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Author's Notes

"In the most recent story of this series, I'd finally gotten Matt to open up and explore his Bisexuality more deeply than before. Tonight, after our double date at the bowling alley, it will be my girlfriend Brenda's turn to do the same, although Matt and I will have more fun together as well."

As I leave the restroom of the bowling alley, Sarah stands in the darkened back hallway, blocking my path.

She pulls me into a tight embrace. And a long tongue kiss.

Tallish, thin, perky and fun, Sarah is my friend Matt's former - and once again current - girlfriend. Not mine, so this is a surprise. I always thought she was the perfect foil to his macho bluster, frankly, and I'm thrilled that as of tonight's bowling double date, they appear to be together again.

"To ... what ... do I owe this pleasure?" I breathlessly stammer as she ends the kiss.

"I want to thank you, Joe, for what you've done for Matt," she says, adding. "And for 'Mattie.'"

So it worked, I think. Last weekend, in an astonishing revelation for an always manly-presenting man like Matt, he dressed up like a woman and had me take him on what amounted to a "date." Although we'd traded countless blowjobs since he introduced me to Bisexuality almost four years ago, he had never let things progress further. No "butt stuff." Certainly no kissing. Just perfunctory cocksucking. Until, in the spirit of exploring his feminine side (and, as it turned out, also his submissive side), Matt had become Mattie, not just looking but acting like a woman for an evening ... and finally exploring with me the full range of Bisexual delights. Honestly, except for his muscular, hairy-nipped man-tits, and of course for having a penis rather than a vagina, the entire evening was almost like being with a woman.

My main objective had been merely to ratchet Matt's Bisexuality up a level or two, but that ended up being just a side effect. His real aim in getting in touch with his flip side had been much higher: to become a better-balanced man and win back Sarah. He seems to be achieving both goals.

"Believe me, I had fun doing it."

"Yeah, so I hear," she says provocatively. "You might not be aware, but I've mostly dated women since I was with him in high school, because masculinity isn't what's most important to me in a lover. I love Matt, but left him because he was just too much macho, so much of the time."

"I am aware of those things. Not that Matt ever told me, but Mattie finally did." It is as if Mattie were a complete, previously unseen, alter ego, which he's now trying to reintegrate into the whole that is The New Matt.

"Hmmpf! You men! Never sharing what's important. But that seems to be changing with him."

"All I did was draw out what was already in him. He said Mattie's been in there for years, 'locked up in the basement,' I think were his words."

"I can't thank you enough, because he wouldn't have trusted anyone but you to open up to like that." She lowers her voice and runs her hand across my chest. "And as a big believer in the pleasures of same-sex loving myself, I'm glad you finally got him out of that bro-job rut into true physical intimacy." She pulls herself in closer. "I had a lot of fun pegging him last night, thanks to you. Sometime, I want to see you inside him. Not tonight, of course," she admits, drawing back again, "with Brenda here and all."

Ah, yes, Brenda! My actual date for the evening, not Sarah. Brenda and I met two weeks ago at the county fair, from which Matt also took Brenda's best friend, Kaitlyn, home. Matt and Kaitlyn appear to have been a one-night deal, which might be for the best, given that Sarah is reentering the picture, but Brenda and I seem good together. At least for the remainder of the summer, until I leave for my Senior year of college. I'm not sure I'm up for a long-distance relationship. I really do like her, though. Not something I can decide tonight, nor do I have to.

"Oh, don't be so sure Brenda would mind that. She's already seen Matt and me suck each other. Briefly."

"What! I still have a lot to catch up on. So, I should probably know ... does that mean he's been with Brenda too?"

"No, they never touched each other. Matt and I went at it for a minute in exchange for Brenda and her best friend Kaitlyn sucking each other's boobs."

"Ooh, what a fun game!"

"I thought so, but I think it was more serious than fun for Brenda." I lower my voice. "As much as I like her, I think she might be in love with Kaitlyn." This is another reason I have tempered my hopes with Brenda. "That was the most either of them had ever done with a woman. Brenda wants even more, but now Kaitlyn's ghosted her. She's worried she ruined their friendship by pushing too far, too fast."

