Birthday Present for Jeffery

Literotic asexstories – Birthday Present for Jeffery by W_E_Sinful,W_E_Sinful
Author’s Note: All sexually active characters in this work of fiction are 18 years or older.

“Hello, Dream Makers,” Cindy said, answering the call.

“Yes, I’d like to hire an escort for the next two nights,” Megan replied. “Can you provide a female for that, and how much would it cost? I saw hourly and overnight listings on your website, but no longer.”

“Yes, we have girls who can provide overnights, but I’ll have to check availability to see who I could provide. Could you give me a better idea of what you’re looking for?”

“I’m looking for a girl for what I believe you call… full service… for my husband and me,” Megan said after some hesitation.

“She needs to be willing to spend Friday night, all day Saturday, Saturday night, and Sunday morning with us. We will provide all her meals. If possible, I would also like her to be in her early twenties with some experience and maturity but look young for her age. I definitely don’t want an immature eighteen-year-old.”

“I’ve several girls who fit your description. But first, let me check availability, and I’ll call you back.”

Cindy felt Addison would be a perfect match. Addison and her friend Val had plenty of experience working at the agency, putting themselves through college. Val had since quit working to marry a guy she met in college. A big joke at the agency, as he thought, she was a virgin on their wedding night. However, Addison still worked occasionally, even after getting an accountant job. She enjoyed the extra money… and the sexual benefits of turning a trick. Her co-workers at the accounting firm always wondered how she could afford fancy new cars and frequent vacations on a young accountant’s salary.

When Cindy called, Addison readily agreed. An entire weekend would command a high price. Addison told Cindy how much she wanted and that she could be available as early as 5:00 Friday evening.

“Hello Megan, this is Cindy of Dream Makers,” she said over the phone. “I contacted my first choice, Addison, and she is available. I think she is just what you are looking for. She is 24 and very petite, making her look much younger than she really is. She also is very mature and has a college degree. She is not listed on our website because she does not work full-time. We only use her for our special clients. If you’re interested, I can send you a text message with photos and her fee.”

After seeing her photos, Megan readily agreed and asked to meet at 5:00 on Friday.

When Addison entered the hotel lobby, she got a double-take from Noah, the manager at the registration desk. It was not Addison’s revealing low-cut red mini dress that zipped up the front, or her spiked stiletto heels, that caught his attention. Noah knew she was an escort. In fact, they were on a first-name basis. The small travel bag she had brought was what caught his eye, as she must be going to a top-dollar overnight client.

Precisely at five, a relaxed Addison knocked on the door of room 451 on the fourth floor. Her contact was a woman named Megan. She was always more at ease when another female was involved, as there was less risk or vice of a violent weirdo.

Megan opened the door and invited her in. She was a curvy hot blond in her early thirties. Boy, this is going to be fun, Addison thought to herself, not some over-the-hill couple. She appeared to be alone, though, and Addison wondered what the guy was like, as they completed the financials.

“Okay, I’m yours for the next 48 hours. How do you want to begin?” Addison asked, unsure what to do next. As they were alone in the room, Addison thought maybe a guy wouldn’t be involved. Okay, with her, Megan was hot.

“Well, first off, I fibbed a little,” Megan said. “You are not here for either my husband or me. My husband is a successful business owner in Boston, and sometimes I think he is married more to his business than he is to me. Right now, Jeffery’s dad is probably in his office going over sales reports or something like that. However, I cannot complain. He is a good man and treats us well. He just does not have much time for his son or me. I knew what to expect when marrying an older man with money three years ago, so I accepted it. I do not have to work or do house chores. About the only thing I have to do is go to social gatherings and take care of his son Jeffery.”

“Jeffery is why I’m here right now. Jeffery wanted to go to the theme parks in Orlando and get the latest Z3000 gaming system for his birthday. Sadly, his dad does not seem to have time for his son, so he had me buy him the game system and also wanted me to bring him down to the parks.

I also wanted to give Jeffery a present. I thought about what I would give him. At first, I had a hard time deciding. A toy or a game seemed immature for a young man that just turned 18. Then again, Jeffery is immature for his age, has no female friends, and has never dated a girl. That’s when I decided on what to get him a… girl. So, you are going to be my present… to him.”

Shit! This cannot be happening. Addison thought to herself.

“So, Jeffery’s… a virgin?” Addison asked her with a shocked look.

