The rest of my afternoon was pretty mundane. I had been wrong about needing to get supplies for the party. Apparently Dash’s sorority, Delta Zeta, was covering it and even advertised the party as one of theirs. So there was expected to be a big turn out.

With nothing else to do for now I walked home, showered, and put my gym clothes into the wash. Since I was all alone in the house I didn’t bother getting dressed right away. I did beat off a load into a glass and siped it while watching TV. After a few hours Rarity came home.

“So, um, Rarity,” I began, getting up from the couch, completely forgetting I was still nude, “Can we talk about last night?”

“What do you mean?” She replied, concerned, though I did catch her glance at my naked form, “Did you not like it?”

“No, no, that’s not it. It was amazing. I feel closer to you than I ever have, but what we did...truth be told it isn’t a normal sisterly activity.” I admitted, “I developed the fantasy about it moments before it happened, but you seemed really into it.”

“Oh, well, it just,” She sputtered, her alabaster cheeks going red, “I has been a fetish of mine for a while. I was looking for the perfect moment to act on it. I admit the penis was a surprise, but not all that unwelcomed.”

“So...you’d do it again?” I asked curiously.

“In a heartbeat, darling.” She purred, “but it will have to wait. I have a last minute meeting this evening.”

“It's fine, actually I have plans too. Scoots is hosting a party.” I explained, “I was hoping you’d give me a lift there?”

“Sure, Sweetie. In fact, that is a perfect opportunity to give you a gift I made you.” She beamed, lifting a box off the counter. “A new outfit, inspired by our encounter last night. It will go nicely beneath that pink and white dress I made you last year.”

I gleefully accepted the gift, giving my sister a peck on the cheek and headed upstairs to try it on.

*** *** ***

Lingerie, my sister had made me custom fit Lingerie. It was a simple black bra with red trim, a pair of crotchless panties that clipped to some fishnet stockings. There was a see through, black silk dress as well, but I carefully set it on my bed to wear later tonight when I was alone with Rarity. Insead I went to my closet and grabbed the dress she had recommended.

A few minutes later there was a knock at my door.

“Can I come in? Are you decent?” Rarity asked.

I smirked and lifted the front of my dress to the door before replying, “yep.”

At that she entered getting an eyeful of my cock on full display.

“So I see everything fits...um, perfectly.” She said as I let my dress fall back over my dick.

“Yep, but I’ll wear the silk later.” I replied pointing to the garment on the bed, “Midnight?”

“Midnight.” She answered with a sultry grin.

“Maybe this time I can be in control. Dash and Scoots have taught me some things I want to try out.” I suggested.

“Well look who grew some balls.” She teased.

“I sure did, so?” I asked again.

“I am interested in what that athlete has taught my dear sister.” She mused, “Here let me do your makeup. Then we can get going.”

*** *** ***

By the time we had arrived at Scootaloo’s house the party was in full swing. Rarity parked at the end of the driveway so I wouldn’t get embarrassed being dropped off by my sister. I spent the ride trying not to pop a boner while thinking of what I’d do to my sister at midnight, which was quite the hard task. I’d need to get a pair of cuffs from Dash or Scoots because I was gonna introduce her poshness to bondage with a side of anal.

I got out of the car and gave my sister a passionate kiss on the lips. I didn’t care if people saw, though the nearest person was at the party 30 feet away and it was dark outside anyway.

“Love you, sis.” I said huskily as we parted lips.

“Love you, too.” She answered equally lustful before driving off.

I’m pretty sure I was sporting a slight blush from the action as I walked up the driveway to the party.

“Oh, another from CHS?” an older female with fiery orange and yellow hair and skin to match said as I approached the door. She along with another girl with silvery white hair, braces and blue skin sat at a table to the left of the door. Based off the description and the Griffonstone t-shirts I assumed they were Spitfire and Fleetfoot.

“MMMMMyeah.” Fleetfoot agreed rather breathily, clutching the table and going red in the cheeks, “t-ten dollars entryyyyyy feeee.”

Entry fee, but this is my friend’s party?

“This is my friend’s house though.” I protested.

“Sorry, them's the rules. Non-Delta Zeta sisters need to pay to enter.” Spitfire interjected, “it's how we can afford to host the best parties at GU.”

“And uh, we uh had to traaaaavel to host thissssss one.” Fleetfoot panted, “It’s usually 5.”

“I didn’t bring any money.” I sighed defeated.

Just then Rainbow Dash walked by the door. She noticed me and exited the house.

