Story #5 – First Time

–Continuation from previous post–

Jake decided to bring Jessica to his house because he knew that his parents were out for some function.

“Since it’s still early, why don’t you come over to my house?” Jake asked.

“Umm.. (Jessica looked at the time and it was indeed still early and she wanted to spend more time with Jake.) Okay..” Jessica replied.

So they then started to walk over to Jake’s house. Then, the weather started to become very ominous and it started pouring. They were almost reaching Jake’s house so they decided to make a run till his house.

They reached Jake’s home and quickly entered in to avoid getting more wet from the rain. Jake then guide her to his room and told her to stay there while he grab some towels to dry themselves off. When passing a towel to Jessica, he realized that he could see her bra. Her wet white shirt revealed her black bra and his cock twitched upon the sight. He asked Jessica to take off her top using the excuse he could get it dry when she leave. Jessica thought it was alright so she willingly proceeded to take it off.

This sight really made Jake had an instant hard on when she unbuttoned her shirt slowly. He immediately dived in and kissed her. Jessica was caught so surprised and her instinct was to just push Jake away. However, Jessica was no match for Jake and slowly followed the flow and ended up kissing him back! Jake noticed that she was feeling more comfortable, he went on to unbuckle her bra and threw it aside. He continued kissing and moved his hands to her soft and subtle breasts. He used his fingers to circle around her nipples which made Jessica want more and more. Jessica broke off the kissing when she moaned. Jake then went down and licked her tits. He used his tongue to lick the sides first then moved on to her nipples. Jessica who has never felt this way before was just enjoying what Jake was doing to her. She just continue to let Jake do his thing. Jake then proceeded on to suck on her nipples. He went on gentle at first but became rough at times. This really made Jessica turned on. When Jake was gentle, this made Jessica wanted more and then when Jake was being rough, it felt like Jake was rewarding her with what she wanted.

Jake then licked all the way down from her breasts to her pussy. He started off by licking the outside of her pussy first, occasionally giving Jessica the surprise of his tongue going in her pussy. While licking her pussy, he put 1 finger in her. He went on slow at first then started increasing his speed. Soon, he had three fingers in her pussy. Going in and out of her and rotating at the same time. Jessica was just enjoying everything Jake was doing to her and she had an orgasm when the 3 fingers were in her.

Jake then command her to go on her knees and his cock just sprang out of his jeans.

“I recalled that you wanted to learn what was boob job. You have to squeeze your breasts together with my cock in between and try moving your breasts around my cock.” Jake said.

Jessica really wanted to know because she always got so curious when her friends talked about it. So she followed Jake’s instructions. It was finally Jake’s turn to enjoy. Her B cup breasts wrapped around his hot hard cock. Jake then ask her to lick the top of his cock while doing that as well. Jessica just followed and did as told. Jake moaned as Jessica lick his cock each time. Hearing Jake’s moan really satisfied Jessica so she increased the rate. This almost made Jake cummed but he stopped Jessica before that happened.

“Do you want to take this further? You should know what i mean.” Jake asked.

“Well..” Jessica hesitated.

“Don’t worry. I will wear a condom so nothing will happen to you.”Jake interrupted before Jessica could finish.

Jessica thought for awhile then nodded her head. Curiosity killed the cat. She really wanted to know how it felt. Jake then took a condom from a drawer and rolled it over his cock. Jake reminded her that it will hurt since it was her first time but reassured her that he will be gentle.

Jake positioned his cock at Jessica’s pussy opening. He used her liquid to lubricate his cock first then put the tip of his cock at her pussy. He told Jessica that he was about to go in first and then pushed it in. His cock went in easier than expected. This could be due to the finger fuck that he did earlier. Jessica’s screamed when his huge cock went in. Jake didn’t make any movement. He wanted to let Jessica’s pussy walls get used to the size of his cock.

“You okay? I know it hurts but just tolerate awhile. I will make sure you will feel as though you’re in heaven later.” Jake said.

Jessica nodded her head. Jake felt that there wasn’t much force wrapping around his cock so he moved slowly in and out. Jessica was breathing heavily and started to moan. This time it was not in pain but in pleasure. Jake noticed that and started to speed up his movements. Jessica just moaned and moaned louder. However, at this moment, he heard the main door open. He thought to himself for awhile and remembered that his brother would be home by dinner. He thought even if his brother found out, he won’t be screwed or scolded. So, he just ignored it. He continued to ram his cock in Jessica. Jessica was just enjoying it. She let Jake take control and continued to moan really loud as she was at her climax.

Meanwhile, Jake’s older brother, Matt, who just came home, heard Jessica’s moans from outside of Jake’s room. Matt is 18 years old and immediately knew that Jake was fucking someone. He was enjoying the moans that Jessica was making.

Jake rammed in as fast as he could and he knew that he was reaching his climax. He quickly took out his cock and the condom and spilled his load onto Jessica’s breasts. The hot semen flowed over Jessica’s breasts. Both of them laid on the bed for awhile to recover from this awesome experience.

Matt realized that the moaning has stopped and went back to his room. He was rather turned on by the sounds and wanted to masturbate when he took a bath later.

Jake told Jessica that he could use the bathroom in his room to wash up. Jessica stood up, took her shirt and went to clean off the semen on her breasts. She tidied up and came out of the bathroom. By then, Jake wore back his clothes already.

“Okay, it’s getting late. Let me send you home?” Jake asked.

“Okay. Let’s go.”Jessica replied.

When both of them came out of the room, Matt also came out of his room. This caught Jessica off guard and she looked at Jake. Jake then introduced her to his brother and vice versa. Matt was thinking to himself that Jessica looks really awesome. After the introduction, Jake and Jessica left the house.

Jake then sent Jessica all the way to her house. Before they parted ways, Jessica whispered to Jake.

“Hope to see you soon again. I will be looking forward to it.”

They waved each other goodbye and walked away.

–To be continued–

Source: reddit.com/r/eroticliterature/comments/txi4sm/story_5_first_time