Brian's Bags

By Amber Fountaine

Published on May 11, 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 8

Brian was fucking Trish like he'd never fucked before. Since he'd been having intercourse for barely a week, it was pretty close to the truth. He was amazed, as easily as he'd entered her, that Trish was so tight after he was fully inside her. Mary had done some astounding things with her pussy while he'd been fucking her, but Trish was just plain 'tight'.

With his head buried in Trish's right shoulder, he didn't see or hear Ben's remark from the door to his left. But Trish did.

"Oh shit!" she exclaimed as Brian continued to pump her. She was closer to the door than anyone and very startled to see a large, naked stranger standing in the doorway stroking a very hard cock.

Brian, thinking Trish was about to have an orgasm or something, never slowed down until Trish nearly dumped him on the floor.

"Did I interrupt your party?" Ben asked with a leering smile.

"I thought you wouldn't be back from Dallas until Friday?" Ruth queried, ignoring his question.

"So it would seem. I wrapped up the contract in two days and hurried home to be with my charming wife, knowing she had the day off and would be lonesome. But she damn sure doesn't look lonesome to me." Then he turned to Mary, "Nice to see you again sister-in-law."

By now, everyone on the bed had muttered an, "Oh Shit" of some sort and had frozen in position. Ruth was standing, her hands on her hips at the end of the bed. Only Mary was moving.

"Wish I could say the same," Mary responded to Ben, and then walked by him to drop two diapers in a large, lined container just inside the bathroom door.

Ben ignored her sarcasm and turned to his wife. "If I knew you were into young queens, I could have brought 'Jacqui' home for you to play with. He's a lot cuter, hung like a horse, and he says his wife picks up women by licking her eyebrows.

"We've already met Jacqui and his wife at that Christmas party - remember? Let's go in the den and leave the youngsters to themselves," Ruth suggested, moving to give Ben a peck on the cheek and then leading him off by the cock.

As soon as they were several steps down the hall, Mary confirmed the question on the lips of the other four. "That's her husband. If he's sober, he can be a lot of fun. But if he's been drinking, he can be a real asshole."

"Is he sober?" Brian asked, hoping the fear wasn't audible in his voice.

"Must be," Mary told them. "Or one of you guys would have had your cute little ass buggered - like it or not."

Suddenly both 'Brandy' and 'Tracie' realized their bare male asses were sticking up in the air, frozen in that position when the fucking had stopped. Almost as if on cue, they both rolled off the girl beneath them to sit up and protect their back passage and it caused Mary to laugh.

Then she said, "I think everything is cool, but let me go check." Mary left them to see what Ben and her sister were up to.

When Mary was also gone, Trish anxiously suggested, "Maybe we should get dressed and go?"

"No!" Troy and Megan replied in unison, almost sounding like one voice. It was obvious they were both committed to finishing their first fuck and didn't consider an intruding husband to be sufficient reason to change their plan. It was enough to break the tension and cause them all to smile.

"Did you see how big he was?" Trish asked Megan and from the look in Trisha's eyes, they all knew she wasn't talking about Ben's height and weight.

"No. I didn't," Megan answered. "Everyone was in the way."

Trish held her hands about a foot apart and Megan's eyes got big. "Really?" she asked Trish.

"No," Brian interjected. "But close." He'd gotten quite an eyeful himself before Ben had been led off.

"Maybe if you hurry, you can go get you a taste before the real women get it all," Megan teased Brian. But as she suggested it, she held on to Troy's hand just in case he wanted to join Brian.

"Great idea," Brian told her, jumping off the bed and heading toward the door. It didn't bother him to give the others the impression he was chasing down that large cock. In truth, he was concerned about Mary. 'But when you're dressed up like a sissy cocksucker, it's hard to make anyone believe you're going to a girl's rescue.' It made him smile to imagine himself in nightgown, wig and makeup, charging off to the rescue of a fair damsel in distress.

He needn't have bothered. He was barely out the door before he ran into Mary, already coming back. She turned him around to march him back into Ruth's bedroom.

