Little Dick Little Needs a Friend

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The janitor's fingers gently squeezed and tugged on Roger's sex in a effort to stir some life in it, and when she saw the lad trying to lean up to kiss her dangling breast she leaned in that direction so her huge teat was right in his face.

"Oh yeah Roger," Mildred encouraged. "Suck on that nipple. Nibble on it a little if you want. Ooh you're good, and you must really like my tits too. I can feel you starting to get hard. That's my man."

Soon the bulge was standing upright and trapped inside the fruit of the looms, so Mildred eased the briefs down over the erection and off his legs before she went back to business and offered her breast to an eager Roger again.

The boy's penis in the hard state wasn't as tiny as Mildred had feared, although the pale circumcised tube that stood straight up was no bigger than her thumb. The wrinkled pouch that hung beneath it seemed rather large to Mildred however as she reached under to roll the balls in her palm, her kneading making a bead of pre-cum appear on the tip of the gum drop head.

"You look good enough to eat Roger," Mildred declared as she bent over and took the stiff prong in her mouth and started to gently suckle on it, something that had the boy's legs churning in the sheets.

"Mildred!" Roger cried out, causing the janitor to lift her head.

"I know honey," Mildred said before he could speak. "It's okay. I want you to cum. We'll get you hard again."

With that Mildred swooped back down and sucked hard, and it wasn't very long before she heard Roger cry out while her throat was coated with a series of ejaculations that nearly made her gag from the volume and the intensity, but she held on and kept sucking even after the stiff prong went back to being a toadstool.

Mildred felt Roger's hands on her leg, trying to pull her over him, and she heard him say something about not knowing want to do.

"Here you go honey," Mildred said as she worked around so she could straddle his face and lowered her pussy down. "Lick away babe. See how wet you made me already?"

As Mildred went back to trying to get the lad hard again she shivered as his tongue lapped incessantly in her pussy, and the older woman saw she could navigate his tongue by moving her body, putting his tongue right where she wanted it.

Mildred ground her face into the lad's face, and when she looked down she grinned when she saw how his face was buried in the unkempt jungle as Roger energetically lapped away, but the janitor was more excited by seeing the pale tube rise up from between his legs and point upwards before too long.

"I want you so bad Roger," Mildred said, and that was partly true because she was getting aroused, although as she climbed down and straddled the little pylon she was praying for the boy's sake that this would work.

Mildred grabbed the dick and rubbed it in her wet channel, easing down on it while Roger groaned. The older woman began moving up and down on the boy, although she had to be careful because they disconnected easily if she rose too high.

The less dramatic bouncing made her feel less self-conscious about how she must look to poor Roger, with her a chubby janitor frantically trying to get them both off likely looking horrible, and when he put his arm up over his eyes that feeling was reinforced.

"So sexy. Can't look," he choked, almost as if he had read her mind, and this made Mildred moved up and down harder, the tiny spout beginning to hit her just right.

"Gonna make me cum Roger!" Mildred sobbed. "Your cock feels so good in me!"

"Arrgh!" Roger cried out as Mildred's pussy clamped down on his dick, causing him to erupt inside her while he lowered his arm to watch the woman writhing on top of him.

"Sexy?" Mildred gasped after she caught her breath, with Roger's dick already having gone limp and fallen out of her.

"I couldn't believe the way you looked. Like I was doing that to you."

"Well, there's nobody else here," Mildred said as she rolled down next to the boy, and when she heard him sobbing she propped herself up on her elbow and asked what was wrong.

"Never thought I could get to do that," Roger said between tears as he hugged her tight.

"Well honey, I'm sure that I'll be just the first of many conquests of yours," Mildred told him.

"I don't think so but you'll always be the best though," Roger told her as he cuddled next to the janitor. "You were there when I needed someone."

"You took the words right out of my mouth Roger," Mildred sighed as Roger's mouth went down to her breast, and he was suckling on the nipple as she drifted off to sleep.

Mildred was awakened when she felt hands all over her body, and the years of being alone in bed was a shock at first, but when she saw Roger kneeling and grinning while playing with her he laughed.

"Didn't mean to wake you," Roger told her.

"That right?" Mildred asked as she gave him a questioning look after seeing his dick stiff in front of him.

"Don't want to waste that," she told him as she reached over and pulled him on top of her. "Time for you to do the work."

Roger eagerly mounted Mildred and thrust wildly in and out of her, and although the older woman was spent the boy would never have guessed it the way she acted in response to his lovemaking. After it was over she hardly recognized Roger, and to her surprise she realized she might have actually help him become a man.

"Look out coeds," Mildred clucked. "All you needed was the right person because you're man enough for any woman."

Mildred knew that there would likely be other girls like the one who had crushed Roger before, silly things who were hung up on superficial stuff like the size of a man's equipment, but all he needed was the right girl and when she looked at Roger's beaming face it was almost enough to make her wish she was his age again because a gal could do much worse. Lord knows she had.

***

Thanks for reading.

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ArseniqueArseniqueabout 1 month ago

Like so many of your stories, your characters feel alive and sympathetic in their imperfections. I've read just about all of your stories over time, and have concluded that you've been one of best writers to share your stories here. I just wish you were still writing new ones, now and then. Perhaps one of these days... 5 stars, not because it is perfect or super hot, but because it is a good human story that helps soften readers' hearts. Plus, it's been hovering at 4.49 for some time and could stand a nudge up to 4.5.

AnonymousAnonymousover 1 year ago

I wish you have more of these woman on small-package boy stories. It's really great. 10/10!

MADDOGINTEXASMADDOGINTEXASalmost 2 years ago

This is quite the real story...too many, at any age, who act like they are 'superior' to others just because of some superficial 'thing's they cannot control...

And, for all the "small" guys out there, "it is not the size of the pole, but how it waves too-and-fro"...YYYAAAYYY, to us "little guys"

5/5 stars, demands more!!🌌🌌🌌🌌🌌🌋🌋🌋🌋🌋😈

AnonymousAnonymousover 2 years ago

I remember the first time i got my 4 incher into a vagina i was in heaven. I didnt last very long but as the girl told me i knew how to use it good.

FuturaslimFuturaslimalmost 6 years ago
Wonderful

This is a well written story. Very engaging with characters that feel quite like regular people with insecurities and challenges in life. People who aren’t bombshells and studs. Love it when a writer doesn’t go towards the far fetched.

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