“I suspect so. But after this weekend, I want YOU to make sure… he is… NOT.”

“So, is he in the room next door?”

“No. Originally, Jeffery and I were booked in adjacent nonsmoking rooms on the second floor. Then after calling Dream Makers and getting your name, I told Jeffery my distant cousin, Addison, would be joining us tonight and staying in my room. Then the three of us would go to the parks together in the morning. Later, I pretended you called again and needed a smoking room. I then called the front desk and asked to be moved to a smoking room, and they put me here. That way, you and Jeffery will have more privacy.”

“So, what do you want me to do now, Megan?” Addison said, not knowing what to do next. Her head was spinning with different thoughts. She had been with some weird clients before, but nothing like this. A VIRGIN, WOW!

“We are going to meet Jeffery in the Hotel restaurant at 6:00. Oh, I also bought a gift for you to give him. It is a game for his new Z3000 system, and he brought the system with him and is probably playing it down in his room right now.” Megan then handed Addison a gift-wrapped box in a decorative gift bag.

“Boy, you thought of everything, Megan!”

Addison was unsure how she would pull this off and feared this kid would be some scrawny zit-face nerd. However, he could not be as bad as the old farts she had to do in the past.

When they got to the restaurant, Jeffery was already there.

To Addison’s surprise, he was kind of cute, if not downright handsome. One problem down!

As Megan made introductions, Addison remembered the time when she lost her virginity in high school. The boy was a virgin, too, making them both inexperienced. They also had to make it a quickie in the woods behind the school, so they wouldn’t get caught. Her first time was not the most romantic experience and not very pleasurable. But this time, she would have a private room, bed, and all weekend. She also knew better what to do. She was not only going to make this an enjoyable first-time experience for Jeffery but to enjoy it herself, to the max.

“Here, Jeff, I brought you a gift,” Addison said, handing him the game. “You don’t mind if I call you, Jeff?”

“No, I guess not,” Jeff said as he opened the gift. “My parents and friends usually call me Jeffery, though.”

“I like Jeff better,” Addison said. “It’s a more proper name for a mature and handsome guy who is 18 years old.”

“Great game, you got me, Addison. Thank you. I cannot wait to play it. But unfortunately, it’s a two-player game, so I’ll have to wait until I get back home to play it with my friend Ronnie.”

“Jeff, maybe Addison will go to your room after we eat to play the game with you?” Megan said.

“I’d love to do that,” Addison said, taking a cue on where this was going. “I’ve been begging my parents for the Z3000 system.”

Jeff reluctantly agreed.

Megan had thought of everything. Although now it was up to Addison to bring him home. A task Addison was starting to feel would not be too difficult as he kept staring at her boobs.

“Excuse me while I use the lady’s room,” Addison said. She was already wearing a low-cut mini skirt that zipped up in the front and showed plenty of cleavage. In the restroom, Addison removed her bra. When she zipped her dress back up, she left the zipper down further so she would tempt him with even more of her boobs. That had the effect Addison desired, as she caught him staring several times at her almost fully exposed tits.

When they finished their meals, Megan paid and excused herself, saying the flight down had worn her out and she wanted to call it an early night.

“I feel a little sleepy, too,” Jeff said.

Addison grabbed Jeff by the arm because Jeff appeared to be getting cold feet. “It’s only seven, Jeff. Come on, I can’t wait to play that game with you,” she said.

As they walked to his room, Addison kept thinking about how she should proceed when she got there. Should she start playing the game and flirt with him, hoping he will make the first move, or use a more direct approach? Since he had never made a move on a girl before, Addison decided a more direct approach would be needed. Besides, he was a guy. A virgin or not, she knew a guy’s animal instincts would always take over when presented with the clear opportunity for some pussy.

As soon as they entered the room, Jeff turned on the T.V. and inserted the game. Without saying much, Jeff sat on the bed and started to go through the game instructions.

“Mind if I get comfortable and get out of these high heels, Jeff. They’re killing my feet,” Addison said as she sat in a chair directly in front of him.

Sitting in a very unladylike fashion, Addison put her left foot on her right knee to remove the stiletto. This caused her short skirt to rise above her panties. She then scooted her butt slightly forward to give him an even better view as she pretended to struggle with the strap. This caused her panties to pull tight to her crotch, displaying plenty of camel toe.

