Fridays at the Guardian Angel Ch. 01

"Well if Angel sent you," Cass had cut me off, "then I guess I can help you out but now's not really a good time. Let me give you my number and we can find a better time to start your little family."

"I can help her start a family right now if she wants" said a grinning Jackie.

"Yeah, I'm almost cleaned out and have some free time, if you're not picky I can get it done tonight." A brunette at the table said quietly while avoiding eye contact.

"As assertive as ever Kris" said a the sharply dressed Asian woman at the table before looking up at me with a sad look on her face "Sorry honey, redheads aren't my type, but it looks like you lucked out having Angel as a friend since you've got your pick of your litter so to speak." She said nodding towards the table.

It suddenly hit me; they were all futanari and they thought I was here to find someone to get me pregnant. I felt my face grow hot and the blood fill my cheeks to a doubly rosy red. I failed to stammer a response.

"Don't pressure her like that Mari" Cass scolded, "look at her she's practically glowing she's so embarrassed. Listen, if Angel sent you to me then she knows I'm probably what you're looking for, I'm free tomorrow night if you want to try-"

"Wait, no no!" I finally managed to blurt out, causing all my admirers to lean back. "I don't want to get pregnant. Well maybe someday but certainly not tonight!"

"Oh" Cass said, "My mistake, whatchya need?"

I introduced and explained to the group how I was a writer for Cliques and my quest to find stories of romance between futanari and women, to explore what encounters were like to share with my readers. As I spoke the women at the table nodded along.

"I read your first story actually, was really something else" Said Mari as she waved over a waiter.

"Didn't take you for one that read smut, Mari" said a grinning Jackie.

"I didn't know you could read, so I guess we're both surprised today" Mari shot back.

"Well miss Red, looks like you lucked out tonight. Went fishing for one futanari and hooked four. So if you're looking for stories then you've come to the right place. Is it alright if Red joins our game night then?" Cass asked the table. Her question was met with head nods and mummers of agreement.

"She has to play." Said Kris "It's been forever since we've had a fifth."

"Oh right" mumbled Cass "I hope Angel mentioned this, but did you bring any cash? And how's your poker game?"

I handed the money Angel asked me to bring to Cass before taking a seat. A hostess approached the table, sliding chips in front of my place at the table and handing Mari a fresh glass of red wine.

"You've introduced yourself, so I guess it's about time we did our part. Call me Cass." Cass said brightly, apparently delighted I had agreed to join the game. Cass had long flowing brown hair and green eyes that sparkled. A necklace fell loosely on her chest, strung with glittering emeralds the same shade as her eyes. She wore black backless dress with a plunging neckline showing off her breasts. She had bright white skin that practically shined along the dark color of her dress. "Pleasure to meet you" She said, leaning forward shaking my hand.

"The name's Jackie. Tonight just got interesting, not only do we have a newbie that gets to hear all my stories for the first time, but I also get to win another suckers money" Said Jackie, grinning wildly. Jackie had dark tanned skin, almost bronze with dark black curly hair that fell loosely down to her shoulders. She had a lit cigar poking out of her mouth; every time she smiled it looked like she was a villain up to no good. She wore a slick gray pants suit with a bright white tie around her neck. Her dark brown eyes rested on a face that made me think of a wildcat hunting its' prey. On her lap sat a gorgeous blonde with her straight flowing hair falling down her back. She wore a tiny white backless tank top and a tiny white miniskirt so small that her red g-string was curved over her exposed hips. Whenever she shifted your eye would catch the red of her underwear from between her legs. She looked like a stripper just before she went on stage, a gorgeous stripper, a gorgeous pissed off stripper. She didn't react to me and shifted uncomfortable as Jackie leaned forward to shake my hand, apparently uncomfortable she was exposing her area to the table. "Nice to meetchya." Said a grinning Jackie as she took my hand.

As I took her hand a rush of light heat spread up my arm and I felt a slight adrenaline spike. It was as if butterflies suddenly sprouted in my chest trying to escape. I let go of Jackie's hand and she sat back in her chair, a big grin on her face.

"I'm Mari, that's with an 'I' not a 'Y'" said Mari as she nursed her new bottle of wine. Her light white skin appeared to almost shine. She had a stern Asian face with dark eyes behind a pair of black rimmed glasses. Her face gave an air of competency and confidence, like she was in complete control. She wore a white blouse and pair of black slacks, business casual. I softly took her hand to shake, afraid I would feel the same sensation from Jackie. But when our hands touched I felt nothing but the softness of her palm.

