He needs your assistance getting it on

Laughing a little at this, knowing full well what you meant, Randall smiled and took the dress from you. Throwing the hanger onto the bed before stepping into it.

Watching this, you couldn't help feeling a little saddened to lose the view of his underwear clad body (that being an image that would stay with you for quite some time to come) as he then hoisted the dress upwards. This motion causing a wondrous display of jiggling flesh as he bounced up and down. There being a hell of a lot of breast meat on display already, and it wasn't even fastened yet!

"You need a hand?" you asked him, after his attention had drifted towards the zipper at the back, seemingly having a little difficulty pulling it up.

"Yeah, if you could," he replied. Admitting then that he had bought it two weeks ago while out shopping with Amanda and had a little trouble then too.

"I wonder why," you chuckled, happy to oblige. The size of his breasts alone no doubt being way too big, never mind his huge ass and trim waist. Off the rack dresses presumably weren't made for such **** figures as his.

Spinning round to give you access - the opening in the dress not only displaying just how heavy duty the clasp of his giant bra was, but also the rather alluring curve of his spine (the fragrance of his silky smooth, freshly washed skin smelling a lot like peaches) - your eyes fell on his exquisitely large derriere for a moment. The dark, somewhat shiny green material hugging it like a second skin. Causing your dick to start twitching again.

Returning your attention to the task at hand soon after though, you reached for the zipper at the small of his back and began pulling it upwards, finding it somewhat of a struggle yourself getting it to shift. "Geeze, this is kinda tight," you grunted, forcing it as best you could. Randall's reply indicating that he was already fully aware.

"Tell me about it," he said, looking over his shoulder. "I'm breathing in as best as I can here."

"You certain this thing fits?"

"Yeah. I already told you, I tried it on at the store with Amanda. You just need to pull it hard."

Although you thought you already were, you continued to yank at it for the next several minutes. Finally, after almost giving up in frustration, managing to pull it up over the part that was seemingly giving you the most trouble. The thing zipping up then without any problems. "Thank Christ for that!" you laughed. Glad that ordeal was over.

Randall however looked a little less jovial. The dress appearing to be an incredibly tight fit. Especially around his stomach and waist.

"You okay?" you asked, worried for his internal organs.

"Yeah. It's just a little tighter than I remember," he replied, patting a little at his belly before checking out his reflection in the mirror. "I'm pretty sure it was a lot more comfortable last week."

"Maybe you need to go on a diet or something," you jokingly suggested. His stomach admittedly looking a little bigger than the last time you'd seen it unclothed.

You got the impression however that this was starting to become a bit of a sore point for him. Seeing as he wasn't exactly keeping up with Miss. Card's exercise regime or healthy eating anymore (as far as you could tell). Responding then, "Screw you!" Assuring you that it would be fine and he'd just need a minute or two to get used to it. Clearly not wanting to have to go through all that again.

"Alright. If you're sure," you told him, as he then turned from the mirror again to face you. Asking for your opinion.

As with pretty much anything he wore these days, the dress really did make him look a million bucks. Combined with the hairstyle and the makeup (not to mention the stockings), it almost felt like you were looking at a movie star attending a red carpet rather than your best friend on his way to some stupid charity ball. Glamorous and sophisticated not quite covering how it made him look. The color of the dress contrasted beautifully with his dark red hair and the long skirt flared out at the hips, giving him a wonderful bell like shape. Not to mention the fact that his boobs looking amazing all bunched up and together within its confines. Showing a little less than you'd have assumed given its tightness across the waist and chest (but still like three times as much boob on an average chested woman), as well as a wonderfully deep and inviting cleavage. Seeing as technically this was more of an adult orientated event and not so much a school one, the cleavage, you figured he would for once actually be able to get away with.

"Well?" he pushed, asking again. "You just gonna stand there and stare or are you gonna say something?"

"So-sorry," you stuttered. Having zoned out slightly. Telling him with no word of a lie that "it looks awesome! You're definitely gonna be the hottest person there."

Chuckling smugly at this as he returned to the vanity and grabbed a pair of earrings, he chuckled, "Well that was never in doubt." Shooting you a smirk then as he added questioningly, "...Hotter than Gretchen Collins?"

