Hailey and Jack

By Gene Moser

Published on Jul 21, 2024

Bisexual

Hailey and Jack

by

Larry Marian

Hailey sat towards the rear of the county school bus by herself. She smiled as she was now fourteen and a freshman. Se still had her freckles and light brown hair along with the the muscle tone of a girl who had picked up being on the JV volleyball team, now in training. She had to smile as her boobs were now a very nice appearance of 34Bs.

Two rows in front of her were Nathan and Daniel, Hailey's year younger brother as well as Nathan's boy friend, both now eighth graders. She smirked as she knew well that if the two grabbed their seats in the right way, they could at least swap sliding the hand of each other to rub the cock of the other boy. It was Daniel who was negligent once when he slid his hand down between Nathan's legs to caress the four inch long, now hard cock.

"Easy," Nathan breezed.

"I'm...oh, shit," he cried, turning heads close by.

"What's wrong?" Nathan asked.

"I came."

Hailey sat two rows ahead, her whispered conversation making the older sibling feel sure something was wrong.

She looked around as the yellow bus came to a stop where three middle and high school students got on. She looked perturbed as her boy friend Nino was out this day with an orthodontist visit, followed by an eye exam. She knew that as soon as Nino got home, he would be riding his bike through the woods and past the infamous sink hole to get to see Hailey.

Then she knew that at least her period was over allowing her and Nino to get to her bed and have sex, just hoping that Easton, the eleven year old would not bust in while she was sucking off Nino. Sometimes she had to grimace when she knew that four boys, Nathan, Nino, Daniel, and Easton would screw her if she would just leave her alone some time, Of course there was also Grant, the latest male gay teen who also decided he liked a bit of pussy from time to time.

Now the bus came to a stop where a lone male teen got on, an obvious junior or senior, with athletic good looks all over him. He walked up the aisle as the bus began to roll, with still at least a half hour bus ride because of the distance. Hailey looked up to see a teen that had to be six feet, tanned, with obvious athletic training. "Hi," he said. "I'm Jack and my folks just transferred from our old home some two hundred miles away."

Hailey looked at Jack and thought it would be nice if she could ride next to him for the rest of the school year, which was seven months away. Hailey smiled. "Well, I'm Hailey. I'm sorta new as I'm a freshman. My brother and his...friend are up ahead of us. They're in middle school for the last year. We also have a younger brother in the fifth grade."

The older teen smiled, "Well, Hailey, if the other girls are like you, just tell me where I can take you. You look like my kind of prize."

"Well, I have a boy friend who happens to be taken." With that, Hailey smiled widely, beaming a "come hither" look. "Of course, Nino likes Ramsay about as much as I like Nino."

"So you're a freshman?" Jack asked.

"Yes. And Ramsay and I are both play JV for volleyball. We were district champs for middle school last year,"

"That's great. I love to see volleyball." Hailey watched and knew that Jack may become somebody to pursue somebody else. After all, she was not one to make strong hints. She also knew that she could be an easy conquest, even with Nino in the room. Then there was Ryan, not to mention Grant who discovered that he was not pure straight, but bi, even when calling somebody a faggot.

Three days later, Nino, who got on the bus first, but got off last, tripped stepping off the bus to fall on all things, a rather large section of a fallen tree that caused Nino to scream and the school nurse to come out at once. Minutes later he called for an ambulance. Soon Nino was on the way to the hospital and a broken leg.

Of course Hailey demanded that she visit Nino at once. The doctor refused until the bone got set and in a cast. Hailey cried a bit but got mollified when the doctor was firm things would heal.

Jack drove Hailey home to meet her parents and assure her that she would be okay.

The next day Jack was at Hailey's bus stop with his car, brought down by a cousin. As Nathan and Daniel looked on, Jack said to Nathan, "Sorry guys. I can give Hailey a ride, but not you two together. Your friend Nino needs lots of time to heal. My break wasn't bad, but it was an accident. I can drive Hailey while her friend heals."

