Amy gets fingered for the first time.
In parts, by Djmac1031- listen to the ► Podcast at Steamy Stories.
Tommy sat by the edge of the pool, alone with his thoughts as he waited for Amy to come back out of the house.
Both of them had made it back unseen and unquestioned from their little secret getaway into the woods.
He had just gotten back poolside when Amy’s best friend Cindy came over to him.
Tommy sighed inwardly. Cindy was a good friend to Amy, but she was always so damn nosy. She’d been “shipping” the both of them since long before “shipping” had become a catchphrase, and a stupid one at that, Tommy thought.
“No, of course not,” Tommy replied, as casually as he could. “I haven’t seen her since the Marco / Polo game broke up a while ago and everybody wandered off.”
Cindy looked skeptical. “Thought I saw you two still chatting after I got out of the pool,” she said, raising an eyebrow. “You sure somethings not up? You better not have upset my bestie!” she growled.
“I don’t know what you’re talking about,” Tommy said, a little too defensively.
“I’m gonna talk to her about it later tonight, ya know. I’m sleeping over. I’ll get her to dish, whatever it is, you know that right?” Cindy claimed boldly.
Tommy shrugged, trying to appear nonchalant. “You guys have fun, talk about whatever you want, I don’t care.”
Cindy gave him a look that said she didn’t quite believe that, then spun and walked away.
Tommy watched her leave, relieved she was finally gone. He caught himself looking at her plump ass as she retreated, then quickly averted his eyes.
Cindy was cute, even beautiful he had to admit. If he was being honest with himself, he found her attractive sexually. But he certainly didn’t have any FEELINGS for her. Not like he had for Amy.
Tommy’s thoughts drifted back to Amy, and their time alone in the woods, and what they’d done together, a series of firsts for both of them.
He thought of her final words to him before she left the wooded path for the house: “I love you too.”
WAS it love, he thought? It was certainly more than just some teenage “crush.”
Was it just sexual? No, he thought. He’d had feelings for her long before what became their first sexual explorations together this evening. He was just finally getting around to admitting it to himself, and understanding that Amy had these same feelings too.
It was all so new, so confusing. But exciting too, he had to admit.
He sat there alone, feet in the water, thinking about all of that, and trying NOT to think about the handjob Amy had given him just minutes ago, or about seeing and touching her breasts for the first time. The last thing he wanted was to pitch another tent right there by the side of the pool.
He looked up from his thoughts and saw Amy’s mom heading into the house.
Tommy had a moment of panic. He hoped Amy was done doing…well, whatever she was doing in there. She’d been gone awhile.
But he supposed she had to clean up the mess he’d made. She was probably washing her suit and towel out, making sure no telltale stains were left behind.
He didn’t realize he’d been holding his breath until he saw Amy bound out the door and down the steps into the yard, and he let it out in a rush of relief.
She looked happy and carefree enough, so if she’d encountered her mom it must have gone OK.
Amy paused, looking around, and her face lit up in a radiant smile when she spotted him.
Amy had to keep herself from running over to Tommy. She felt like she was floating over the grass, not simply stepping across it as she walked towards him, butterflies in her stomach.
He stood as she approached, and it struck her, not for the first time, just how handsome he was.
His eyes were a strange but beautiful combo of green and brown, with yellow flecks you could only see up close.
His hair was a darker blonde than hers, although it was lightened now by the sun and spiky in a short summer cut.
His body was lean and lanky, with wide shoulders and long legs. While not super muscular, what he had was lean and firm and strong from the various forms of physical work he always seemed to be doing.
Amy’s eyes traveled down his hairless chest to his stomach, then (not for the first time) to that hint of a V shape that started just under his abs, pointing the way towards his…
“No, stop, not now,” Amy thought. “That way madness lies,” she laughed to herself, remembering her Shakespeare.
She hoped he hadn’t caught her looking, then realized maybe she wouldn’t mind so much if he had anyway.
His eyes seemed fixed on her as she approached, and they were speckled moonlight.
Amy felt her heart flutter and a tingle between her legs. “Oh girl,” she thought. “If this is love, you’re in trouble,” she groaned inwardly.
Then they were together, standing face to face.
Amy desperately wanted to hug him, to kiss him, but they both knew they couldn’t risk such open displays of affection just now.
So she instead simply spoke, “Hey there.”
“Hey,” Tommy replied, almost a whisper.