"Kris, and that's with a K." mumbled Kris, avoiding eye contact with me. Kris wore a fitted blue t-shirt that rested loosely on her shoulders and hugged her curves down her sides. She donned a pair of jeans that fit snugly around her long legs and left a couple inches of space between her shirt, showing off a few inches of her white skin. She kept her brown hair in a short bob that ended just below her eyes, bangs covering her forehead almost long enough to reach her brown eyes. She leaned forward to take my outstretched hand. When our fingers met the same sensation I felt with Jackie shot up my arm, causing my spine to tingle. The sensation stopped the moment I disconnected with Kris' hand. She slumped back to her chair trying to avoid eye contact with me.

"Now that we're acquainted, whose deal is it?" Asked Mari, beckoning over the waitress for another glass.

*****

This brings us back to the beginning of our story: me neck-deep in a poker game I'm hopelessly losing, frantically trying to figure out how to get this group of Futanari I had just met to tell a stranger about their sex lives. I was wishing Tess was there with me when Jackie solved the problem for me.

"So miss detective." She started.

"Writer, not detective" I interrupted.

"What exactly do you want to know about us mysterious futanari" She said in a mocking tone, ignoring me. "Go ahead and ask whatever, we're not shy here I promise." Jackie gave a big bright smile, rubbing the leg of her blonde, fingers occasionally brushing under the fabric of her miniskirt.

"Well, to be frank" I started, "I'm looking for stories of your sexual encounters. For many of my readers it's not clear what it's like to, well, sleep with a futanari. I want first hand stories of these romantic encounters to write what's real."

"Going to have to be more specific than that" Muttered Kris, not looking up from her cards. "If you're just looking for any story we'll be here all night with Jackie boasting about her weekly conquests.

"That'll get boring quick. Well for you, not for me" said a grinning Jackie, rolling her cigar in her lips, "Going to need to be a bit more specific than that."

"Alright..." I started, lost at where to begin. I suddenly missed having Tess with me when I remembered the previous night's "cure".

"Oh, what about your guy's first times?"

The table's eye's widened when I said the words "first time" before erupting in chuckles with the exception of Kris, who slumped in her seat.

"Have we got a story for you." Laughed Cass, unable to control herself

"I fucking hate this story. I should never have said anything." Grumbled Kris, head in her hands.

*****

Kris had a secret, a secret that nobody knew except for her mothers and family. She kept to herself at school, and while she wasn't bullied she didn't really have anyone she would call a close friend. Kris was quiet, shy, and enjoyed staying out of the spotlight, it made it easy to protect her secret. Kris managed to protect her secret until the summer she was entering her senior year of high school.

Sam was a neighbor, the daughter of one of her mother's close friends. Sam was obsessed with soccer and spent the summer roaming the neighborhood in a jersey and shorts, hair in a long black ponytail recruiting kids for a pick-up game. During one of these recruitments she burst into Kris' room, catching her with her pants down. Kris was devastated that her secret had been revealed to one of her classmates, and made Sam promise to never tell a soul that she was a futanari. Sam however was fascinated, and over the next week came over to Kris' house to chat about what it's like to have a dick and be a futanari.

It was the evening on a weekend; Kris was lying in bed wearing an old pair of pajama shorts and a loose fitting t-shirt reading the latest in a series of young adult books she had been fascinated with since she was young. Sam suddenly exploded through the bedroom door like she did almost every day since learning about Kris having a penis. "Hey Sam" said Kris, without looking up from her book. Sam was donning her usual tight gym shorts and soccer jersey, both were their school colors of dark red. "Here to bother me again?"

"Admit it, you were lonely before me" said Sam sitting down on the bed. "How's the book?"

"Not bad, the author introduced a bunch of new characters in this book and I'm still trying to figure out if I like them or not. Sometimes new characters tend to edge out my old favorites and I-" Kris stopped short, feeling Sam's hand resting on her exposed leg. "What are you doing?" Kris sniffed the air, "is that perfume? are you wearing perfume right now?"

