Dare to Please

The limo ride back to Chris's house just extended the mood of the dance, as every couple was practically on top of each other you just played over what happened to you and Chris in the bathroom over and over in your head. By the time everyone got into Chris's living room, it was practically a circus of horny 18 year olds that Chris's mom had to contain.

"Alright you boys, go get into your normal clothes so we don't ruin those handsome suits you rented! Chris, why don't you go unload all the girl's bags from the car before you change? I had dinner with Monica's mom earlier and she gave me all the bags of clothes the girls left at her house while they were getting dressed. You can take them all to my room so the girls can get changed in there; then you can have your room to yourself since the guys should be done."

You knew Chris wouldn't turn down a chance to change by himself, knowing what you knew now about what he was wearing under his pants, so when he followed his mom's suggestion without a fuss you just went with the rest of the girls up to Ms. Lawrence's room, and they were all chatting away about the dance.

"Oh, Juan is definitely going to get some tonight! That tux made him look so... tasty! He's been begging for some road head for weeks now so I'm gonna surprise him in the car later..."

"Darren's wanted to put it in my butt since we started dating last year, but he's so long I'm worried he's gonna end up in my stomach! When I try to give him head it's like trying to swallow a black snake... but maybe I could let him get it in tonight? What do you think?"

"Is he really that big? I saw how much he was grinding up on your hot little ass out there so I bet he'd freak if you told him you wanted to do anal!"

"Oh my god, when I let Eric do it I could barely walk... Do you remember that? I told my dad it was because I was having just having bad cramps for like, a week! He was clueless, and Eric didn't want to stop, but I just had to after a while."

While the chat continued you were just glad that no-one questioned you about where you and Chris had run off to during the dance; because you weren't sure you could even describe what it was like to hear Coach Hester go at it so hard with Ms. Walton, nor did you want to spill the beans on Chris's little... package when all your friends were raving about how big and hot their boyfriends were. It didn't matter too much, as Chris eventually got all your bags upstairs for you all to change. All of you slipped into various shorts, leggings, shirts, and hoodies and headed downstairs to join up with all the guys. You picked out a pair of black bike shorts, since it wasn't too cold outside, and a cute oversized, green hoodie.

The group headed downstairs and started mingling with the guys, sitting on the couch and grabbing snacks from Ms. Lawrence. You could have sworn each guy, even the one with their girlfriends hanging off of them, grabbed a bit of Ms. Lawrence's ass when she gave everyone a hug as they walked past the kitchen into the living room; and Terry definitely gave her a little kiss on the cheek when he came by. She was wearing a sweater and a very flattering pair of black leggings, so you couldn't blame them, but you were just glad that Chris was still busy in his room changing clothes. As the group settled in the big family room everywhere you looked reminded you of something that happened in the bathroom stall earlier... Liz and Darren were curled up in the recliner together and it made you were just picturing Ms. Walton in Coach's lap in his office... Terry and Ms. Lawrence were off in the kitchen talking, and the burning desire to ask her about what Chris had told you about his "treatment" to see if he was telling the truth or just being a weirdo... and of course just how all of your friends seemed to be having dynamite sex lives while yours had barely even gotten off the ground with Chris over the past year. He was always sweet and cute, but they were all so... hot... and big! Just as you caught yourself staring at Jessie and Juan kissing over in the corner of the room, Chris sidled up beside you and gave your butt a squeeze, pulling you from your thoughts and back into reality.

"So do you think everyone will want to play a game or something? I don't know if my mom wants us to just hook up and stuff."

Just as you began to agree with Chris his mom walked into the room with Terry and pretty much said exactly the same thing, telling everyone that she didn't want her house full of couples fooling around, so to either find something else to do or go ahead and take the party to their own houses and cars. Amidst the giggles and laughs somebody shouted out that they should all play Truth or Dare instead; and as the circle formed you decided to pull Ms. Lawrence back into the kitchen to ask your burning questions about Chris.

"So... tonight at the dance Chris told me about his little... thing, and I can't stop thinking about it. Is it true that you're making him wear those things? The little cage and the panties? That you're trying to help him get bigger? And how does it work? Like, how long has he been locked up like this?"