So that afternoon Jack picked up Hailey in an older SUV despite protests from Nathan, Daniel, and Easton to ride the bus. "You think this is okay?" Hailey asked.

"Sure. Those boys see what's going on. I'll pick you up every day after school. Maybe you can show me places you've been. Would that be okay?" Jack smiled at the two in the old but nice looking SUV.

"Sounds good to me," Hailey said. "There's a little park about five miles from here with shelters and stuff. I even keep a blanket in my back pack just in case. I can show you the way."

"Sounds good, Hailey. You seem to be one sharp cookie. Direct me. And you."

"Thanks, Jack. Let's go." Jack nodded, then followed what Hailey said to do, It took close to fifteen minutes to get to the small, sheltered park. Jack noted at once there seemed to be an old stone wall separating the benches and such as opposed to what looked like almost a maze. "Look, Hailey. I have an old beat up blanket - king size I think - in my car. Let me get it, Put it down behind this old stone wall. If we have to, use yours, too, Okay?"

"Yeah. Sounds good. But Nino is still in a bed. Let me talk to him a few minutes."

"Go for it," Jack said. Hailey nodded, so within a couple of minutes there was a big, old king blanket laid out behind the stone wall, separated from the rest of the old park, plus a second blanket looking maybe queen size or a little smaller. Minutes later the SUV brought out three large pillows in good shape.

"This look okay, Hailey?" Jack called.

"Behind the stone wall. I was here with Grant once," Hailey said as she pulled off her sweater to reveal a light top which she set aside.

"Okay. You have some fire, Miss Hailey. "

"Thanks, Jack," Hailey responded. With that, Jack took Hailey's hand and arm to draw her to the ground on the blanket. He smiled at her.

"Thanks, Hailey," he said. The two looked at each other, eyes alert and shining. "Yes," Jack said, as the seventeen year old cradled Hailey, his hand holding her shoulder. She turned towards Jack, her lips moist and slightly open.

The two met, an instant fierce kiss. As they kissed, Jack's free hand began to draw off her top. At the same time, Hailey began to unfasten Jack's pants, belt, zipper, button. Her top came off first, followed by the pale green shorts.

"Are you a virgin and safe?" Jack asked quietly as he worked her short buttons and zipper,

"Yes. I'm safe. Not a virgin."

"Good." By this time, as the dimmness increased behind the stone wall, the two teens gropped, felt, and caressed, kissing, feeling, and hugging. Their remaining clothes came off. "Hailey, I hope you think this is okay."

"It's okay, Jack." With that, Hailey reached between Jack's legs to grasp his long and thick cock, then rolled onto her back in the fading darkness. "Fuck me, Jack. Fuck me."

"I so want to," Jack said as he first spread Hailey's legs, then slid between them, Jack's knees holding Hailey ready. "But there were others?"

"Yes, Jack. Others. Nino, of course, Daniel, Ramsay. Others?" As Hailey dropped between her splayed hands, knees up, se said "Jack. Please put your dick in me." Hailey looked up, then the seventeen year old and the fourteen year old kissed each other as Jack's hand guided Hailey's young cunt to slide between the young girl's parted outer lips. "Oh, yeah," Hailey moaned, So big, Jack. So big. So thick. So nice." The seventeen year old and the fourteen year old began to bounce as a dick and a vagina enjoyed what they were doing.

"Oh, yeah," Jack said as Hailey's butt cheeks rose and fell as Jack's cock slid in and out, the two moaning and groaning as the two made love for the first time.

"So good, Jack. So good. I...I think you screw better than Nino. I just came. Oh, yeah,"

`"I'm close, Hailey. Sure you're safe?"

"Yes. Mom took me to her lady doctor. No pills. I have an. IUD. Safe. Oh. I came again."

"And YEAH!" Jack called as the seventeen year old released his cum for five shots. Finally Jack rolled off Hailey as the two kissed again. "Hailey, this can't be a one time stand. I want to have sex with you often."

