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Jae's First Time

Jae's First Time

by Walterfielding55
11 min read
4.6 (21600 views)
teengay sexfirst timeblow joboral sex
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Jake Bennett could not think of a time when he had been more excited. His parents would be gone for three days and they were leaving him to watch the house, and he had plans.

His maternal grandmother's step sister's second husband had died. The relation was distant, Jake had only met the man once. But his grandmother had asked Jake's mother to go with her to the funeral and Jake's father offered to drive the two ladies all the way out to rural West Virginia. Because the relation was distant and the funeral was on a week day in March, Jake's parents decided to leave alone Jake so he wouldn't have to miss school or work. He was a senior in highschool and looking forward to going to college in August.

Jake's parents told him to just to keep an eye on things and to not have anyone over without texting them first. His mother left some food in the fridge for him and they told him they would be back soon. They left Tuesday morning before Jake drove to school.

Walking in the hallway, before first period, Jake looked around. There wasn't many people in the hallway, class was about to start. He walked up to Vance Calhoun quickly and wanted nobody to notice who he was talking to. He moved fast.

"Hey." Jake said quietly.

"Hey you." Vance winked.

"My house after school. You have the address right?"

"Sure do. Can't wait." Vance said with a wink as he closed his locker and walked away. Jake grinned a bit as he watched the skinny kid walk away. He was nervous and excited all at the same time.

Vance Calhoun was the one student everyone knew was gay. He was skinny and had blonde highlights in his wavy hair. He wore tight clothes, spoke in a flamboyant manner, he was in theater, and he was the butt of many jokes. But he embraced it all.

Jake Bennett however was the quiet, regular, mild mannered, athletic kid who did not run around with the likes of Vance Calhoun. He had a few girlfriends off and on, but he knew he liked men too. He had never had the courage to explore or accept his bisexuality, until he and Vance had worked together.

They both had gotten jobs at the local grocery store. Despite being in the same grade they had never interacted much, but they started to at work. And their talk during breaks slowly developed over the weeks and months. And as Jake opened up he began to ask Vance questions. His curiosity and that bisexual side ha had always buried, slowly emerged as he interacted with Vance. Vance was more than happy to answer and he wanted a lover himself. But Jake wasn't ready to be open about it and he was nervous to be seen with Vance outside of work. This only made Vance more attracted to Jake, he liked the challenge of trying to win Jake over. Eventually, Vance offered to let Jake have sex with him.

The question at first had scared Jake but he later talked himself into trying it. And he told Vance he'd let him know when he was ready. With his parents gone and his curiosity and teenage hormones running wild, now was the perfect moment to try.

After school, Jake rushed home and put his bag away. All day he had been anticipating this moment. He was scared and excited. Here was his moment to try something he had never done before, but something he desperately wanted. He decided to brush his teeth before Vance arrived. As he was brushing he heard a knock at the back door. Vance had come via the back way and by bicycle. Vance liked being secretive. It made things more exciting.

Jake rushed downstairs and opened the back door. He saw Vance standing there.

"Hey you." Vance smiled.

"Hi." Jake stammered.

"Can I come in?" Vance asked. His steely blue eyes and freckled face stared at Jake. He also was holding a backpack in his hand.

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"Yes. Please come in." Jake said nervously. Vance walked in and Jake closed the door. As Jake turned around Vance was standing incredibly close to him. The two of them were about the same height but Jake was much more muscular having been a baseball player and he worked out frequently on the side. Vance put his hand on Jake's chest and slightly pushed him into the door. Their faces were close together.

"Are you ready to fuck me?" Vance asked quietly with a large grin. Jake nodded. Both of them started getting erections. Vance dropped his bad and leaned in and kissed Jake. At first Jake was nervous and frozen. But as Vance pressed the kiss, Jake opened up and soon their tounges were intertwined. Vance began to use his hands to feel around Jake's chest and stomach. Vance soon took Jake's hands and guided them to his butt where he let Jake feel and squeeze.

"Hmm. Did you just brush your teeth?" Vance asked.

"Yes... I was nervous." Jake smiled meekly.

"I think it's sweet." Vance said before he moved in again and the two locked lips. The two of them made out for awhile, exploring each other's mouths and bodies. Vance slid his hand under Jake's shirt and started feeling around. He then tried to take Jake's shirt off, but Jake stopped him.

"Maybe we should go up to the room. I'd rather not do this in the kitchen." Jake interrupted.

"Lead the way, handsome." Vance said as he grabbed his bag and followed Jake upstairs to Jake's room. When they walked in, Jake closed the door and Vance once again dropped his bag and pushed him against the door and the two kept making out. By this time both of them were very hard and Vance wanted to taste Jake. Vance again put his hand under Jake's shirt and this time Jake let Vance take it off. Vance was greeted by Jake's chiseled chest and his present but not perfect abs. He had some hair on his chest and stomach, but not a large amount. Vance smiled and started licking Jake's nipples. This made Jake moan. No girl had ever kissed or played with his nipples before.

"You like that, huh?" Vance teased.