Looking out the corner of her eye, she could tell Jeff was watching. She then switched to the other foot. After getting the shoe off, she continued rubbing her foot, giving him an extra long show. It looked as if his eyes were tracing every ridge her pussy lips made under the silky film of her panties.

“You’re staring at my crotch,” she said, putting one leg down but keeping her knees spread apart, so he could still view her panty-covered twat.

“I’m sorry,” he said, looking away.

“Don’t be sorry. I wanted you to look.”

Boy, he was playing hard to get, but she saw a rising bulge in his pants.

She stood up directly in front of him and caressed her tits.

“I saw you were looking at my tits in the restaurant, and I know you want to see more.” She said, slowly pulling the front zipper down.

Jeff was in shock as his mouth hung open. Was she going to show him her tits, he thought? Little did he know Addison was planning that and much, much more.

As she pulled the zipper down, his eyes followed in a fixed stare. Having removed her bra in the restroom, he had an unobstructed view of an ever-increasing cleavage. Even for the inexperienced Jeff, he could tell she was not wearing a bra.

Addison continued to tease him ever so slowly. Jeff felt it took an eternity for the zipper to reach her stomach. His eyes never flinched. Soon he could see the white lace around the top of her pink panties.

Finally, the zipper was all the way down, and the front of her dress parted. It parted about six inches but still covered her nipples. The dress hung loosely from her shoulders, held up only by the two thin straps.

His eyes feasted on the flesh between her breasts and roamed down to her crotch and backup. He did not say a word as she slowly scooched the straps to the outer edges of her shoulders.

Addison was enjoying teasing him. He sat motionless and quiet. You could have heard a pin drop as he waited for the dress to drop, and Addison could see he had a raging hard going on in his pants.

One more scooch of the straps… plop, and the dress hit the floor.

Now Addison was standing in front of him, in just her panties. Jeff sat motionless with his eyes fixed on her fully exposed boobs.”

“Have never seen a girl’s boobies in the flesh?” Addison asked him as she caressed her soft fleshy boobs.

“Aw… Aw.” He mumbled.

“Be honest.”

“No,” he said softly.

“Here, you want a closer look?” Addison said.

Without waiting for a reply, she moved within inches of his face. Finally, Jeff took the initiative and clumsily caressed her left boob.

Soon he was sucking on the boob, letting his tongue swirl around her hard nipple. Addison pulled his face tight with her boobs and then leaned forward, pushing him back onto the bed. How she was straddling his hips as he embraced her while continuing to suck her boobs. Scooting back a bit, Addison could feel the enormous bulge in his jeans pushing against her crotch.

After letting Jeff feast on her boobs for several minutes, Addison pushed herself away from his hold.

“You need to get a little more comfortable,” Addison said as she sat up and slid her hands under his T-shirt. Her hands glided along his smooth hairless chest, raising his shirt up before pulling it over his head. Although Addison was Jeff’s birthday present, she also had a gift to unwrap.

Addison stood up and demanded Jeff do the same. “Now, let’s see what present awaits me under here,” Addison said as she reached for the bulge in his pants. Addison then proceeded to unbuckle his belt. Grabbing both the top of his jeans and the elastic band of his shorts, she tugged them down together. Jeff did not say a word, and he was wide-eyed with an expression suggesting he could believe this was happening to him. He kept thinking about how girls never paid him any attention and how he was too shy to approach them. But right now, this hot chick is almost naked, and it did not look like she was going to stop there!

Soon his rigid dick popped free and waved about.

“Oh! What a magnificent big dick!” Addison exclaimed as she grasped it and lightly stroked and examined it. Addison had fucked much bigger dicks, but she was not about to tell him his dick was only average in size. After all, it was her job not only to stroke his dick but his ego as well.

“Umm…” Addison hummed as she slowly leaned down towards his throbbing member.

Was she going to suck his dick! Jeff thought? Before he could think another thought, his eyes almost popped out from the sensation of her warm mouth engulfing his dick. As she sucked, his throbbing dick seemed to grow another inch or two.

Addison soon stopped and pulled his dick from her mouth while still grasping his dick at its base. “More of this latter. I don’t want you to shoot your load yet. When you come, I want to have your dick deep in my pussy and feel your warm cum shoot inside me.