Sam's face was cherry red and responded with a shaky voice. "Well, yeah, does it smell nice? It's lavender. I heard f-f-futanari like the smell. I can go wash it off. I just thought that, well I don't know I read online that you, well I mean you uh, I mean I read f-futanari like the scent of it so I just put it on because I thought you might like it. Is it too much, I'll just go wash it off." Sam's words flew out of her mouth in a panic as she was shaking by this point.

"Sam, stop." Kris ordered "what's going on, why are you acting so weird?"

"Alright, well you and I are friends right? Like would you call me a friend?"

"Yeah, I guess."

"Well, then friends do things for each other right? Cause I've got a favor to ask and I need you to hear me out."

"Alright, shoot" Kris sighed, putting her book down. Sam sat back down on the bed and looked at the floor.

"Alright, so I was reading online, that when one of...you puts your penis in one of people like me, er, I mean girls, it feels like so amazing. Someone online said it was the best feeling in their entire life. I just have to know what it feels like, just once. And like, I haven't told anyone about you, so like, that's a favor right? So can you do me this favor? I just need to know, Kris."

Kris' head spun, a week ago she was probably the most ignored girl in school and tonight she had the star of the soccer team in her room asking her to fuck her. "Wait" Kris said, rubbing her temple "I thought you had a girlfriend? Isn't that cheating?" Sam still couldn't look at Kris, staring at the floor. Kris could feel her shaking from the vibrations on the bed. Kris knew it must have taken a great deal of effort to even ask and Sam was petrified.

"Yeah I do, but this isn't like cheating. I don't like want to date you, wait, do people like you like date? Well, whatever I just need to know what it feels like, just once is all." Sam stammered, finally managing to shoot a glance towards Kris.

"No, I can't. Sam we hardly know each other and now you're asking me to fuck you? You're a great girl and all but I just can't." Kris said, standing up from the bed and making her way to the door.

Sam leapt up from the bed, grabbed Kris' arm and spun her around, planting a kiss on her lips. It was her first kiss, her warm lips tasted sweet on her own, her nose brushing against her cheek. Kris pulled back "Sam oh my-," She was cut off by Sam diving back in, locking her sweet lips together again. Kris felt her mouth force itself open as Sam's tongue slid inside. Kris was drunk on the feeling of her lips and tongue, wanting to feel more of both. Kris found her hands on Sam's hips as they continued the kiss, their curves feeling so perfect in the palms of her hands. Sam's own hands held Kris' face, pulling her closer and deepening the kiss.

Kris could feel her erection throbbing against her flannel pajama shorts, the now erect head poking out from the pant leg. Sam's grinded against her trapped rod, their hips sliding against one another as the kiss continued. After what seemed like an eternity of getting drunk on Sam's tongue, Kris managed to break the kiss and step back.

"Sam, oh god that was, I just don't know what to say."

"So, can you help me? I mean, it feels like you're ready to go with your thing." She breathed, hand rubbing Kris' bulge.

"W-what?" Kris stuttered, still lost in the feeling of her first kiss.

"Oh right, I saw this online too, I think I've got to do this now!" blurted Sam, dropping to her knees and yanking down Kris' pajamas.

"Sam, oh my god what the he-" Kris began to say, but her words stuck in her throat as Sam's lips engulfed the head of her throbbing member. "Oh Sam...Sam that is..." She tried to talk but was lost in the feeling of Sam's lips sliding up and down her cock. Sams lips came off with a "POP" as she looked up at Kris.

"Does that feel ok?" she asked.

"Yeah" Kris breathed "but-"

Kris was caught short again as Sam shifted to the base of her cock, licking the shaft like a Popsicle. Sam took her hand and began to run it up and down the shaft with her thumb resting on the head of her cock. Sam planted a kiss on the head of her penis before again taking the shaft in her mouth, this time sliding her lips past the head and onto the skin of the shaft. This was beyond anything Kris had felt before and was lost in the sensation of Sam's mouth sliding down her member. Each time Sam slid her lips down the shaft of her cock, before sliding back with a slurp holding Kris's head in her lips. Kris could feel her tongue sliding circles around her head with each rotation forcing her knees to buckle. Kris rested her hand on Sam's head and looked down, watching the dark ponytail bob back and forth as Sam slid along her cock.

