Risky Games
Out of His League
Out of His League
Attention Reader! This is the seventh installment of a longer story arc. For those who wish to catch up or skipped the last installment, I have woven in short summaries of the plot points from the previous installment into the early sections of the story. Also, for quick reference, here is the series homepage: https://www.literotica.com/series/se/risky-games
The following story involves risky, unprotected, consensual sex, between one or more 18/19-year-old women and a 39-year-old man (and each other), culminating in unexpected/unnoticed/unwanted inseminations. There are strong themes of drug and alcohol use, deception/manipulation, and breeding/pregnancy, as well as references to, but not detailed descriptions of, difficult and pre-term childbirth. This story includes a somewhat diverse cast of characters, and I try to give detailed descriptions of people with different body types, ages (18+), and various racial backgrounds. None of these descriptions are intended to be offensive or denigrating--all the characters are beautiful and meant to be objects of desire for the readership, and I am hoping there is someone in here for everybody.
Note: All characters involved in sexual situations are at least 18 years old. The following story is purely fictional. Any similarity to real people, places, or events is unintended coincidence.
* * *
June took advantage of her new room mate's absence to take it a little slower getting dressed. They had only lived together a week, but it was a major adjustment. And with classes just beginning, it had been an insanely busy week. She finally had a moment to breathe. To connect with herself.
Jayda would be out for at least an hour.
June disrobed slowly, casting each article of clothing into a heap by her bed. Then she looked at herself, standing there, completely nude, in front the floor-length mirror that was mounted on the inside of her closet door.
She eyed herself for any visible signs of pregnancy. She knew she would start showing more obviously eventually, and had somehow avoided broaching the topic with her parents before her mom dropped her off at college. But now, she needed to figure out if, how, and when to tell her friends... and professors... and coaches...
As much as she dreaded the coming conversations, she was fascinated by the changes she saw taking place in her own body.
The most obvious change was the brownish line that dropped downwards from her bellybutton, "as if it were an arrow that pointed at my guilty lady parts, now deprived of their virginity and colonized by his seed..." she ruminated.
June looked at her little tits and wondered if her nipples might also have looked a little darker recently. Her boobs felt fuller, and sometimes quite tender. At least her morning sickness had largely faded.
Recently, June was feeling a lot hornier too. It had been a few weeks since she saw Gary last. And, as hot as some of the collegiate guys and gals were... somehow, she felt like she owed it to her baby to stick to Gary... at least for now. "Besides," she thought, "who else would want to be my boyfriend, when I am obviously pregnant withnothis child? And how likely am I to find a girl who's into pregnant chicks?"
She turned sideways and got a good look at herself in profile. "Yep!" she muttered quietly, and then thought the next part silently, "definitely starting to bulge out. And my boobies have never looked better!"
She snapped a few more pictures of herself in the mirror, to document her progression... and also to tease Gary with.
She knew things were complicated with him, they way things had been left. He had been making a lot of poor decisions ever since June had essentially sent her adopted sister to him to get fucked. "That was a bad choice on my part," June thought, "But he didn't have to fuck her again. And again, and again. Or give her weed... not that home life was chill before that, but once Mom and Dad found out that Casey was getting high and having unprotected sex, they absolutely flipped out and grounded both of us. She actually ran away, that crazy bitch, so they basically grounded me instead, just so they could keep me in the protective bubble a few extra weeks... But now I finally made it to college, and can live on my own!"
June was less bothered by Gary's promiscuity and treatment of her skanky sister than his horrific and bizarre breakup with Erin. "She said he was banging her Mom,whileshe was in labor and that she didn't know where anybody was, or who would be able to take her to the hospital... So she dumped his selfish ass."
But June wasn't that disturbed by it either, assuming that Gary had instigated the breakup with Erin so that he could be with her.
June thought Gary would would wait for things to calm down and then text her eventually, but it never came. Finally, it had been long enough, and she was done with waiting. She had been at college a whole week, and he hadn't reached out once, so it was up to her to see whether he was still interested.
She sent him a single photo. Not explicit, with any jiggly bits showing, but obvious that she was completely nude. Tastefully nude. The arm that she held her phone with was positioned across her chest to cover her nipples and frame her cleavage. The other arm stayed close to her side so her hand could cradle her subtly rounded belly. Her body was turned slightly to the side to exaggerate her burgeoning baby bump, and so she could raise one knee and block her shaved pussy from view with a muscled thigh. Finally, as one could never be too careful with nude photos, she made sure to hold the phone in such a way that it blocked most of her face.
