Susan Carter - Father knows best

Brian was a little uncertain himself. He had never ass-fucked any female before, and he had no idea how difficult it would be to get his hard cock into her. He was even worried about being able to get it out once he did fill her ass with it.

He mumbled quietly to himself, still appreciating the sight of Idrine's asshole as his hands tugged her cheeks even wider apart. Idrine's asshole as his hands tugged her cheeks even wider apart. Idrine gasped, startled rather than hurt. Her body was tormented with fevered lust, and even though her mind tried to reason with her body, letting it know her asshole was really too narrow to contain Brian's young, solid cock, her body was anxious to feel the hard cock press into it.

Idrine watched as Brian grabbed two pillows. One, he propped under her head to make her more comfortable, and the other he shoved under her belly in case her knees came out from under her. He had to do this right. His cock was aching with the need to be buried in the girl's ass.

Idrine felt ridiculous in this position, yet she supposed it was the best position for something like this.

"Ouch!" she screamed, wondering what the hell Brian was doing to her back there.

Peering between her thighs with her head pressed into the pillow, she could see he was attempting to ram a forefinger into her rectum. The pressure made unexpected tears suddenly pour out of her. She writhed in an attempt to make him tug the finger out.

"Easy," Brian said to her. "I'm just priming your ass a little. It'll stretch."

With his thumb and middle finger he managed to keep her asscheeks separated, and taking aim with his forefinger, he slowly pushed it through her sphincter. Idrine relaxed a little, letting the finger slide in, and she felt less uncomfortable. Her rectum did feel somewhat pleasantly filled as it wrapped itself around the plunging finger, but her sphincter gripped the cock tightly.

"Easy," Brian told her. "It's a little tight in there."

He pressed his rotating finger a little deeper, feeling it slide into the heated anal passageway, finally managing to enter her rectum.

She whimpered a little, gritting her teeth because of the discomfort, but she forced her ass to remain loose. Tightening it would only hurt her.

Little by little she felt the wriggling finger move into her dry asshole. As the finger continued moving inside her anal tunnel, Idrine found herself rotating her buttocks in time to the movement of the thrusting finger. Now that her rectal corridor was becoming accustomed to the breadth of the finger, there was actually a bit of tingling pleasure.

Idrine gasped when she felt a second finger worming its way into her, and rotated her round buttocks all the more, making her interior tunnel become used to it.

Harriet, watching what was happening, felt a stirring in her loins. She was glad Brian was being careful with her granddaughter. She knew it was time for Idrine to start learning the facts of life. Harriet knew Idrine would feel some pain when the boy finally shoved his cock into her rectum. If her granddaughter was anything like herself, Harriet knew the girl would probably experience a rectal climax.

"Okay," Brian told her, "now stay relaxed because I'm taking my fingers out."

Idrine kept her sphincter from tightening, and she felt Brian's fingers slowly ease out of her. Then her asscheeks were once again being stretched, only this time he was really straining them apart, making her anus all the more stretched.

Idrine felt the head of his cock come to rest against her pucker. Brian's hands were holding her steady, otherwise she would have automatically pulled away. Looking between her thighs, staring at the blood-red glans of his cock as it pressed against her asshole. Idrine felt a little apprehensive. She began cowering, thinking this might not be such a good idea.

Brian's strong, young hands tightened even more relentlessly on her firm, round buttocks as he shoved his throbbing penile point all the more solidly against her narrow orifice.

"Ooooooh!" she gasped, feeling the smooth, rubbery bluntness of his hard cock push through her anal crinkle, widening her sphincter. The stretching made her jump more from the unexpectedness of his breadth rather than from pain. Idrine realized her anus was very elastic, and it could handle just about anything attached to Brian.

"I… uuuggghhh… want you to be… ohhhhhh… more careful…" she gasped as Brian pushed.

Sweat broke out all over Idrine's body, and she felt a very strong urge to tighten up and keep him out of her. She felt his glans pushing against the tight pucker of her brown, prune like asshole, listening to Brian grunt as he slammed himself forward, his fingers automatically tightening their clutch on her hips.

"Slow… slow… slow…" she heard herself pleading with Brian.

She could feel the burning passion filling his throbbing, pulsing meat, and she guessed he was still a little angry because of the way she had used the red riding crop on his cock. The tip was tickling her inner anal walls, but her sphincter still was too narrow to suck in his flanged corona.

"Uuunnnggghhh!" Idrine gasped, expecting to feel some searing pain inside her.

But she suddenly realized Brian's fingers had done their work quite well. Good heavens! She found it difficult to believe most of the pain was gone, already. He still wasn't inside, but she knew she would be able to take the rest of his cock with almost no agony, at all.

"Ooooooh!" she gasped, letting him know his anal penetration was pleasing her. "More, more! Go on, Brian, do it!"

From the doorway, Harriet realized she would lave no worries about her granddaughter. In fact, the one person she had to worry about was herself. It was almost five o'clock, and her first male appointment of the day, Larry Hunter, was due at any moment. She would have to keep him away from her personal bedroom.

There was a twinkle in Idrine's eyes that Harriet also saw in Hunter's eyes, and though Renee had never admitted who had seduced her in the park, Harriet, more than once, thought Larry Hunter might be the man. She knew he was always after Renee to marry him, and couldn't understand why her daughter consistently refused. Hunter was one of the richest men in the community, and he could do wonderful things for Renee and Idrine. But then, if Hunter married her daughter, she would no longer have him as a client. She couldn't very well charge her son-in-law, nor could she let him fuck her for that matter. It was a dilemma, but so far Renee had kept it from getting out of hand by simply refusing to marry Larry Hunter.

Well, until Larry arrived, she intended watching her granddaughter lose her anal cherry.

"Unnnhhh… aaannnhhh… oooh…" Idrine moaned, enjoying the pressure immensely, now. The thrills were coming through, and her throat was gasping with pleasure.

Brian believed himself the greatest cocksman around. In the space of an hour, he had eaten two pussies, fucked one of them, and was in the process of fucking an ass after having his cock sucked, too.

Idrine absorbed it all with the greatest pleasure, no longer thinking of it as something obscene. She could feel him grunting, pushing a little harder, finally getting the entire length of penile head into her tight anus. Then her asshole sucked the rest of him in, right up into her colon.

"Oh wowwwwww!" Brian gasped. "That's… ooooooh… greeeaaattt…"

Idrine could feel tears coursing down her cheeks, but they weren't tears of pain. She was crying because she was happy. Even as she pumped her ass back, filling it with Brian's thick cock, she knew the boy wouldn't open his mouth to anyone about what was happening. To do that would not only cut him off from herself, but from her grandmother, as well. She had no idea the eighteen-year-old boy had already pumped a couple of her female classmates.