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Catelyn leaned her head back onto Gabe’s shoulder, snuggling closer to her boyfriend under the fuzzy blanket. A reality show was playing as the couple cuddled on the couch, enjoying the quiet Friday evening. Gabe’s roommates were out at a concert, so he had taken advantage of the empty house and invited his girlfriend over.
Catelyn was a junior journalism student in college, while Gabe was a senior English literature major. They had met at the coffee shop where Catelyn worked and had only been dating for about a month.
Gabe was Catelyn’s first boyfriend, and as much as she liked him, he also made her very nervous. Gabe had three serious girlfriends before Catelyn, and she knew that he’d slept with at least half a dozen women. Catelyn was a virgin, and Gabe’s romantic and sexual experience intimidated her.
As a commercial came on, Gabe stroked Catelyn’s hair with his left hand, while his right slowly stroked up and down her thigh. She closed her eyes in pleasure, the feeling of his hand stirring heat low in her belly.
“Your skin is so soft,” Gabe murmured, his hot breath sending shivers down her spin. He leaned forward slightly, pressing his lips to her neck and flicking his tongue against her skin. Catelyn moaned. She felt herself getting lost in the moment, almost feeling like she was floating away with the pleasure of it all, but she forced herself to open her eyes, pulling away from Gabe’s lips with an effort.
“Gabe…” she said, her voice both pained and chiding. Gabe groaned, his head dropping onto her shoulder.
“Catelyn, we’ve been dating a month,” he said.
“You know that I’m saving myself until marriage,” she told him. This conversation was an echo of one that they had had at least three times before, and it ended the same way every time, with Gabe frustrated and Catelyn feeling a combination of disappointment and longing.
Catelyn had remained celebate in part because of her strict Christian upbringing. Her parents had worked hard to make the church a part of her life, and she even had a purity ring that her dad had given her for her sixteenth birthday. It was important to both her and her parents that the ring stayed on until her wedding, when she exchanged it for a wedding band.
God wasn’t the only reason Catelyn wanted to stay a virgin though; she was also just scared. All of her friends in high school had told her stories with varying degrees of horror about losing their virginities, and it didn’t sound like anything to look forward to. Catelyn was a beautiful girl and had her pick of prom dates in high school, but she had never been with a guy that she felt like she really trusted herself with.
Gabe was incredibly sweet to her. He took her to the nicest restaurants and was attentive to her every need. She had never trusted someone like she trusted him, and she knew that if she wanted to lose her virginity to anyone it was him.
If only she hadn’t made a promise to her parents and God that she would save her virginity for her husband…
“You know we don’t have to have regular sex right?”
Catelyn jerked in surprised as Gabe suddenly spoke.
“Huh?” She stared dumbly at him. He shrugged.
“There are other things we could do if staying almanbahis şikayet a virgin is that important to you,” he told her matter of factly.
“Like… what?” she asked slowly.
“Like anal.”
Catelyn gaped at Gabe. He looked back at her seriously, his warm brown eyes completely sincere.
“Are you kidding?” she asked, completely dumbfounded.
“I’m serious. If you want to stay a virgin until marriage, we can have anal sex. You won’t be breaking your promise that way, and you and I can get some relief. It’s a win-win.”
Catelyn chewed on the inside of her cheek, trying to put her thoughts in order. On the one hand, it wouldn’t be a total violation of her promise, since she would still be saving the part of her that really mattered for her husband. And she could get some relief from the sexual tension that weighed heavy on her every time she was with Gabe. But on the other hand, anal wasn’t she had exactly imagined for her first real sexual experience.
“Won’t it hurt?” she asked shyly, staring down at her hands to avoid looking at her boyfriend. Gabe gently took her face in his hands, tilting it up to look at him.
“Catelyn, I promise I will make you feel good.”
His words sent heat through her belly and down lower, and she squirmed in her seat. She closed her eyes for a moment, and when she opened them, she looked Gabe square in the eye.
“Okay,” she said, her voice soft, tinged with an edge of fear.
Gabe’s eyebrows flicked up momentarily in surprise, but then he nodded, smiling at her. Taking her hand, he led her to his bedroom. She followed him slowly, tension knotting in her stomach with every step closer to the bedroom. Closing the door behind her, she walked slowly toward the bed, where Gabe sat. He held his hands out, and she took them and allowed him to pull her toward him.
She straddled him, locking her legs around him. His hands slid around her, gripping her ass. She was suddenly aware of the hard bulge straining against her stomach, and her cheeks flushed with nervousness. Wanting to mask her uncertainty, Catelyn leaned forward, her mouth brushing against Gabe’s. His mouth was hot against hers, and she pressed her lips against his. His tongue swept against her lower lip, and his hands pulled her closer against him until her breasts were pressed flush against him. They kissed deeply for a moment, and Catelyn allowed her nervousness to transform into pleasure and desire.
Gabe hands slid up, pulling Catelyn’s t-shirt over her head. She was briefly self-conscious of her breasts, small on her 5’8″ frame, but Gabe’s smile washed her worries away. His lips trailed down her neck to her exposed cleavage, and she closed her eyes. She felt his hands at her back, and he quickly had her bra off and on the floor. His mouth moved over to wrap around her now exposed nipple. She gasped as his teeth nipped gently at the sensitive nub and groaned in pleasure.
After a moment, Catelyn leaned back and grasped the bottom of Gabe’s shirt and pulled it over his head. She stared at the exposed skin, acutely aware that she had never been so naked with another person. His skin was hot against hers, and she allowed herself a moment to melt against him and enjoy the almanbahis canlı casino feeling of his strong hands stroking against her bare back.