"Maybe I can do that, but not all the time. Uh, look, I have to tell you something," Hailey said as the two clasped each other, bare skin to bare skin, vagina to semi hard cock.

"What's that, Hailey? After school tomorrow. I know my folks are still at work and we have my room and bed for us until six or so if your folks come home late, we'll have at least three hours."

"Uh, Jack, here it is. My brother Nathan and I have been screwing for a year. Now Nathan and Daniel have both come out as gay, but Daniel is more gay, than bi. I have seen them up in Nathan's room, and in the basement playroom. Nathan and I have sex about once a week, but Daniel and Nathan get together at least twice a week. So is it okay if we screw in your bedroom while your brother and his guy screw in his?"

"It's fine, Jack. We do a whole lot of sexy stuff. And Nino is going to want sex as soon as he can at least hobble. "

"So is Nino a great stud?" Jack asked.

"Petty much so. Nathan, Nino and me played around for several months before Nino and I snuck out one night at the pool. That night Nino and I decided to be boy friend and girl friend. It was the first time I let Nino cum in my pussy. Before that he shot off between my legs or on my chest. This was before Nathan and Daniel became really lovers."

"So your brother and his friend are really gay?" Jack asked.

"Let's put it this way, I went down to the basement playroom. Nathan was on a big pillow his hands and knees while Daniel was behind him between his legs pounding Nathan's ass. I'm about to cum,' Daniel said. Shoot your dick up my ass,' Nathan replied. ` Then we swap.'"

"Wow," Jack answered.

Three weeks later Nino seemed much better, though he used a cane most of the time. That Saturday Jack drove to Hailey's house and let himself in, expecting to find Hailey by herself with Nino still getting better at his house. Jack climbed the stairs to hear voices through Hailey's door.

"Yes, Nino. We can," Hailey said clearly. "You lie down, just watch what you do with your bum leg. The cast comes off next week. I'll do the rest, okay?" There came a pause.

"Yeah. I'm okay, just help me get my pants and underwear off, Hailey. I can't wait for you to suck my dick at last."

"I can't either, Nino. But after I suck you, we wait for you to get hard, then I'm sure we can fuck. " There was a pause. "Yeah, Jack and I have had sex several times. He's good. He screws great and is a fun guy. And you know that Nathan thinks you're great. So let's go," Hailey finished.

There was silence for a minute or so before Nino said, "Oh, Yeah, Hail. That feels so good. Just as good. You suck so good. Have to say that Nathan sucks and swallows a nice dick, too. Yeah. Here it comes!"

There was some low talking for a minute or two as Jack continued to listen. The fact he had an enormous hard on as he waited for Nino to leave before he could get with Hailey. Finally he went downstairs and left just as Nino got picked up by his mom.

As soon as Nino left, Jack re-entered the house and Jack climbed the stairs. Hailey's door stood closed but Jack knocked on it. "Come in, Jack," Hailey called.

Jack opened it to see at once that Hailey wore nothing but a black thong, her fourteen year old tits displaying nicely. "Well, Nino feels much better now," Hailey said. "This is the first time I was able to help Nino other than sucking him. So are you here to have some fun? Mom and Dad will be home by six and Easton is up in his room with Molly and Mindy's friend Tyson. Bet five bucks that those four ten year olds are all buck naked exploring each other."

Jack grinned as he grabbed the bottom of his pull over to strip off. "Looks like fun. I just remembered Nancy. I was just thirteen and she was twelve, going on thirteen. There was an old barn, with still had some decent hay in it. Man, we played around until we started pulling off clothes. Believe it or not, it was Nancy who suggested that since we were naked, we might as well explore what the PE teachers taught us."

"So you got laid for the first time?" Hailey asked.

"Yep," Jack said. "First time I felt a girl's baby boobs and got my dick in her pussy. We did that some five or six times. Then Nancy said she would wait until after her first period. She did and was pregnant at sixteen."