"Definitely!"

Happy with this answer, he attached the earrings (a gold pair with dangling little green stones to match the dress) and then retrieved a pair of heels from his closet. Slipping them on his stocking clad feet and fastening the straps across his slender ankles. This also, for some strange reason, being kind of arousing. There just being something so sensual and erotic about watching a beautiful, mature woman getting all dressed up to go out. Something that you'd never been privy to before.

"Right, well I think that's me all ready to go," he said after squirting some perfume on his wrists, neck and cleavage and retrieving his purse. It rather amazingly having not taken him that long at all. Just over a half hour (which for a chick was pretty damn good). Guess he must have had a lot of practice with all those nights out with the girls.

Heading back downstairs then, Randall grabbed his coat and (in a very womanly manner) double checked his appearance in the hallway mirror, before following you out the door and into his car. Though you still weren't exactly thrilled with the prospect of spending the night at the Booster Club's beck and call, seeing Randall dressed up like that had certainly perked you up a little. You might not have any fun but at least you had him to look at, if not to talk to. Seeing how he would be in full on 'Miss. Card mode' for the night. Schmoozing with all the rest of them. Then again, you did have Bryce... and Gretchen too. So you supposed you'd at least have someone to talk to. If you got the chance to that is.

Twenty minutes later and you arrived at the function room that Mrs. Walsh had booked especially (it being a bit more classy than the school gym) and the two of you parted ways. Randall disappearing off with a group of older women you didn't recognize, while you were ushered through the back by a very uncomfortable looking Coach Mullins. Clad as he was in a full suit and tie. Once inside, you found Bryce and a few other fellow students you recognized being thanked for their assistance by none other than Mrs. Walsh herself. Who looked as if she was in her element. This clearly being the kind of crap she lived for.

After she was done, you shuffled your way over towards Bryce, who greeted you as he always did. "Hey, bro."

"Hey. I miss anything?" you asked.

"Nah. Just Brandon's mom giving us a stupid little pep talk. Lady has a serious hard on for fucking finger foods and how to properly carry a tray!"

"Heh. Yeah, she does seem a bit full on." This being the understatement of the century.

You didn't get much of a chance to chat unfortunately, as the ten of you in your matching 'uniform's' were then split into different little groups by Coach Mullins. You being put initially on greeting duty with a girl called Sonya (who was in your Algebra class last year), while Bryce would be handing out vol a vons to the guests. This meant that you had to welcome everyone as they entered and take their coats, which was actually pretty humiliating. Especially when it was someone you knew. This being doubly the case when Gretchen, Brandi and Lisa walked in about a half hour later. The three of them looking admittedly pretty stunning in their gowns. A huge step up from the rest of the middle aged mom's you'd greeted so far.

"Well, would you look at this," Gretchen grinned as she approached. Her body poured into a sparkly blue number. "Who's this hottie with the cute little bow tie?"

"Yeah, yeah. Laugh it up," you replied, blushing somewhat. "It looks stupid I know but everyone's got to wear one."

"I dunno. Kind of suits you."

While you weren't entirely sure if she was just teasing you still or not, you decided to return the compliment anyway. Telling her then "Well you look amazing!" Remembering her two friends behind her and quickly adding, "That is... uh, all three of you do."

Though Lisa and Brandi gave you a **** little smile (more interested in talking to each other than you), Gretchen let out a cute little giggle. "Thanks. That's really sweet of you to say. "But uh... aren't you supposed to be welcoming us or something? You're not slacking on the job are you?"

"No. No of course not," you told her. Clearing your throat and giving her your rehearsed speech. "Welcome to the Central High Booster Club's Fundraising Ball. May I take your coats?" Feeling instantly embarrassed.

Nodding at this, Gretchen replied, "You may." Passing you her coat then. Lisa and Brandi doing the same.

Telling you that she'd see you inside and not to "work too hard", the three of them headed into the ballroom while you hung up their coats. Your eyes dwelling momentarily on Gretchen's beautiful figure, encased in that sparkly blue dress. Her ass in particular looking pretty damn awesome. Sure it wasn't quite up there with Randall's ass. But then again, who's was?