If there had any doubt in Jeff’s mind about what his future held, it had been erased. Jeff was quiet as Addison proceeded to pull his jeans the rest of the way off. Now Jeff was standing in front of her completely naked, with his rigid member sticking up straight.

“I guess it’s time for me to remove my panties?” Addison said as she backed away. She was standing directly in front of him, her feet spread slightly. Addison was turned on herself, as she had a spreading wet spot in the crotch of her panties.

“You do want me to take them off?”

Jeff did not answer, he just slowly nodded his head as his mouth hung open, and his eyes were riveted on her crotch.

“I will take that as a yes, which is good. Because you caused my pussy to get all wet in anticipation of having that big cock of yours deep inside me.” Addison said as she ran her fingers across the spreading damp patch in her panties.

Addison then hooked her thumbs under the elastic band of her panties and slowly tugged them down. At first, Jeff saw nothing of her hairless snatch, and finally, the hood protecting her clit came into view. Addison stopped and wiggled her hips as if to struggle as the top of her fuck slit came into view.

Addison continued to tug down, and soon he had a full view as the panties fell to her knees. Jeff’s eyes did not blink as he examined her throbbing pussy. Jeff was now looking at a pussy in the flesh for the first time, not some picture.

Stepping out of her panties, Addis asked. “Do you like it?” Addison said as she ran a finger through her slit, spreading her lips slightly.

“Yea,” Jeff said, finally making an intelligible comment.

“Don’t be shy. Take a good look,” Addison said as she moved closer to him and put one foot up on the bed. She then spread her glistening wet pussy lips and rubbed her clit with a free finger.

Addison’s open pussy, with its pink inner folds, was within inches of Jeff’s face as he slowly reached up to touch her gash.

“Go ahead. You can slide a finger into my wet pussy.”

Jeff slowly dipped one finger into Addison’s hungry pussy and felt her slicked walls and soft lips. He continued to touch with light soft touches as if he was caressing the peddles of a delicate rose.

“Do it harder,” Addison moaned and pushed her hips towards Jeff’s probing finger.

“You really have never had the opportunity to explore a girl’s body, have you?”

Jeff was too embarrassed to answer.

“Let me give you an opportunity,” she said as she put her leg down.

Jeff still kept his hand firmly planted on her pussy.

“There will be plenty more time for that,” she said, gently pushing his hand away.

Addison then crawled to the middle of the bed and laid face down, her legs slightly apart.

“I want you to give me a light touch massage. Start with my backside at my feet. Let your hands explore any part of my body you want as you work your way up my body. No part is off-limits,” she said, spreading her legs further apart.

Jeff needed no more instruction as he started to massage her feet. Jeff’s dick was throbbing at the thought of fucking Addison. He knew she would let him fuck her, but how long would she make him wait?

Addison was determined to keep control of Jeff’s devirginization and wanted to stretch out foreplay as long as possible. She knew that once his virgin dick entered her pussy, it would be all over in seconds. Besides getting a light touch, a massage would be erotic.

Jeff moved quickly. Soon, he was at her thighs. As he moved up the right leg, he let his fingers explore closer and closer to her crotch. Finally, his fingers found her warm wet gash. Addison thrust her butt up to give him better access as he inserted two fingers into her fuck hole. After massaging her pussy for a while, he began to explore her ass cheeks, first rubbing them and then pulling the cheeks apart to view her butt hole.

“Don’t forget my back and shoulders,” Addison said after she felt he had explored her butt to his satisfaction. “After that, I’ll flip, and you can do my front side.”

At first, Jeff clumsily tried to massage her shoulders. It was not so much that he was shy at this point, and he simply did not know how to give a massage. Being off to her side was an awkward position, and he decided to straddle her butt, placing a knee on either side.

This worked much better. It also caused Jeff’s dick to lay in the crack between her ass cheeks. It didn’t take Jeff long to realize the advantages of this, as he soon scooched down a bit, so his ball sack was below, the curve of her ass, and his hard dick laid right in the warm crevice. His dick started to slide up and down as he massaged her shoulders.

“That big dick of yours feels good sliding between my cheeks,” Addison said. “But make sure you don’t shoot your load over my back. I want you to save it for my pussy later!” Jeff wanted to wait for that, too and stopped immediately.

“Have you explored my backside enough? If so, are you ready for me to flip over?” That was a dumb question. Jeff’s dick was throbbing!

Jeff immediately got off her butt, and Addison started to roll over. “Kiss me first,” she said before completely laying back down.