She explained to her waiting audience. "Looks to me like the real reason he's back so quick is that his boyfriend in Dallas has custody of his kids for the next couple of weeks and ol' Ben is just plain horny. Normally he doesn't want anything to do with Ruth if she has a diaper on, but it's not slowing him down right now. I think they'll be in the den for a while." Mary ended with a smile.

"I still think we ought to go," Trish told them.

"Maybe you're right," Megan chimed in. "I feel sorta funny all of a sudden."

Troy looked as if he'd just heard the saddest news of his life and he probably had. He had some very important unfinished business and started to hedge. "Well if Mary thinks they're gonna be a while, we wouldn't have to go right away."

Brian didn't want to leave either, at least not until he found out how he could get in touch with Mary. If he'd felt silly a moment earlier as a cross-dressed, sissy Sir Galahad, he was certain that trying to talk to a naked woman about dating her while he was dressed as he was and with his friends in the room seemed even more ridiculous. But then he got an idea.

Speaking directly to Mary and taking one hand, so that she was certain to know he wanted her in particular to join them, he said, "We could all go to my apartment."

The three on the bed agreed to that idea almost immediately and after thinking about it for a moment, Mary did too. "Why not," she told them, then teased Brian, adding with a smirk, "But you have to go like that."

The short nightie left half his ass bare and his cock swinging in the breeze in front. "Like this?" he asked, aghast.

"Well not exactly like that," Mary told him patting his cheek. "I don't want to get you arrested. But I want you and 'Tracie' to stay dressed as girls. Sometimes I think my boyfriend has spies everywhere. He won't mind me being out with a bunch of girls. Ruth picked me up on the way home from work, so I don't have my car here. If someone sees me riding with a couple of guys, I could be in trouble. Besides, I'm sure my sister has enough diapers and stuff here for both you guys. And you can keep your nighties on under your shirts. Or we can take some of my sister's clothes to dress you in."

Brian was much more comfortable with that idea. He was thinking, 'I've walked from my car to my apartment hundreds of times without meeting anyone and even if I did, I'd just look like one of the girls.' He nodded his head in agreement. He was beginning to get turned on by Mary's suggestion and so was Troy. They concurred with each other and then Brian made his own demand. "You have to wear a diaper this time too," he told Mary.

"And I'll bet you want me to wet it," she teased after kissing the tip of his nose.

Brian grinned mischievously right back at her. "Please?"

"Gee, I've never put a diaper on before," Mary pondered slowly and aloud, her finger on her chin like she was trying to solve some great puzzle. "I guess I'll have to find someone to do it for me . . "

"Where does Ruth keep her diapers?" Brian asked, still grinning like a lecher. Then he moved toward the closet where Mary was pointing and the other girls stopped him.

"We'll do it," Trish told him as she came up off the bed to block him, "or we'll never get out of here."

"Like y'all are old pros or something," Troy commented. "Today's the first time y'all have worn a diaper since you were babies. Me and Brian do it all the time."

"Like you're some kind of expert in a week," Trish countered, aware of the details of the last week.

Mary stopped the sibling argument. "Well actually, I have worn a diaper - and recently," Mary confessed, interrupting the two before they could get into a feud. "My sister has been trying to get me back into it for a while. A few times lately we've both worn diapers when we could get together for more than an hour or two. But let's rethink this for a second. I'm not sure we're all going to have time to wet them real good and I think that's usually the intention - right? I mean, I know that's what my sister likes and what she's always trying to get me to do."

None of the others spoke aloud in response to Mary's remark, but they all developed a sheepish grin, glancing at each other, tacitly confirming that a soggy diaper was the ultimate goal of putting one on to begin with.

Brian thought he'd caught on to where Mary was going. "And if we use up all our pee trying to get the diapers wet, we won't have any for . . . anything else," he added, looking at Mary for affirmation.

"Exactly!" Mary said, smiling at Brian's reluctance to mention piss play. "If there's anything I've learned for sure from my sister," she continued, "it's that orgasms with a full bladder are awesome!"

"I just love it when I hear my name, orgasms, and awesome all used in the same sentence," Ruth said as she walked in the bedroom door by herself. Then she noticed that they seemed to be gathering up clothes and asked, "Are y'all leaving? The party is just getting started."

