Having regained from the previous anal enjoyment, it was time to keep on taking things forward with Stranger. This would mean shifting Adele somewhat further from the center of current attention, at least in the punishment sense of the word. It was time to see what my petite new slave was really made of.
I walked up to Stranger, who was lying half asleep next to Adele.
"Since having things up your ass seemed such a discomfort, I'll do you a favor by adding a new rule: whenever you want to come, you have to have something massaging that tight passage of yours. It can be a toy, a vegetable, my cock, fingers... As long as there's enough for you to feel it. You can ask for this, to have me or Adele use your ass, provided you do it politely and enthusiastically. Otherwise, you're just a toy who doesn't get to come. Repeat this rule to convince me you understood it."
"I... I cannot come unless there's something in my... ass," Stranger said in a low voice.
"Good to hear that. Now, get up on your knees, and show us that hole I enjoyed."
Stranger didn't seem happy about hearing her ass was going to get more attention, but she got up and spread her legs wide. Her pretty anus had a lot of wrinkly ridges around the center, unlike Adele's smoother star. This gave me an idea.
"Adele, come see how her this hole looks like", I said, bringing my index finger between Stranger's spread buttocks. "It has all these interesting shapes, some big enough to grab, really. All of the skin here must be rather sensitive."
Having finished the sentence, I took two fingers around her pucker and pinched some of the skin nastily with my fingernails, pressing them viciously together.
"Aaagh!" Stranger shouted, and instinctively jumped forward. I immediately slapped her ass hard and commanded:
"You don't move unless you're told to! Adele, go get a blue plastic box from the bag. It has all kinds of clothespins, even some small enough to grab some of her vulnerable flesh back here."
I grabbed Stranger's legs, spread them wide again and gave her two hard slaps right between them. I ran my fingernail over her anus, leaned over to her ear and said:
"This is quite a day for your fascinating hole. It got an enema, a good fucking and next were going to have some fun with the outer parts of the pucker. Would you like me to hurt your ass more, or would you like to leave?"
"Hurt me more," Stranger whispered, and lowered her head. It seemed as if she was trembling a bit.
Adele came back with the plastic box and opened it, revealing clothespins, binder clips and other items suitable for hurting sensitive areas of the body.
"Find two clothespins or clips small enough to grab even the tiniest amounts of skin. Then go to our new slave and attach those two right on the sensitive spots around her anus. Make sure she stays still and keeps her legs spread wide. Grab and twist her clit as extra punishment, if you have to," I told Adele.
Adele seemed somewhat attracted to her new role, to her newly gained power over Stranger. I wasn't going to let her forget her real place, however. It was just time to concentrate on my new, beautiful acquaintance for a while.
Adele took a binder clip and a small, white clothespin and eagerly approached Stranger's spread legs. She felt her anus for a while, spread her buttocks some more and quickly snapped the clothespin on her tender skin.
"Aaagh, aoumph," Stranger yelped and then closed her mouth to muffle the shout. She was struggling to stay still, whipering, actually pounding her foot to the ground. Adele flinched upon seeing the reaction and was trying to peek at Stranger's face.
I watched Stranger's brave struggle for a moment and said:
"See, it really hurts, especially when it only grabs a tiny amount of skin like that. Not to mention around a sensitive place like that sweet little anus. You can now take the clothespin off, and try another spot for a change. Try a few spots out."
Stranger seemed relieved when the clothespin was taken off, but that relief lasted only a few seconds: Adele quickly snapped it back, eliciting a rather similar reaction from Stranger than the last one, with maybe a bit more muffled cries. Then that one came off too, in favour of another spot that, to my and Adele's disappointment, didn't seem to hurt as much as the previous ones had.
Adele then took her time to search for the perfect spot around the poor girl's shapely anus and apparently found a suitable candidate: after snapping the clothespin on once again, Stranger shouted out loud and jumped wildly forward, causing the clothespin to come off.
"Aaagh! It's too much... I'm sorry, I couldn't stop myself from moving. Please, anything else," Stranger was whimpering, in serious distress.
"You heard what I told Adele previously about moving, so she's going to twist your clit for that disobedience. Since it's a punishment and not a chance for you to switch attention from your ass hole, you'll get that clothespin back, too. If you act nicely during this, there might be an alternative for you."
Stranger crept back into position. Adele got the clothespin and snapped it back. Stranger was again whimpering, struggling to stay still, even shaking. It took a while for Adele to really get a hold of Stranger's clit, but soon she had it between her thumb and index finger. First she made a few smaller movements, but since these didn't elicit a reaction noticeable from the pain she was already in, Adele gave her pretty nub a good tug and a twist.
"Aaagh!" Stranger screamed and pounded her foot to the floor.
"That's good, give her a few more like that for moving without a permission and, if she stays still this time, then you can remove the clothespin. After that she can choose between getting her anus clamped again and... something else," I commented, smiling.
The thumb and the index finger were soon right back around Stranger's clit, and again Adele yanked it intensely. Stranger held her position, but she had to bring her hand to her mouth to keep herself from screaming openly. Adele gave her the last one, twisting her clit long and hard, first tugging it down and then twisting it to both sides. I was surprised at the intensity of this one, it really hurt Stranger good.
Despite all the screams, she stayed put. Adele took the clothespin off, and soon Stranger relaxed her tense posture a bit, breathing a sigh of relief.
"Now, that went better than I had expected, so I'll give you a choice. In fact, a choice that doesn't even involve pain at all. So, to avoid getting more stinging clothespins around your poor anus, you're gonna crawl right in front of Adele, on your hands and knees, look her straight in the eye and ask her to pee on you. Since that anus thing hurts a fair bit, you'll ask for it on your face, your breasts and in your mouth. If she can't deliver right now, she'll drink some tea and piss on you later. Now, either crawl to Adele or get back in position so that we can hurt your ass some more."