“Don’t worry Spits, Sweetie’s co-hosting. She doesn’t need to pay.” Dash said coming to my rescue. She then raised an eyebrow at Fleetfoot, “How long have you been going at it?”

“An hour and a half. Every time she’s close we have to help a new guest.” Spitfire replied, but I was totally lost.

“Its uh uh oooooh, torture.” Fleetfoot practically moaned.

“Serves you right for sucking off the wrestling team, Slutfoot.” Spitfire scolded, “Don’t worry, I’ll let you cum soon.”

It then clicked in my head. The sweating blushing woman as well as Spitfire’s arm reaching down and being conspicuously close to the area that Fleetfoot’s crotch was supposed to be. The table cloth obscuring this just enough to not give them away. Spitfire is fingering Fleetfoot under the table! Once I realized, I began to enter the party before I popped that boner I was trying to keep down since the car ride. Though from the very public show at the admissions table, I wasn’t sure it would be an unwelcome event. I just preferred to keep my dick a secret for just a little longer.

Dash followed me back into the party, leaving Spitfire and Fleetfoot to their sexual torture.

“Well, Sweetie, you look nice.” Dash complimented as we made our way through the party, “ I guess Rarity did your makeup?”

“Yeah. I’d have messed it up.” I admitted, “So what was the deal with Fleetfoot?”

“Oh Slutfoot, she gave a blowjob to her boyfriend on the GU wrestling team when Delta Zeta, mostly soccer team members, were having a feud with them. That’s Captain Spitcum’s prefered method of punishment.” At my questioning look she elaborated, “Every member of Delta Zeta has a nickname. Spitfire is not fond of swallowing cum, and Fleetfoot is a huge slut.”

“You and Gilda?” I asked.

“Rainbow Screamer and Gilded Carpet.” She said nonchalantly, “Scoots is an honorary member actually. We call her Squirtaloo.” I nodded and she went on, “Let's go upstairs, AB, Scoots and a few others are playing truth or dare.”

I nodded again and followed her upstairs. As we approached the door to Scoot’s room I heard Dinky’s voice ask, “Applebloom, truth or dare?”

“Truth.” the farmgirl replied quickly.

“When did you lose your virginity?” Dinky asked coyly, “that is if you’ve lost it yet.”

“Ah uh...Ah lost it this afternoon actually.” She replied nervously.

The response got a few gasps and giggles from the group. I could pick out Scoots, Fluttershy, Treehugger, and Button. The rest were a mystery.

“Anyone I might know?” Dinky pressed.

“Hey, ya only get one question!” AB retorted and the group laughed.

Dash then opened the door and led me in. The room had not changed much in the past day, in fact it still smelled faintly of Scootaloo’s girlcum, but only someone who had smelled it before would notice. The friends I’d managed to pick out by their voices were there with several people I didn’t recognize. Everyone was in various states of undress from previous dares.

“Guess who just arrived!” Dash proclaimed.

I noticed Button was in just his boxers and hat. When he saw me he tried to shield himself, but a blue skinned girl with light blue hair and red glasses called him out. I think her name was Sugarcoat.

“Hey propellerhead, no covering up until your next turn.” she scolded.

“Hey, little dude, if I had a body like yours in high school, I’d be happy to show it off.” Snips, who was sitting next to Button, said trying to comfort him.

I took a seat between my friends and tried to keep my eyes off Button’s naked chest. All of the people I’d been with in the past few days had been female. The closest to a guy I’d gotten was Treehugger or Luna. Button might not be the most athletic, but his bare chest was definitely getting my attention.

“Since Sweetie just got here, Sweetie Truth or dare?” Applebloom asked me as I sat down.

“Uhhh,” I pondered, “Dare.”

“Ah dare ya to: flash Button.” She replied, “private part of yer choosing.”

“Really, AB?” I protested. She knows I have a crush on him.

“Either do it or he sees them anyways because you’ll lose a piece of clothing.” Gilda chimed, “This is Strip truth or dare. Back out of a truth or dare and you permanently lose a piece of clothing. Dares involving clothing removal can still happen, but it is up to the daree if the clothes remains off.”

Shit! If I back out I lose my dress and then Buttons will know I have a dick. I don’t want him to know until I know how he’ll react.

I sighed and pulled my arms into my dress, letting it fall to my waist. I heard Scoots whistle her approval of Rarity’s bra design.

“There really isn’t much to see.” I said meekly folding down the bra to free my itty bitty titties.

