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Surprise Anal
Kylah bubbled with enthusiasm, she and Jeff were about to spend their first night together! And this time her mom and Jeff's sister were not invited, it would be just the two of them! The nervous excitement made her feel like a new bride. Just the idea of being Jeff's bride made the butterflies in her stomach take flight. Like a little new puppy, she followed Jeff into the bathroom off of his bedroom.
"There are extra toothbrushes in the second drawer," he motioned. Jeff lifted the lid of the toilet to take a pee, smiling as Kylah watched him.
Kylah noticed not even Jeff's hand could circle his cock as he emptied his bladder, he was that thick. She loved the way her pussy felt so full when he fucked her, and she hoped one day she would be able to master deep throat without gagging.
"So tomorrow is the big day," Jeff said as he made circles in the toilet while relieving himself, "Wendy will show you how to clean your ass before we practice.
Oh Fuck!
, Kylah thought in a panic. Tomorrow Jeff would introduce her and her mom to anal sex. If she hadn't seen Jeff's sister take his cock up her ass, she wouldn't believe it was possible.
Right now, she was sure her mom Jasmine was upstairs with Jeff's sister, Wendy. Wendy liked to take control, and Jasmine was on the submissive side; something they had in common. It had been fun sharing the double dildo with Wendy tonight, and she couldn't wait to see the video Jeff took of them.
"Will it hurt?" she asked.
Jeff knew Kylah was referring to tomorrow's anal lessons. "You're nervous, aren't you?" he asked. "Don't worry, I would never hurt you, or your mom." He never wanted to hurt Kylah.
"I, I don't want to disappoint you." Kylah said as she looked at his massive cock, "my ass is so small, and your cock is, well, your cock is what it is."
"Until you learn to relax; we will use lube," he said reassuringly as his bladder continued to release.
Kylah looked at the size of Jeff's cock, and couldn't imagine even trying anal sex without lube. His sister was able to do it, but she must have had a lot of practice. "Okay," Kylah sighed with relief, "lots of lube please!"
Jeff shook the last few drops into the toilet bowl and washed his hands and cock. They brushed their teeth together, laughing and smiling, making faces at each other in the mirror as toothpaste dripped down off their chins onto the counter. Their laughter lightened the moment, and Jeff felt Kylah calm down.
"So girlfriend, anything special you want to do?" Jeff asked as he held the bed sheet up for Kylah to join him.
"I like it when you call me your girlfriend," Kylah beamed crawling onto the bed. "My pussy is a little sore, but if you want to fuck me, it's okay. Or I can suck you!" she quickly added, not wanting Jeff to think she was complaining.
"It's been a long day and evening, why don't we just cuddle in bed and see how we feel in the morning."
"Okay, but if you get horny in the night wake me up!" Kylah laughed. "That's what a girlfriend does!"
"Oh, is it?" Jeff laughed, "and I thought I was your first boyfriend," he teased.
Kylah blushed. "You know you're the only one I've been with, right?"
Jeff knew he was lucky to have Kylah in his life; she was the first girl who meant anything to him, sexually and emotionally. The sexual relationship he had with his sister, and Kylah's mom, was different. He enjoyed fucking Wendy and Jasmine, but it wasn't the same as when he fucked Kylah.
"Have you had a lot of girlfriends?" Kylah asked, not sure if she wanted to know or not.
"None as good as you," Jeff said as he pushed a lock of hair off her face. "But, yes, I have fucked a lot of girls."
Kylah cuddled into Jeff's chest. "Did you love any of them?"
As Jeff massaged Kylah's perky breast and nipple he reflected on the "girls" in his past life. The majority of them had been one-night stands or at most only a couple of weeks long. He loved the chase or the hunt, to coax a girl to do things with him, things she never dreamed of doing with any other man. It was all a big challenge, and he was very accomplished.
"No, I never loved any of them," he finally acknowledged. "I used their pussies, mouths, and of course you know I love a tight ass. But I loved fucking them."
"Do you want to use me right now?" Kylah asked hesitantly.
"Hmm, that would be nice. Why don't you suck my cock, go slow, I want to enjoy your mouth. Make love to my cock, and when I come, I want you to drink it all."
Kylah beamed. "Hmm, thank you, I was hoping you would let me!"
Jeff threw the covers off them, and Kylah nestled between his split legs in a fetal position as she commenced to pay homage to his cock.
"I love your cock," Kylah announced, "and I don't care that you fucked lots of other girls."
Jeff was suddenly feeling melancholy. "Do you want to hear about how it all started?" he asked.
Kylah wasn't sure if she wanted or needed to know about the girls he had fucked, but she sensed Jeff wanted to talk. "Okay, if you want to," she said.
Jeff thought back to his school days. "I guess it all started when one of my buddies in high school bragged to his girlfriend about how big my cock was. His girlfriend kept pestering me to fuck her; she was my first. My sex life snowballed from there," he confessed more to himself than Kylah. "After I fucked that girl she recommend me to all her friends. Sex became a game to me, and girls turned into playthings, to use as I wanted."
Jeff paused to see Kylah was looking at him with the thick helmet of his cock in her mouth. He lightly touched Kylah's face as he disclosed the beginnings of his sexual zealousness.
"They were naïve, young girls, Kylah, willing to give me their mouths and pussies in return for the chance to brag that I had fucked them. I became a status symbol in school, and all the popular girls needed to prove they were part of that group. Even the 'ordinary' girls sought me out, hoping to cash in on my notoriety."
Kylah kept eye contact with Jeff. She pictured Jeff fucking all those girls, and she sucked harder on his cock, using her tongue on the underside. It was the same when she watched him fuck his sister or her mom, just watching his cock slide in and out was mesmerizing. She could understand how all those young girls felt, Jeff's cock is special.