"I doubt it," she says dismissively. "Most straight girls have gotten drunk and sucked their friend's boobs once or twice. You know what I think?" Smoldering, she slowly finishes with, "Before she even talks to Kaitlyn again, Brenda needs to find out it's really like to be with a woman." As if this evening wasn't already promising enough excitement.

As we return to the blacklit lanes and neon-glowing balls to bowl our second line, Matt ribs, "Hey Joe, did you jizz on your shirt whacking off in the bathroom?" He points to a blotch glowing on my shirt. This is definitely not Mattie but classic Matt, who just two weeks ago had challenged me with "Who'd you suck?" because I had traces of ice cream on my lips.

He's right, though. Damned if the black light doesn't reveal what's hidden in normal light. I think the spot is actually a grease stain from the pizza we ate during the first game, and not jizz, but I can handle being the butt of an occasional joke. Hell, he's got a glowing stain on his shorts, now that I take a closer look. Explain that, dude.

With a drink or two loosening us all up, everyone's bowling improves in the second game, and so does our affection. Matt and Sarah hang on each other more, holding hands some of the time and even exchanging pecks on the cheek. Brenda and I are not far behind, though I notice Sarah paying her extra attention. And throwing me a sly wink when I notice.

< = = = = = = = = >

Back at Matt's place (which Sarah just referred to as "our place" - now there's a big step), he and I prepare beverages, the girls almost out of earshot on the couch. Sarah asks Brenda, "So you haven't heard from your best friend for two weeks? Aren't you worried about her?"

"I'm not worried about her safety or anything. She talks to her family every day, so they'd know if something bad happened. But until now, she'd talked to me almost every day too. And now ... nothing!" Starting to tear up a bit, she says, "We were kind of inseparable until now, and I love her so much. Now I worry I've ruined everything by exploring my curiosity!"

"Curiosity?" asks Sarah, tilting her head in faux ignorance.

"Well ... um ... I've been wondering what it's like to be with a woman, and this all started after we messed around a bit in front of those two boys over there. I think I'd like it if we took our friendship to a more intimate level. But not at the cost of our friendship."

"But you don't really know what that would be like, do you?" asks Sarah, tilting Brenda's chin up with her hand. "I could give you a clearer perspective."

"Ohhh! ... I would really like that," Brenda says timidly but earnestly, looking up into Sarah's eyes. "But ... I'd hate for Joe and Matt to feel ignored."

"You and I both know that those two are perfectly capable of entertaining each other." She now whispers into Sarah's ear, barely audible to me and probably not to Matt, who's further away. "Between you and me, I'm planning to ask Matt to marry me, so we have years of fun ahead of us."

Matt and I pretend to talk about the close finish to last night's ballgame while Brenda and Sarah make out tenderly for a few minutes. "God damn, that is hot!" he eventually steams into my ear, pressing his tented shorts against my buttocks, starting to kiss the back of my neck as Brenda starts to open Sarah's blouse. He pulls up my shirt, rubbing his hands over my chest and squeezing my nipples, while also grinding his bulge harder.

Brenda, meanwhile, has opened Sarah's front-loading bra and started to massage and squeeze her pointy little breasts, the blouse still hanging open from her shoulders. I hear affectionate murmurs and giggles passing between them as Brenda explores another woman's boobs, now with the luxury of more time than she had with Kaitlyn's. The loving sounds increase in pitch and volume as Brenda takes a peaky nipple in her mouth for the first time. "You taste so good, Sarah."

"Wait until you taste my pussy, babe," is the reply I hear as Matt's hand runs downward across my belly, unbuttoning my shorts and slipping under the waistband of my briefs. He lingers in my pubes, pressing against my pelvic bone as he pushes harder from the other side with his still-clothed erection. I really want these clothes off so I can feel his cock between my cheeks.

Brenda sits up and straddles Sarah, removes her own blouse and bra, and lowers her mounds into Sarah's face. Sarah is only too happy to gently cup them and start sucking. "Oh my God, you have just the right touch!" exclaims Brenda.

