Jill and Her Boyfriends

"Jill unexpectedly is at the pool with her current and two past boyfriends."

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Jill and Her Boyfriends

“Record temperatures of over 105o are predicted for the Central Valley floor throughout this Fourth of July weekend. People are requested to avoid the use of fireworks during this extreme heat, despite the holiday. Enjoy your civic display or watch a telecast from your air conditioned living room.”

Jill turned off her radio and shed her halter and shorts. Shrugging into a light robe, she padded down the hall to the bathroom. Soon, she lay in a tub, her golden hair in a shower cap, her breasts floating to the surface. Her mind wandered, recalling graduation a few weeks before, the party afterwards, and especially her private time with Brad in the wee hours on an air mattress overlooking the American River and the lights of the valley below. She liked Brad a lot, and he was a most ardent and skilled lover, but they would part in September when he went to Berkeley and she to Cal Tech. On her visit to the southern campus, she’d seen few pretty, smart coeds and none to match her Barbie Doll physique and coloring, so she’d have her pick, not only of students, but even professors. Brad was a real prospect, to be sure. Handsome, smart, ambitious, but she wanted to have him and freedom to date as well. That required real planning, at least on the level she used playing first board on the chess team.

Draining the relaxing bath, Jill sat on the edge of the tub, shaving her long legs. She gave herself a bikini cut, close to her lips, then mischievously trimmed her upper bush into a heart, shaving the remaining luxuriant growth short, using a hand mirror to admire the effect. Brad would love it! Before drying off, she took her bikini bottom from the pocket of her robe and tried it on, using the mirror to ensure no stray hairs showed. Last, she piled her waist-length, blonde hair on her head in a French weave.

Jill applied light make-up and bent forward, letting her breasts fall into the bikini cups before tying it in back of her neck.

In her air-conditioned bedroom, she selected a pair of high-heeled sandals to wear during the day, then, with a sigh, applied herself to reading one of the books recommended by Cal Tech for incoming Freshmen.

At 1:00, the doorbell rang. Jill slipped into a blue sundress, buckled on the sandals, and grabbed a bag containing flip-flops, towels, a change of clothes, and her purse.

“Jill!” called her mother from the bottom of the stairs. “It’s Brad come to take you swimming.”

“Coming,” she called and went downstairs. Brad, his dark, shoulder-length hair pulled back in a pony tail, wearing a tan bathing suit and a light green, nylon shirt, kissed her hello.

“Mom, we’re going to Brad’s uncle’s place to swim and then to his house for a barbecue. I’ll call you when we get to Brad’s house and let you know what our plans are.”

“You two have a great time together. Remember, tomorrow, we’re going over the pass to see the fireworks from South Lake.”

Brad wrapped his arm around Jill’s waist as they walked to the car. “I know you like my hair free, but it’s too hot today.”

“Oh, I totally understand. Why do you think I have this Marge Simpson beehive do? I’ve been out of the house 20 seconds and already I’m sweating.?”

“On you, it’s more like a 60s movie star. Cool, and sophisticated.”

“Flattery will get you anywhere you want to go, big boy.”

With that, they got in the car. Jill greeted Henry and Jared, both previous boyfriends. They now dated twin sisters, Lindy and Kim.

The sensor on Brad’s car indicated the outside temperature was already 90o. Brad explained the plan for the day. “We’ll pick up the twins and then drive to my uncle’s place. We can swim in his pool and relax on the patio even though he’s out of town; I have permission. He’s got a great view toward the crest and we already packed a cooler full of drinks and stuff to eat.”

Air conditioning kept them cool for the drive to Lindy and Kim’s place. But as the two boys walked up to the house, the door opened and Mr. Hargraves, the twins’ father, emerged with an upheld had. “Guys, I’m sorry, but Lindy and Kim are grounded for the next week. What they did is family business, so it has nothing to do with you and you’ll be free to date them after a week.”

Taken aback, the boys asked Mr. Hargraves to let the girls know they’d called for them and they hoped the week would pass fast.

Back in the car, as Brad drove, speculation was rife. What had the girls done? How had they been caught? Jared suggested they’d short-sheeted an aunt’s bed, but that got boos. The suggestion that got the most applause was that the girls had indeed short-sheeted Aunt Mildred’s bed but also added a snake, and Mildred had come downstairs, never mentioned the snake, but was in a better mood than she’d been in since 1968.