Gabe’s hands slid to grab her ass again, and before she realized what was happening, he stood up and turned, laying her down on the bed where he had just sat. His fingers deftly unbuttoned her jeans, and in seconds they joined her shirt and bra on the floor. He shimmied his own shorts and underwear off at once, and she stared at him, captivated by the sight of the first naked man she had ever seen.
His hard penis was at least six inches long, and it pointed straight at her. He leaned forward, crawling over her until he was directly above her. He kissed her again, slowly lowering himself until he lay on top of her. She felt his dick pressing against the thin strip of fabric that separated him from her virginity. Her body ached for him, and she was incredibly tempted to slide her panties aside and welcome him into her to ease that ache.
Gabe kissed her deeply, then pulled away so he could look her in the eye.
“Are you sure?” he asked her. Without a moment’s hesitation, Catelyn nodded.
Rising, Gabe went to his nightstand and opened the top drawer. Pulling out a condom, he rolled it over himself with practiced ease. Then, he pulled out a bottle, which he brought over to where Catelyn lay on the bed.
“Lube,” he explained, answering the question at the tip of her tongue. She nodded, the nerves fluttering through her again. He leaned forward to whisper in her ear.
“Get on your hands and knees.”
Catelyn complied, rolling onto her stomach and up onto all fours. She felt Gabe tugging her panties over her hips, and she lifted her knees one and a time so he could throw them onto the ground behind him. She heard him let out a groan, and she turned to look at him, confused.
“God, Catelyn. Your ass is absolutely incredible,” he told her. She smiled at the compliment, relaxing a bit.
She felt liquid drip onto her asshole, and she shifted nervously. She felt Gabe’s finger gently rub the slick liquid into her hole. After a moment, he pressed the finger into her, slowly entering her. She gasped in surprise. She felt another finger reach forward, rubbing gently against her clit. She gasped again.
“Relax, baby,” he said, and she let out a sharp breath she hadn’t realized she had been holding.
Catelyn was almost overwhelmed by the electric feeling coming from her clit and the painful yet pleasurable sensations coming from her asshole. He pushed his finger in deeper and pulled it out, continuing to rub her clit as he did. She moaned softly, feeling her asshole relax around his finger.
“That’s it,” he murmured. Pouring more lube onto her asshole, he began to steadily finger-fuck her ass, loosening her up stroke by stroke. After a moment, she felt the added pressure of another finger joining the first. Involuntarily tensing up at the sudden intrusion, she forced her muscles to unknot. Gradually, the pain began to turn into pleasure, and she found herself moaning with every thrust of his fingers.
Pulling his finger’s out, Catelyn gasped at the sudden emptiness of her asshole. She sat up and turned, confused. She watched almanbahis casino as Gabe poured lube onto his dick, and realizing what was happening, got back into position on the bed.
“Just relax, okay baby? Trust me, okay? It’ll all be better if you just relax.”
Catelyn exhaled slowly. She felt Gabe’s hard dick pressing against her ass, and she tried to force herself to open up to him. She felt the head push harder against her tight rosebud, and she gasped as the head popped in. Gabe grunted at the sensation and continued sliding forward, Catelyn’s asshole swallowing his dick inch by inch.
Catelyn groaned in pain, and she felt Gabe reach around her hips to rub her clit again.
“You are doing so well. It’s all in now,” he told her, his voice thick with lust. She could feel the tension in his body and sweat dripped off of him onto her back. She could tell he was forcing himself to hold still, and she knew he wanted nothing more than to start thrusting. She took a few deep breaths, trying to adjust to the sensation of having a dick deep in her ass.
After a moment, she turned slightly, trying to look at her boyfriend as best she could. His eyes were closed tight, his face red with the effort of restraining himself from pounding her.
“Okay,” she whispered, and his eyes opened to look at her. “Go ahead. I can take it,” she told him.
Without a moment’s hesitation, Gabe began to steadily fuck her ass, his finger continuing to rub against her clit. The pleasure of his finger helped to balance out the pain of the fucking, and Catelyn could feel tension begining to build low in her belly. The painful yet somehow pleasurable feeling of her asshole stretching around Gabe’s thick, hard dick made Catelyn and the electric feeling of her clit being stimulated by Gabe’s talented fingers suddenly became too much, as Catelyn shuddered and came. She let out a cry as her whole body contracted, her muscles spasming and shaking. Gabe pulled his finger away just as the sensation became too much, but he kept fucking her ass.
Without the pleasure of the clitoral stimulation, the pain of the ass fucking began to grow much stronger. Catelyn whimpered, and Gabe grabbed her by the hips, pulling them back as he thrust forward.
“Please,” she whined, the pain beginning to become unbearable. “I can’t…”
“Just hold on, baby,” Gabe said, his voice strained. “I’m almost there.”
Catelyn closed her eyes and gritted her teeth. Her body was exhausted, and all she wanted to do was curl up next to Gabe and drift off to sleep. Her body began to tense with pain with every thrust, and she groaned in discomfort.
“I can’t keep going,” she whimpered, and just as she was about to tell Gabe that he had to stop, he let out a low moan. She turned her head to see his eyes closed and head thrown back, his mouth slack with the pleasure of his orgasm. His thrusting slowed, and she could feel his erection softening. The pain in her ass began to ease, as he slowed and pulled out.
Flopping onto the bed, Gabe pulled Catelyn against him, and she rested her head on his shoulder.
“You are incredible,” he told her, and Catelyn smiled, pleased with herself.
“That was actually kinda fun,” she admitted. “It was definitely painful, but it felt good at the same time.”
He turned to look at her, rubbing her bare arm slowly.
“Would you do it again?”he asked.
She smiled up at him, pulling his face to hers for a soft kiss.
“Absolutely.”
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