Hot Shorts II

"Are these your first?"

He nodded, his eyes still locked on her tits as he played with them.

"I guessed that they were. What did you do when you saw them through the window?"

He gasped and looked up at her when her hand settled between his legs. He had rapidly drooped when she entered his room, and his nerves were still on edge. He was only half hard despite the naked titties right in front of him.

"Did you play with this?" she asked as she rocked her hand over his half erect member, causing it to throb.

His face burned.

"It's okay. You don't have to say it, and you don't have to be embarrassed about it. Can I tell you a secret? Every time I let you see me, that's what I did. I was thinking about you stroking your cock and thinking about me."

He could barely believe it. His fantasy was real. She actually had fingered her pussy while he was jacking off.

She curled her fingers and gathered up the bedclothes covering him. "Can I have a peek?" She tugged, and though he let her pull the covers away from his boxers, it made his ears burn so hot that he thought they might set his hair on fire.

Once again, she didn't tease or waste any time. She simply tugged down the front of his boxers, and fished out his cock.

"A little nervous? That's okay," she said, and then brought two fingers to her lips. She licked and sucked them for a moment.

Ed shivered from the sight, and then gasped when she rubbed the slippery digits over his cock.

"There you go," she cooed as the touch overrode his shame, causing his manhood to rapidly straighten.

He groaned from her touch as she stroked him with her fingertips. In no time, his cock was bobbing up toward her caressing digits, at full erection. Ms. Keller curled her fingers around it and moaned. He sucked in a shuddering breath and throbbed in her grasp.

"I know you're wondering, because all boys do. No, it's not small. You're average size. Perfectly adequate to satisfy a girl, if you do it right." She moaned again. "You're as hard as a rock."

It was his turn to moan when she began to stroke her hand up and down his shaft. It felt so different and so much more amazing than when he jacked off. Her hand was soft, and the motion made her tits quiver.

She asked, "Feel good?"

"Yeah."

She paused at the top of the next stroke. Her thumb stretched out, and she rubbed it back and forth on the underside of his cockhead. The sensation made him throb hard, grunt, and ooze a drop of pre-cum.

Ms. Keller rubbed the slippery drop into his skin, and then went back to stroking him. "I think you need a little push to come out of your shell, so I'm going to make you come. Okay?"

A ridiculously wide grin spread across his face as he enthusiastically nodded.

She chuckled and said, "Just relax, enjoy it, and shush."

That was easier said than done when she cupped his balls in her other hand and began to stroke his cock faster. She gently rolled his family jewels, and rotated her hand in little half turns as it slid up and down his shaft.

It didn't take long for the wicked itch to arise in the head of his cock, and spread. Ed breathed hard through his nose. His teeth clenched from fighting the moans and groans trying desperately to escape him. Her hand moved faster and faster, producing a fap sound whenever it slid over the ridge of the mushroom tip. When he glanced up at her, Ms. Keller was wearing a sultry smile and watching his face.

His balls tightened, pulling up toward his body. Though he fought it with every ounce of his will — because he never wanted it to end — the inevitable was approaching fast.

"Mmm hmm," she moaned, stroking him fast.

Choked-off grunts caught in his throat as he drew near to the edge.

This time, her moan was higher in pitch, and sounded excited. "Mmm hmm!" She leaned in, causing her right breast to settle on his leg. She aimed the head of his cock at her tits and jerked him hard.

He came with a gurgly-sounding grunt.

"There you go," she whispered as he sprayed cum on her chest and tits. She held him tight, just below the head, and rubbed the skin over the hard core. Another spurt further decorated her with semen.

Ed clawed at the sheets and bucked his hips as ropes of cum continued to splatter all over her. When he ceased to spurt, she rubbed the tip directly against her soft breast, making him dribble onto it. His cum slowly oozed down her breast to her nipple, where it clung tenaciously to the stiff point.

As he grew sensitive, he began to grunt, and she slowly uncurled her fingers from around his cock. He gasped and let his head fall heavily to the pillow. He panted for breath with his eyes closed for a few moments, until he heard another moan.

Every muscle in his body stiffened when he saw her licking his cum off her hand.

