Kelly Learns a New Trick (mf, first anal, toys)

By Marklemagne

--
This story is meant for adults only. Please don't read 
it if you aren't an adult or if you don't like 
consensual sex between adults. You are free to make 
copies of this story, as long as you give me credit 
where credit is due, drop me a line that you are going 
to repost it, and don't charge people to read it. 
Comments are always welcome at marklemange@canada.com
--

Kelly and Mike had been dating since forever and they 
were going to get married in a couple of months. They 
were both still of high school age, but Mike had 
already received his diploma from an accelerated 
program and was working in a warehouse down by the 
harbor in Newport. Kelly was a popular girl in her 
senior class and, like Mike, was not planning on 
college after graduation.

They became lovers soon after their first date in 8th 
grade and four years later had become well acquainted 
with each other's likes and dislikes. Mike was a 
straight-ahead lover whose greatest pleasure was a good 
hard fuck. Kelly, on the other hand, loved oral sex and 
bringing her favorite vibrator into bed. They didn't 
experiment much, although there had been the time that 
they sat in her parents' hot tub and watched as Kelly's 
older sister and her boyfriend fucked right there in 
front of them.

Lisa and Tony had wanted Mike and Kelly to watch them; 
it really turned Lisa on, even if Kelly was her kid 
sister. Tony was secretly hoping to get a little of 
Kelly's action that night, but the younger couple was 
more shocked by what they saw than turned on. Mike was 
grooving on watching Lisa's nice firm breasts bounce up 
and down as she sat on Tony's lap and faced the center 
of the tub, but he knew that he wouldn't be able to 
perform well if he had an audience.

---

Laying naked in Kelly's bed, Mike was propped up 
against the headboard, watching as his girlfriend 
pleasured herself with a small vibrator. It was a real 
turn-on for him to watch a girl masturbate, and Kelly 
was usually plenty agreeable to turning him on.

Kelly lay at the foot of the bed, perpendicular to 
Mike, her long blonde hair hanging over the side and 
her long legs, toned by miles of cross country meets, 
spread wide. With one hand on her small, tanned breasts 
and her other hand busy rubbing her clit with the 
vibrator, Kelly was lost in the sensations of the 
moment. The vibrator buzzed quietly, occasionally 
changing pitch as it dipped into the wetness between 
her pussy lips. She matched the quiet of the dildo with 
a low, almost inaudible moan of her own.

Mike almost absent-mindedly rubbed his cock, his 
fingers sticky with the copious precum which flowed 
from the tip. He really wanted Kelly to come so he 
could stick his cock into her tight, hot pussy. His 
desire was almost physical, it felt so strong. 

"Come for me, baby," he said softly, moving down the 
bed to get a better look at her vagina.

"mmm," she moaned in response. "Touch me, Mike. Touch 
me..."

Mike accomodated his girlfriend, reaching out to feel 
the soft breast closest to him. With a growl, he 
pinched her nipple hard and watched as she reacted to 
the pleasurable sensation. 

"That's it," she said.

"You like that?" Mike asked and Kelly responded by 
grabbing his fingers and pinching the nipple herself.

Mike leaned over and took the nipple in his mouth. He 
sucked at first, pulling the nipple up with the vacuum 
of his mouth, then he bit down, hard.

"oooh." 

As he sucked on her tit, Mike brought his hand down her 
chest and belly, pausing to pay attention to her 
shallow belly button. Then he continued down her body, 
running his hands over the silky skin on her thighs. 
Mike then followed his hands down between her legs, 
shifting his body so that he lay between her bent legs. 
He brought his face forward and plunged his tongue into 
her wet pussy, his senses filled with her scent and 
taste. He wiggled his tongue playfully inside her 
pussy, his nose tickling her clit, vibrating along with 
the dildo.

He slid his hands underneath her ass, pulling her 
cheeks apart as he probed her slit with his mouth. 
Mike's right hand slipped toward her asshole, stopping 
to pick up some of her natural lubricant on the 
fingers. Returning to her asshole, Mike slid his index 
finger over the virgin hole while at the same time 
attacking her clit with gusto.

Kelly moaned in pleasure but tightened her anus 
involuntarily, keeping Mike from sliding his finger 
inside.

"Mike," she said softly, trying to warn him off.

"Relax, baby, I won't hurt you," he replied, his voice 
muffled by her pussy. Mike then returned to licking his 
girlfriend.

Kelly tried to relax her ass muscles, and as soon as 
Mike felt them give, he slipped the tip of his index 
finger inside.

"oooh, ow," she cried, tightening up again, trapping 
his finger in her ass.

"Shhh," Mike whispered, giving her slit a long, 
sensuous lick.

"It hurts."

"Just relax, it will feel good," he reassured her.

He pushed his finger deeper inside the virgin orifice, 
sliding it past the knuckle. He could feel the walls of 
her ass gripping him tightly, then relaxing.