They both stood there, smiling like, well, two young lovers. Neither knew what to say next. Tommy broke the silence. “Wanna get a snack?”
“I’d love to,” was her reply.
They spent the rest of the party almost entirely by each other’s side. Oh they socialized, chatted with their other friends, even played horseshoes for a while. But they we’re always at least close by, making eye contact and sharing secret smiles.
The party eventually started to wind down, and people began saying their goodbyes.
Tommy kept a respectful distance as many were approaching Amy to congratulate her and say goodnight. She stood for a while with her parents, thanking each guest in turn for coming and for their thoughtful gifts, etc.
He felt a sudden tap on his shoulder. It was his mother.
“Hey sport, I’m gonna go. Do you want a ride back with me or are you staying for a bit?” They only lived a few blocks away, an easy walking distance, but his mom had driven so she could bring over the food she’d volunteered to make and the graduation gifts they’d gotten for Amy.
“Is it OK if I stay a bit? Amy’s parents said it was OK if a few of us stayed and watched a movie,” I explained. “I can walk home after, no problem. It’s a nice night.”
Mom looked at him and grinned. “Wanna spend more time with Amy, huh?” she said knowingly. “Don’t think I haven’t noticed how much time you two have been spending together lately.” Tommy gulped but said nothing.
His mother relented. “Well, ok. I trust you, and I trust Amy’s parents. You won’t get into too much trouble I think. Just behave yourself, you hear? Be a good gentleman. And be home by midnight.”
Tommy smiled and nodded. “Sure mom, you bet. Thanks.”
“Just remember: God is watching you.” And with that she turned to make her goodbyes to Amy and her parents.
“Yeah, well, we gave him a hell of a show earlier then,” Tommy thought to himself, and had to stifle a laugh.
The popcorn was made, some fruit juice poured, (“You guys have had enough soda for one day” Amy’s mom had said, stern but kindly) and they were settling down to watch the movie.
The only person who wound up staying besides Tommy was Cindy, who of course was sleeping over.
Amy and Cindy were on the center couch. Tommy sat alone in a recliner chair off to the side, as Amy’s parents came in from the kitchen.
“We’re heading up to bed now,” Amy’s dad started. “We expect you kids to behave yourself.” Amy’s mom turned and looked directly at Tommy. “I expect you’ll be a gentleman and show respect for our house?” she asked him.
“Yes ma'am, yes sir,” Tommy replied, addressing both parents.
Mom nodded, then turned to Cindy. “Cindy, you’re chaperone. Keep a watch over these two. They’ve been making eyes at each other all night.”
“MOM!!!” Amy cried, embarrassed.
“What? You thought we didn’t notice? We’re not as blind as you think we are,” her mom shot back.
Amy flushed crimson, but said nothing more.
“Cindy?” Mom continued, “you heard me right? You’re on guard duty. Understand?”
Cindy barely contained her eye roll but nodded and replied, “Yes ma'am, of course.”
“Just remember,” Dad said suddenly, “leave room for the Holy Spirit,” and looking directly at Tommy, dropped him a wink and smiled.
Tommy gulped. He had no clue what to make of that at all, so he simply nodded.
Mom threw dad a sharp glare and his smile quickly faded. “Straight home after the movie young man, you understand me?” Mom said. “Yes ma'am, I understand,” Tommy replied.
Then they both gave Amy a kiss on the cheek and went upstairs to their bedroom.
The room was silent for several moments after they left, finally broken by Cindy. “Well THAT was awkward,” she blurted.
They all laughed, breaking the tension.
They’d all changed into some dry clothes earlier, (Tommy had only just remembered to fetch his from his mom’s car before she left) and Tommy couldn’t help but notice how cute Amy looked in her sleepwear; a pink Hello Kitty pajama top and matching shorts.
It was, as all her outfits were, modest, but it left her shoulders bare and he could see the tan lines made by her bathing suit. Suddenly he was thinking about her breasts, exposed and pale in the moonlight, as she’d slowly slipped down the straps…
He was snapped out of this memory by a voice. “Tommy? Earth to Tommy!”
It was Cindy. “You can’t see the TV well from there. Come sit on the couch with us. I’ll scoot over, you can sit next to Amy.” She smiled wryly, and Amy elbowed her good naturedly, but put up no further argument.
“Yeah, sure, makes sense,” Tommy said casually, trying not to sound too eager.
The girls scooted over and he sat down next to Amy, who was now in the middle, Cindy to her left at the other end.
