Brian's Bags

By Amber Fountaine

Published on May 10, 2006

Bisexual

Amber Fountaine stories contain sexually explicit descriptions of consensual sexual activity and are not suitable for reading by anyone under the age of 18 or anyone offended by reading such material. These acts include gay and bisexual activity as well as water sports, diapers, cross-dressing and other fetishes and perversions that may please the author's whims. The characters in these stories are fictional, but are based on the author's true experiences, as well as the experiences of others he has met.

Brian's Bags

Chapter 7

What should have been a relatively simple matter of gathering up the four of them to go to Ruth's house for a sex party, almost didn't work out at all for the quartet.

To begin with, the boys had been so turned on when they got home from having breakfast with Ruth that their vow to save up their sexual energy got tossed and after trying vainly to fall asleep, they decided that 'just one cum' wouldn't hurt. So they'd spent over an hour soaking themselves and Brian's sheets, before sucking each other's cocks and finally getting some rest.

Consequently, instead of being up and ready to leave Brian's apartment by eight, they'd still been sleeping soundly when the girls called to see what was keeping them. Then when they did pick up the girls and the girls had discovered the boys were wearing diapers and were already wetting them, the girls had decided that since everyone else was in diapers, they should be too. That idea had met with the boys' approval, but it also meant turning around in the wrong direction and going back to Brian's apartment to get diapers on Trisha and Megan. And that had damn near resulted in them having an orgy right there in Brian's apartment before ever leaving for Ruth's house.

While Troy had been put in a trance looking at Megan standing naked in his bedroom the previous day, seeing her on her back in Brian's bed as she was being diapered had just the opposite effect on Troy. He'd dove headfirst between Megan's splayed legs and she'd gladly let him. Brian had to grab Troy by the feet and pull him off the bed to get them separated.

So instead of getting to Ruth's at a little after eight, as they'd promised, they didn't arrive until a whole lot after nine and Ruth wasn't too thrilled by their lack of punctuality. Fortunately, Ruth got over it quickly when her surprise turned out much better than she could have expected.

Ruth's big surprise, originally intended for just the boys, had been her sister Mary. In Ruth's initial plan, step one in a larger plan to get her away from the guy wash was living with, it was her intention that Mary meet some guys her own age with similar sexual inclinations. Since Brian was originally bringing just his friend Troy, that would have made a party of two males and two females. Then Brian had asked to bring two more girls along. Since Mary and Ruth both were bi, Ruth had no problem with that. But the biggest surprise turned out to be Mary herself.

It so happened that Mary not only knew the boys from when they'd all been students at Wilson High School - something Ruth hadn't considered -Mary had actually dated Brian a few times back when they'd both been sophomores. Ruth, Trish, Megan and Troy waited patiently while Brian and Mary went from initial embarrassment to being old friends and former classmates and got caught up on what each other had been doing since they'd last seen each other.

Then, when Mary was explaining that she worked at a boutique, Megan interrupted her to say, "I know you. You work at 'Allure' and you've waited on me."

"Oh sure, I recognize you now," Mary told her. "You usually come in with your mom."

"Well I for one am just over-fucking happy that everyone knows everyone else," Ruth said. Then she shrugged out of the robe she was wearing to reveal her short nightie and thick, panty covered diaper. "Am I the only one that remembers what it is we were all supposed to get together for today?"

When everyone had laughed and embarrassingly enjoyed Ruth's subtle reminder, she went on, "Now I know what these two sissy looking studs want and I'll get them some cute little nighties to put on in just a minute. And I know what my sister wants and I'll get out my toy box for her. But I don't know what you two young ladies want."

"Would your toy box include one of those fake cocks that you can wear?" Megan asked.

Troy, standing off to one side and holding hands with Megan, and not aware of the pact between his sister and Megan, was suddenly very nervous. Hearing her request, he had immediately assumed that Megan was asking because she wanted to fuck him. He was sweating bullets before Megan responded to Ruth's questions and explained why she really wanted to use a strap-on dildo.