This was something Jeff was not experienced in either. His eyes widened when her tongue darted into his mouth.

“Not bad for a beginner,” Addison said after the kiss. “We will have to practice more of that later!”

“Start at the top,” she said, pointing at her boobs with a finger on each hand. “Then, work your way down.”

Jeff grabbed a tit with each hand and massaged the soft mounds as he let his thumbs play with the rubbery nipples.

“You can also use your mouth and tongue,” she instructed. “However you must use your tongue when you get to my pussy.”

Jeff bent down at her side to suck and lick her left nipple as instructed while he used his left hand to massage her other boob. Addison then used her right arm to hold his head firmly against the boob as she used her other to move his free hand to her crotch.

Jeff immediately let his fingers curl into her wet gash as his thumb massaged her hard nub.

“Awww… That’s better,” Addison moaned as she reached under Jeff’s crouched body to grab his stiff member. Her hand could feel pre-cum covering the tip of his dick as she slowly jacked it.

After sucking on her left nipple for a while, Jeff moved over to the right. Using a series of small kisses, he went down the side of her boob until he reached her cleavage. He slowly proceeded to her right tit until reaching its nipple.

“Use a series of kisses like that, down my belly, all the way to my pussy.” Addison moaned.

Jeff did as he was directed, and soon his lips were at her bare pubic mound. He still had his right hand on her pussy, with two fingers up inside her, imagining what it would feel like to have his dick there instead.

Addison spread her legs wide apart to give him better access.

“Continue kissing further down. Put your tongue where your fingers are,” Addison said in a low voice as she gave him a gentle nudge to crawl between her welcoming legs.

As instructed, he kissed the hood of her clit. Still using his hands, Jeff gently pulled her lips apart so he could examine her pink inner pussy. He had seen photographs of guys eating a girl’s pussy. But naked pictures of women were nowhere close to conveying the erotic sensations his senses were experiencing. Her feminine aroma, wetness, and warmth were causing his dick to throb even more as he gingerly licked her outer lips. Soon he slowly let his tongue probe her warm inner tunnel.

“Oooh, yes, eat me all up. Push your hot tongue in my cunt!”

Jeff licked away in total abandon. He loved the smell of her musky, sweet pussy and the taste of her gushing twat cream that flowed from her pulsating cunt hole. He stuck his whole face into her pussy, smearing the juices of her moist snatch all over his face.

“Pay attention to my clitty as well,” Addison said as she touched her love button, poking out from the pearly pink folds of her pussy lips.

Jeff withdrew his tongue, and as he did, he licked up across Addison’s swollen clit.

“Keep doing that,” Addison moaned.

Jeff stuck his tongue back in and repeated licking her clit several more times as his face became coated with her juices.

Addison could feel an orgasm building. Suddenly, Addison lurched and rammed his face as hard as she could into her pussy, as her fuck tunnel clamped down on his probing tongue.

“Aww… awww … awwww … I’m coming!” As Jeff held on tight, Addison screamed as her body convulsed in an intense orgasm.

“Don’t stop… Don’t stop!” Addison screamed as tremors of erotic euphoria swept through her body.

Jeff continued to lick and suck on her clit as her pussy juice ran down between her ass cheeks and dripped onto the bed. No sooner than the orgasm began to subside, she could feel a second one starting to build. Addison pulled his face tightly into her crotch again, and this one hit even harder than the first.

Addison was panting in exhaustion as she pulled him up by his shoulders to give him a wet kiss. He lay prone on top of her as they kissed, tasting her own pussy juices on his lips.

“Mmmm… that was great,” she said. “Now roll over on your back. I think it’s time for me to get you off.”

Addison knew he would blow his load in seconds as soon as his virgin dick entered her, and she decided to take him cowgirl style. That way, Addison would have some control and maybe make him last ten instead of five seconds.

She also wanted to take him bareback, so she could feel his warm cum shoot inside her cunt. She figured he did not have any diseases since he was a virgin. Besides, she had him all weekend, and there were not enough condoms in all of Florida for the fucking he would want to do.

“Oh, poor horny boy, you’ve got pre-cum oozing from your piss hole,” she said, inspecting his dick, and then she licked the tip clean like a kid licking an ice cream cone.

“Are you ready to stick this big guy in my pussy?” She said, wiggling it about.

