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Introduction:

Mom's best friend
David couldn't wait to get to his mom's best friend, Heather's house. He had been dreaming about it for weeks, fantasizing about it a school and during masturbation. He was going over to drop off some chairs his mom was giving to her friend (who was recently divorced) to help her out. David pulled up in the driveway and headed into the house. Heather greeted him, and she helped him unload the chairs. Then, David and she sat down and talked in the kitchen, about school and girls, stuff David aimlessly spoke about, while trying to think of how to get in this lady's pants. Luckily, her 11 year old daughter was with her dad, so David had the chance to be creative, and have unlimited time.

After talking for thirty minutes, David changed the topic to girls, what they liked on dates and such. Heather was a mature woman, and had many tips for David, a 16-year-old boy in high school. After talking about what to say on dates, David said " What about sex?"

Heather replied, "Well, what about it, you know how it all works, right?"

"Kind of, I get the basics and all, but all I know is from the porn I've seen...and promise you won't tell Mom."

"Don't worry. I won't. Well, what do you want to know?"

David was hot to trot by now; his saliva was thick and his dick hard as a rock.

“I don’t know, positions, techniques, anything you can sho- ... teach me, I guess.

“Well, there’s no better way to teach than by example…”

David couldn’t believe it; he was in.

“…Well then…” stuttered David as he fumbled with his belt.

“Hold on a second, Buddy, I need to tidy up, I’ve been divorced for awhile now, and there’s been really no need to shave, so how about this; you go run to the drug store and buy some condoms, I’ll shave and we’ll go from there”

David stumbled out of the front door and into his car. He was in shock that he was about to fulfill his fantasy. His mind was racing as he walked into the drugstore. He got there, purchased some ribbed and some regular condoms, and was out faster than it took him to open his car door. He put the petal to the floor and sped toward Heather’s house. Luckily for her, the horny teen hit a red light on the way. She didn't want him running in on her shaving session.

At this time, Heather was checking out her tan, mature body in the bathroom mirror. She shaved her muff down to a wonderful line that led straight to her loose mature pussy. She checked her breasts, large yet still firm and perked up. She thanked her mother silently for making her wear a bra to bed when she was young. She put on some black stockings and a tight dress; she wanted to make this special for young David. Satisfied with her appearance, she went out to the living room just as David came running through the front door.

“All right, you horny young man” she said, let’s see ‘em.

She took the condoms from David, “Ribbed and regular, large 51/2” – 6 1/2. I can’t say I’m not excited!”

David just stood there, not knowing what to do.

“Where do you want to do this, bad boy?” asked Heather.

“In your bed I guess” he replied.

“Okay, follow me.”

David followed in a daze to Heather’s bedroom. She hopped up on the bed and spread her legs for David to jump up on her. “Get up here.”

She instructed David how to take off clothes…slowly, while caressing the woman. He stripped down to his boxers and she could see his hard dick fighting to get out of the cloth.

“Go ahead, you take it all off, and I will too.”

David pulled off his underwear exposing his fully erect penis to the fresh air. Eyeing it, Heather took off her dress and sat in her bra and stockings. David went and undid the clip of the bra, and it fell off her gorgeous mature chest. Instinctively, David started licking and fondling her tits. She pulled him back after about ten seconds, so she could get on with her lesson.

“First, let’s kiss.”

They made out, their tongues massaging each other for a few moments, then they stopped.

Heather said: “Now, let’s go over some basics. I won’t come until after you’re spent if you go in headfirst, so you must bring me to the verge or over it if you want to come back again. Wanting nothing else, David listened attentively.

“I can come many times, it’s what women do, you, however can come twice, tops after a break. So, first you go in with your fingers. Go ahead and please mamma”

Pointing to her clit, she explained that it was only for pleasure, one of the three ways women can orgasm. Then she briefed him on vaginal orgasm and the infamous G-spot, which, lucky for David, she had.

David went in with his fingers, one at first, to Heather’s loose, mature outer lips. He touched the clit and it convulsed. He slowly massaged it, thinking “wow, I can’t believe this”.

After a few minutes of clitoral stimulation, David took his forefinger and middle finger and eased them into Heather’s fuck hole. He set a steady medium pace for his finger-fucking and kept it up until Heather started moaning with pleasure. He stopped, wondering what she was doing, and she urged “Keep going!”, so he got back to it.

