Pain that causes pleasure

You had no idea what Alice had in mind, but she was still looking at you, expecting you to pick the fate of the two bound beauties in your arms.

This was hard, as these girls were willing to do anything to win, and you had no idea what your previously assumed mild mannered turned dominatrix wife was capable of.

“Girls, you can pick. If you want pain, flip around and rub your ass on me. If you want pleasure, stay where you are and rub your pussies.” Why not push it off on them, let them decide their fate.

B instantly flips and starts grinding her ass into you. Erin, much more hesitant, accepts th choice and turns around to rub her ass on you as well.

“Well, the girls have spoken, or rather gyrated. They want to the pain challenge.” Even with a massive gag in her mouth, you could swear Erin gulp at the idea. If B was scare she wasn’t letting anyone see.

“Yummy, this is not what I thought you two would pick. But I guess there is something on the line for each of you. I will explain a punishment. Afterward you will have to accept it, or quit. Pretty simple. Last one to stay in, wins.”

It seems simple, but based on what the leather clad woman did with only 5 smacks of a small paddle, you feared for both girls bodies.

“First off, easy, I will attach these clamps to your nipples.” Alice holds up two pairs of clamps, the kinds that look like alligator clips, but actually have little adjustment knobs to let you control how tight they go on. Both girls nod as accepting the punishment as Alice puts the clamps on the four willing nipples. You see her adjusting the clamps knobs, making sure that each is secure, but not too tight.

“Perfect, you both look so much better already. Now wiggle for me, I want to make sure those won’t come off.” Both girls wiggle, shaking the tits side to side, but the nipple clamps hold in place. “Wonderful. First stage done. Next – these.” She holds out what looks like a small chain. “This chain will link your wonderful new clamps together, and let me hang this from it.” Alice shows a small weight in her other hand. “For this first round, just one weight, but after it you have to shake your pretty titties of yours 5 times. Who wants it?”

Both girls nod as Alice starts connecting the chains, giving them a small tug before dropping the weighted hook on it. The instant application of weight caused Erin to lean forward, only causing the weight to swing more, increasing the pain. She stood back up, and waited for B, who had no issue with the weight.

“Ok, now, swing those titties girls. If the weight doesn’t move, then it doesn’t count.” The two girls start shaking their tits, and while the weight was the same for each, you can see that it is affecting Erin a lot more. By the fifth titty shake, she fell to her knees, unable to keep standing.

“You can always tap out, and truly become my little pet. Any time now.” Alice now openly mocking the struggling girl. Erin forces herself to stand back up, but you can already see the tears in her eyes forming.

Alice goes back to her stash of items and returns with something new. It looks like a small pizza cutter, except instead of a circular blade, it had a bunch of little pins.

Alice takes the tool and runs it along Erin’s arm, and then B’s. “This is a fun little toy I found, and I want to run it all over those poor tender tits of yours. I get 10 seconds per boob to play with my toy. Anyone want to let me?”

B instantly nods her head, but Erin is struggling already. You haven’t felt the tool, but it looks like it would hurt, and while seeing these two compete for your pleasure is great, you aren’t willing to get into a ‘who can take the most pain’ competition, at least not yet.

“Actually Alice, I don’t think we should do that.” You see B star daggers at you as she thinks she can win, but also see relief go over Erin’s face. Alice looks at you, maybe trying to recreate the pouty face that Erin keeps showing. “No, sweetie, not even that will help. But, I never said we had to be done with the competition. So, what did you have in mind if I picked pleasure?”

Your latest offer returned the smile to Alice’s cute face. “Fine, it seems like Master has spared your nipples, for now. But he want’s pleasure and you two will give it to him, right?” Both girls looking back at your wife nod, Erin with a bit too much gusto, causing the weight on her nipple chain to bounce, sending bolts of pain back through her delicious nips.

“Oh, and this little eager one here has already realized the fun part of the this pleasure game.” Alice also having caught the look on Erin’s face.

The only clothed person in the room heads back to her pile of toys and this time returns with two large dildos, but not just any dildos, these seem to have a suction cup on the back.

“Final game – it’s another race to cum! You two were so cute doing it last time. And,

I will even let each of you have one of these wonderful dicks to help you. B, since you were going to win the pain game, I’ll let you pick the position you two will be in. Do you want cowgirl on the table, bent over against the wall, or ….” Alice obviously trying to improve, but still doing better than you ever could, “or would you want it…. Fuck it. I can’t think of anything else. Table or wall?”

You could see B thinking about it, while the table in front of you, both girls side by side, bouncing on the rubber dicks… wait bouncing. With the nipple clamps, that would cause a ton of motion, and Erin was already struggling. And the wall, that would **** the girls to bend over, having the weights hang free below them, able to swing without their chests to stop it. B would absolutely win that one, but could she put herself through the same pain?

Yes, you see B point with her head to the wall. Yes, she wanted to win and knew that was her best chance. If she was scared, she wasn’t showing it. And the younger one has still yet to realize what was going to happen.

Alice brought both girls over to the wall, and lined up a the dildo with B’s slot. But it wouldn’t stick to the wall. The suction could couldn’t form a seal and stay in place.

