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When Love Comes To Town

Category: Anal Sex
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Aileen had always been an adventurous girl, even with her religious upbringing. Her parents had encouraged her to participate in extra curricular activities, such as girl scouts, sports, and even the international student exchange program. And it was in Spain that she’d met Tadeo. The handsome college boy had been so taken with the lovely American redhead; he told his family that he intended to marry her.

Aileen’s host family knew Tadeo’s family and had delighted in having him over to their house for dinner. The couple drove down the coast and admired the boats on the water, went to art galleries and even an amusement park. Tadeo was very respectful of the fact that Aileen was young and somewhat unsupervised in a foreign country. They held hands everywhere they went, but he pushed the issue no further. She was the perfect height for kissing, only three inches shorter than his own six feet, but he tried to kiss her as innocently as he could manage, hoping to stave off his own raging desire for her. He longed to be lost in her curtain of long red hair, in her bright green eyes. He even thought her freckles were sexy. They spent four short weeks seeing each other, scheduling their dates around each of their classes, before she had to go back home. Throughout the rest of Aileen’s junior year, they exchanged emails and cards, love notes and photos. Tadeo called her once a week, just to hear her voice and remind her that he was still deeply in love with her. Aileen’s parents were cautious of her long distance relationship with the older Spanish boy, but they trusted Aileen to live by the morals that they had taught her.

Two months before the end of her senior year of high school, Aileen had turned eighteen. She had boldly invited Tadeo to come to the United States for the summer to celebrate her birthday and graduation with her. All the arrangements had been made, passports and visas were acquired and she’d squirreled away almost all of her pay from babysitting so that she could take the summer off completely. She intended to devote every moment to reacquainting herself with her boyfriend of nearly two years.

“Tadeo! Kiss me, you gorgeous man!” she’d squealed when she saw him come down the ramp. She felt tingles in places she mostly tried to ignore, just from looking at her Spanish love. He was typically tall, dark and handsome. His curly black hair was almost to his shoulders and the t-shirt he wore was tucked into his jeans tightly, showing off his wide shoulders and slim waist. She jumped into his arms and wrapped her legs around him. He caught her easily and quickly gave into her demand for a kiss. They shared their most passionate one to date, with the onlookers smiling at the display. One even snapped a photo of their embrace.

“I missed you too, Aileen. Sometimes I thought I must have dreamed you. I can’t believe we are finally together again.”

The young couple seemed to float over to the baggage claim, buoyed by their reunion. Tadeo listened with a grin as Aileen explained his agenda for the next 24 hours, which was to include meeting her parents for the first time and eating his first American pizza. He was caught up in her animated personality, and felt the jet lag ebb back to a manageable amount. As they walked, he let himself fall just a step behind so that he could admire Aileen moving and talking. She gestured almost wildly with her hands, emphasizing what she was saying. He couldn’t help but watch her heart shaped ass move beneath the snug jean shorts. That heart happened to sit atop two of the loveliest, shapely legs he’d ever seen. She walked with a natural grace that was sexier than any airs she could have tried to put on. His young lady was a beauty to behold and he took in his fill of her as they made their way to her car.

“I think maybe I brought too much luggage,” he said as he jammed his bags into her little red hatchback.

She started shoving at the bags as well. “You just have to put your back into it, Tadeo. Don’t tell me you’ve gotten weak since I last saw you! I mean you’re on the rowing team!” She giggled and helped him push the last of them in.

He caught her as she headed for the driver’s door. “Weak, huh? You think I have gotten weak?” Tadeo spun her around and kissed her, pressing his chest against the gentle swell of her young flesh. He imagined how those small, perfect breasts would feel in his hands when he finally got to touch them on their wedding night. He reminded himself that he would be asking her officially at some point during their summer together, after he spoke to her father.

She pressed her body into his and moaned lightly against his lips. Tadeo released Aileen and allowed the thought of asking her father for permission to marry her to soften the erection that was straining against his jeans. Being in such close proximity to his beautiful Aileen was proving even harder than it had been in Spain. Tadeo chided himself silently, knowing he had to get himself under control or face a long, horny summer.

“Pizza Pit?” he asked as they pulled into the parking lot of the local pie place.

“It’s really good! Best pizza in the entire Midwest! You’ll see.” She met him at the front of the car and took his hand. “Anyway, my parents are inside waiting to meet you. So wipe the snooty look off your face and enter the Pit with me.”

Her smile was infectious and Tadeo returned it as he let her lead him inside.