"So much cum," she said while looking into his eyes. "It tastes so good." Then she upped the ante by lifting her breast, and sucking the cum off her nipple.

He watched in stunned amazement as she gathered up his cum on her fingers, licked them clean, and then went back for more. By the time she pulled her fingers from her mouth with a final moan, her tits were shimmering from the cum smeared all over them.

She smiled, reached out, and with a finger and thumb on either side, tugged his boxers back over his softening cock. She gave it a soft pat before turning to recover her bra.

Though it caused uncomfortable twinges from his spent and sensitive organ, he watched every moment as she put back on her bra, settled her tits into it, and then buttoned back on her top.

"Our secret?" she asked once she was dressed.

He nodded, almost in disbelief that it had actually happened.

"Good. I'll tell you a secret, though. Mandy Chambers likes you."

His eyes narrowed and his brow furrowed. Mandy was a school friend. They had never hung out after school, but they had similar interests and had talked almost daily at school.

She was the one girl he'd seriously considered asking out. Then, seemingly out of nowhere over the summer, she'd sprouted boobs. Huge ones. Other guys started paying attention to her after that, and he assumed those big titties put her firmly out of his league. He'd been on edge whenever he talked to her in the years since, but sorely missed it now that they had both graduated.

"Yes, it's true," Ms. Keller said, sensing his doubts. "She needs a nice boy who likes her for more than her body. Ask her out. She'll say yes. I think the two of you are perfect for each other."

"I... Are you sure?"

She rolled her eyes and sighed. "I guess you need a little more of an intervention. Do you have her phone number?"

He shook his head.

"Facebook? Instagram?"

She had wanted to see his photos from the Smithsonian, and had added him as a friend on Instagram after looking at them. "Yeah. Instagram."

"Where's your phone? Is she in your friend list?"

Before he could answer the first question, she saw his phone and stood up to grab it. He said, "Yeah, she friended me."

Ms. Keller handed him the phone so he could unlock it. She playfully snatched it out of his hand as soon as the home screen opened. She tapped and swiped with unexpected skill for someone from his Mom's generation, and soon she was tapping a message.

She handed him back the phone when she was finished. The direct message read, "Would you like to go out sometime?"

"All you have to do is hit send," she encouraged him.

He stared at his phone — his stomach doing flip-flops — and couldn't bring himself to tap the button.

Ms. Keller leaned over and did it for him.

He thought for certain he was going to die from embarrassment, fully expecting a rejection. To his shock, Mandy almost immediately replied that she'd love to, and suggested going to a movie that he wanted to see as well.

Ms. Keller laughed when she saw his mouth hanging open in amazement. "Answer her, silly."

He typed a message saying that he wanted to see the same flick. She came right back with a message asking if the seven o'clock showing was okay. A couple of messages later, he had a date.

"I told you," Ms. Keller said as she stood up and straightened her skirt. "Don't worry. She knows you, and she's not going to be surprised when you're ridiculously nervous. Just remember that she likes you, say that she looks pretty, don't get handsy, or expect a kiss on the first date. I'm sure that and other things will come around soon enough."

His cheeks warmed and he smiled when she twitched her eyebrows at him.

She continued, "Be just a slightly more confident version of yourself. You're just what she wants, and just what she needs. You're already friends. Start from there. You should probably..." She made a jerking off motion with her hand. "Let off that pressure before you go pick her up."

With that, she turned and headed for the door. He watched her butt swaying as she walked. She opened the door a crack, peeked out, and then turned back toward him.

"I don't mind if you think about tonight when you do that. And I probably will be in a few minutes." She pointed toward the window, and then slipped out the door.

As she hinted, he watched her window through his. When the glow of the bedroom light came on, he walked over to the window.

Ms. Keller pushed open the curtains, and stood right in front of the window in nothing but her panties. Then, she hooked her thumbs in the waistband and pushed them down as well.

Ed drank in the sight of her hairy pussy while she ran her hands over her body. She bent over — her breasts hanging and swaying — to pick up something off the windowsill. It was a dildo. She slipped it into her mouth, sucked on it, and then turned away. She held her hand behind her bare butt and gave a finger-waggling wave before vanishing and turning out the light.