Well, in for a penny, in for a pound. You offer a solution. “Let’s just use the glass door. IT will stick to that.” You look over at the sliding door. While you hope it will stillstand up to these two beauties fucking it, it also gave something else – a view to anyone outside. “But, I want to see what it looks like from outside. Alice, set the girls up, but don’t let them start.”

You run outside, move a chair over in front of the door, and set your phone up against it. It takes a bit, but you frame the two girls in it, and then hit the record button and come back inside. You can’t wait to watch the video later, but want to be inside for the main show.

Alice finishes setting the dildos in place and gives the final rules, “so, once you start, no stopping until you cum. You must keep that glorious dick in you at all times. Finally, to help this one know what is about to happen, Erin, bend over and make sure the dick is at a good height.” You see the smile on Alice’s face, waiting for the young girl to get a nice little surprise.

Erin, still oblivious to what is about to happen, lines the rubber dick up to her soaking wet lips, rubs her pussy juice over the top of it, then bends forward to help make the angle a bit easier to for her to fuck her newest rubber lover. She slowly leans forward, you see the weight push away from her body, but she doesn’t feel it, already used to the constant pull on her tits.

“B, you can get prepped too, but no starting until Alice says.” You figure you don’t want to give too much advantage to Erin, and maybe B will show the young girl what is about to happen. You see B also rub her needy lips over her rubber cock, before assuming a similar position.

“Alice, smack Erin’s ass for me.” You want the girl to know before she is fucking the dick, and figure this would do it. Alice has no issue and wails down a blow on the poor girl’s ass, which causes Erin to jerk forward, swinging the weight. A second later, you see Erin’s eyes shoot open, and you guess the weight did it’s job. Erin then shoots her ass back, and fully buries the silicon dick inside her slit.

“Wait my little eager pet, I dodn’t say go yet. Your friend here needs to get started as well.” Alice, pins the young girl in place, letting the weight slowly swing between her tits.

Alice slowly walks over to B, and pushes the her weight so it starts to swing. B’s eyes close, she must be feeling the pain, but is hiding it much better than Erin. SMACK. Alice gives B’s ass the same treatment she just gave Erin, with B responding in a similar way – shooting her ass forward, giving tons of momentum to her weight, before being pinned against the glass and letting the weight slowly rocking back and forth between her tits.

You look at the two girls, gagged with drool running down their chins, the bright lipstick from the last game still on their lips, leather collars adorning their necks, hands cuffed behind their backs, clamps and weights hanging from their nipples, and waiting to be ordered to fuck a dildo for your viewing pleasure. You are in fucking paradice.

“Go.” A simple order from Alice and the two girls start.

Erin, slowly inches off her dildo, about two inches, then presses back in, slowly repeating this motion over and over again. You guess she is focused more on not having the weight swing than on actually getting off quickly.

B isn’t doing much better. Rather than thrusting herself on the dildo, she is grinding against it. Big circular motions, you can see her ass cheeks pressed against the glass. But also the weight between her tits barely moving.

After a few minutes, Alice leaves and returns with a chair, and motions for you to sit in it.

“You girls are too slow. So a new competitor enters the game,” she announces as she hooks her panties and pulls them down, giving you a wonderful view of her glory, dripping from the excitement of playing with the two girls. The sight of your wife, exposing her most private parts and the two girls on either side looking at her with lust in their eyes, you want to explode right there. “If I finish before either of you, then you both will take a punishment. And unlike you little whores I haven’t came all day. I’d speed things up if I were you.”

Alice then backs up and in a single motion, mounts your cock, you easily sliding into her dripping wet snatch. Alice bottoms out on your cock, and arches back into you. You reach up to grab her tits, but she pushes your hand away. “No, no. I want the girls to have some chance to win.” She slowly starts moving up and down your cock, her moans getting louder with each trip.

B sees the challenge and abandons her earlier idea and starts rocking herself on the rubber dick, pulling herself nearly off of it before going back down. The juices from her causing a squishing sound against the glass. But, more importantly, the titty weight moving along as well. B wastes no time in speeding up, her eyes now closed, either focusing on the pleasure in her pussy, or the pain in her tits.

Erin sees B speeding up and Alice mounted upon your member. She too trying to speed up, having more length of her rubber intruder split her open each thrust, hoping to finish before the pain becomes too much. But with each thrust, the swing weight is too much. Before she can finish, she pulls off her rubber dick and falls to the floor, pushing her tits into the carpet to stop the weight from moving.

One down.

Alice has increased her speed as well, slamming her wonderful ass against you time and time again, at this point you don’t think you can hold out.

You look to see how B is doing and find her in a similar position as Erin, laying on the floor, her rubber dick dripping from her juices. You have no idea what caused her to give up, but assume its was the nipple weights, just like Erin.

You feel yourself losing it, and ignoring Alice’s words, you grab her by the waist, slam into her as deep as you can, before releasing all of your seed inside her. This final thrust, catching Alice off guard, pushes her to finish as well, as you feel her insides tighten on you as a loud moan fills the air.

You fall back into the chair, Alice on top of you. This is the closest you have felt to her in years, and one of the best fucks you’ve had as well.