Meeting her parents went better than he’d expected. He noticed that her mother was the source of Aileen’s beautiful and fiery good looks. Her father seemed to have passed onto her a healthy sense of humor and a quick wit. They were excited to meet Tadeo and he soon felt that he’d been both welcomed and approved. The pizza was amazing, in spite of the unappetizing name of the restaurant and Tadeo polished off most of a large with everything. To his horror, he found his eyes starting to droop shortly after his belly was full and he kept excusing himself to go to the men’s room and splash some cold water on his face in an effort to stay awake and participate in the conversation. Aileen’s mother noticed the poor boy’s jet lag and instructed her to take him to her uncle’s house where he would be living for his summer visit. Tadeo fell asleep on the short trip there.

They passed the first two weeks of his visit taking in the sights nearby. They invented a silly game that Aileen called “Walk Me Home.” She would have him walk with her from her uncle’s house, three streets away from her own, and then insist on accompanying him back there. They often prolonged their goodbye for an hour or more that way. She simply could not get enough of him.

One night, Aileen’s cousin was sleeping over at her house and the conversation turned to Tadeo.

“He really is gorgeous, Leeny.” Michelle said. “If I didn’t have Jared, it might be dangerous for him to be spending the summer under the same roof with me,” she giggled.

Aileen whacked her with a pillow and laughed. “Stay away from my man, Chelly. He’s all mine!”

“So, have you?”

“Have I what?”

“Have you and Tadeo…?”

“No, of course not!” Aileen answered incredulously. “All we’ve done is kiss.”

“Wow, it’s nice that a boy in college would be happy with just kissing. I bet he’s had lots of lovers in Spain.”

“Three girls. That’s not many,” she murmured.

“More than Jared!”

For days afterward, she could not push that thought out of her mind. Aileen worried that she wasn’t giving Tadeo enough to maintain his interest. She was sure that he loved her and that she loved him. But was it enough? What if he thought she was too immature and repressed, waiting until she was married to lose her virginity? She had felt his hardness pressed against her on more than one occasion, seen the lust in his eyes. It was the same lust she felt for him. So she knew he was affected by her. He wanted her. And she was making him wait. He’d traveled all the way from Spain to be with her and she expected him to be happy with a few kisses. It weighed on her heavily.

Michelle suggested a camping trip the following week. She wanted to go camping with Jared and knew that her parents would have a fit if she didn’t take a family member. She asked Aileen, who accepted quickly. Tadeo was thrilled at the chance to get out of the city and get some fresh air and sunshine. Aileen’s parents loaned them their van to haul all of their camping gear and they loaded up enough supplies for the long weekend they planned to be gone.

The spot Jared found for them was gorgeous. It took them three trips to haul their gear to the sunlit clearing next to the waterfall-fed pool. As they trudged back on their third trip, they simultaneously dropped the equipment and kicked off their shoes, all of them sloshing into the cool water. They swam and splashed like children in their clothes. The boys soon tossed their shirts up on the bank. Tadeo took Aileen into his arms and held her against his bare chest. Even with the cool water on his skin, Aileen felt herself become heated with the contact.

When cooled, they all trudged up onto the bank to set up their equipment. Michelle and Jared looked at each other conspiratorially before grabbing their tent and heading for the other side of the pool.

“Chelly, where are you going? I thought we were going to camp together. That’s what I told Uncle Will!” Aileen followed behind her, leaving Tadeo unpacking their gear. “We were going to have a girls’ tent and a boys’ tent,” she hissed at her cousin. “I can’t sleep with Tadeo!”

“Go on,” Michelle called over her shoulder at Jared when she’d turned to face Aileen. “Look, Leeny. I love you. We’re more like sisters than cousins. But this weekend is not about s’mores and ghost stories. We aren’t in the girl scouts anymore. You aren’t going after a merit badge; you’re going after a man!” She gestured toward a hunched over Tadeo, his wet shorts clinging to his impressive backside. “And I’m going after one of my own! Jared and I have already had sex once. And my plan is to make it twice before I sleep tonight. If you tell Mom and Dad, I will never speak to you again!”

“You know I’m not going to tell! But I can’t do this! I can’t have sex with Tadeo. I’m not sure that I’m ready. And I really believe in the abstinence pledge I took…WE took.” She eyed her cousin accusingly. “You didn’t even tell me that you weren’t a virgin anymore.”

“You don’t have to have sex with him just because you’re sleeping in the same tent. You could just snuggle. But you’re worried. I can tell. You’re scared that he isn’t going to want to be with you anymore with no sex. So, now’s your chance. Have sex with him!”

“Not til I’m married!” she insisted.

“Ok, then let him have you the OTHER way.”