Meanwhile, knowing what I want, Matt pulls down my shorts and underwear, drips some spit onto his cock and slips it between my cheeks, rubbing it backward and forward, just barely grazing my asshole on each pass.

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"You might want to see what the boys are up to, Brenda," suggests Sarah, who's had one eye on us.

Brenda turns her head and, for a better look, shifts so she's sitting right next to Sarah. She holds her hands against her face in astonishment. "Wow! Are you going to fuck my boyfriend? Right there in the kitchen?"

"No, he made me promise we'd do something else first," Matt replies with a smirk.

"That's right!" I beam, remembering. I turn to face him and initiate a deep kiss, reaching for his manhood and bringing it together with mine.

"Good God, that is the sexiest thing I have ever seen," Sarah breathes into Brenda's ear, nibbling it and pinching a nipple. Brenda replies inaudibly, returning the kiss and bending down to suck a tit again.

"Holy shit, there's practically a spark when you do that," Matt exclaims as our velvety electrodes meet. I spit down onto the tools and he follows suit. Wrapping my hand around both, I gently stroke backwards and forwards the full lengths. Matt throws his head back. "Holy fuck!" His hand, and more saliva, join the action as we very gently thrust our shafts back and forth between our slickened hands.

Amidst lots of whispered "Oh fuck!"s and "Holy shit!"s and "God damn!"s periodically interrupting our kiss, I hear his breathing intensify, and he lets out a long, ragged moan while mashing his mouth forcefully against mine and dispensing greasy white fluid onto our slippery tangle of cocks and hands.

"Fuckin' A!" exclaims Brenda, again pausing her interaction with Sarah to witness our manly climaxes. While Matt and I have been frotting, they've been continuing to enjoy each other's breasts, though they have somehow got each other's skirts off too, leaving only underwear. Plus, Sarah's still loosely-hanging blouse, which only makes her look sexier.

I can't hold out long against the added lubrication, soon groaning a thousand ecstasies while I deliver squirt upon squirt onto his softening member. "Damn, you weren't kidding, Joe. This really is as good as a blowjob."

Having slipped her hand inside Sarah's pink satin panties for a moment, Brenda removes it and licks her finger. The women start removing their last threads as we boys tremble and pant from our release, hoping to witness what they do next.

But before any muff-diving can begin, Sarah takes Brenda by the hand and leads her off to the bedroom. "Sorry, boys, the rest is private." She returns for a second to peek her head back around the corner. "I'd say, 'Don't do anything we wouldn't do,' but there's nothing we won't be doing."

< = = = = = = = = >

"Fuck!" we both say in unison at what we're going to be missing. We take a moment to rinse our hands and wipe the drips off the kitchen floor, which would be glowing with purple-white splotches if we had a blacklight. "I know you wanted to see more of them together."

"I'm sure I'll get a chance to see Sarah eat a pussy someday. God, she's amazing." He stops what he's doing and looks at me. "Can I ask your ... uh, naked ... advice on something?" We are still nude.

"Absolutely," I grin. "I'll give you my bare-assed opinion."

"I'm thinking of asking Sarah to marry me," he shares as we fold out the sleeper couch. "I did ... um, buy a ring. Do you think it's too soon? Am I moving too fast?"

"No. I don't think you're moving too fast, Matt. I have a very strong hunch that she will accept." Secretly relishing the idea that she might ask him first, I suggest he wait until just the right moment. "You know how women are about these things. She's going to want it to be at the most romantic possible moment. I think you'll know when the time is right."

"Thanks, man. I appreciate it," he says, pulling me into a big manly hug. "You'll be my best man, of course." I feel his cock hardening between us, as is mine. "Actually, you already are."

He sits me on the edge of the folded-out bed and kneels between my legs, briefly licking up and down my shaft before we pivot into sixty-nine, with him on top this time. I inch backwards and start licking his balls, a gesture he returns.

And then I lick further back, providing a sensation he's never experienced. "Damn, that feels better than I imagined," he says after I've gotten his asshole good and sloppy. "Will you finger-fuck me, like I did to you last week?" I press in a digit, wiggling it around once it's penetrated fully. Suddenly, I taste semen on my tongue. I've hit his prostate! As Matt did to me previously, I gently and rhythmically brush the tender organ, tasting repeated dribbles of his jizz. He is moaning really loudly, so affected by this that he's gasping for air and has taken his mouth off my own cock.