While the boys joked, Jill realized she was with three special guys. She’d been with Brad for six months, longer than she’d stayed with any boyfriend. Henry had been her first steady, and the first to to take off her bra, when they were both 16. Using her hand, she’d sprayed his cum on her developing breasts. About a year later, she thrilled when Jared sweet-talked her into their first blow job and later, out of her virginity.

They parked the car on the circular drive and carried the cooler, their towels, and bags to the pool around back. With the cooler under a shady tree, the four sweltering teens turned to the pool. Jill caught the hem of her sundress and pulled it up and off. As she discarded it, she noticed all three boys staring at her. “What, haven’t you seen a girl in a bathing suit before?”

“No one fills one like you do, babe,” Brad leered.

Jill laughed. She struck a sexy pose, then jumped on the diving board and splashed in. The boys quickly joined her. The four splashed each other, commenting on how refreshing the water was. They swam and dove for some time, one or another of them climbing out occasionally to enjoy a drink from the cooler. As the afternoon went on, Brad and Jill began playing a bit more personally, taking turns swimming between each others’ legs, brushing their hands over each other. Brad brazenly copped a feel, eliciting hoots and comments on what a lucky guy he was from the other two boys.

Jared suggested they play water tag and volunteered to be It first. He tagged Henry, who tagged Jill on her hip. So it went, with different ones taking turns as It. Gradually, however, all the boys began tagging Jill, as often as possible on her thighs, bum, or breasts. Jill laughed good naturedly, not minding if the boys copped a few feels, especially since Brad made no show of jealousy, but simply joined in the fun.

However, since she was always It or trying to get away from the boy who was It, she became tired. The three boys cornered her in the low end. “C’mon, Jill, take your top off,” urged Jared. “I bet we’ve all seen ‘em one time or another.”

“She wasn’t like this when we dated. I really want to see how my first girlfriend developed,” put in Henry.

Crossing her arms in front of her cleavage, she glanced at Brad, who was smiling and staring just as much as the other two.She thought Brad doesn’t seem to mind. It’s always fun to show off. I’ll just let them look, maybe cop a few feels. Even if the twins hear about it, they won’t mind too much if nothing serious happens.

With that thought, she reached behind her back and untied her top, pulling it over her head with a flourish. Grinning, she lay back on the poolside, thrusting her breasts forward with her nipples awash.

The boys hooted and hollered, clapping their hands. “Yeah, Jill!” “What a pair!” “Beautiful!”

She bobbed up to give them a full, unobstructed view. “Take a good look, boys. They are pretty big, aren’t’ they?”

“Wow!” said Jared. “You are magnificent, Jill.”

“Hoo boy!” put in Henry. “You sure grew since we played around! Incredible.”

“You know how much I love ‘em, hon,” said Brad. He gently lifted and squeezed one breast. “You have a magnificent pair. You’re the best, Jill.”

Breathing heavily, never taking his eyes from the floating orbs, Henry said, “I can’t help it; I gotta feel, too,” as his hands claimed Jill’s other breast.”

Jill looked at Brad, who simply grinned. She relaxed and smiled, enjoying the extra hands on her boobs. Brad took a hand away, gesturing to Jared, who eagerly claimed the free floater.

Soon, both boys dropped their heads and began sucking Jill’s nipples. “Oh, my god, two at once. I love this. It feels soo good!” She glanced at Brad, who was standing up with his suit down and stroking himself, grinning. She groped a hand in his direction and he moved to her side, letting her take over the hand job.

Henry, slightly distracted by the movement, took in what Jill was doing with Brad and tugged down his own suit. He guided Jill’s hand to his cock.

As soon as her fingers touched Henry’s cock, they wrapped around and she began pumping. She thrilled to feel two cocks at once. Brad’s was a bit shorter but much thicker and she was certain she’d prefer it inside her, but she also liked the long strokes she gave to her old boyfriend Henry. Jill’s breathing got deep and she felt her sexual arousal surge, catching up to the boys. “Two nice cocks just for me. I’m a lucky girl,” she gasped.

“Try three cocks, Jill,” Jared said, tugging his own trunks down. With a grin, Jill transferred her grip from Brad to Jared.

Brad, jerking himself off once again, leaned in and kissed his girlfriend.

“You are so hot, Jill!”

“She sure is,” said Jared. “You know one thing I loved doing with you, Jill?”

“Ummm…fucking? We were each others’ first.”

“Well, yeah, sure. Naturally. But I meant sliding my cock between your big boobs. Love that.”

“Brad loves it too, don’t you, lover?”