"I think getting pregnant must be a teen girl's greatest fear," Jack said.

"Could be," Hailey said. "In the meantime, Jack, come kiss me and let's have some fun. " Hailey, being Hailey, began to work Jack's jeans as Jack reached for her black thong. Within a minute or two they groped tumbling onto Hailey's bed as the thong got pulled off. "Cowboy," Hailey said as she got up on hands and knees as Jack slid between her spread legs and knees. "Oh, yeah," she breathed. "That dick is so real. Drive it in me, Jack!"

"With pleasure," Jack said as he watched his cock slide into Hailey's waiting gash. "Oh, yeah. My dick loves that pussy," Hailey moaned. The cowboy didn't last long as Hailey slide down under Jack's weight as his hands played with her breasts as his dick went back and forth in her pink gash.

"Love your pussy - all of it," Jack said.

"I'm cumming," Hailey moaned.

"Me, too," Jack said. The two rolled into an embrace, kissing.

Jack had exams to complete and other things to do, so he had no time for Hailey or sex. But on the end of the school year, dismissal for seniors came early. Without thinking, Jack drove toward Hailey's home and the chance for great sex with the fourteen year old with light brown hair. He parked the car, then headed for the front door, then opened it to climb the stairs to Hailey's room.

At the door he heard noises of quiet conversation. "Yes. Want your dick so much," he heard Hailey's voice. There was silence for a moment

"Yeah. Suck me, Hail. You suck my dick so good," heard Nino's voice. He had to open the door. The knob turned for Jack to see Hailey sitting naked on the end of her bed. She leaned forward just a bit as a castless Nino stand naked in front of Hailey, Nino's dick deep in Hailey's mouth, one hand holding Nino's hairy nut. Nino glanced to see Jack looking at the pair. "What the fuck?" Nino said loudly.

"Jack, you're practicing for graduation," Hailey said.

"Finish your blow job," Jack said. "I'll watch."

"Great idea," Nino said. "I've seen Hail suck me, Nathan, Ryan, and many other guys. So finish it, Hail. Swallow my cum, Hail, not Jack's." Hailey gave a laugh, then put her lips once more around Nino's to begin bobbing her head back and forth. "Yeah," Nino said. "Hail must give the best blow job in the world. I keep a notebook of Hailey's sucking. More than one hundred fifty that I know of, probably more."

Hailey nodded her head. "First time I was twelve years old in seventh grade. By the time I entered eighth grade I'd sucked three boys a total of thirty two times. Eighth grade was almost what Nino said - one hundred seventy-eight times - that was Nino, Jack, Daniel, Ryan, Nathan, Grant, and a few others. "That was a lot of blow jobs," Jack said.

"Yeah," Hailey said. But normally it was like once or twice a week. But you get a few guys together like Nino and Nathan, and that can make ten blow jobs in an hour or so. " Nino and Jack both laughed.

"So we have a seventeen year old and a twelve year old," Hailey said, "I can't have three boy friends. I know Jack is off to college in the fall, right?"

"Simple solution," Jack said.

"What's that?" Nino asked.

"We share," Hailey said. "I have Nathan, Nino, and Jack. You are my boys. We share as we can. Jack comes home from college for a visit - Jack's turn for me. Nino is the eighth grade stud. He has even weeks. Nathan is the planner. He has odd weeks.

"Then Daniel and Grant are the step ins."

"Why the step ins?" Jack asked.

"Might have Ramsay for cover, Hailey said. "It happens to be the thirteenth. Nathan, 2 AM tonight, okay?"

"Sounds good to me," both Nino and Jack said as they shook hands. The two boys with the biggest and hardest dicks looked at each other, Nino shrugged his shoulders to kneel down. "You're dressed, Jack. Step forward so I can get your cock."

"Nino, I'm really not to acquainted with your cock. I'll suck you next," Jack said.

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