"Well, yes. Chris has been under my care for his issue since I had to step in for team physicals, don't you remember? I'm afraid that my inspection that day really changed my perceptions on a lot of things, and Chris was just one of the discoveries I made. That's why I was so interested in joining the team this year, and when I made my case to Coach Hester he was fully on-board with me overseeing the other Super Seniors for the rest of the year to keep them at their peak as best as I can. So, yes, Chris's chastity cage and underwear are my doing, and I've been getting fascinating data over the last few months, out of him and the rest of the football boys. I've never been more excited about work, and with luck I think Chris will turn out just fine!"

"Oh, thank god. I was worried he was wearing that stuff because he was like a super perv or something. When I was it in the bathroom tonight I didn't know what to even do! Then Coach and Ms. Walton came in and..."

"Wait, you two got caught together by Coach Hester and Ms. Walton and they just let you leave? Did you get in trouble?"

"No, they were just... uh... they didn't quite "catch" us, we kinda caught them actually..."

"Oh... those two... Okay, thanks for telling me Rose. Why don't you go check on Chris? I saw him heading upstairs a second ago. I don't want him to miss the party at his own house!"

"Sure! Oh, and I was going to ask... since it's Homecoming, is there any way Chris could get out of his cage... just for tonight? I didn't want to ask, but since you were so open about everything... I thought."

"Oh, don't worry about it. Tell you what, after you check on him go ahead and get the key out of my bedside table if you feel like he's been a good date tonight! You can use my room, and I'll keep the party distracted while you two are busy."

Slinking up the stairs as best you could to not draw attention, you found Chris shuffling through his mom's panty drawer, clearly looking for something...

"Looking for a change of panties sweetie?"

Chris jumped, yanking his hand out of the drawer but not letting go of the lacy thong he had in his hands, "No! I got dared to find one of my mom's sex toys. I tried to tell everybody she doesn't have any, but even the girls laughed at me! They started listing off all these things they thought she might have, and after they said she probably had a horse-cock dildo around here somewhere I got tired of it and just came up here. I don't suppose you'd have any idea where a she might hide anything like that, would you?"

"Look, your mom's a classy lady, she probably has a fancy box or something to keep all her stuff organized. Don't tell me you think she doesn't play around... I mean, look at what she's got you wearing underneath those shorts of yours!"

Chris couldn't help but agree with you; his hands dropping subconsciously to brush the front of his cage through his clothes. The search began, and before long you were elbows deep in Ms. Lawrence's closet, fascinated by how many cute outfits and pieces of expensive lingerie she had. "Who does she wear all this for? She has to be seeing somebody. Are you sure she's not bringing men home when you're not around?"

"No way! She just likes to look nice..." Chris yelled from under his mom's bed, trying to use his phone light to spot anything suspicious.

After finishing with her closet, you decided to give the bathroom a look... and found a nice, leather case under the sink, "Jackpot! This has to be it. This thing is way too heavy and way too nice to just be some random bathroom stuff. Let's see what kind of lady your mom is!"

Opening it up, you were immediately impressed by the variety on display. Several jeweled metal butt plugs, some glass dildos that looked mesmerizing, a few realistic suction-cup dildos, mostly black and brown but with one fat, white one that looked like it would cripple a normal human being, an assortment of stylish vibrators, and one VERY eye-catching horse cock dildo with a pump for fake semen.

"What do you think your mom likes to do with this, huh Chris?" You jokingly called out as you snuck up behind him as he was looking into a case that looked similar to the one you found, which he clearly just pulled from under his mom's bed. You brandished it in his face and he recoiled and fell back on the bed, leaving you to peer into the case he had just opened. In it were all the different harnesses, gags, cages, crops, plugs, clamps, collars, penis sleeves, and an assortment of dildos for pegging that anyone could want for keeping a sub in line. "Looking for something specific in there? I don't think the key to your cage is in here, but maybe you were just distracted by all this other stuff... I'm not gonna lie, it's kinda hot knowing your mom has all this just under her bed all the time. Did she buy all of this just for you? Oh, you have to tell me... has she ever used any of it on you? She can't have all this laying around only for you to just be wearing a chastity cage."

Chris just sat there, holding the horse schlong you had tossed at him so you could examine the goods, holding up various things as you grilled him about each one. For his part, he was at least honest, nodding as you passed over the plugs and different cages, but shaking his head on some of the more advanced toys.