“You bet I do!”

“I want to try,” put in Henry.

“All right, everybody gets to plow the furrow,” Jill said, “Brad first.” The boys took turns facing Jill, who steadied herself in the corner of the pool and let one stiff cock after another slide up and down between her ample breasts.

When Jared replaced Brad and Jill saw the first cockhead she’d ever tasted eagerly pushing up toward her, she couldn’t resist, but licked the head at the top of each stroke.

“Oh, yes!” Jared sighed, closing his eyes and thrusting his hips, pushing his cock between the warm breasts to the wet lips.

“I bet that feels good, Jared,” encouraged Brad. “We can see your precum.”

“Oh, it feels good, all right. Jill, you’re amazing!”

Jill, laughing, backed off. “I don’t want you to get too worked up. Besides, it’s Henry’s turn.

Reluctantly, Jared moved aside for his friend.

Eagerly, Henry claimed both breasts with his hands and thrust his cock up toward Jill’s face.

“I never tasted you before, Henry. Today’s my lucky day.” Her tongue darted out and caressed the expanded tip.

“No, it’s my lucky day,” groaned Henry. “I always wanted to have more sex with you. Bare tit and hand jobs just never seemed like enough with a hot number like you.”

Jill wanted to fill her mouth with Henry’s cock. She glanced at Brad, who was beaming as he pumped his thick cock. She smiled at Henry. “You mean more sex like this?” she asked, taking his cockhead fully into her mouth at the top of his stroke.

“Oh, yeah, just like that, Jill. Wow, that feels so good!”

“Yes, Jill, yes,” shouted Brad. “Suck his cock! Way to go!”

Jill, her mouth filled with Henry’s cock, smiled with her eyes at her current boyfriend, promising him more pleasure to come.

“Oh, you’re lucky guy, Henry. Jill’s so good at that. I know you’re feeling good right now, aren’t you?”

“Oh, you bet, the best!” Henry and Jill, locked together, sloshed water as she bobbed her head and he thrust his hips back and forth. “Uhhh, here goes, I can’t hold back! Oh, Jill! OH!”

Jill tried to swallow it all, but Henry’s wildly gyrating hips tore his cock from her lips at a critical moment and all the teens saw big spurts of jism spatter the upper slope of one of Jill’s bounteous breasts. A few drops fell on her chin and upper lip. With a smile, Jill licked it up.

All the boys hollered and clapped. “Wow, that felt so GOOD!”

“Whatta gal! Whoooeee!”

“You’re the super sweet, Jill, take care of me and my friends!”

Jill submerged her breasts, letting the water wash the cum from her. “Well, you’d better take care of me, Brad, ‘cause I need to be fucked. FUCKED!” Horny Jill spring from the pool and dashed the few feet to a blanket spread in the shade next to the cooler. She lay on the blanket and spread her legs, holding her arms out for her lover.

Springing from the pool and loping after her, Brad growled deep in his throat as he knelt between Jill’s spread legs and plunged into her, thrusting wildly.

“Give it to her, Brad, give it to her!” “Wow, look at them fuck!” “A real ball-slapping fuck.”

Jill felt more turned on than she remembered. She wrapped her legs around her strong lover, threw back her head and screamed out a long, shattering orgasm. Brad slammed into her, keeping up, tightening up his face in an effort to hold back his own cum.

With a deep sigh, Jill opened her eyes, grinning at her lover and the two wildly masturbating voyeurs. “Oh, that was wonderful! So strong.”

“I need a quick break. Let’s switch to doggy,” gasped Brad, barely containing himself. He slipped from her cunt’s grasp.

Jill quickly rolled onto her hands and knees, glancing back invitingly. “Fill me up again, lover.”

Brad slid right into her moist slit and fucked her, this time a bit more slowly.

The two watching boys moved in for close up views.

“Wow, that’s cool, watching him slide in and out of her cunt.”

“I wish I was doing that!”

Brad leaned forward and Jill twisted around so their lips met briefly. He whispered in her ear, “If you want to do them, it’s OK with me, honey.”

Jill nodded her head eagerly. Brad grinned and fucked her faster. He loved sharing his beautiful girl with the guys.

Henry, still partially limp from his explosive cum, grinned at Jared, and moved around the joined lovers to Jill’s head. Jill got the idea instantly and took his cock in her mouth.

“Oh, baby, you are so hot!” gasped Brad, excited to see Jill sucking one cock while he fucked her with his.