"Sounds like as good a place to start as any," Ruth told them. "Let's go in my bedroom and see what kind of mischief we can get into." As she led the way into her bedroom, she suggested, "And before we can get into mischief, we ought to help each other out of some of our clothes - or do we need to play strip poker or something?"

No one responded to her suggestion that they play a game and she turned to find Troy and Megan eagerly helping each other undress. Likewise, Brian seemed to have paired off with Mary, so Ruth moved to Trisha.

"You're so pretty you could be a model," Ruth told her, remembering that Troy had said she'd been upset by Ruth's remark. "I hope you're not still mad at me for making that remark about you being 'homely'. I was just teasing you know."

Trish smiled and nodded and seemed to turn to putty in the older woman's hands. She let the sexy older woman caress her body as each article of clothing came off until she was down to just her diaper. Then she felt Ruth move to stand behind her and let Ruth run her hands over Trish's breasts and slowly and tantalizingly stroked Trish with her fingers until Ruth had one hand buried deep inside Trish's diaper.

"You're wet but your diaper isn't," Ruth whispered in the young girls ear. "Pee on my fingers."

Trish strained to let some pee out of her bladder, thinking, 'The whole world has gone pee crazy. Megan already has my brother's cock in her mouth and she's telling him how good it tastes because his diaper was wet. Brian still has his diaper on but he's on the bed with that other girl sitting on his face and he's probably trying to get her to pee too. Megan loves to drink mine, Brian and Troy love to piss all over each other and drink it, this sexy redhead seems to love it, so what the hell.' It started as a trickle, but was soon gushing out in Ruth's hand. And at the same time, Trish reached behind her to slip her hand down the front of Ruth's soggy diaper until her fingers were teasing the folds of Ruth's pussy just as Trish had done to Megan so many times.

"Save some for later," Ruth whispered, urging Trish not to empty her bladder completely. "Just let a little out from time to time for other's to enjoy." As she said it, Ruth pulled her hand out of Trish's diaper and brought her wet fingers to her mouth and sucked on them. "You taste so sweet," she told the young lady.

Megan was telling Trish's brother something very similar. Troy had done his best to control himself, but hadn't had much success. He'd warned Megan he was going to cum and she'd nodded her approval just as he started to fill her mouth with his male spunk. When she was sure she'd gotten every precious drop, she let him slip out of her mouth and looked up at him. "Mmm, do all sissy boys taste this sweet?" she asked as she licked her lips.

Being referred to as a 'sissy boy' by the cute, sexy, young girl bothered Troy in one respect, but it didn't seem to bother Megan and the way she said it made it almost sound affectionate. He would probably walk down the main street of town in nothing but a diaper and t-shirt with the word 'sissy' on it if that would make her happy - and as long as she walked with him. He was definitely smitten.

Brian and Mary had been the last to reach the bedroom and the first to use the bed. Neither had planned it that way. It was just the way it played out. When everyone had turned to follow Ruth down the hall to the master bedroom in the back of the house, Brian had paused to speak to Mary. "You've changed a lot," Brian had said softly but with great admiration.

As a sophomore, Mary had been the proverbial gangly teen with braces on her teeth. Their first date had been more a pairing up of the only two in the class invited to a party that didn't already have a date. But they'd both enjoyed themselves more than either had expected to and Brian had asked her out again for the next dateable event. When she'd readily accepted, he'd assumed she was as eager to experiment sexually as he was and had been way over-aggressive, dropping his hand in her lap almost as soon as the football game started. She wasn't nearly that eager, he'd concluded as he'd rubbed the side of his face where she'd slapped him.

By the time they'd graduated, Mary had become one of the prettiest and most popular girls in school and Brian had moved into another school district where he'd met Troy. Now they'd been thrown back together at what was shaping up to be a very kinky orgy.

"And you probably need a change," Mary had responded, patting Brian's diapered butt as they fell in to follow everyone else down the hall.

"Be glad to let you do it," Brian had quipped with a wink.

Ignoring his offer, she'd told him, "I can't believe you're the guy my sister has been telling me about that loves diapers and piss play. When she said the guy's name was Brian, I never once considered that it might be you."