"That didn't take long," Mary commented, nodding her head toward the den to indicate Ben.

"Oh we're just beginning," Ruth said with a sly grin. "I got his dick so hard you could scratch glass with it. Then I told him we were having a piss party and if he didn't want to get wet, to go get a room somewhere and come home tomorrow. So he told me that maybe he really should call his friend Jacqui and have him piss on all of us because Jacqui was supposed to be into it too. I told him I was cool with it."

"And?" Mary asked, knowing her sister was leading up to something.

"And he did. Now Jacqui is coming over and will probably be bringing his wife as well. I had Ben get dressed and go to the liquor store. It looks like we'll need lots to drink."

"I don't drink," Trish stated prudishly

"And I'd better not go home drunk," Megan added.

"How about if you told your folks you were spending the night with Trish?" Troy suggested.

Megan looked at Troy, tilted her head and put her hands on her hips like she was talking to a child, and told him, "I don't think your folks would like me to come home drunk either - idiot."

Troy returned her look; aping her by assuming the same hands on hips position and grinned sarcastically. "If you used that as an excuse and spent the night with me at Brian's, you wouldn't have to worry about it - idiot."

"Gee," Megan told him, returning the sarcasm, "I don't know when I've been propositioned so sweetly." But everyone could tell she loved the idea.

Mary was more concerned with the immediate future than the future of the relationship between Troy and Megan. She knew most of the strange details of her sister's marriage to Ben; that Ruth was free to have sex with other men and women and that Ben preferred men but would come to her when he desired a woman. She'd even heard most of the graphic details, including some of the parties they'd attended as a couple. But she'd never met any of the other people involved. "What's Jacqui like?" Mary asked.

"If you want me to confirm Ben's remark about him being hung like a horse, I can't," Ruth told her sister. "But he is cute. His wife is Saundra Smith of 'Saundra Smith Realtors' and Jacqui lives full time as a woman and works in her office. He's several years younger than she is - I'd guess she's older than me, maybe about Ben's age and very pretty. Jacqui is closer to your age - but they're perfect for each other."

"Like you and Ben are perfect for each other?" Mary questioned.

"We have our moments. Ben may have the morals and manners of a billy goat at times, but at least he's not into anything illegal."

Mary caught the dig at her relationship with Tony and ignored it.

"Besides," Ruth went on, "Ben and I were a lot closer before the accident. I think he's finally accepting the fact that I have to wear a diaper and don't just do it entirely for fun."

"You were in an accident?" Brian asked. "Is that why you wear diapers?" >From the first time they'd had breakfast, Brian had wanted to ask Ruth why she wore diapers, but up to now, that question had never been answered.

Ruth sighed and looked wistful for a moment. Then she nodded and told Brian and the others. "About two years after I got married. I was pregnant and slipped on some ice. The doctors said it ripped the placenta loose and the fetus died. But my body wouldn't abort it and they had to operate. When they got inside, they found a bunch of stuff they didn't like that was blocking the opening in my uterus and they said I never could have had the baby anyway and according to them, I was lucky that the accident had happened. They decided to give me a hysterectomy and somewhere in it all, they accidentally cut a nerve that controls my bladder. So I guess you could say I was involved in two accidents."

Mary smiled at her sister; proud of the way she'd explained it. She knew better than anyone how long it had taken Ruth to get over that event. The physical scars were healed months before the emotional ones even started to grow over. As little as a year ago, Ruth wouldn't have been able to give that rundown without breaking into tears.

To prove to her sister how much better she'd gotten, Ruth looked at Mary instead of the other guests, smiled, and told her, "So instead of having a baby, I came home to become one!" As she said it, she patted the front of her diaper.

Mary couldn't resist the urge to give her big sister a hug. The two shared a lot more than a sexual history together. "So where were we?" Ruth asked quickly before her emotions took control. The on again off again party was back on again and Ruth wanted everyone to focus on that.

Trish volunteered a summation. "We watched Brandy suck Tracie but Tracie hasn't sucked Brandy yet," Trish volunteered. Seeing her brother with a cock in his mouth was on her sexual 'to do' list, almost as important as her pact with Megan had been.