“What other way is there?” Michelle shook her head at her naive little cousin. “Well, there’s two OTHER ways that come to mind. There’s oral and anal. Take your pick. Maybe he’ll be happy with one of those.”

From across the water, Jared yelled, “Chelly! I’m setting up on top of this sharp rock if you don’t come tell me where you want the tent, babe!” His grin was visible at a distance.

“I have to go. No sharp rocks for me!” She took off at a jog.

Aileen couldn’t believe the circumstances she’d gotten herself into. Oral or anal? Were they somehow less than sex? Would she like either one? Would they hurt? Which one would Tadeo want? Her life had gotten very complicated and advanced all of a sudden and she was sure that she didn’t like that.

Tadeo had the tent all set up and was pounding in the last of the stakes. He’d put it under a big tree for shade. While he’d worked, he’d contemplated the situation that he was going to be in come nightfall. He would have to sleep in very close quarters with his young love and still find a way to respect her chastity. The long weekend stretched out in front of him like an endurance test. He was a strong man, but not made of stone. And Aileen was not getting any less enticing.

The girls cooked dinner over the open fire, utilizing their former Girl Scout skills. The night remained hot and somewhat humid. They did, indeed make s’mores and Jared passed out some wine coolers he’d procured from his parents’ refrigerator. Aileen mentally ticked off consuming alcohol on her list of sins she would possibly commit during their camp-out. Tadeo found himself a bit surprised to see her finish her bottle, but said nothing.

Jared began rubbing Michelle’s back and leaning over to kiss her shoulder as the fire crackled and the conversation waned. She sighed and smiled, leaning into his caress. Soon, she stood and took Jared’s hand. They bid Tadeo and Aileen goodnight and sauntered to their campsite.

“Well, I guess we’d better turn in too. I’m pretty tired.” Aileen said.

Tadeo prayed as they arranged the sleeping bags and blankets. It was a warm night, so they put all of the padding underneath them and lay down on top. Aileen curled away from Tadeo, her mind racing. He leaned over her and kissed her softly on the cheek and told her he loved her. He settled on his back and allowed the gentle sound of the waterfall to occupy his mind. He drifted off to sleep.

The moon was high in the sky when Aileen woke. Tadeo was startled by her movements.

“What’s wrong, Aileen?”

“Hot,” she sputtered. “I’m too hot. I’m having trouble breathing. I’m all sweaty. I’ve got to get out of here!” She unzipped the tent and bolted out of the flap. Tadeo followed right behind her.

The moon reflected on the pool of water and illuminated her panicked face. Tadeo took her hand but didn’t embrace her. He didn’t want to add to her already overheated condition. Her hair was soaked with sweat and her shirt clung to her wetly. The alcohol in the wine cooler had proved to be too much for her untried system and it was causing her temperature to rise.

“Aileen, go get into your bathing suit and let’s get into the water. It will help cool you down…”

“O…ok. Um, let me get it.”

He turned his back as she hid behind the tent to put on her bikini. It was a pale blue that glimmered in the moonlight when she rejoined him next to the pool. He’d already shed his t-shirt. The walked into the water together and Aileen sighed as its coolness started to bring down her temperature immediately.

“Feeling better?” he asked

“Yes, I’m starting to. I’m sorry about freaking out. I felt like I was on fire!”

“Do not worry. I won’t let you burn.” He took her into his arms and kissed her, making a lie out of his promise.

She wrapped her arms around him and kissed him, allowing his tongue access to her mouth and swirling her own around it. Her hands went to the back of his head and tangled into his jet black curls, melding their mouths even more firmly together. Through her swimsuit, Aileen’s taunt nipples poked against Tadeo’s bare chest and he felt his sex begin to stiffen and grow. He started to release her, but she quickly lifted her legs and wrapped them around his waist, aided by her buoyancy in the water. He gasped against her mouth and broke their kiss to look into her bright green eyes.

“Aileen, I love you. I have loved you I think since the day I met you. I also respect you. But you are making it very difficult for me to think. I don’t want to do anything we’ll regret.”

“I don’t want to have sex,” she said suddenly, but she didn’t unwrap her legs.

“I understand that, baby. I didn’t expect that. But you’re…your very…uh close. And I’m having a hard ti…I mean a difficult time thinking about anything other than sex. I can’t help wanting you. I’m sorry if that’s wrong.”

She put her fingers to his lips to stop him. “I don’t want to go all the way, but aren’t there other things we could do? You know,” she glanced away shyly. “that will still let me be a virgin?”

