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Lily’s Seduction of the Boy Next Door Part 3

This is the third chapter of the series. I believe its a good intermediate for those wanting even more teasing/seducing as well as those wanting a little more action. Regardless, comments and suggestions are always welcome!

“Hello Heather! It’s me, Lily!”

“Oh hello” she answered, yawning in the background.

“I’m sorry, am I calling too early? I’m not sure about your sleeping schedule and didn’t-“

“No it’s okay. It’s almost noon on a Sunday, so just because I’m still sleeping in doesn’t mean you would be too. Besides, I should thank you again for keeping an eye on Timmy yesterday anyways. You must’ve really worn him out because he hardly had any of his dinner, just going straight to his room afterwards too.”

“Oh, well we didn’t do anything special. Just had lunch and watched a movie” I giggled, remembering how the afternoon had ended with my tongue buried in his mouth. The image alone was getting my mouth watering for a second chance!

“Speaking of Timmy. He left his jacket here yesterday and I was hoping to get him help about computers? He mentioned something about installing a software…” I lied.

“Oh yeah, no problem. He’s really good with that stuff. I’ll send him right over” she answered.

“You know Heather, I could keep him here a little bit longer if you wanted to get some extra shut eye. I’m sure Timmy won’t mind”

“Oh could you? That would be so amazing! I was really not looking forward to leaving the warm coziness of my bed. I owe you one!”

“Oh don’t say that! It’s my pleasure!” I answered.

“Ok I’ll send him over now. Chat with you later!”

Despite my excitement, I wanted to tease his patience first, see how he would react to me after what happened yesterday. Of course, the sports bra and tight yoga pants I had on was designed to make it that much more difficult for him.

“Well that was quick!” I giggled, welcoming him in after hearing his footsteps sprint towards my apartment.

“My mom told me…I…ughhh” he moaned, upon seeing my outfit. His eyes darted from my ample cleavage to my exposed stomach and then down my legs, until it landed on my bare feet.

I just stood there for a second, letting him gawk over my body until his gaze returned to my face.

“I thought I would take you up on that offer to help me workout. I hope you weren’t joking when you said it” I smiled.

“No! no! I’d love to help!” he stammered.

In his haste to get started, he actually tripped over his own shoes, trying to get them off as quick as possible.

“Careful! Are you okay?!” I giggled, squatting down to help him up.

Timmy turned to answer me when his thought was interrupted, staring at my tits that were now at eye level. Wanting to tease him more, I subtly squeezed my arms inwards, presenting even more cleavage for him to look at.

“Let me help you up!” I smiled, leaning towards him and grabbing his wrist. I almost felt a little bad at how merciless I was at teasing him, but it was so fun!

“Are you Okay? Did you lose your voice too from that fall?” I giggled.

“Oh no! I’m fine! I’m fine!”

“Good! I wouldn’t want your mom to think I was hurting you! Then you wouldn’t be able to come over anymore” I winked. “We wouldn’t want that, would we?”

He didn’t know how to respond, just nodding his head and nervously chuckling with me.

“Let’s move over to the mat” I smiled, not wanting to embarrass him too much.

I carefully guided him over to my living room, sitting him down on my couch as I stood in front of him.

“I’m just going to do a few simple warm up stretches first before we get started!” I smiled.

I had moved my coffee table aside, ensuring that we had plenty of room later for him to “help” me. I started off with a couple of innocent exercises to help loosen my muscles, getting them warmed up before I began hitting him with the more provocative poses.

“I can never quite reach all the way down!” I giggled, as I tried to touch my toes standing up.

With me bending forward so much, I could feel my tits trying to pop out of my sports bra, fighting to be let free. Timmy wasn’t trying to hide it at all, his mouth gaped wide open as he tried to stare down my bra.

“Ughh!” I groaned playfully, trying to reach further without bending my legs. “Help make sure I don’t cheat!” I giggled.

“No, just stay there! I’ll come to you!” I said, seeing him get up.

I moved right in front of Timmy, but instead of standing face-to-face, I turned around, with my back towards him as I bent down again. And almost as soon as I did so, I heard his breathing get heavier from the site of my ass. I made sure to go down extra slow, even wiggling my ass slightly as my hands made my way towards the ground.