"ooww. Take it out," she begged.

Mike slid his finger out a bit, but as Kelly's body 
relaxed, he plunged it back in even farther, this time 
moving it around a bit. Kelly felt as if her ass was on 
fire, but beneath the pain she admitted to herself that 
she felt pleasure.

"There, see," Mike said as she started to move her body 
in time with his thrusts.

"oooh." This time the moan was one of pleasure.

Kelly's pleasure was interrupted briefly as Mike 
brought a second finger up to her asshole and pushed it 
in. This time, the feeling of fullness made Kelly 
stiffen and her eyes popped open as she realized what 
Mike was doing. Mike made a scissor-like motion with 
his fingers, stretching her virgin hole. 

"I can't," she started to say, trying to move away from 
his hand. "I don't want..."

"I'm not going to do anything," he said. "I just want 
to make you feel good. And it does feel good, doesn't 
it?"

"uhh-ummm," was all Kelly could say as she tried to 
relax.

"I'll take that as a yes."

The scissor motion loosened her rectum even further and 
Mike took his other hand and pushed three fingers into 
her other hole. He could feel his fingers through the 
thin wall separating her vagina from her ass, and he 
rubbed that wall to stimulate her.

"aaahhh!" Kelly said, the new sensation pushing her 
over the edge to orgasm. The vibrator fell to the bed, 
and Mike withdrew his fingers from her ass and grabbed 
it. It was very wet and slick, and he slid it easily 
into her rectum and turned it on.

The sound of the vibrator was almost muffled, and soon 
Kelly drowned it out all together by screaming in 
pleasure a second time. That second orgasm caused a 
torrent of girlcum to flow over Mike's fingers and as 
he fucked her ass with the vibrator, he withdrew his 
hands from her cunt. 

Reaching down to take his penis in his hand, Mike 
rubbed his wet fingers over his cock, making sure it 
was nice and slippery. He maneuvered himself between 
her legs and still fucking her ass with the vibrator, 
used his own body to push Kelly's knees to her chest.

The movement raised her ass off the bed and Mike 
quickly withdrew the dildo from her loosened asshole. 
He was right there with his cock and before the anal 
virgin knew what was happening he had the head of his 
seven-inch cock inside her hole.

"Mike!" she cried, trying to get away. "Please."

But Mike either didn't hear her or didn't care what she 
wanted. He continued to push forward, impervious to her 
pleas until his cock was buried to the hilt.

Kelly's breathing was coming in gasps, her body a 
mixture of pain and pleasure. Mike rested inside her, 
his hands sliding up and down her thighs in a gentle 
stroking meant to relax his girlfriend. When he felt 
her sphincter ease up on his cock, he began moving ever 
so slowly in and out.

"ooooh," she said as he pulled out slightly.

"ohhhh," she gasped as he pushed back in.

Mike matched Kelly's moans with a couple of his own, 
and his breath hissed through his teeth as he felt his 
cock gripped with a hot tightness he had never even 
imagined possible.

"yesssss," Kelly sighed as her body gave itself over 
fully to pleasure. "Now it feels soooo gooood." Her 
voice changed as Mike began to drill her ass. He knew 
he wasn't going to last long at this rate and Mike 
really wanted to know what it was like to come in a 
girl's ass.

Her knees were up against her tits, pushing her nipples 
back into her breasts and every time he plunged into 
her, little jolts of pleasure radiated between her 
asshole and her nipples. It was a limbic connection 
Kelly had never known existed, for she had never even 
rubbed her asshole in masturbation. To her, it was 
dirty and forbidden, and she was shocked to think that 
Mike had been able to conquor her reluctance so quickly 
and easily.

"Here. It. Comes," Mike grunted and pushed a final time 
into Kelly's ass. She felt his cock stiffen and grow 
inside her and then Kelly felt her rectum fill with a 
warm fluid.

Mike pulled out, his cock getting flaccid rather 
quickly. He had never felt an orgasm like that before 
and he felt as if he had dumped a pint of cum in his 
girlfriend's ass.

Once they had separated, Kelly's feelings of pleasure 
were quickly replaced by an overwhelming desire to 
empty her bowels. Her ass was sore, but not horribly 
so. She curled up in a fetal position, which eased the 
pain somewhat. It felt like she had had a strong attack 
of hemmorhoids, which made the romance of the moment 
diminish somewhat.

Mike lay next to his quiet girlfriend, and felt her 
jump involuntarily as his cock brushed her sensitive 
ass.

"Thanks," he said, wrapping his arms around her.

"I don't think I want to do that again," she said 
softly.

"If that's what you want, that's ok with me," he said. 
"But it was great."

"I would never have done that if I had to think about 
it," she said.

Mike agreed, but then he always felt that it was easier 
to apologize than to ask permission.

The end.