She knew he would still recognize her in the picture, and she knew it would get him going. "Now, I wait..." she thought to herself as soon as the message registered as successfully sent.
She glanced at the time, and smiled as she noted that she still had nearly 45 minutes before Jayda's return. More than enough time to address the warm tingly feelings that had began to gather between her legs as she admired her own naked body and thought about what Gary would want to do to her when he saw her sext. "I'm a horny coed now!" June thought to herself as one of her fingers lazily meandered across her sensitive flesh...
* * *
Gary saw the text, and immediately made up his mind to see her again. "Damn! She issofucking hot!" he muttered aloud. In addition to getting aroused by her naughty selfie, he was relieved that she was still interested, apparently. But, he was also nervous because he didn't know how much she knew, or how much she cared or cared to know about what he had done that summer.
Gary thought to himself as he swirled a tumbler of bourbon in his hand, "I guess I broke one of the cardinal rules of playing around: don't fuck two girls in the same family... And I did it twice in a week! Erin and her mom... June and her crazy sister, Casey. Ugh!"
Gary fixated on June now. "I fucked up with Erin, and I'm sure June knows all about that... I think they're still on good terms... The real question is how much does she know or care about what I did to Casey?"
Gary still couldn't believe how low he had stooped. Yeah, June's adopted sister was a real needy bitch, whose ham-fisted attempts to blackmail him somehow only ended up getting her in more trouble. But he had really outdone himself... last time he saw her, she was getting arrested. All because he had gotten her wasted on sweet, fortified wine and then ditched her in a field, naked and about to pass out, after she had puked in his car.
By the time his conscience had gotten the better of him and he had returned, the police were already on the scene, and he right on by, like the coward that he was.
Gary sighed heavily as he mulled his regrets over again and again. At least his baby with Erin was doing better now. Still in the NICU, but soon to be discharged. Other than giving him some formal updates, Erin was still being quite cold.
Understandably.
Gary shook his head and laughed mirthlessly, thinking, "Of course she's giving me the cold shoulder, I was literally fucking her momwhileshe was going into labor with my kid..."
"Oh well... I eventually took her to the hospital... at some point that kinky cum slut will get past it.... Hopefully. But in the meantime..."
He knocked back the remainder of the bourbon in his glass and began formulating a friendly but not over-eager response to June's sext.
* * *
June had arrived on campus a whole week ago, leaving the hurricane of her home life... no... leaving the hurricane ofCasey'shome life behind her. Let her parents deal with that crazy bitch!
June had earned her right to go to her dream college, a few states away, and live in a townhouse setup with three other girls, none of whom, she assumed, could be half as difficult to live with as Casey was.
The town house was set up as a duplex. Each of the two units had one external door, that opened right onto a small grassy area surrounded by a dozen or so identical townhouse duplexes. Each unit had a shared kitchenette and living room on the first floor, and two double bedrooms and a shared bathroom/shower on the second floor.
June shared one room with Jayda, while TingTing and Jaq were in the other room. All four young women were 18 or 19 years old, and desperately trying to make friends and establish themselves as cool during the first week at the elite university. Adjusting to life with room mates was more difficult than any of them had imagined, but it was early enough in the year that they were all still trying.
June and Jayda were both about the same height, but otherwise they couldn't have looked more different. June had a slender build, with a ever-so-slightly rounded tummy (now that she was nearly four months pregnant, it was beginning to show), athletic legs, a tight little ass, and she had just sprouted some delicious little titties, which were now ripening with pregnancy.
In contrast, Jayda was both pudgy and buxom--not quite quite what one would call "curvy", perhaps more of a "thicc" or "apple" body type. She had very large tits, especially for her tender age, and an ass to match...
They also had entirely different complexions. June, was half-Korean and half-white, with jet black hair and pale skin. Jayda was an African American girl with a lovely shade of dark brown skin. It had the same color and luster as the skin that can form on the top of chocolate pudding--you know, the old way it was made. Her skin was dark enough that her teeth and eyes glittered and stood out against the dark background. On this particular week, she was wearing her hair in long braids, with even longer burgundy extensions that reached down to the small of her back.