Ed let off some pressure not long after, knowing she was doing the same.

[[[[[[[[[[]]]]]]]]]]

Melissa checked the hallway before exiting her apartment. She stepped lightly as she walked down the hall, trying not to attract attention. When she reached the stairwell, she carefully and quietly opened the door. After one last peek behind to make sure nobody had noticed her entering, she started up the stairs.

After a long day at the office, she desperately needed to unwind. That's where the first piece of critical cargo she was carrying came in. She'd been fiending for the joint in her purse for close to an hour.

Even though it was still illegal in the state, there was legislation pending, and the company she worked for had stopped testing for it during drug screens in anticipation of the law changing. She had tracked down a dealer the day they made the announcement, and smoked her first joint in a decade that evening.

For the longest time, she had driven out of town and burned one in a secluded place on a side road, but that had its risks. It also extended her commute significantly. Then, a couple of days before, a friend had suggested sneaking up to the roof, since she lived in the tallest building for a couple of blocks around.

She had thought of that as soon as she bought her first joint, but unfortunately, the roof door was padlocked. Her friend asked her to show him the lock, because he moonlighted as a locksmith, and they had made the same stealthy journey she was on.

He had snorted derisively upon seeing the lock. "What a piece of shit," he'd muttered. "Amazon has this listed as choice, but it's got a flaw most intelligent manufacturers eliminated twenty years ago."

With that, he'd reached into his pocket, selected a small metal tool from a leather pouch, and pushed it in the lock. A second later, the lock popped open. They had then proceeded to happily relax and smoke for an hour.

Though he'd promised that a chimp could open the lock, Melissa was still nervous as she withdrew her second piece of important cargo — the same type of tool he'd use to pick the lock before.

Though it was fiddly to insert it, when she finally managed to seat the tool and turn it, the lock popped open as if by magic. Delightfully surprised, she removed the padlock from the hasp, and opened the door. Out on the roof, she made her way to a nice spot between two of the HVAC units, sat down, and fired up.

Melissa was feeling wonderfully mellow a while later, but that changed in a heartbeat when she heard the door to the roof open. She winced as she stubbed out the joint, begrudging the waste, and quickly hid it in a crack. Unfortunately, hiding the pot didn't hide her. She was still on the roof with a picked lock behind her.

Thinking quickly, she decided to lie and say that she'd found the lock open while walking the stairs for exercise, and decided to get some fresh air. It wasn't the best story in the world, but it would have to do, as she could hear footsteps approaching. She looked up at the sky as if watching the clouds, doing her best to ignore the sound of impending doom.

She saw movement in her peripheral vision a second later, but instead of the building super confronting her, she saw that it was the superintendent's son — Charlie — rather than the man himself.

He started upon seeing her, and looked as nervous as she felt. "W-what are you doing up here?" he asked.

Melissa launched into her lie. "Hello, Charlie. I was walking the stairs for some exercise and decided to come out for a breath of fresh air."

"But... Uhm... It was locked."

She shrugged and offered a vapid smile. "I don't know. It was unlocked when I got here."

The young man suddenly took two deep sniffs, and his eyes widened. He blurted out, "Are you smoking Marijuana?"

Shit. Shit. Shit, she thought. "I don't know what you mean," she said as she stood up. "I was just getting some evening air. Suppose I should head back to my apartment."

"Nobody is... Nobody is supposed to be up here," Charlie muttered while obviously staring at her chest with wide eyes. He caught himself, met her slightly irritated gaze, and cast his eyes downward. As soon as he did, he gasped.

"Is that a joint?" he exclaimed.

Does this kid have microscopes for eyes? What to say? Even as her mind reeled for lies and excuses, his gaze dropped back down to her breasts again. It was as if his eyes were magnetically attracted to them. Again, he caught himself, looked up at her with a face that was bright red from embarrassment, and looked back down at the ground.

Inspiration struck.

Charlie was skinny and average looking — at best. He was also terminally backward. She was willing to bet he'd never seen a real set of tits in his life, and probably would do anything for the chance.

What have I got to lose at this point? she wondered. "Hey," she said, causing him to hesitantly look up. As soon as he did, she lifted and squeezed her large breasts together. "I guess you like these, huh?"