Their hips touched as he sat, and he awkwardly tried to figure out what to do with his left arm. He decided to put it around Amy’s shoulders. He made sure to keep his hand up on the couch, a safe distance from the tempting curve of her breast.
Amy settled her head on Tommy’s shoulder, sighing almost imperceptibly in contentment. Cindy heard it though, and this time did not contain her eye roll, but smiled knowingly.
They watched the movie like that for a while, in silence. It was some rom-com the girls had picked out, one of their favorites. Tommy didn’t really care what they picked. He wasn’t there for the movie.
It was a PG film and a pretty tame one at that. No sex or nudity of course. Although there were a couple of kissing scenes and during them Tommy could feel Amy shifting slightly under his arm, and knew exactly what she was thinking.
About an hour into the movie, Cindy suddenly stood up. Making a show of stretching (Tommy could not help but notice the way her large breasts pushed out from her less modest tank top, despite himself) and, mock yawning, turned to address them.
“I’m tired, I think I’m gonna go to bed,” she announced, looking slyly at Tommy for a second. Then to Amy she added, “your parents bedroom is right across the hall from yours. Keep your cell phone nearby. If I hear them stir, I’ll text you.”
Turning back to Tommy, she said, “There’s about 30 minutes left in this movie. If Amy’s not upstairs and in her bed in 35, I’m personally knocking on her parents door and waking them up.”
“I know your parents told me to chaperone,” she continued, “but I figure if God sees all, let Him keep an eye on you two.”
And with a sly wink and a totally knowing grin, she turned and went upstairs.
Tommy and Amy both sat silent and shocked as they watched her go.
Tommy broke the silence. “I…I can’t believe she just did that,” he muttered.
Amy just sighed, cupped his face with her hand, turned it towards her own, and whispered, “she’s a good friend.”
And just like that they were kissing.
Tommy’s mind was spinning happily. She smelled so good, clean and fresh after her earlier shower. Some kind of floral scented shampoo, he thought, and he also caught a hint of what he guessed was perfume; a light, almost fruity scent. Her hair was loose, wavy, and flowing around her face and neck.
He could taste her lip gloss, sweet with a hint of cinnamon.
It wasn’t long before the arm he still had half on the couch dropped to a more comfortable, intimate position.
Breaking the kiss a moment, he looked at her, head tilted, eyes questioning. No words were needed. She simply nodded her consent and shifted herself into a better position for his hand to gently cup her breast.
Again he felt her hard little nipple underneath her shirt, already swollen. He could see her neck and what little skin that was exposed just above her chest flush with excitement as she squirmed under his touch.
His hand then slid under the soft cotton fabric and found the bare skin of her breast beneath. He was surprised she wasn’t wearing a bra, but supposed the top was generally modest enough that she didn’t need one.
Or, he speculated, she’d left it off on purpose.
Amy rested her head back on the couch and closed her eyes, focusing on the incredible sensations, as his hand explored her firm young flesh. He was so gentle, and every time his fingers found her nipples her body jerked as if shocked.
Tommy’s voice broke through her trance, whispering. “Amy, are you ok? Tell me if I hurt you, or…”
“I’m fine, just…sensitive,” she stammered. She opened her eyes, imploring, “don’t stop, please.” She leaned in, finding his lips again.
As they continued making out, he felt her hand land on his upper thigh, slowly moving towards his crotch.
The loose fitting shorts he was wearing were containing his throbbing erection, but just barely. Then her hand was over it, feeling it’s length for the second time that night.
Suddenly she was tugging at his waistband, trying desperately to free it.
It took all of his willpower to grasp her hand and remove it.
“Amy, we can’t. It’s too risky. And too…messy.”
She groaned and frowned. “I know, but…”
Tommy lifted her chin up to face him, and spoke softly, lovingly. “Amy, I want it too, but we have to be smart. If your parents walked in on us with my pants down, or if I made a mess again all over your couch…” he paused, removed his hand from her breast, and with one finger made the “throat cutting” gesture across his neck.
She nodded, regretfully. “Yeah, you’re right. Dammit.”
They sat quietly for a moment, just holding each other.
She looked at him suddenly, with a determined glint in her eye.
“Would you…” she paused, licked her lips, swallowed nervously, started again:
“Would you…touch me…somewhere else?” Her voice was a weak whisper.
“Where?” said Tommy, not getting it yet.
Amy smiled shyly, looked down, and slowly parted her legs.
