the straps; they'll keep you from going anywhere. Once you're secured, I think I'll show you everything as well."

Everything. "Well, okay." Anne sat down on the plastic nubs, lining herself up to the restraints. One by one, May got to work buckling the straps secure, squeezing Anne's legs with just a touch of tightness. Next came the arms, which May held crossed behind her back, then secured them together with the back restraints. Thanks to the leash, Anne could just about lean forward before the rope went taut.

"There we go. Nice and tight," May stood up, taking in Anne's helpless state. With a nod, she leaned down towards the control panel. "Now the fun can begin. The safe word is 'mask'."

May pressed some buttons and the whole seat buzzed to life. The plastic Anne sat directly on tickled and stimulated her. Oh, oh god. Anne started to take shallow, unsteady breaths. This was nothing like her hands. Each moment she heated up, started to lose herself to the pleasure building up. How much longer could she-

"Having fun, are we?" May asked. Anne nodded, one of the few movements she could still do in her state. May crouched down to touch her cheek. "You know, this is only the lowest setting. Not to mention your sitting on the least- intrusive attachment we have. I was going to ratchet things up over time, but I think I'll let you stew for a while."

"You- said you- going to-," Anne managed between ecstatic gasps.

"Show you everything? But of course." May walked over to where the bag last was, going up behind Anne. The next thing she knew, Anne's world went dark as a strip of black cloth covered her eyes and wrapped around her head. "No peeking!"

Even with no sight and the pleasure radiating from between her legs, Anne could still hear just fine. Which made it all the more confusing when she heard the door opening and closing.

"May- where- where are you-" there was little point; she was already gone. Leaving Anne buzzing and helpless. The restraints were still plenty tight and even with what leeway there was to move, tipping herself over would be anything but helpful. She would just have to take it. Which proved more and more difficult.

Not because she was continuing to escalate in heated pleasure, but because she wasn't. This was about as far as she could go on the lowest setting. Stuck in place, in every sense of the word. How long was May going to leave her like this? What did she even walk out for? This better not be some sick prank.

Maybe it was. No sooner than her thoughts trailed off, Anne heard the door open again. There was a shuffling of feet. They were trying to hide their presence, but there was more than one person coming in. How many were there? Three? They weren't wearing any shoes at least; those would clatter against the wooden floor. As is realising they were being heard, the steps quieted as they approached. They seemed to be surrounding her from the front; save for one creeping behind her.

A pair of hands reached around to her breasts to caress them. "Sorry for the wait. Are you ready?" May asked.

"I heard the others come in, May. This isn't what we agreed to." Anne felt the hands on her stop moving.

"We agreed that I would do anything I wanted to you. What I want just so happens to involve them." May giggled, then resumed her massage.

"What? No!" Anne fought off the rising pleasure from May's direct involvement. "Whoever they are, I'm not letting a bunch of strangers have their way with me."

"Well then. What if they weren't strangers?" May pulled her hands back and undid the blindfold cutting off Anne's vision. The low light didn't take too long for Anne to adjust to. The sight that greeted her proved to be more of a challenge.

In front her stood the remainder of her little work team. Penny, Sri and Kat towered above Anne just a few feet away as though it was the most usual thing in the world. Even though they were lording over their helpless supervisor. Even though they all completely lacked clothing, save the odd personal accessory. Even though they were all like May; packing heat.

On Anne's left stood Penny, the tallest of the four futas, though only by a small margin. Her blonde hair was tied into a bun that had served as an inspiration for Anne's own style, and seemed to possess a dissonance between the physique she wanted and the one she received; not just due to her surprise package. She portrayed the posture of a proper lady as best she could, yet it clashed with her height and slight bulk all around. Her physique wasn't clearly muscle or fat, and Anne couldn't help but wonder if it was a result of a strict regimen or just neglect.

In the middle stood Sri; her diminutive and unassertive presence was only further accentuated when she stood completely disrobed. Her figure was every bit as slender as Anne imagined. Her cock, while just above average was the smallest of the four in the room. Sri cupped her hands together as though she was the only one with the decency to have any reservations over this bizarre scenario. Behind her hands was an average chest; Anne guessed around a B-cup.

Over to the right, and perhaps indignant to be the last up for evaluation stood Kat. Her scowl twisted into a sly smile, as she proved to be every bit the muscular powerhouse Anne previously received the slightest glimpse of. From head to toe, Kat displayed a tapestry of toned and sculpted muscles, without building up excessive mass. The only exception was her chest, which Anne outclassed slightly. Her hand cannon seemed to be the thickest out of everyone; did she even push that into shape in her spare time?

"Wait. I don't understand. You're all-" Anne stammered, still contending with the low vibration.

"We are all like May, dearie. That is correct," Penny finished.

"We're sorry we didn't say," Sri added. "We hope you understand."

Kat gave her trademark glare. "You better not tell anyone."