“Keep my legs straight!” I instructed, grabbing his wrist and guiding them towards my hamstring. I purposefully rubbed his fingers across my legs, letting him know it was okay if they wandered.

And as I bent down further, I could feel my yoga pants stretching against my ass, testing the strength of the fabric. And with every movement, it felt my ass would burst free, tearing through the thin material that kept Timmy’s eyes away from his most wanted possession. After all, in my current position, I knew he could only see the top of my blue thong and not the rest of it.

Timmy was silent, probably too focused on the opportunity to fondle my body to speak much. I glanced backwards to confirm my beliefs, seeing him inch his face closer and closer to my ass. I waited patiently, letting him get too greedy before all of a sudden scooting back, smashing my ass into his face!

Unfortunately the contact only lasted a split second as Timmy backed away instinctively. But because my calves were pinned against his knee, I had no sense of balance either, falling back with him until I landed on his lap. Right away, I could feel his hard on poking against my ass.

Timmy tried to fix it immediately, moving his lower body away as he pushed me off of him.

“I remember this position!” I giggled, now sitting glued next to him with one leg propped up on his lap.

“Did you like what we did yesterday?” I teased.

“Mhm” he nodded, his heart racing.

I seductively moved my hand up his shoulder and towards his cheek, turning his face towards me.

“Would you like to do it again?” I asked, noticing for the first time that he was actually chewing a piece of gum.

“Is that why you have that?” I giggled, nodding towards his mouth.

“Yes! I mean no! No, I didn’t expect that you- but I really wanted to – it was just in case you wanted to-” he stammered, his face turning scarlet red.

“What flavor is it?” I smiled.

“Oh, it’s –“

Before he finished his sentence, I had already planted my lips on his. I was aggressive, picking up right where we left off yesterday. Apparently, Timmy had more than just one piece, as his mouth was filled with a tingling mint feeling of the gum.

“Peppermint, huh?” I teased.

I had hardly pulled away for a second when his lips instantly found mine again, kissing me with even more enthusiasm.

“Ugghh! Mhm!” he grunted, kissing me wildly. I could tell he had been waiting restlessly for us to make out again.

His kissing was just as “bad” as our first time and was based off of pure desire. I loved how, unlike his usual self, he didn’t care about embarrassment or have any tact, succumbing fully to my seduction. He was actually licking, not kissing, but licking around my mouth! As if I was the top of an ice cream cone!

“Lily…could…could I suck on your tongue like yesterday?” he asked, his eyes begging me.

I smiled back at him, tilting his head towards me as I presented my tongue for his waiting lips.

“Oops! Let’s just put that aside!” I giggled, feeling his gum drop on my chin.

He went back to sucking passionately, digging his lips as far in my mouth as possible. And whether on purpose or not, his own tongue was massaging against mine as well, providing even more pleasure for the both of us.

In the mist of making out, I moved his hand to my right leg, letting him feel me up as I attempted to find his cock. But surprisingly, Timmy was still feeling shy, rotating his hips away from my hand. I didn’t mind too much, knowing that sooner or later he wouldn’t be able to resist.

“Did you enjoy the underwear I gave you yesterday?”

“Yes! Thank you so much! I…I used them three times last night” he stuttered.

“Three times huh?!” I teased. “What about my socks? Did you leave them out of the fun?” I pouted.

“No! I kept them near my nose when I jack…jacked off”


“Did you now?! And you didn’t tell your mom right?” I teased, putting my index finger on his lower lip.

“No! I didn’t say anything” he answered, with a hint of fear in his eyes.

“Good!” I answered, sticking it in and out of his mouth slowly.

“And where are they now? My underwear and socks?”

“They’re in my pillow case and I already cleaned my room. My mom won’t find it! I swear!”

His nervousness made me giggle. It seemed he was still scared that I would stop it all, cut it off if he didn’t follow my directions.

“Are you going to use them again today? Use my thong to jack off?” I smiled, lightly kissing his lips.

“I…I would, but I made too big of a mess. Your underwear’s covered in my…my cum”

The very thought of it sent pulses towards my pussy, making it even wetter! I desperately wanted to see just what this boy had done to just a piece of my clothing. How would he react when he got to experience the real thing!?

“Well maybe later you can pick out another pair” I said, seeing the excitement on his face.

“But! But! You have to help me finish working out” I answered, wanting to tease him a little more.