Understanding dawned in his eyes. A huge grin spread on his face, but was quickly replaced by gentle concern.
“Are you sure?” he asked sweetly. “Because I don’t want to pressure you, or make you feel like you have to…”
Amy cut him off sharply but lovingly. “Tommy, if you don’t touch my Kitty right now I’ll wind up screaming in frustration. Please. I NEED THIS.” Her voice was a harsh whisper that contained a desperation he’d never heard from her before.
Tommy was utterly taken aback by this outburst. Then he broke into a goofy grin. “You’re KITTY?” he said incredulously.
Amy flushed with embarrassment. “It’s what…it’s what I’ve always…called…it. I know, it’s silly.”
“It’s adorable,” said Tommy, “and so are you.”
His hand went to the bare skin of her right thigh, slowly caressing her soft, tan skin.
Her breathing became heavier as his hand slid higher up her thigh, finding the hem in the leg of her pajama shorts, then slipped under it.
His fingers found the edge of her panties where they met her thigh, then paused.
She moaned, put her hand on his, pushed it further. “Please,” she groaned, “please keep going.”
His fingers started to work their way under the edge of her panties when she suddenly stopped him.
“Just don’t…just don’t push your fingers…inside. Not all the way, ok? I’m still a virgin, and I wanna stay that way for now. At least till we’re ready to…” she stopped herself, then shrugged, “…well you know. Touch anywhere else you want, just don’t push inside, ok?”
Tommy nodded, understanding. He knew enough about the female anatomy to understand what the hymen was and how it could be broken. He certainly didn’t want to push Amy beyond what she was ready for.
“Don’t worry, I don’t ever want to hurt you, Amy. Please tell me if I do. And stop me if I go too far. I’ve never done this, and I want it to be right,” he said.
“Just TOUCH me,” she hissed. “I’ll guide you if needed, ok?”
Without further hesitation, his hand slid up again, finding her panties, but instead of going under them he suddenly changed direction and went over the fabric, cupping her entire “Kitty” in his palm.
What he found was warm, almost HOT, and he could feel moisture seeping its way through the gusset, warm and slippery like a lotion or oil.
He looked at her with happy confusion, and she smiled. “It gets that way sometimes. When it’s…excited.” She winked at him wickedly. “But you’re torturing me, Tommy. Here, let me just…”
With a quick move, her hand was suddenly inside her pajama shorts, and with a jerk she pulled her panties aside, allowing him easier access. He instantly felt the hot wet flesh of her virgin pussy under the palm of his hand.
He wasn’t sure who gasped louder at the moment of contact, him or her.
Amy’s eyes rolled back in her head as his fingers started to explore her soft folds.
Tommy was mesmerized by what he was feeling. His fingers gently probed and explored her swollen labia, then found where they separated as his fingers slipped between them, locating the entrance to her vagina.
He stopped there, remembering his promise not to probe too deep.
Cautiously, he stuck a finger tip in, then looked at Amy. “This OK? Not too much?”
Her breath was hitching, as she struggled to keep quiet despite the immense pleasure. “Y-y-yes, it’s fine,” she stammered. “J-just a little deeper. There, stop! Now just s-s-slide it in and out a bit.”
He followed her instructions and she closed her eyes again, imagining, as she had when she’d masturbated earlier, that it was the tip of his cock sliding in and out of her virgin hole.
She felt like a fire hydrant the way she was gushing from the gentle fingering. Tommy felt it too.
“It’s so wet,” he said, his voice a low marvel. “I know, s-s-sorry,” she stuttered, barely able to speak.
“Don’t be,” he whispered in her ear. “I got you way messier earlier, remember? Besides, I’m assuming this means I’m doing a good job, right?”
“Oh, yes, yes you…oh, oh God, don’t stop, a little faster, oh, oh Jesus, I’m gonna…” Amy suddenly bit down on her lip so hard she thought it might bleed, as she felt the wave of her orgasm hit her, knocking her head back against the couch, her arm squeezing Tommy’s waist so tight he could barely breathe, her other hand flying to her mouth to cover her scream as her body shook uncontrollably.
“Don’t stop don’t stop don’t stop,” her voice came muffled from under her hand as she felt a fireball of pleasure spread outwardly from her vagina, simultaneously up towards her head and down to her toes. Then her sounds were no longer words, but high pitched squeals. Her body rocked forward, then back, then shook with what looked like a convulsion. Her eyes rolled back in her head.
To be continued in part 4.
by Djmac1031 for Literotica