Young Charlie was beside himself. Not only were his eyes as wide as saucers, his mouth was gaping open as well.

"Tell you what... Forget you ever saw me up here, and I'll let you look at them."

"Your tits?" Charlie blurted.

"Yes, my tits."

"Without a bra?"

"Mmm hmm."

"I... I... Uhm... It's..."

Melissa knew she had him on the line. She just had to reel him in. She popped open a button on her blouse, and then a second. His eyes darted up and down between her face and her revealed cleavage.

"Well?" she asked. "Is it a deal? I show you my tits, and you forget I was up here?"

Charlie hesitated for a second, and then comically nodded his head yes.

"Okay," she said, and went to work on the remaining buttons.

The young man's eyes followed her every movement. He was so caught up in the slow revelation of her bra and skin that he reached down and adjusted his erection without any sign of additional embarrassment. Melissa mentally chuckled at his awkwardness and eagerness as she parted the halves of her blouse and shrugged it off.

Standing in the fading sunlight in just her bra, she asked, "Ready?"

His nod was almost violently emphatic.

Melissa reached behind her back, popped open the clasp, and removed her bra without further ado. Once again, Charlie's mouth dropped open.

Suddenly feeling deliciously naughty, she hefted the large globes, squeezed them together, and gave them a jiggle for his awestruck eyes. "Is this your first time seeing real tits?" she asked.

"Up close, and hers aren't as big as yours," Charlie muttered as he stared at her bared assets.

"Like them?"

"They're fucking awesome."

Even though he was nothing resembling her type, having a guy barely out of high school absolutely worshiping her with his eyes aroused her a little. Despite the scare, she was still loosened up enough from her smoke to take it a step further.

"If I let you have a feel, can I stay up here and finish my joint?"

His eyes left her breasts for the first time since she'd revealed them. "Really?"

"Mmm hmm. Let me finish my smoke, and you can touch them for a minute."

"Okay."

Melissa released the heavy globes. When he stood dumbstruck — not moving — she let out a little chuckle and reached for his hands. She lifted them to her breasts, and that's where his hesitation ended. He squeezed them hard.

"Easy, there." When he relaxed his grip, she said, "That's better."

"They're so big. Wow. They're just... Wow," Charlie muttered while fondling her.

She couldn't help a little moan when he started playing with one of her nipples, which stiffened from the stimulation.

"Are you hard?" she asked, caught up in the moment.

He nodded, and his cheeks flushed again.

I really shouldn't be doing this, she thought, but her hand moved anyway. The mild arousal was enough for her to reach between his legs.

Her eyebrows shot up when she squeezed his erection through his jeans. She'd expected him to have a teenie weenie, and that wasn't what she found. He was at least average size, and maybe a little bigger. He groaned and shuddered as she explored the bulge.

That was enough to actually get her juices — and hormones — flowing, overriding her inhibitions a little more.

Her voice low and seductive, she asked, "If I help you out with this, can you forget any time you see the lock off the door?"

"Jerk me off?" he asked with puppy-like excitement — still feeling her breasts.

"If you let me come up here and have a joint whenever I want." A thought occurred to her, and she asked, "How often does your Dad come up here?"

He shook his head. "Never. He hates climbing the steps. He always makes me unlock the door whenever anybody has to come up here to work on something."

"So, you would be the only one who would ever notice that lock being open?"

He nodded, and then groaned when she squeezed his cock again.

"Deal, then? You forget that you know I come up here, and let me know any time someone else is going to be up here? Slip a note under my door?" she asked, continuing to caress his hardon.

"Deal."

"Good," she said, and immediately reached for the button of his jeans.

He breathed fast — almost hyperventilating — as she unbuttoned his pants, and pulled the zipper down. She pushed his jeans and briefs down just far enough to fish out his cock, and took it in hand. He let out a grunt.

"Shh," she admonished.

He pressed his lips tightly together and nodded.

Melissa stroked his cock slowly in her hand, growing more aroused by the moment. Between the larger-than-expected, eighteen-year-old cock in her hand, the hint of danger, and his eager hands on her breasts, she felt absolutely wanton. When he oozed a drop of pre-cum, she acted on whim.