With their short nighties still on, it was evident to everyone that the boys no longer had erections - but they weren't completely soft either.

"We never finished fucking," Troy reminded them. He had nothing against sucking Brian's cock, even with an audience, but he was really getting hooked on Megan and wanted to continue with her.

"You aren't going to fuck anyone with that," Megan told him smiling her approval at his suggestion and pointing at his limp dick.

This time Mary took charge. Pushing Troy toward the bed, she told him, "Lay back down in the middle of the bed." Then she turned to Brian, telling him, "Crawl up next to his head and feed him some dick." As soon as she had both boys moving into position, she told Megan, "You and I can get Miss Tracie going again and as soon as he's hard enough, get on top of him and that way, you can fuck him and watch him suck at the same time." Finally, she turned to Trish and told her, "It should be your load of cum. So you get to decide whether Miss Brandy shoots it in you or your brother's mouth."

With everyone but Ruth given an assignment, the sex party began anew. Ruth moved behind Trish like she'd done earlier as they'd gotten started. "Do you want him to cum in you or are you going to watch your brother swallow it? She whispered in the young girls ear.

Trish turned to her. "Megan's on the pill but I'm not. I want to see him swallow it. I think it's kinda hot to watch guys suck each other"

"How about girls that lick each other?" Ruth teased.

Trish smiled, partially from a slight sense of embarrassment and partially from excitement, knowing what the woman was probably leading up to. "That's hot too . . . specially if you get to be one of the girls . . ."

"Doesn't seem to be much room on the bed," Ruth told her. "So how about if I lay down on the rug here on this side of the bed and you can sit on my face and watch your brother at the same time?"

Trish liked that idea - a lot! Quickly they assumed the positions Ruth had suggested and Trish watched as Mary and Megan pulled away from sucking on Tracie's cock so that Megan could mount him and resume the fucking that had been interrupted. Then she saw Mary move so her head was next to Troy's, joining Troy as they began to take turns sucking on Brian.

Then Mary had yet another inspiration. She knew Brian was getting close to another cum and she hadn't heard yet where Trish wanted that load used. So she pushed Brian back so that Troy couldn't reach his cock to suck it and told Brian, "Let me show you something you're gonna love!" Then she stopped Megan from bouncing on Troy's cock and had her turn around 180 degrees, so that she was still fucking Troy, but was now facing his feet. Once Megan was again fully impaled on Troy's cock, Mary pushed Troy's legs apart and invited Brian to join her.

For Brian, licking cock and pussy at the same time was something he'd never heard or dreamed of. But he loved it just as Mary had promised. And it was evident to him that Mary had done this maneuver before. With barely a week of experience - and most of that with Troy - Brian knew he had a lot to learn. As he worked cheek-to-cheek with Mary to give Megan and Troy pleasure, he hoped Mary would or could somehow become his sexual tutor.

There weren't a whole lot of things he was sure of at this point in his young life, but beyond a doubt, he knew that having a girl like Mary would be the greatest thing that could happen to him. It was those thoughts that caused him to reach over and hug Mary even as they licked, taking turns at the juncture of cock and cunt. And that hug caused Mary to turn slightly and kiss Brian passionately. It was a kiss that was so long and loving that the kissing couple completely missed the orgasmic event inches away from their faces.

If Ruth could have seen that kiss, she would have gloated - not that she wasn't perfectly happy to have Trisha's sweet young pussy plastered to her face. She'd been thinking for a while that Mary would never leave Tony unless he threw her out or she fell for another man. And when she'd met Brian, a horny, handsome boy with an apparent interest in diapers, she'd decided at first to cultivate him more for her own amusement than with a thought of his being of appeal to Mary. Even as late as a couple of days back, when she'd first concluded that Mary and Brian had enough in common with their mutual pursuit of piss play, she'd considered Brian only as a conduit for Mary to meet other guys her age. She never once had considered that Mary might have any interest in a sissy-boy type like 'Miss Brandy'. Had she been able to see around Trisha's thighs and over the edge of the bed, she would have been happy to see she was wrong.