"Well it is," he'd answered. "Is that good or bad?"

"Good . . Great! I mean you've changed a lot too," she'd said and meant it. She knew she'd blossomed long before she'd graduated, but the last time she'd seen Brian, he'd looked much the same to her as when they'd started school. In the last few years he'd filled out and had become a handsome young man. "So how did you get into all this?" she'd asked to keep the conversation going.

Brian had shrugged his shoulders and smiled. "Just lucky," he'd answered, not wanting to go into any great detail. "You?"

"When you have an older sister like Ruthie, it's amazing what you can get into," she'd replied.

Then when they'd reached the bedroom and Ruth had suggested they help each other undress, Brian and Mary had happily turned to each other, smiling sexually at each other as they'd made a game of taking turns removing an article of the other's clothes. When Brian had been down to his wet diaper and Mary was smiling down at Brian as he helped her step out of her panties, she'd told him, testing his reaction, "I guess I'm the only one here that ISN"T wearing a diaper - and I have to pee."

"You're more than welcome to try to use mine," he'd taunted, kneeling before her, admiring her shaved mons and holding the front of his diaper away from his waist.

"Don't you think that'll make a mess?" she'd asked, teasing. "I mean . . . I might pee all over you, trying to get some in your diaper."

"I've got a better idea," he'd told her, standing to take her hand and leading her to the unoccupied bed which he'd known from his previous visit to have a plastic mattress cover. He'd sat in the middle of the bed, expecting her to straddle his lap. But instead she'd pushed him back and had moved to straddle his face. "Oh yeah!" had been his last words before his head had disappeared from sight.

Ruth nibbled on Trish's ear, then spoke softly into it. Except for the hand in each other's diaper, Ruth and Trish had almost become complete voyeurs. "It sure didn't take my sister long to find someone to give her what she wants - and if I know her, she's just getting warmed up!" she said, pointing out the tableau on the bed.

Mary had relieved the pressure in her bladder, emptying a good portion of its contents in the mouth of the man beneath her and soaking the surrounding sheets. And Brian had gladly accepted every drop of her golden offering while never stopping his oral attack on her hairless pussy. Ruth's educated guess that Mary was just getting warmed up was demonstrated to be true as they watched Mary reach behind her to begin fondling Brian's erection, first through the wet diaper, and then she was blindly jerking at the disposable diaper, trying to get it out of the way of what she was after.

As Ruth and Trish watched, Brian's hard-on came into full view and Ruth commented, "Bet she has that thing inside her before you can count to ten."

Counting would have been a waste of time. Mary was easing down on it almost before Ruth had finished her remark. Besides, Trish was really more interested in the scene on the other side of the bed where her best friend and her brother were locked in a passionate embrace. Troy was licking a stray drop of his cum from the corner of Megan's mouth. His soggy diaper was halfway down his thighs and Megan's seemed to have disappeared, probably down around her feet and out of sight from Ruth and Trish's position.

Ruth realized where Trish's attention was and told her, "If you two still want to fuck each other before your brother does, you'd better hurry." Trish nodded and Ruth led her to the dresser, where her toys were already laid out for easy access. Not bothering to remove Trish's diaper, Ruth assembled the lifelike prick to the harness and strapped it around Trish's thighs and waist.

Megan was so wrapped up in Troy that she didn't realize Ruth had moved in behind her until she heard Ruth say to the pair on the bed, "Y'all move over." She turned to see what or why Ruth needed room on the bed and at the same time, Ruth stepped back. Immediately Megan noticed the phallic device strapped to the front of Trish's diaper and broke into a big grin. Politely, she turned back to Troy and asked, "Do you mind if your sister goes first?"

Troy smiled and shook his head no, understanding from her request that he'd be second. "Are you ready?" he asked, breaking into a big grin himself.

"Yeah, very!" Megan told him. "But why don't you eat me for a minute just to be sure. Then you can suck on Trish's cock and get it wet too."