Her cunt got wetter and wetter, and her juices dripped down his knuckles. He took his fingers out and stuck them in his mouth, then went back in at a faster pace. Heather’s first orgasm of the night followed. Her legs squirmed in pleasure, and her vagina squeezed David’s fingers, while hot juices came rushing out. David went in with his mouth and lapped up much of her sex fluid, then licked at her clit. She was ready to go still, a veteran of sex, so David kept going.

He started to tongue-fuck her and she pressed her groin against his face. Wanting every bit of his tongue in her. She pulled his head away, much for his own good, as he was nearly suffocating himself in his lusty frenzy.

“All right, hun let me see that hard cock of yours.”

He presented it to her, and she took it in her mouth. She expertly sucked on it, and occasionally took it down her throat. It was the best thing David had felt. On the verge of orgasm, David didn’t want to stop, but Heather’s expertise let him down, she knew he was ready to explode, so she took it out of her mouth and made David suck her cunt again. After he was cooled down, Heather was ready to teach him the missionary position.

She laid back on the bed and guided his fresh cock into her warm pussy. He barely had the tip in, and he held it there, savoring the moment. Her stocking-covered legs pulled him in and he sank deep into her loose cunt. David was a bit disappointed, because he was barely touching the sides of her vaginal canal. Thinking this was from a lot of sex with bigger men, David was put down for a moment as he thought he must be too small for her.

Just then, the experienced mom contorted her cunt walls so they gripped the young boy’s shaft, then let go, then applied pressure again. David was amazed. She set her canal to a medium size, so it was just right. David began to slowly pump in and out of her mature pussy. He watched her breasts bounce and her juices flow out onto his hairy balls. He grunted with pleasure, and she spread her legs for the world to see. Near the moment, David pulled out, this time by himself.

“Good, you learn fast”, Heather panted. “I would let you do anal, but since you are a virgin, I’ll let you come in my pussy this time. We’ll use condoms most of the time from here out.”

Once David was ready again, she made him lie down and straddled his cock. She moved up and down while David moved his hips up frantically. About to come, he grabbed her and stood up off the bed, and fucked her tan body standing up. A second before coming, he pulled out and restrained himself, but only for a few seconds. He threw her on the bed face down and made her stick her ass in the air, and finger-fucked her. He found the G-spot with a little help and pressed it hard. She came like a fountain. Juices squirted out like a hose, and David was drenched. He fucked her doggie-style for a minute, then laid down on the bed and let her ride his cock, because he wanted to lose his virginity in this position.

She slowed to an agonizing pace, and David wanted to come more than he ever wanted. With three quick movements, Heather sunk down into him, and buried his dick as far in as it could go. Watching his pale dick disappear into her mature lips, he came harder than he had ever come. His cum shot out of him, and into her vagina. He came for a full twenty seconds, then relaxed. His dick sank out of her, semi-limp and spent. He had that moment of regret and remorse, but quickly brushed it away, this was the best.

“We better get cleaned up,” said Heather.
“A shower would be nice”
“I can give you a little farewell present in there, come on.”

She sucked him off in the shower, completely draining him. He got his clothes on and went to the front door.

“Come on by tomorrow” she said. “I’ll be here.”

With that thought in his mind, David walked to his car and drove home…he couldn’t wait until tomorrow…


WILL BE CONTINUED
6 comments

barrelmanReport

2010-09-25 15:35:40
GOOD STORY. INTERESTING TO READ HOW THE YOUNG MAN GOT TO BE WITH HIS MOTHER'S FRIEND. I CAN'T REMEMBER A FRIEND OF MY MOTHER THAT I WANTED TO HAVE SEX WITH, BUT WHO CARES

Anonymous readerReport

2008-07-20 19:41:24
16 driving ?

Anonymous readerReport

2008-05-21 16:50:15
great story 10/10

READERReport

2007-06-13 15:10:41
Heh i think your doing fine the way you write, dont listen to the above morons who want fetish, they shouldnt be in the mature section. 8/10

READERReport

2007-04-09 15:42:39
nice story.. take stockings to another level... try foot fetish =).please!

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