Crimson appeared on Button’s tan face and he pulled his legs close to his body. He was rewarded by Sugarcoat slapping him on the back. Sheepishly he put his legs back down. There was a slight bulge in his boxers, but you’d only notice by looking directly at them...which I was. I immediately looked away. What a nice shade of blue the wall is. I then pulled my bra and dress back up. My cheeks were a shade of crimson as well.

“My turn.” I announced, “Scootaloo, Truth or Dare?”

“Truth.” Scoots beamed.

“What is the dirtiest place you’ve masturbated?” I asked mischievously, Nothing said my truths would be tame.

“Oooh...um...thegokarttrack.” Scoots quickly muttered hoping no one would hear her.

“Where?” Gilda asked.

“The go kart track at F&F’s fun park!” Scoots shouted, “I did it accidentally while racing Dash a while back.”

“Really?” Gilda pressed.

“She beat off while beating me in the race.” Dash answered, “Finished both at the same time, but the victory lap in the bathroom after was the real fun.”

Scoots was beet red and trying to hide per embarrassment by cowering behind me.

“Damn, Squirt, you’re kinkier than I thought.” Gilda commented, mildly impressed.

“Gilda, truth or dare.” Scoots asked, regaining her composure.

“Dare.” the butch girl answered, unphased.

“I dare you to: masturbate, right now. Don’t stop until you orgasm.” Scoots repiled.

For a moment I thought Gilda would back down. Marathon sex with Dash, Scoots and I is one thing, but I wasn’t sure she’d put on a show for a group like this. Then again, I’d only just met her. She did try to finger Dash while driving.

“A room full of half naked preppies and dweebs, what could be sexier.” Gilda quipped before slipping a hand under her currently exposed panties and began to pleasure herself, “This might take a while, so I’ll go now. Dinky, right?”

“Yes.” Dinky replied.

“Truth or dare.” Gilda asked not stopping her ministrations.

“Dare.” Dinky replied, trying not to look at Gilda’s crotch.

“I need some more incentive to enjoy Scooty’s dare. I dare you to make out with Sweetie Belle. If that’s ok with you Sweetie?” Gilda stated, taking off her jacket and letting it fall the the floor.

“Uh, sure.” I answered surprised, but also wondering if Dinky would even follow the dare.

Interestingly enough she did. Dinky stood up and moved in front of me. She was missing her shirt and bra, but was still wearing a pair of overalls. She did probably skip out of several truth or dares before, but now with only the overall recognizes that she hasn’t much options left. If she doesn’t want to end up in only her panties, she had to do the dare. Something that seemed to be true with how nervous she seemed. When we made eye contact she even began to blush.

“I...I never thought my first kiss would be with another girl.” She mumbled cutely, biting her lower lip.

“You could always back out.” I suggested, “And it doesn’t count if it was in truth or dare.”

“This is my last piece of clothing.” She explained, “We can take our clothes off in any order we want to. Shoes, Socks, Shirt, bra, panties. I only have overalls left.”

That was quite the surprising revelation to me. She actually had already lost her panties and was pretty much buck naked under her overalls. It was an extremely sexy thought and honestly I just couldn’t help myself but to picture Dinky’s naked body. Every line, curve, from her erect nipples to her wet slit. I...found myself drooling slightly.

“Get on with it dweebs!” Gilda cawed impatiently, before addressing Snips, “Don’t make me smash that phone! We agreed nothing leaves this room.”

We began to move in slowly, but Dash had other plans. She mischievously pushed Dinky causing her to lose her balance. We both fell over and our lips were pressed together. The force of her fall forcing her tongue into my mouth, making me moan into her mouth. Sadly she was horribly inexperienced, so I eventually gained my ground back and got into her mouth. Might as well give that virgin kisser the best kiss of her life. First Dinky seemed completely helpless against my advances, my tongue pretty much doing with hers as I wanted, but soon enough she started to learn, pushing back against me and slowly but surely really getting into our tongue wrestling session. We then fought for dominance for about a minute and I was kind of enjoying the kiss when Dinky let out a surprised gasp and pulled away. Sitting up I realized why she had ended so abruptly. My dick was beginning to get erect. I was lucky the way I was sitting masked it...for the time being. Though I really hoped Dinky would keep silent about it. I’ll need to talk to her after the game.

“Not the show I was expecting, but it got the juices flowing.” Gilda said between soft moans.

“Ok, Button, Truth or dare?” Dinky asked, blushing heavily.