Tadeo felt his blood surging through his body, leaving his heart beating rapidly and making him feel lightheaded. “Many things but I don’t want you to do anything you don’t want to do.”

“Will you stop if I tell you to?”

“Instantly,” he promised.

She kissed him deeply and rubbed herself against the bulge in his shorts that was pressed so prominently against her wet sex. She heard him breathe deeply through his nose, and then he pulled away a bit. She dropped her legs from around him and let herself float backwards a little. Tadeo reached out and slowly brushed the backs of his fingers against the tight nipples poking out from their spandex confinement. She shuddered and moved closer. He worked his hand into her cup and reveled in the feel of her hard bud pushing into his palm. She shivered against him and then let him pull her top down. The breasts revealed to his hungry gaze were just as beautiful as he’d imagined. He bent and took one tip between his lips, sucking gently. Tadeo moved to its twin and suckled and her hands moved back to his hair.

“I don’t know what to do,” she whispered.

He rose and kissed her again before leading her closer to the bank. When they could touch the bottom with their feet, he gathered her, honeymoon style, in his arms and started walking in the water to a nearby flat rock that lay just below the surface of the water at a slight angle. They’d all taken turns jumping off its surface earlier in the day but he had other plans for it now. He picked her up, sitting her on the smooth stone. She was beautiful, dripping, her bikini top below her breasts. He bent and kissed the top of each thigh and then looked up into her eyes.

“What do you want, my Aileen? Tell me.”

She considered briefly how much she wanted him. The thought of having him inside her was so tempting. She wanted him to be her first and her only. But her convictions held her back from giving into temptation. Chelly seemed to loosely interpret the Bible’s teachings to mean that while vaginal sex was saved for marriage, anal sex was an available loop hole. Though she still felt it might be wrong, she didn’t want to take a chance on losing the man she was so in love with. And she needed to give him something of herself. It was a need stronger than she’d ever needed anything before. She took a deep breath.

“I want anal sex,” she said, determined. She knew it didn’t sound sexy or mature, but she held her head up, nonetheless.

“Have you done that before? I haven’t even done that before.”

“No, I haven’t. But I want to do it for you. I trust you, Tadeo. And I love you.”

“You don’t have to do that for me, Aileen. I know you want to be a virgin when you marry. You don’t have to give me a…consolation prize.”

She steeled her will once more. “Ok, fine. I want to do it WITH you. I really want to have sex with you, Tadeo. If you don’t do it WITH me soon, I’m going to forget that I’m a good girl and rape you when we get back to the tent!”

He couldn’t help but chuckle at the thought of her attacking him, of him having to fight her off. “Ok, I don’t want to be a victim here. If you’re sure, I’m willing to try it.”

“Ok, what should I do?”

“I think you should take off your bottoms and turn around. Is it ok if I look at you from behind?”

She hopped off the rock and turned shyly to remove the bikini. He saw her heart shaped butt in all its glory as the swimsuit fell away. His cock surged with renewed vigor and he had to take a couple of deep breaths. He reached out and softly caressed the firm globes of her pale rear. She erupted into goose-flesh as soon as he touched her. He grew bolder and cupped each cheek in his hands, squeezing and massaging them. Tadeo kissed her back and neck as he rubbed her. She relaxed slowly and then reached out with one hand and placed it on the rock for support. This bent her body slightly and Tadeo was entranced with the view. He took her other hand and placed it further ahead on the rock, bending her even more. She stretched, tipping her pelvis and from between her smooth thighs he saw the soft pink lips of her pussy as they blossomed into view. He grazed his fingers over them and she arched her back and gasped.

“Do you want me to stop, Aileen?”

“No.” Her voice was husky and she was trembling.

“Spread your legs.”

She parted her thighs further and shivered as her most intimate of places came into contact with the night air. She was so heated, even the warm night felt cool to her. His fingers caressed the outside of her lips slowly. Her clit swelled, poking out from between them and his fingers grazed over it. She cried out and pressed back for more. He rubbed a slow circle around it as his other hand parted her cheeks. The pink puckered rosebud looked inviting, even to a novice such as he. He teased it gently with his finger and then bent forward, closer.

She jumped as she felt his tongue wiggling against her little hole but had no inclination to stop him. Tadeo’s kiss felt wonderful and she moaned out loud at the pleasure. Encouraged, he pressed his tongue even more firmly against her. She tasted like lake water and musk, sweet and heady to him. He rubbed her clit a bit harder as he replaced his tongue with his finger. She clenched as he tried to gently push inside, but then he felt her relaxing for him and he worked the tip of his index finger inside.