“Yes! Sure! Anything!”

“Good boy!” I smiled, tapping his head as I gave him another deep kiss.

“Come. I want to work on my stomach a little” I said, moving back towards the mat.

“Oh my mom has one of those!” he exclaimed, upon seeing my ab roller.

“Then you know how it works then?”

“Yeah!”

“Great! Get behind me and make sure I don’t hurt myself” I said, kneeling down on my yoga mat.

“Come closer!” I giggled, reaching back and making sure he was basically pressed up against my ass.

“Hold my hips so I don’t wobble” I said, holding onto the ab roller tightly and gliding forward until my back was straight and parallel to the floor.

After holding the position for a second, I retracted my body back, rocking my ass into Timmy before moving forwards again. There wasn’t much contact in the first few trips, but with each successive one, I could feel his hands grip my hips tighter, pulling me closer towards him on my way back. It didn’t take long before I felt the head of his cock, poking into my ass.

From that moment, both of us looked to duplicate the sensation. Each time I returned back, I let my ass linger longer and longer on his cock, teasing him mercilessly. And as shy as Timmy was, he was still a curious boy, unable to control the new hormones coursing through his growing body. He was now rhythmically thrusting his pelvis forward to meet me, almost fucking me without even knowing it! I soon abandoned the ab roller altogether, focusing on increasing the pace and the intensity of our contact until I was openly dry humping him. Each time my ass landed on his cock, I wriggled it against him, letting him feel my asscrack for a few seconds before repeating it all over again.

I had hoped he would last a bit longer, especially after hearing of his activities the previous night, but that was not the case. Timmy’s grunts grew louder until they fell silent of a sudden, his hands dropping away from the side of my hips.

“Ugghh” he moaned, trying to recover his breath.

I could actually feel his cum soak through the cotton and spandex fabric of our pants, landing on my ass cheeks.

“Looks like you’ve made quite a little mess” I giggled, pointing at the stain on his crotch.

Even though he had worn black sweatpants, the darkened patch was still evident, with the stench of his sex in the air even more unmistakable.

“You even got some on me!” I exclaimed, wiping off some of the wetness from my ass.

“I didn’t mean to! I just couldn’t stop myself. It…it felt too good” he stammered.

“Then it’s only right for you to help me put on a new pair. After all, I have to go out fairly soon” I smiled.

I led Timmy into my bedroom, where I showed no shame, dropping my yoga pants to my ankles in one motion.

“Do you know what the weather is like outside?” I asked casually, completely ignoring the fact that he had an open view of my ass, with only a thong covering it.

“It’s uhm cold. Mom…mom said there might a late snow storm coming tonight” he answered, looking up and down my body.

I smiled to myself, turning around towards my closet and pretending to look for something in my lower drawer. From the workout, my thong had slid in my ass crack and was probably barely covering up my pussy and asshole now, exactly what I wanted!

“I’ll have to wear my ugg boots then” I said to myself.

“Well are you going to help me?” I smiled, turning around and holding up a pair of black pantyhose.

I didn’t wait for him to answer, allowing Timmy to collect his thoughts as I sat down on my bed.

“Start from the bottom, by my feet” I instructed.

Timmy dropped to his knees, his hands just as nervous as the first time he touched me, trembling with fear. His fingers shook as he slowly slid the opening over my toes and gradually moved upwards toward my calf. He was smart, taking his sweet time so that he could enjoy the feeling of my flesh against his fingers and palm.

“Make sure it’s all the way up” I smiled, spreading my legs a little for him.

My pussy was absolutely soaked, making my thong nearly see-through. Timmy’s eyes had taken notice too, transfixed on my pussy as he slid my pantyhose to the middle of my thigh, marking the halfway point of his task.

As Timmy started over on my right foot, he stumbled on purpose, acting as if he was having difficulty getting all my toes inside as he continued to stare at my pussy. I could only giggle to myself, loving every second of it. Even when my eyes met his, I only smiled, making Timmy go red instantly.

“Make sure they don’t bunch up on my feet. It’s really uncomfortable to walk like that” I smiled.

Timmy nodded his head, sliding the pantyhose all the way up my leg before going back down to focus on the ends. He started off doing as I asked, making sure they were spread out evenly, but that didn’t take long.

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