"I do." Jake replied. Jake reached down and undid his belt and let his jeans drop to the floor around his feet which still had shoes and socks on them. Vance backed up and saw Jake standing there in his blue briefs and he smiled. Jake had thick black hair and green eyes. He was more muscular and had tanner skin than Vance did.

Vance ripped his jacket and shirt off and kicked off his shoes. Vance began to take his belt off while Jake took off his shoes and kicked the jeans away. Soon both of them were standing in their underwear. Jake in blue briefs and Vance in yellow tighty undies. They took a minute to look at one another and they both grinned and smiled at the fact they both had obvious erections. Vance moved in again and both began to kiss again.

Jake was getting aroused and comfortable and so he slid his hand under Vance's underwear strap and began to feel Vance's butt. Vance responded by reaching down and feeling Jake's erect cock over the fabric of the underwear. Jake was about 7 inches long and he was circumcised. Vance began to rub Jake's cock.

"That feels nice." Jake said as the two took a break from kissing.

"I can't wait to taste you." Vance replied. Vance then slowly got down to his knees while Jake began to pull his briefs off. As Jake slid his underwear off, Vance was greeted by Jake's straight cock. Jake had some pubic hair as well, but it was trimmed and clean. Vance smiled and reached up and began to stroke Jake. He then pushed the cock up and licked from the base to the tip as he looked up at Jake. This made Jake moan a bit and smile. Vance then slid Jake's cock into his wet mouth.

Jake was full of euphoria when Vance began to give him the blow job of his life. He had gotten blow jobs before but none even came close to this one.

"Fuck! That feels great!" Jake exclaimed.

Vance moaned and looked up at Jake with smile as he kept sucking Jake off. Vance was slow with his movements and he bobbed his head back and forth. The only sound in the room was the sound of Vance sucking and the occasional moan from Jake. Vance would occasionally go deep as he wanted to feel Jake on the back of his throat. This impressed Jake massively as no girl had ever deep throated him without choking.

"Fucking Hell." Jake smiled as Vance came off and gave himself a brief break. He looked up at Jake and smiled.

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"You've never been deep throated before?" Vance asked.

"No... every girl typically chokes." Jake replied.

"Well I have alot more experience then those bitches." Vance joked before he returned to giving Jake the blowjob of his life.

Jake was in heaven as Vance continued to suck him off. And Jake began putting his hands on Vance's head and he began enjoying taking control of Vance. Jake began to get more authoritative as he held Vance's head when Vance went in to deep throat. Vance himself was turned on by this and he began touching himself as he sucked Jake off. With his other hand, he began playing with and tugging Jake's balls.

"You like that don't you?" Jake asked in his dirty talk voice. He was slightly shocked he said that but he was getting incredibly aroused and he was feeling an orgasm coming along.

"Hmm hmm." Vance replied as he continued to suck. He began speeding up the thrust of the blowjob and Jake reciprocated this by putting both of his hands on Vance's head and he began to face fuck Vance.

Vance loved this. He was loving how quickly Jake had gotten comfortable and he was loving how assertive Jake had gotten. Meanwhile Jake was having one of the best orgasms of his life building up. His own head and emotions were becoming clouded by his horniness and he was locked in. No girl had ever allowed him to do this and he too was loving it.

"I'm gonna cum." Jake said and he tried to slow down and pull out, but Vance quickly grabbed Jake's butt and pulled him deeper to keep Jake's cock in his mouth.

"Whoa!" Jake replied as he was pulled in and within seconds he burst. He couldn't hold it any longer. A sense of euphoria came over Jake as he shot two big shots of cum into Vance's throat. Vance happily swallowed every drop. He then looked up at Jake and showed him his empty mouth.

"Holy shit!" Jake said as he looked down and panted from being slightly out of breath. He looked down at Vance's red face. Vance began to giggle.

"How was lesson one, handsome?" Vance asked as he began to stand up and Jake helped.

"It was amazing. I've never had a blow job that good!" Jake replied. Vance leaned in and kissed Jake and Jake could taste himself on Vance which he was amazed somehow further aroused him. Vance meanwhile pulled his own underwear off revealing his 6 and a half inch, circumcised, cock. Vance's cock also arched a bit in the middle and so his tip pointed downward slightly.

Vance continued to kiss Jake and as he moved in he rubbed their cocks together. Vance brought Jake's hand down and let Jake feel and explore his cock. Jake had never touched another man's penis and the sensation was nice.

"Well... are you ready to taste me?" Vance asked with a smile as the two touched noses.

"I think so... I mean... Yes... yes I am." Jake stammered a bit.

"Relax, I know it's your first time." Vance smiled, "You'll do fine." Vance then grabbed Jake's hand and led him to the bed. He then got on the bed and laid down. Jake watched and smiled as he examined his skinny lover laying there.

"You have no hair..." Jake said. "Should I have..."

"No..." Vance chuckled. "I love some hair. I prefer to wax or shave my body hair but I like yours. Now come here." Vance replied as he patted the bed. Jake obeyed and he got on all fours and positioned himself between Vance's legs.

Vance smiled..."Here's lesson two."

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