Mary and Brian were so into each other at the moment that their first clue that something had happened was when they realized that Megan and Troy had quit moving. They suspended their kiss for a moment to see what had occurred and both saw the telltale sign of foamy cream seeping out of Megan's pussy and running in slow rivulets around the base of Troy's cock and balls. They took turns licking at what was available to them and then Mary reached up to push Megan backwards on top of Troy. Immediately, a big glob of spent cum formed at the flared entrance to Megan's well-used pussy and Mary scooped it up on the tip of her tongue. Then she turned back to Brian to resume their passionate kiss, sharing the sexy cream with him.

Once the flavor was gone, they separated and went back for more, Mary digging her tongue as deeply as possible between Megan's puffy pussy lips as Brian took Troy's softened prick between his lips, swallowing it to the base. There could be no doubt to anyone watching that they both enjoyed performing orally on members of their own sex. But their thoughts were on each other.

Brian had been close to shooting in Troy's mouth and still had a full fledged erection poking Mary between the legs as they lay together licking up the last remnants of the sex cocktail. As if the idea wasn't already on Brian's mind, Mary stroked Brian's cock with one hand and whispered to him, "Fuck me you sissy bitch."

Brian thought, 'The sweetest words a man could ever want to hear,' as he maneuvered Mary to enter her. Once inside, he began to thrust and she stopped him, telling him not to move. Then he felt her do whatever it is she did that drove him crazy. He closed his eyes but his mind raced. 'Oh God! She's doing that 'squeeze' thing again. It's like I've got my cock inside some sort of milking machine. Holy shit that feels good and . . . I . . . . can't . . . stop.' In fact, he didn't even try.

Mary wasn't a genius, but she was smart, and it didn't take a genius for her to realize that when she used her pussy to play with Tony's cock, he got mad and called her a 'filthy slut', even as he dumped his load in her. When she did it to Brian or 'Brandy', he kissed her and told her how great she was. She looked lovingly at the sissy in front of her and thought, 'And in just a minute I'm going to feed all of his cum back to him and pee in his mouth and I'm sure he'll make me have another orgasm.' As they rested in position for a moment, her mind continued to think about the difference between the two men. 'Tony would NEVER let me do that. He freaks out if I leak even a little pee, much less let my bladder go. Somehow I'm going to have to find a way to spend more time in Brandy's bed and less with Tony. Maybe Ruthie can help. She's said she'd do anything to get me away from Tony.'

She'd been so lost in her thoughts that Brian had slipped out of her and moved down between her legs to begin his feast before she snapped to what he was up to. Using the same muscles that she'd used to milk Brian's cock, she was able to squeeze out the cum he'd just deposited and with glee, he licked it all up.

As Brian enjoyed the creamy mixture, he recognized the similarity between the two sisters as far as their sexual preferences and habits. Mary rocked her hips much like Ruth did as her orgasm approached and the addition of the subtle signals she gave him with her fingertips, let him know she wanted his full attention on her clit just as her sister had. The big difference between the two women was the way that Mary's pee spewed out at him when her orgasm hit.

Where Ruth had hit him like a fire hose, in one long continuous flood, Mary's pee was more like a super strong squirt gun, pulsing in two second streams with a short pause between them. There was just enough time between bursts that Brian was able to swallow her pee before the next mouthful gushed forth. The first had been the strongest and he'd missed a little, but not a drop after that.

Brian heard Megan say, "You're peeing in his mouth again." That caused him to look up over the mound of Mary's mons and see that Megan was caressing one of Mary's breasts and Mary was smiling at her and nodding.

When Mary was able to speak, she told Megan, "My sister taught me how to pee and orgasm at the same time and it's incredible!"

"Will you teach me?" Megan asked her, and got an approving smile and nod from three people: Mary, Brian, and Troy. Ruth would have appreciated the compliment and Trisha would have approved too, but she was way too busy having an orgasm on Ruth's talented tongue.


This concludes "Brian's Bags" but not the adventures of the people in this story. The party continues at "Ruth's Place" and will probably be assigned to the Transgendered section by Nifty due to the amount of cross-dressing by the sissified boys, as well as the arrival of 'Jacqui'. Look for "Ruth's Place" to begin within a week or so. And as always, your comments are appreciated: amber_fountaine@hotmail.com


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