“Yea,” was all Jeff could say. His heart was pounding so loud that Addison could hear it.

As Addison admired his dick, she lightly cupped his ball in her hand. She licked the dick’s underside before sucking it into her mouth. She could feel his dick pulse and twitch as she let out a satisfying “umm.” She nibbled at his balls while holding his shaft firm before giving his dick another quick lick.

“Yummy, what a wonderful big dick you have,” she said as she got to her knees and straddled his hips while firmly grasping his dick with one hand. She looked back and hooked her feet over his thighs to make it more difficult for him to lift up his hips.

Addison wiggled the tip of his throbbing dick across her cunt lips as she watched Jeff’s face. He seemed to be holding his breath in anticipation as he stared directly into her eyes. He could feel the tip of his dick parting her lips, which were wet and puffy, dripping in anticipation.

Addison lowered herself halfway down on his impaling dick and stopped. His eyes widened, and then she sank all the way, fully embedding his dick in her warm tunnel. Jeff’s eyes went from wide open to nearly popping out.

Jeff instinctively grabbed Addison by the hips and tried to pump them up and down.

“Stop!” Addison commanded as she put her whole weight on him, impaling his cock deep into her twat. “Let me do the work. First, I want to enjoy the sensation of your big dick filling me up.”

Addison sat still for a few seconds as she enjoyed the fullness of her pussy before slowly rocking her hips back and forth slightly. Then she rose up, almost causing his dick to become disengaged from her pussy, before little by little, settling back down on his cock again. Addison repeated slowly, fucking up and down for several more strokes. It was all Jeff could take as his first orgasm in a real pussy erupted, sending hot jets of cum into Addison’s pussy.

Addison continued sliding up and down his shaft as her pussy milked his balls dry. Her pussy was overflowing with his cum as it squished out at the base of his dick.

“How does it feel not being a virgin anymore?”

“It sure beats jacking off!”

“Well, this weekend, there will be no jacking off! I want you to use the big dick of yours on me anytime you feel the urge. Do you understand?” She said, with his withering dick still inside her.

“Yes, Mam,” Jeff replied as if he had become her obedient slave. He would do anything for another chance to fuck her.

“Good, now let’s get you cleaned up.” She said, lifting herself up, off his dick. Jeff’s cum covered limp dick slid out of her pussy and plopped on his belly, followed by several globs of Jeff’s cum.

Jeff looked at the cum covered mess on his stomach and was unsure what to do.

“Don’t worry about that,” Addison commanded again. “I’ll take care of it.”

Addison then crawled between his legs and sucked his fuck fuck juice-covered dick into her mouth. Addison continued to lick and suck his dick clean. He had come so much that their juices had run down between his nut sack and thighs. She got that too. As she did, more juices dripped from her cunt onto the bed. Room service would have to clean that up.

It did not take much of this licking and sucking before Jeff’s dick began to rise again.

“It looks like your big boy liked fucking. It is about ready for another round,” Addison said before sucking his dick, deep down, in her throat, causing him to recover quickly, to fucking hardness.

Addison then mounted him a second time. This time she knew he would last longer, and she would be able to get herself off. Her sloppy twat was still full of cum, and he slid in easily.

First, she began slowly, then picked up the tempo until they were both fucking like wild animals. Addison would raise herself almost all the way off his dick the slam down, causing her ass cheeks to smack into his up-thrusting thighs. With each thrust, Addison could feel his dick prod her womb. Soon her breathing was keeping tempo with their thrusting, and she began to sweat profusely. Sweat ran down the valley between her boobs and off her erect nipples onto Jeff’s belly.

It was not long before Addison could feel her orgasm build as she fell forward and lay prone on top of him. She hugged him, firmly pressing the hard nipples of her youthful tits into his chest. Her mouth searched out his. They kissed and hugged each other as they both came together. Her pussy squeezed down tightly on his spasming dick as Jeff pumped a second load of hot cum into her womb, only 15 minutes after his first fuck ever.

Addison rolled off Jeff and laid beside him, both out of breath. Both rested for a few seconds, absorbing what just happened as Jeff’s cum oozed out of Addison’s twat.

“Wow, this has been awesome! Thank you for making my first time one to remember forever.”

“No, thank you, or should I say thank you,” Addison said as she patted his wet dick.

“Unfortunately, Addison, it’s getting late. You better get back to Megan’s room, or she will start asking questions about what we have been doing.”