“That’s right, Jill, suck me back up! Oh, this feels good!” His cock quickly stretched to its full length and girth as Jill sucked in her cheeks and bobbed her head back and forth.

“Oh, man, that is so hot looking!” Jared, never taking his eyes from the trio, stroked himself with one hand and groped some condoms from the pocket of his suit/shorts combination. Several dropped to the blanket, and he tore one open with his teeth.

Henry and Brad grinned at each other. “This is so great. I love watching you get sucked while I fuck!” The two excited males high-fived each other.

Jill was thrilled to be so full of hard cock. She took Henry as deep as she could and thrust back to Brad, humping wildly, groaning into the long penis in her mouth as her orgasm approached. Brad sped up to keep pace with her.

Together, they came, Brad slamming into her and bellowing inarticulately as he shot his seed into her spasming cunt. Jill bucked her hips and tossed her head, making her hair fly.

“Yeah!” “Whoooeee! Go for it,” cried the others.

Brad gave a few final thrusts and glanced at Jared, condom-clad cock at the ready. “Your turn. Fuck her, man. I checked with her; it’s OK.” He moved out of the way.

“Yahoo!” cried Jared, taking position behind Jill and sliding easily into her damp cunt. “Ahhhh! This is so good!” He humped Jill vigorously.

Brad, recovering his breath, tousled Jill’s hair as she sucked Henry. Their eyes met and he said, “You’re the sexiest girl ever, Jill.”

She never stopped sucking Henry, who rolled his eyes and bucked his hips back and forth, fucking Jill’s mouth.

“Hey, Jared, ain’t it great sharing a fuck and a suck with this hot babe?” Henry asked.

“It’s fuckin’ incredible, man, I never thought…Uh, here I go, can’t hold out. Aaaahhhhh!”

Jared’s hips thrust back and forth, slamming into Jill at the end of each pump, driving her over the edge yet again. Her groans of pleasure were again muffled by the cock stuffed in her mouth.

Gasping, Jared collapsed to one side. Brad handed Henry a condom, case already split. “Your turn, man, have fun!”

Jill, her mouth empty for a moment, cried out, “Oh, I love having two cocks!”

Brad hurried to Jill and kissed her deeply while Henry rolled the rubber down his shaft and took his position behind her.

Breaking the kiss, Brad thrust his cock, slick with Jill’s and his commingled juices, between one set of her lips as Henry thrust his stiff organ into the oozing lips between her legs.

“Do her, guys, do her!” encouraged Jared, now recovered and kneeling as he watched.

Henry and Jared again high-fived, now from opposite ends of the beautiful girl. Henry pumped into Jill as fast as he could, grunting, then gasping, “This is too much, I can’t hold out any more!”

By now, all the guys recognized the muffled gasps and squeals that indicated Jill’s cums with her mouth filled. “OOOOHHHH!” cried Henry, slamming into Jill as he shot his second load of the day. The three lovers collapsed, getting in their final pumps and sucks before Jared joined the other two guys in hugging the beautiful girl who’d satisfied them all so well.

They all grinned and said it had been one of the most satisfying and incredibly surprising experiences any of them had ever enjoyed. The boys still fondled Jill’s magnificent breasts as they talked. Jill kissed Henry, then Jared, but ended up deep French kissing Brad and telling him she was still his girl. The four agreed neither the twins nor anyone else need ever know about the afternoon’s events.

Jared suddenly glanced at his watch. “Shit, I gotta be at work in half an hour!”

That broke up the party. Hastily dressing and gathering their gear, they went to the car. During the ride to Jared’s work, the two boys got a few last feels of Jill’s breasts, plus an admonition that they shouldn’t expect repeat performances. A most reluctant Henry accepted a ride to his house, and then Jill and Brad were alone together.

They both said they’d loved every minute of the hot group sex and would like to repeat the experience. Jill couldn’t get over how she liked having two mouths on her breasts and to be so filled with cock at both ends. She said she needed a cock in her again, right away. The two drove back to Brad’s uncle’s place and fucked wildly on the lawn one more time.

They agreed to look for other opportunities to share their sex with others. Brad said he’d like to have sex with Jill and another girl.

“I know, every guy’s dream, two girls. I bet you’d like us to go down on each other, wouldn’t you?”

“Yeah, and then fuck you both, yeah.”

“Well, I don’t know about doing that, but I bet it would be fun to watch you do another girl if I wasn’t jealous. I’ll think about it, but no promises.”

Published 14 years ago

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