Sam removed her mouth from the cock with a loud slurp, and stood up. Kris could see saliva dripping from the corners of her mouth, the effect of having a massive cock in her mouth just moments ago. "Alright, so now I think I do this." Sam said panting. She turned around and bent over, planting her hands on Kris' bed and pulled down her gym shorts revealing her bare pussy. "Now just put it in. Make sure you find the right spot, I'll help."

Kris was lost, she knew something wasn't right, but she needed to feel the release of an orgasm more than ever. Having Sam suck her off felt ten times better than any time she masturbated, and now she had the tight bare ass of her high school sports star bobbing in front of her, begging to be fucked. A million reasons why this was a bad idea raced through her mind as Kris stepped forward.

Sam grabbed Kris' throbbing member, still slick with saliva as soon as it was close enough and guided it to the already moist lips. Kris felt her head slide past the moist opening, slipping into the depths of Sam's wet pussy. She heard Sam gasp from having all seven inches of Kris inside of her, but was lost in the feeling of her cock being massaged from the warm wet walls of Sam's pussy. The pleasure along her shaft was unreal, already high from the blowjob Kris felt herself close to orgasm.

Sam leaned her hips forward, causing Kris' erection to slide out of her opening only leaving the head in the high-schooler's pussy. Every inch sent uncontrollable waves of pleasure as her most walls massaged her girl-cock. Kris could already feel herelf mere seconds away from blowing her load. "Wait, Sam" She panted.

Just then, Sam slammed her hips back, ass smacking against Kris' hips, burying her cock to the base. Sam's vision went white as orgasm rocked through her body. Gripping Sam's hips, Kris' cock pulsated with each wave of orgasm shooting load after load of girl-cum into the high school virgin. Each pulse brought quiet splurting noises as cum filled Sam's womb. After what seemed like a lifetime of orgasm, Kris slipped out of Sam's now filled pussy and fell back on her ass. Fighting to regain her breath and senses, she realized Sam had been screaming.

Her bedroom door slammed open revealing her mothers who had come to investigate the commotion. Still panting, Kris watched in horror as her parents took in the sight of her on the ground with an erection and Sam, face down and bare-assed on her bed with ropes of semen dripping out of her pussy onto the floor. Sam, still moaning with each exhale was unaware of the audience.

It was the best and worst day of Kris' life.

*****

The table erupted with laughter as Kris finished telling her story. "God" choked a laughing Jackie "It must have been like you tazed her in the ovaries."

Eventually the laughter died down, but Kris kept her head in her hands.

"I'm not sure I understand, why was she screaming? Does it hurt when a woman has sex with a futanari?" I asked

"Quite the opposite" chuckled Cass still trying to control her laughter, "Why not have our resident love doctor explain?" motioning towards Mari

"Jealous of my title?" Said a pouting Mari before turning to me, "Something not so commonly known by you normal women is that when a futanari ejaculates, she releases a small substance along with her sperm. When this substance comes in contact with the inside of a vagina it reacts with the nervous system to cause an intense orgasm lasting between thirty seconds to a minute as well as releases a massive amount of endorphins into the body for a post-sex high. To understand why Sam was screaming, imagine having the best orgasm of your life at the very moment a sexual encounter occurs; no build-up and you can probably imagine why Sam screamed." she explained. "Was likely a scream of surprise more than anything, due to our quick shooter here popping off."

"It was my first time." Kris moaned.

"Yeah but a single thrust?" Jackie laughed.

"She had been sucking me off for the first time just seconds before! I'm the victim here!"

The idea of a minute long orgasm stuck in my mind, not sounding like a bad experience at all. "So why was she screaming? Was that just how she was?" I asked

"Was she a screamer in the sack you mean?" answered Jackie "Probably, but imagine having an earth-shattering orgasm rip through your body without any buildup, without expecting it. Our hero here," giving a nod towards Kris, still hiding her face "just slipped in and popped off. Like she punched her in the gut with an orgasm."

I couldn't imagine an orgasm without any build up and if I wasn't expecting one. I imagined cumming in a public place and thought I too would probably shout out. "So what happened to Sam?" I asked Kris whom had just come out of hiding from her hands.

"Oh she got pregnant of course, bore my first daughter at the age of 19 just before she finished high school. Had to take a couple summer classes but she managed to get her degree on time. Soccer career was over before it began though, I think she still blames me. Got married to a girl who had a few kids of her own I think, I'm not sure as I didn't really keep in touch."