She was molten hot inside and the muscles of her bud were squeezing his finger so tightly. Tadeo wanted to feel that squeeze around his aching cock, but willed himself to go slowly. He teased and rubbed her asshole, expanding and relaxing it with the tip of his finger and soon, his whole finger was engulfed in the steamy tunnel.

Aileen was moaning and arching her back, bracing hard against the rock as she pushed back against the welcome invader. He moved a bit faster, in and out. She relaxed and followed the rhythm, which he matched on her protruding clit. She felt her orgasm building and then, a slight stretching as he added another finger to her slick hole. She gasped and took it deep, feeling only pleasure from the assault. Why had she never thought to explore her own ass on those rare times she’d masturbated? It felt so good to have stimulation in both places. She felt another stretching and pulling sensation as he added one more finger. She cried out and pressed back to take all three digits inside her body. Her legs quivered and all over, her muscles tensed.

“Tadeo! I’m close,” she cried.

He took his hand off of her clit long enough to release the drawstring from around his waist, allowing his shorts to fall and float mid-thigh. His cock stood out proud and ready, and once out of the water, it began dripping precum that glistened in the moonlight. He resumed his ministrations on her swollen clit and continued sliding his fingers in and out of her beautiful ass.

Her body began to shake almost violently and he felt her clench and release his fingers. He had brought his beautiful Aileen to an orgasm! As he placed the tip of his dick just below his thrusting fingers, he felt proud and very excited. She clenched and cried out his name as another spasm overtook her and he seized his opportunity. As soon as her body relaxed again, he removed his fingers and replaced them with his lubricated dick. He pushed quickly and the thick head popped past her thickly muscled entrance.

She stiffened and whimpered, feeling a bit of pain for the first time with Tadeo. He stopped moving his body, but continued to caress her clit.

“I’m sorry that I hurt you, Aileen. I think that was the worst part. The, uh…the rest of my…my penis… is a little thinner than the head of it. Try to relax baby. It won’t hurt anymore. If it does, I’ll stop.”

“Don’t stop!” she moaned. She pressed backward suddenly and he slid fully into her hot tunnel.

“Aye, Dios mio!” he cried out, amazed to be buried to the hilt in her sexy ass. Aileen shared his pleasure and wiggled experimentally. There was no pain. She took a moment to adjust to the new sensation and decided that she really liked the full, stretched feeling. It was even better because that was Tadeo’s member. The love of her life was inside her, she was holding him more intimately than she’d ever held anyone.

“Tadeo, please…I need, I need you to MOVE.” Swallowing hard and praying for control, he placed his free hand on her hip and started rubbing her clit again with his other. He pulled his hips back, keeping the tip inside Aileen, and then slid smoothly back in. She moaned. He picked up the pace of his thrusts and his fingers, growing braver the more she seemed to be enjoying it.

He felt her body shaking again and knew her second orgasm was close. He was so pleasantly surprised at how orgasmic he found his little virgin lover to be! She cried out and climbed the peak to her pleasure, and as she began clenching and releasing his cock, she slammed back against him. He took the none-too-subtle hint and thrust deep and hard inside her. He felt the pressure building in his balls and the delicious unbearable ache building in his cock.

“Aileen! Oh, I’m going to cum. It’s ok?”

“Cum inside me, Tadeo. Only you, ever. I want it.” She spoke without thinking and pressed backwards against his pelvis.

It took three more hard thrusts and then she felt him grip her hips with power she didn’t know he possessed. His cock flexed and quivered inside her hot sheath and she felt him coat her with his cream. He cried out with each spasm and then bent forward, resting against her back for support. He was spent and unbelievably happy. It took a while, but Tadeo felt his cock soften and slowly slip from Aileen’s ass. She could feel his cum dripping out of her stretched asshole and into the water. She turned and embraced him.

“I love you, Tadeo, ” Aileen murmured against his lips as she kissed him.

“I can tell,” he chuckled before returning her kisses. “I love you too.”

They took their clothes off completely and threw them up on the bank so they wouldn’t drift away. They swam lazily and touched gently, letting the water rinse the proof of their passions from their bodies. The young couple kissed often and was never out of reach.

They snuggled down and spooned in the tent after drying off. The close, intimate contact felt good to both of them. It felt right. Tadeo’s cock rested along Aileen’s crack and he tried to will his cock not to harden against her sexy cleft. He knew he would lose the battle but wrapped his arms around her anyway. Her breathing deepened and he knew Aileen was asleep. As he snuggled his face down into her neck, he made a mental note to speak to her father as soon as they got back from the camping trip. He thanked God above that he’d had the foresight to bring the ring from Spain.

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