Troy thought that was a great idea and helped Megan to lie down in the space created by Brian and Mary moving to the far side of the bed. If Megan was bothered by lying in the huge wet spot that had been made by Mary peeing in Brian's face, she didn't indicate it. In fact she seemed to wallow in the wet sheets as Troy began teasing her twat with his tongue.

His early morning romp with Troy had given Brian a little better control than Troy had exhibited, but watching all the things going on around him, to say nothing of Mary's fantastic ability to fuck, soon had Brian spewing his seed in her clasping pussy. Mary orgasmed again along with him, dribbling some more pee on his crotch, and then collapsed on top of him.

As Troy was being nudged out of the way by his sister, impatient as she was to try her hand at fucking another girl, he noticed Brian's softened, slimy cock slip from Mary's slit to flop on his thigh. Then he saw their combined mix of cum and pussy cream begin to drool out of her gash and fall on the base of Brian's cock. Just as he was about to take a taste, he was again pushed out of the way.

"Too late," Ruth told him, reading his intention and beating him to it. She took all of Brian's cock in her mouth in one gulp, running her tongue around the sides to get as much of the flavor of their fucking as she could. Then she went after the creamy froth dripping from her sister's snatch.

So Troy stood, debating whether he should try to continue using the diaper that was almost falling off of him, replace it with another, or remind Ruth that she was supposed to have gotten him and Brian some nighties to wear. The one thing he didn't want to do was get too far away from the bed, not knowing exactly when his turn at Megan would come up, but certain it would be soon and he was idly stroking himself in preparation for that event. That's when he noticed Brian motioning for him to come around to that side of the bed.

"She wants to watch me suck cock," Brian explained to Troy when Troy was close enough for him to knock Troy's hand away and replace it with his own on Troy's swelling member. Then Mary gave Brian room as he eased up on one elbow and guided his friend's stiffening shaft to his mouth.

Brian had been speaking softly to Troy, but a coincidental silence from everyone else on the bed, at the moment he said it, had made it sound like he was announcing the next event and everyone seemed to stop to watch.

Ruth had eased off the end of the bed right after Troy and had been watching Trish and Megan. Since neither of the girls had ever had a real fuck, they were having a rough time getting a rhythm going with the strap-on dildo. Thinking back to her first time being fucked, Ruth recalled that it hadn't been much better with a real cock.

As Brian began to mouth his friend, Ruth watched her sister snuggle up behind Brian and use her free arm to wrap around his chest, holding on tightly and cooing in his ear. Ruth smiled in satisfaction, thinking, 'That didn't take long.' The whole point of inviting Mary over for the day was to show her how much fun she could have with other men and convince her to forget about Tony.

Anthony 'Tony' Manisconi had several businesses and they were all doing well - too well in Ruth's opinion. But she kept that to herself. She hadn't as yet shared her suspicions with her sister. Mary met Tony when she was in her second year of college and working part-time in one of his restaurants. In addition to a half dozen restaurants, Tony also owned several ladies boutiques, including 'Allure', the shop that Mary now managed.

Tony had asked her out, slept with her a few times, and then shortly after asking her to live with him, he'd asked her to do things like 'model' for private shows and 'be nice' to some of his business associates. He insisted that he didn't love her any less if she had sex with those associates. Ruth had her own opinion of how he'd meant that, but a pretty new car, unlimited accounts at the boutiques, and the manager's title at 'Allure' had convinced her of his devotion.

When Mary had explained her managing job consisted solely of keeping up the inventory, that Tony handled all the books, and that they must be doing fantastic because Tony often made huge cash deposits, Ruth had made getting Mary away from Tony her number one priority.

But first she had to convince Mary that there could be life after Tony. Since the night she'd introduced Mary to sex, back when Mary had first become a teenager, 'life' and 'sex' had been synonymous where Mary was concerned. When Brian had begun telling Ruth about himself at their first breakfast the previous week, she'd thought he'd be perfect. 'It feels so damn good to be right,' she thought with smug satisfaction as she watched Brian and Mary begin to take turns sucking on Troy's cock. 'Ever since I told her about Ben being bi and having several boyfriends, she's been fascinated by the idea that some guys like to suck dick, and she knows Tony is way too macho to ever do that. Hell, he won't go down on her unless they've just gotten out of the shower and then she says it's for just a minute. Young Brian there moved to the top of the heap real quick when he let her sit on his face and pee. Looks like my 'sissies make better lovers' campaign is moving right along and that reminds me . . .'