“Truth.” He replied, slipping back into his pants and shirt, Sugarcoat’s dare ending.

“Buzzkill.” Gilda complained.

“Who do you have a crush on?” Dinky asked nonshalontly.

“I uh...um...I...I decline to answer.” He sighed, unzipping and removing his pants again.

Drat I actually wanted to know. I thought before a very sly thought came into my head. I’ll truth and dare him until he has one piece of clothes left, then ask him myself.

“Sugarcoat, Truth or dare?” Button asked, avoiding eye contact with me.

“Dare.” She replied in monotone, more interested in Gilda’s increased fingering.

Before he could give her a dare, Gilda let out her bird-like cry and came. Soaking her panties.

“I dare you to...um...wear Gilda’s panties on you face until your next turn.” He blurted, trying to throw a crazy dare out into the room to change the subject from the question he was asked.

“Wow, gamer dweeb, didn’t know you were such a perv.” Gilda teased as she came down from her orgasm, “If you wanted to see an aroused vagina, you could have dared me. I accept part in this double dare, but you lose another piece of clothing.”

As Button took off his shirt, Gilda removed her panties letting us all see her cunt glistening with arousal. She passed the panties to Sugarcoat who slid them over her head, her nose ending up right in the damp part. She took a deep breath of Gilda’s scent and to everyone surprise let out a perverted moan.

“I like sniffing dirty panties.” She said bluntly, “Everyone has their fetishes.”

“Fluttershy, Truth or, “ she paused taking in another wiff of the girlcum, “dare?”

“T-truth.” she mumbled.

“Are you and the hippy more than friends?” She asked.

There was a pregnant pause as everyone, even those who knew the answer, waited for the meek girl to reply.

“We are.” Treehugger answered for her, moving to embrace the yellow female.

“Dang, yellow gal remove a garment.” Gilda stated.

“B-but the question was answered.” Fluttershy replied.

“But nothing. Your girlfriend answered.” Gilda shouted, which might have been the wrong thing to do.

Following that Fluttershy ran from the room sobbing. Treehugger gave chase immediately.

“Some people shouldn’t go to parties.” Gilda grumbled as an awkward silence set in.

“Uncalled for Gilda.” Dash hissed, “You know how sensitive Fluttershy can be.”

“Psh, whatever.” Gilda dismissed her comments.

“Who goes now?” Scoots asked.

“I get to go again.” Sugarcoat replied, “But I’ll keep the lovely smelling panties on my face.”

“Take in all you want Pervcoat.” Gilda teased.

“Sweetie Belle, Truth or dare?” She asked.

“Dare.” I replied confidently.

“I dare you to,” she paused to sniff again, moaning, “Give Snips a BJ.”

I looked at boy in question and on cue he unzipped his pants, ready for his pleasure and seemingly not minding the crowd that would see it. Not that I would agree to it.

“I’m gonna pass.” I sighed. I want my first time with a guy to be with buttons. I slipped my hand into my dress and unclipped the fishnet stockings, removing them.

I then turned to Button, “Button, Truth or dare?”

“Dare...no truth...truth.” he said nervously.

“Do you like, like me?” I asked bluntly.

“I uh...um...I uh.” he sputtered before simply nodding.

“Wanna go on a date sometime?” I went on, another nod.

“Rainbow Dash, Truth or dare.” He said meeky after trying and failing to keep his cool. I mean, how would you feel if the girl you liked, just asked you out?

For the record I was feeling warm and fuzzy as well, but after everything that has happened in the past few days I was better at masking it...even as my mind provided a very sexual ending to our date. I felt my dick get stiffer and hoped no one noticed the lump among the ruffled dress.

“Dare.” Dash shouted boldly.

“G….give Snips a bj.” He provided.

Snips smirked and pulled out his dick, it was hard from watching Gilda masturbate and in need of release.

“I’ll do my turn first.” She said as she knelt in front of her peer, “Sweetie, Truth or dare?”

“Dare.” I said, still dazed that I had asked out Button.

“I dare you to take Buttons into Soot’s brother’s room and have some fun.” She replied devilishly, “I want proof you did something when you get back.”

“Wait? What?” Button and I said simultaneously to the roaring laughter of the group. Looks like the sexy end to our date is happening sooner than I thought!

Author's Note

a bit tamer than pretty much all previous chapters, but they can't all have a steamy sex scene. Don't worry, Sweetie x Button Mash will be next chapter.