"I still need to complete the dare. I don't want my mom to come looking for me, or for any of the guys to come up here either and catch us with all this stuff around. And there's no way I can take this down there! The guys would tear me apart! Plus my mom would kill me! Can you say that we didn't anything? I can put all this up if you'll go downstairs and tell them. Please?"

"Oh, no way! Here I'll just grab this one and run it down..." You snagged one of the nice, black cocks from the case you had left open just in the bathroom, but before you could get to the door Chris jumped at you to wrestle it away, sending you both onto the floor, play fighting over the 8" black dildo. He was able to snag it away at first, but a little tickling and a well-timed jump onto his back as he began to crawl away sent him to the floor and left you on top of his back, knocking the dildo out into the hallway.

"There, now that I've got you beat why don't you let me make you a deal... The guys dared you to bring your mom's toy down and you've gotta do it or they'll think you're hiding something worse... I'll take it downstairs to save you some face, you pick out a few things you secretly want to try out from your mom's case and if you do a good job I'll tell you were your mom keeps the key to your cage. She told me in the kitchen where it was, so it's up to me how tonight goes, mister!"

Chis couldn't agree fast enough, even if he did sound very defeated when he did so. You kissed him on the cheek before bounding off his back and into the hallway to pick up his mom's dildo, then headed downstairs with it tucked under your hoodie. Descending the stairs, the first thing you saw was that Ms. Lawrence had joined the group and seemed to be having a great time! She had discarded her sweater and was looking flushed in her tank top, fanning herself with her hands like she'd just gotten done with some vigorous activity and all the guys around her were grinning from ear to ear. All your friends were gone: Monica had probably gone off with Clay in his truck to "ride the back roads together," Jessie probably parked outside her parents house giving Juan the road head he wanted so badly, Baily probably had Eric in her ass again, Kira and Caleb must have hitched a ride with Liz and Darren, since the boys had ridden together to Chris's house... Just thinking of all four of them hooking up almost made you short of breath! That meant you were staring down 8 of the Super Senior football boys still chilling with Ms. Lawrence: Marcus, Terry, Devon, Danny, Miles, Xavier, Jason, and Jimmy.

"Oh, there you are Rose! It took you long enough; why don't you show the boys what you found? Don't worry, they let slip what they sent Chris to find ages ago, so we've already had our laughs about it. They're such good sports, aren't you boys?"

"Yes mam!" They responded in unison. You could feel the tension in the room, it had to be a few degrees warmer in the living room now than when more people had been here earlier. There was no point in being shy about the big, black dildo under your shirt anymore, so you whipped it out and held it to the closest boy to you, Marcus. He grabbed it and cheered, holding it high like a trophy and all the guys followed along. You just knew Chris heard them reacting to it from upstairs and you just hoped that he stayed put. There's no way he should see what you were seeing right now! Marcus passed the toy over to Ms. Lawrence and immediately it was back to the game.

"So Ms. Lawrence, truth or dare?"

"Oh, finally tired of forcing me to do dares, are we? Fine, I'll bite. Rose, why don't you head back upstairs. These boys and I have unfinished business... Truth!"

"Nice! So... now that we've got an easy comparison, why don't you tell everybody which of us you think about when you use that thing?"

Turning as quickly as you could to escape the embarrassingly erotic room you found yourself in, you couldn't help but overhear Ms. Lawrence confidently answer, "Well, it looks most like Devon, from what I remember, but honestly even though it's black it feels more like Clay..." as you headed up the stairs. What did she mean? I mean, sure, she'd saw them all during physicals, but how did she know how they felt? Was she imagining it? And did she just admit to imagining them? Wasn't that just as bad? The laughing and arguing about her answer didn't clear anything up either, as it was impossible to tell if she was leading them on or not, but surely she couldn't be sleeping with most of them, especially not Clay. He had been dating Monica for years! Just to sleep around with Chris's mom now that he was a 18? There's no way Ms. Lawrence would do that to her, or to Chris for that matter, but then again you didn't expect her to have her son's dick locked up either...

Back in Ms. Lawrence's room you shut the door behind you and locked it, happy to block out the thoughts of what they were doing down there and able to focus on your real target for the night... Chris.