“Jeff, I’ll text her and say the game was great, and we will pull an all-nighter playing. I bet she will understand, and I won’t tell her the game is not what I will be playing with,” she said, rolling on her side to kiss him as she jacked his cock with her hand. Jeff’s dick rumbled at the thought.

Addison sent Megan the text: “The deed is done. I will see you in the morning.”

They fucked a dozen more times that night, in a different position each time, falling asleep exhausted in their own fuck juices.

***

Addison had to relieve Jeff of morning-wood with a quick fuck before they showered in the morning. And as she was showered, Jeff had a newfound confidence and asked to fuck her again in the shower.

Jeff was being assertive, but not aggressive, as he asked permission. Addison was enjoying the sex almost as much as Jeff was. He did not know she was a paid escort and treated her with more respect than she typically received. It was as if he was with a new boyfriend, and they were just starting to have sex.

Because of their early-morning escapades, they were a little late in meeting Megan for breakfast.

“Good morning Megan. Sorry, we are running late, but we had some business to take care of.” Addison said, greeting her cheerfully as Jeff and she took the seats across from Megan in the restaurant. Jeff just looked down, avoiding eye contact with Megan.

“Did you two have a good night last night?” Megan asked,

“That game was awesome! We played it all night long,” Jeff lied.

“We had time for some other things as well,” Addison said as she snuck a quick grope of Jeff’s crotch under the table.

Jeff’s face immediately got red as he batted Addison’s hand away. “Aw… we also talked about our schools,” Jeff said, lying again.

“I see,” Megan said with a smirky smile.

After finishing their breakfasts, they got ready to go to a theme park. In picking out her clothes, Addison went for the slutty look, choosing tight-fitting low-cut shorts that revealed plenty of ass cheek and a bikini top.

As typical, the park lines were long, and Addison teased Jeff while they were in the long lines. Frequently she would stand close behind him and press her tits into his back, which gave Jeff the slight rise she intended. A bulge could be seen growing in his shorts. The embarrassed Jeff tried to stop her teasing by having her stand in front of him. But that only made it worse. Addison would keep backing into his bulging crotch with her ass and even snuck a quick grope a couple of times.

“Stop that,” Jeff whispered into her ear. “You’re giving me a boner, and I think Megan just saw it.”

“That was my intent, silly. Follow me. I’ve got a solution for that.”

“Excuse us, Megan,” Addison said. “There is no line at the Ferris wheel, and Jeff and I have to take care of something.”

“What? … How?” The naive Jeff stammered.

“Just follow me.”

At the Ferris wheel, Addison held back so they would be last to load. That way, it would start spinning soon after they got on, and they would also be last off. As the ride ended, she knew the wheel would make several stops, letting those on first, off first, and their car would be the final car to unload.

As soon as the Ferris wheel started, moving Addison pulled down his fly, stuck her hand in, and grabbed his cock.

“What are you doing? People will see you,” Jeff said.

“Da, I’m jacking your dick, is what I’m doing. Use your hat to cover up.”

Addison pulled his dick out through his fly, as Jeff immediately did as told, and covered himself with his hat. It did not take until he was rock hard. In fact, he got hard too quick, and she had to slow down. She did not want him to shoot until the end of the ride. The ride seemed like an eternity for Jeff, as he needed to come bad. Every time Addison sensed he was ready to shoot, she stopped.

Eventually, the ride ended and began its start-stop sequence letting the first boarders disembark. When the wheel was half-unloaded, their car was at the top, and no one was above them or in the cars behind. Addison quickly pushed the hat aside and lurched down to suck his throbbing cock into her mouth.

“Shit! Oh, shit!” Jeff screamed, caught off guard, but fortunately, the noise from the crowds of people below drowned his screams out.

Jeff’s eyes bulged out as Addison sucked down hard. Addison bobbed up and down on his dick, fucking it with her mouth. The Ferris wheel indexed forward one position to offload the next group causing the cars to swing. Addison continued to suck hard as they rocked back and forth. Addison paused to lick the underside of his dick, then immediately went back down on his throbbing shaft, causing them to swing even more. Addison sucked hard as she resumed fucking up and down with her mouth.