"Come on, Kat. We're already past this," May chided, now standing up. "Anne is more than just our lovely leader. She is a close friend and confidant."

Kat exhaled sharply through her teeth, but she let the matter slide.

"You just gave me the most wonderful idea," Penny chimed in, stepping forward. "Since she's now in on our little secret, why don't we go around the room and explain a little about it. We'll each introduce dear Anne's mouth to our dirty little secret, and go for as long as we keep talking."

"I like the way you think, Penny," May agreed, crouching down in front of Anne. "Each time one of us stops, we'll turn the vibration on this little hot seat up a notch. What do you think?"

Anne wished she knew. Every dimension of this threw all of her previous expectations out the window. Yet there was no way in hell she could just say no: when would she get another opportunity like this? The bigger question was if Anne was up to the task of pleasing her entire team with no real experience. May knew about this, which must mean the rest did as well. If that wasn't a deal breaker for the team, then it wouldn't be for her.

"Alright." Anne nodded. "I'll do my best for all of you."

"See, Annie? May chimed, giving a warm smile. "That's what we all like about you. Now, open wide!"

Anne obliged her, and May decided to savour the moment before taking the plunge. She stood up and shifted around to Anne's right. Letting her full length stand to attention right in front of May's face. To think in all of the excitement Anne could forget about this thing; what had started all of this. With the generous length filling her view, Anne barely noticed May's chest being less impressive when completely bare; it seemed May did pad them on the day to day basis. The presence of the piston in front of her was simply too strong. The length. The feel. The smell.

The tasting was about to begin: May withdrew herself a step. "Alright, now around to me," She ordered. May's hand took a grasp of Anne's head and it was mostly on May's power that Anne turned to face May's cock. "You still open? Good. Let's start nice and easy. Wouldn't want to make any subsequent experiences too disappointing, would we?"

If there was any annoyance on the others, Anne didn't care to see it. May's head was already passing Anne's lips and teasing her tongue. The feeling, the taste- they were even better than Anne imagined. Almost intoxicating. The movement stopped when Anne's entire mouth was full. There was more of May left, but more force would be required to go further.

So, instead Anne felt her head pulled back and forth, cycling over and over. Forced to take the sweet torture of tasting the skin over, and over.

"My name is May Calavero," May started, keeping the motions going. If anything, she was building up speed. "Contrary to what you might have believed, Annie- I've known them for quite a bit longer than I have you." Anne widened her eyes at this revelation. She would look up, but that proved too difficult with the cycling movements. "Truth be told, I was pretty close to vagrancy before we found each other; I don't know exactly why I chose to trust them but I'm so glad they did. They gave me new friends, a new life, and a job. That's how we met in that group interview. I'm actually a little envious of you for that, Annie. You got there on your own; nothing but your own merits. That's why I've never had any trouble working under you, or encouraging the others to do the same."

May snuck in a couple more quick cycles before pulling out at both ends at the same time. Anne made a few gasps, annoyed at the saliva trailing down her chin she had no power to stop. So this was fellatio. More exciting than it looked. Combined with the fact it was non-procreational made it anathema in her old life. Oh, if her family could see her now.

"Over here, if you please," Penny called out. When Anne turned to face her, Penny was already in her face. "My turn now. Before we begin, though-"

Penny took one of her right hand and started running her fingers through Anne's hair. It took a few seconds to figure out what was going on: Penny was undoing her hair. With a bit of pulling, it all came loose. That was, until Penny grabbed a handful of it from the top of Anne's head and took a commanding grip.

"There. Now, you will not make any attempt to resist me, with your neck or the inside of your mouth. Do I make myself clear?" Penny's calm authority left Anne only able to nod quietly, and offer her open mouth once more. She took a similar approach to last time albeit with a different grip: familiarising herself with the inside of Anne's mouth, before picking up a rhythm. Her's was slightly less bulky or long than May's but had a more refreshing, enticing taste. Even the pulling on her hair wasn't too off-putting, if uncomfortable.

"Penny Worthington. Though like the others in this room, yourself included now, I don't much care for my family name any longer. Or anything else about them. Back at home, I was what was considered 'old money'." Anne moaned an objection as the pulling got a little too intense. She got the slightest bit of quarter. "They barely tolerated the way I was born, and when they discovered my tastes, that was simply too much for them. The writing was on the wall; they wanted to get rid of me. Which suited me just fine, for the right price of course. They gave me what could be considered my share of the inheritance, and saw me off. When I found out there were others like me, I decided to put my small fortune to good use: giving people a safe home, among other things. That little seat vibrating its way into your head right now? Mine. In fact, all the other toys still in the bag are, too." The movements got faster; the excitement was building up, but so was the strain on Anne's poor head. "I must admit, I thoroughly enjoyed you looking up to me, relying on me for all that support at work. Though I never imagined things would play out like this. May was right to have a good feeling about you."