TingTing was short and very thin, with a flat chest, obvious thigh gap, and bony knees. She wore her jet black hair in a shoulder-length pony tail, and generally wore plain T-shirts and shorts, which matched the simple design of her wire-rimmed glasses. Her teeth were a bit crooked, by American standards, but her full lips were often breaking into a broad, genuine smile, which she then sheepishly hid behind a hand. It was very cute.
She had grown up in a rural farming community somewhere in central China, but TingTing was incredibly smart, and was able to get a full ride to college from the Chinese government. She came across as quite shy, but it may just have been a combination of her studiousness and difficulty expressing herself in English. She spoke slowly and with a strong accent, but her comprehension was excellent, so she mostly listened.
TingTing's room mate, Jaqueline, went by 'Jaq.' When she first introduced herself to June, Jaq said, "Sound's exactly like Jack, as in Jack and Jill. I'm genderqueer, and my pronouns are she/her or they/them. I don't consider myself a lesbian, but I have a vagina, and am only attracted to people with vaginas." (for the purposes of clarity, the author will use she/her pronouns to refer to Jaq).
This statement shocked June enough that she didn't think to share her sexual orientation at the time.
Jaq certainly looked the part of a genderqueer lesbian. She had short-cropped hair, which was gelled into a spiky tussle. Several tattoos extended along her arms and legs. Finally, she completed her look with an androgynous wardrobe. In the hot, humid August weather, her outfits were typically long, baggy cargo shorts that went past the knee, and an oversized T-shirt.
Jaq's body shape was more milk jug than hourglass. Not that she was fat, just somewhat solid and rectangular, with more belly than hips. If it weren't for her large, soft tits, Jaq could almost pass for a short, pudgy, young man with a big butt.
* * *
Gary waited anxiously in the cafe next to campus. June had invited him to come visit her, but he wasn't sure it was a good idea. It depended on whether or not she actually wanted him here this moment, or if she had lured him here just to harangue him for his misdeeds.
He took a sip from the insanely hot and bitter brew that appeared to steam angrily in the squat and lumpy clay mug on the table in front of him. He hissed and grimaced, "still too fucking hot" he thought.
Finally, he saw June approaching through the glare of the mid-afternoon sun. "God, she's gorgeous!" he thought to himself, admiring her booty shorts and form-fitting top. He could just barely detect the hint of a baby bump, but didn't expect anyone else would notice... yet.
When she arrived, he stood up and gave her a big hug, which she returned affectionately. He already felt both relief and excitement.
"I'm so glad you wanted to meet." Gary said warmly as she took a seat. "Oh, I took the liberty of getting an assortment of pastries. Eat whatever you like..."
Once June had taken a large bite out of a chocolate croissant, Gary sighed, leaned forward and spoke quietly.
"I needed to talk to you." He whispered, "Erin's still mad at me, and dealing with everything... She doesn't want to see me, which I get.... I was a real jerk, and I fucked up everything so badly. I just wanted to reassure you that, as long as you want me to help you, and... our child, I will.... and I'll stay well away from your sister from now on."
"And my mom?" June teased.
"That's not fair, I never...." Gary protested at first, but then agreed, "Yes, and your mom."
"I was worried you didn't want to see me anymore." June whined, before taking another large bite of croissant.
"I was worried you didn't want to seeme..." Gary replied with a major sense of relief.
The two of them chatted for a few minutes as he finished his coffee, and then they wrapped the remaining pastry in a napkin for later, and strolled together, in the general direction of her town house.
As they approached campus, they adopted a less romantic posture, lest anyone suspect...
Gary let her know he was nervous about going to her room. "I'm not sure I want to get caught sneaking into a freshman dorm by the RA or campus police or whatever..."
"It's ok, don't worry. We'll be cool. You can pretend to be my dad if you want."
"Even though I'm yourdaddy?"he asked with a wink.
"Yes, daddy." she whispered.
* * *
Once they were situated in her room, June shared, "I still think about that morning in the woods, by the lake, almost every day."
"Me too." Gary smile and leaned forward to plant a little kiss on June's temple, making her smile demurely. He reached out to cradle her growing belly with a firm hand.