"Oh my God, look at that!" The girls heard all his noise and came out, fully naked, to check on us. I notice Brenda surreptitiously using her forearm to wipe her mouth dry. Good for her, I think. Get that pussy, babe. They disappear back into the bedroom, giggling.

And now it's time for me to give Matt his first fucking. I mean, I fucked Mattie last week, but that was all tender and feminine. With Matt, it is different. He stays on all fours, begging me, "Fuck me, bro!" And we bang as men, primally grunting and thrusting forcefully until I'm spasming my muscular body against his and feeding his colon my man-milk. This, more than the gentle quasi-opposite-sexes lovemaking of last week, is really what I've been wanting to do with him for a while. All the while, I've been vigorously stroking his shaft, still slick from the goo he leaked into my mouth. He climaxes not long after I do. making a big wet spot on the sheet, which I slurp up and feed back to him, making out again for a few seconds.

We both collapse onto our backs, giggling to each other whenever we hear a moan of feminine pleasure coming through the wall.

At some point after we have drifted off to sleep, Brenda climbs into the sofa bed and Sarah beckons Matt back to the bedroom.

"Oh, Joe, that was just what I needed," Brenda says, gently pecking my lips and massaging my prick.

"So you have a better idea of what things would be like if Kaitlyn loves you back?"

"Yes."

This is the first I've said out loud that I think she loves Kaitlyn, and she isn't denying it. Things couldn't be more clear. Despite what this could mean for me, and despite having just fucked Matt, I'm impossibly rigid at the thought. "And .... would it be everything you dreamed of?"

"More, Joe. I won't lie to you. But you know that I don't know if that's the case. She might not be into me in that way. And Joe, it's you I'm with right now, and you that I want to make love with right now."

"Of course," I reply as she climbs onto me, her womanhood snugly enveloping my manhood. "Just know that I care for you, however this turns out, and I will support whatever you decide."

"You realize, if Kaitlyn really is in love with me too," Brenda says, further acknowledging her feelings as she starts rocking, "this could be the last time I ever have a man inside me. And you'd be a great man to remember it by."

She rides me to mutual sweaty, satisfying, sleep-inducing orgasms, then collapses onto my chest, my shrunken dick not slipping out of her until after we're both out.

It is simply not a night for uninterrupted sleep. We hear a squeal - no, more like a scream - from the bedroom. Concerned, we run in there to find Sarah cowgirling Matt, apparently in the throes of orgasm but also holding up a ring-studded hand. Which we can see because they have been fucking under a blacklight that illuminates not only elements of their colorful bedding, and not only the sadly juvenile blacklight posters that Matt still has on his walls (which I'm sure Sarah will deal with soon) ... but also the diamond on her finger, which is glowing light blue.

As Sarah calms down, practically glowing herself, we're told that as she was approaching climax, in which she uttered the usual "I love yous," she also blurted out, "Marry me, Matt!" Thinking quickly, he reached into the nightstand drawer, grabbed the ring, and slipped it on her finger just as she was cresting.

"That's so beautiful!" says Brenda. "But how are you going to tell your grandkids that story about how you proposed?" We congratulate the happy couple, all four of us exchanging tongue-kisses and gropes with everyone else. This is the first sexual contact Matt and Brenda have had; it's worth mentioning, but I don't mind. Brenda also gives Sarah's tit an extra suck, murmuring "mm-hmm," as if to remind herself how much she enjoys the taste of a woman. She and I return to the living room, and I savor whatever tender sleep we can still have together.

Bvvvvt. At least it's daylight before we are awakened yet again. This time, it's the buzz of Brenda's phone.

"Oh my God, it's Kaitlyn!" she gasps, holding my hand. "She wants to see me."

"Then you need to go to her," I urge, feeling wistful. I care for her enough to be thrilled that she might end up with her true love. And enough to be sad that it might not be me.

Is my lovely time with Brenda ending after just two dates? I will find out later today.

Published 
Written by joe71
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