It did not take long before Jeff could feel his orgasm build. “Ah… Ahh… Ahhh!” Jeff wailed as his dick began to spasm, shooting hours of pent-up cum from his balls as jets of hot cum sprayed into Addison’s mouth. She sucked down every spurt. The car indexed another position. When Jeff finished, Addison raised up. Using the back of her hand, she wiped a small amount of cum that had escaped from the corners of her mouth.

“Feel better, Jeff?”

“Hell yea. Do you think anyone knew what you were doing?” He said, stuffing his saliva-coated dick back into his shorts.

Megan was waiting for them at the ride exit.

“Sorry, Megan,” Addison said. “Jeff had a problem I had to fix, he should be good for a while.”

Megan took a quick glance at Jeff’s crotch. The bulge was gone, and she gave Addison a wink and smile.

“Are you okay, Jeffery?” Megan asked him, trying to sound concerned. “Do you need to go back to the hotel? We could call it an early day.”

“Yea… yea… that would be great. I guess relaxing and playing my video game would be good.”

“I’m sure it would,” Megan said with a smile.

As soon as the door shut, after entering Jeff’s room, Addison wasted no time and started ripping her clothes off. Jeff just stood in a trance as he watched the succulent Addison strip. She looked like a goddess to him. Less than 24 hours ago, he was a virgin. Until yesterday, he had never seen a nude female in the flesh, not to mention getting to fuck a girl. He kept thinking; why had he been so shy and why had he waited so long.

“What are you looking at?” No need for him to answer. She knew the answer and enjoyed the attention as her boobs popped free from her top.

“Get out of those clothes, tiger,” she said, retrieving a small tube of lube from her bag. “Or do you want to play your video game?”

“Oh, yeah, right. I did not mean to stare, as I just can’t believe this weekend is happening with such a beautiful girl like you,” he said, quickly stripping out of his clothes.

“You can lay those sexy eyes on me all you want, and thank you for some damn good screwing. It’s been my pleasure to teach a virgin boy about sex, and a hottie at that,” she said, giving his already stiff dick a wiggle.

“Now I think it’s time I teach you about fucking a girl in the ass,” she said. I assume you have seen porn with the guys doing that.”

“Well, yea,” Jeff’s responded.

“And I assume you would like to try that as well?”

“well… yea.”

“First, we got to lube you up,” she said, squirting a generous amount of lube on his dick and jacking him a couple of times to spread it around. She climbed into the middle of the bed, on all fours, with her ass sticking out.

“Now, you need to get me ready. Get behind me and start licking my pussy from behind.”

With his greased dick waging like a puppy dog’s tail, Jeff eagerly did as commanded. He had seen anal on porn sites but had been afraid to ask Addison if he could try it.

“Now, start making long licks, from my pussy, all the way to my asshole.”

“Ohhh, that’s it. Lick my cunt juices all the way back to my ass.”

“Now, stick your tongue up my ass.”

“Aww, that’s it. Gently spread my cheeks, so you can get your tongue further in. Yes, fuck in and out of my ass with your tongue. Oh shit, oh shit, that’s it.”

“Damn, that feels good. I think I’m ready for you to enter me. Position that fuck tool of yours at my ass hole and push forward slowly,” Addison was more than ready as pussy cream and saliva dripped from both her holes.

Addison relaxed her butt in anticipation. When doing anal, many guys try to ram their dick into her butt hard and fast without enough lubrication. She wanted to teach this newbie how to treat a girl with respect, especially a girl offering to let him fuck her in the ass. Respect was something she didn’t always get being a call girl.

Jeff positioned the head of his dick at the tightly closed rectum. At first, it resisted his entrance. Then slowly, her asshole opened, and he slid a little.

“Aww… awww… keep pushing,” Addison said.

Soon his dick started to slide in a little easier. It wasn’t long before he was halfway. Further and further, he thrust until he was balls deep.”

“Damn, that feels good,” Addison said after the initial pain passed. “Now, start fucking in and out.”

At first, Jeff started out slowly. Soon he was holding on to her hips and was pounding her ass like a pro. Soon they were their hips in unison. Addison would thrust backward just as he slammed forwards, maximizing penetration. Addison reached back to massage her clit and stuck a couple of fingers in her dripping pussy as they fucked wildly. Despite the tightness of her ass, Jeff was learning to control his orgasm as he fucked for several minutes.

“Shit, your ass is tight. It feels so good, but I don’t think I’ll be able to last long,” Jeff said.