June pressed her belly into his hand and tilted her face upwards so her soft lips could brush against Gary's rough, stubbled chin. She began making little whimpering kisses up his jawline towards his ear, when she got distracted by the faint sounds of footsteps outside the door.
Suddenly, June and Gary both jumped up to their feet, startled by the sound of a key in the door. They began smoothing their clothes and trying not to blush or grin like idiots, or do anything else to betray just how close they had come to getting caught.
Half a second later, the door swung open, and Jayda burst in.
"Hi June!" she said, casually. Then, on noticing Gary in the room. "Oh hi... sorry I didn't know you were..." she looked around, gauging the level of mess in the room, and silently cringing at the sight of a pair of her panties on the top of her laundry hamper.
Somehow, she remained thankfully unaware of the sexual tension in the room just then. Though she did notice that she was somewhat attracted to the man she assumed was June's father.
"Hi, I'm Jayda, June's room mate. Nice to meet you!" she said formally, offering her hand.
Gary looked briefly at June, who briefly made eye contact, and then looked away awkwardly. Then he reached out and took Jayda's hand firmly, trying to give a friendly and non-creepy handshake.
"Hi Jayda. It's a pleasure to meet you." He was very carefully ambiguous and discreet about his identity, not knowing what June wanted their 'story' to be, so he continued the ruse by changing the subject slightly, "June was just telling me how nice it is to have a room mate."
Jayda gave a broad smile and playfully tossed her long braids over her shoulder as she responded, "Oh, well. June is a wonderful room mate, herself."
"Well, I should get back to the hotel...." he looked at June. "Dinner tonight at 8 at the French restaurant you had mentioned. I'll pick you up here at 7:30?"
"Sure." June managed to say, before Gary hurried out the door.
"There's a party tonight," Jayda ventured. "I got invited, but I want you to come with me."
"Oh, no thanks," June replied. I've got plans.... but... you enjoy!"
"OMG, your Dad's a DILIF!" Jayda squealed as soon as she heard the front door of the townhouse slam shut.
June corrected her, "Oh, myfatheris definitely no DILF.... That was my...daddy!"
"Wait, you have a sugar daddy?" Jayda asked, now very interested.
"Well, he's... it's complicated. But no, he's def not my dad."
"And you guys...?" Jayda pried with a mischievous grin and arched eyebrows.
"What?" June asked innocently. "No..." she added with a dismissive wave of her hand, but she couldn't help hiding a guilty smile and some pinkness rising on her cheeks.
"...Well, ok, yes!" she whispered hesitantly and suddenly blushing like mad.
"What exactly?" Jayda asked, now very interested and unable to suppress a smirk.
"Oh... well,everything,I guess!" June bragged.
"You two have actually done... it?"
June nodded slowly and seriously, while also failing to suppress her own embarrassed grin.
"Girl,I thought you wasreligious!"Jayda chided her, "You ain't even a virgin?!?"
"Nope. I even.... let him.... you know... inside me?" June said, subconsciously lowering a hand to her turgid abdomen, and surprised to hear herself spilling this personal detail, but also feeling such a flood of relief at sharing her secret with her new room mate.
"Woah!" Jayda gasped, wide-eyed, and held up a hand. "TMI, roomie! I did NOT need that mental image, thank you very much!"
After an awkward moment of silence, Jayda continued, "And if you're not more careful, you could get pregnant! I know more than a few teen moms, and it's not an easy life... not an easy life."
The implicated judgement against teen pregnancy stung, but June opted not to respond. Instead she wordlessly left the room to seethe in the cathartic privacy of a long run.
Her mood recovered as she showered and got dressed for the evening. Her whole body tingled with anticipation. She wondered, "This will be our first actual 'date'! What romantic things will he do for me? And what naughty things will he do to me?"
* * *
June and Gary walked back to her room later that evening after a pricy and romantic dinner. They He wore a new outfit that he had just run out and purchased to impress June: a smart blue blazer and silk tie over a neatly pressed and starched shirt, and charcoal grey slacks that fit his muscular legs.
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Chapters
1. Pullout Games with Fertile Neighbor
2. More Games with Fertilized Neighbor
3. Gary and June Play One-on-One
4. Risky Games Have Consequences!
5. Dire Consequences
6. The Penalty Box
7. Out of His League
8. Hide and Seek
9. Welcome to the Team
10. Teamwork Makes the Dream Work
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