"Okay boys and girls," Ruth told them all, getting their attention and causing everyone in the sexy tableau to take a break. "Looks like we got carried away here and forgot what we needed to do. We never got our little sweeties, 'Brandy' and 'Tracie' into their nighties and they've already lost their diapers. I'll get Mary to help me dress them up and while we're doing that, you two," she said to Trish and Megan, "can swap places."

Ruth's sense of satisfaction continued when she saw how eagerly Mary took to dressing Brian as 'Brandy'. She was almost like a child with a new toy as she put makeup on him. Ruth had insisted Mary bring a couple of her wigs from her modeling days without telling her why. Now that Mary understood, she selected one that was very similar to the way she wore her hair and when she'd finished with Brian, 'Brandy' looked more like her sister than Ruth did.

The whole time Ruth and Mary had been working on further sissifying Brandy and Tracie, Trish and Megan had the bed to themselves. Trish had gotten the strap-on off of her and onto Megan and removed her diaper without much problem, but swapping the fucker/fuckee roles hadn't helped to increase their ability to pleasure each other.

Ruth had several notches on her headboard, so to speak, and Mary had bedded at least two men before the sisters had tried using a device like the strap-on dildo on each other. As Ruth watched Trish and Megan struggle to find a comfortable rhythm, she was certain that was why she and Mary hadn't had the problems that Megan and Trish were having. Those girls needed to experience some real dick and she had two ready for them.

Ruth moved to the bed and slapped Megan on the rump to get her attention. "All right ladies, play time is over. It's time for the real thing," Ruth told the pair as she unsnapped the harness on Megan and left the dildo buried in Trish. Speaking to Megan, she said, "I believe Miss Tracie here has something you want,." Then she watched as Megan's eyes locked on to the six inches of rampant erection sticking out from under the cute yellow nightie.

The two were almost embarrassed to finally come together as lovers with everyone watching. But the need was greater than any sense of embarrassment and Tracie entered Megan so swiftly and easily you'd have thought they'd done it hundreds of times. In their minds, they probably had. But never in their minds had they included an audience and they were embarrassed to receive a short round of applause.

"You're going to be her first aren't you?" Mary asked Brian as she pushed him toward Trisha.

Mary's approval was all that was holding Brian back. He was becoming as enamored of Mary as she was of him. But with Mary urging him forward, 'Brandy' eased his way between Trish's spread thighs and entered her with little more problem than 'Tracie' had with Megan. Once Brandy was all the way in, he paused to watch the couple next to him for a moment, then turned to look at the smiling faces of Mary and Ruth.

"Give it to her good," Mary told him, assuring him again that he had her approval.

As Brian began to thrust inside of Trisha's wet and ready cunt, he thought, 'I can't believe I'm really fucking my best friend's little sister. Shit, I can't believe I'm really fucking the third different woman in a week. And the other two - the first two I ever fucked - are standing there watching and cheering me on! This is fuckin' incredible! For seven years I've tried to be a man and fuck a girl and never scored once. Now in seven days I've fucked three and they all think it's great that I like to wet my diapers like some little sissy. Wow!"

Diapers were on Ruth's mind too. Mostly because while she was the only one still wearing one, there was one in a pile at her feet, and that left three more that were unaccounted for. Turning to her sister, she said, "Help me look for the diapers they were wearing. They've probably been kicked under the bed and the last thing I need is for the bedroom to start smelling like pee." As they began their search, Ruth added, trying to be funny, "Ben gets so pissed about piss."

"Ben gets pissed about what?" Ben asked, standing in the bedroom doorway.

To be continued. Comments appreciated: amber_fountaine@hotmail.com

Next: Chapter 8


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