Teasing Through Time

It was about 10 pm, Lily had just gotten off the phone with Jake. He was telling her that in early November his school had a long weekend, some weird local holiday or something. That weekend he would be visiting back home and Lily had decided that because it’s only a four hour drive for her, she’d make the trip back home too to spend some time with him. Now Lily and Amanda were sitting in their room idly gossiping.

“I dunno I think Scott is catching feelings, I’m not ready to settle down just yet. I mean I just started college!” Amanda was ranting.

Lily admired Amanda’s ability to pretty much summon dick on command. Her roster seemed pretty deep, though Lily only had herself to compare it to. She wondered what it would be like to experience as many hunks as Amanda had. Jake had been her first and only, and if everything went according to plan that wasn’t going to change. Am I missing out? No, I love Jake I wouldn’t change a thing. But it would be nice to have been able to experience something different before…

Lily’s phone buzzed.

Lily didn’t know what had possessed her to snap that picture and send it to Logan, she just autopiloted to do it. Once it was sent, she was filled with a sudden rush of excitement. He had seen it before, both in person and on his phone. She knew the picture she had accidentally sent him before was probably saved to his device. There was something thrilling about sending it on purpose though that was making her buzz.

Lily’s face got hot and her pulse quickened. This could be a fun new way to tease him…

Lily couldn’t help but notice how quick he was to reply. And “yet”? She wasn’t about to go snap a picture of her tits and send it to Logan but she couldn’t deny that the idea of another man seeing her naked made her skin prickle with goosebumps.

Lily’s face twisted into a devious grin. She sent a screenshot of her conversation with Logan to him.

Jake read and reread the texts in her screenshot, absolutely floored. His fantasy was becoming closer and closer to reality and he wasn’t exactly sure how comfortable he was with that. But on the other hand… this boner needs to be taken care of.

Lily woke up slowly, with no responsibilities other than meeting the girls for their weekly outing. Shopping at the mall this week. She climbed out of bed and began gathering her stuff for a shower. She checked her phone and responded to a good morning text from Jake, then tapped over to a notification from Logan.

That night Lily was watching Netflix on her laptop when her phone buzzed.

Lily grinned wide. She had teased Logan at breakfast by saying she’d send him pictures in the changing rooms while she tried on clothes. She never did though. she figured she’d give him a consolation prize at least.

Jake was loving every screenshot Lily had sent over the last two weeks. He loved to see Logan absolutely thirsting over his girl, and Lily doing an apt job of feeding his dreams just enough to keep the heat. He loved seeing her in her element, knowing she’s the sexy little cocktease she is and using it. There was the added bonus that since she started nearly sexting Logan, for lack of a better term, his and Lily’s phone sex seemed to have gotten magnitudes steamier. It was clearly having an effect on her because she was insatiable and desperate, something Jake could relate to.

Jake was in class when Lily texted him.

What followed was a screenshot. Jake somehow knew that she was more asking for forgiveness than permission all along.

The screenshot

Good god, Jake thought as he read the messages. His professor was talking on and on about who knows what? Jake was too busy imagining Lily bent over for Logan while he takes her from behind, spanking her ass red. His jeans were now oppressively uncomfortable and he had to leave lecture to take care of it.

Jake and Lily were talking on the phone a week or so later and the subject of her teasing came up.

“I can’t believe just a few months ago you were afraid to wear a skimpy bathing suit among friends. Now look at you! I’m surprised you haven’t sent any full nudes yet with how much you’re loving all this.” Jake said.

“You told me not to!” Lily reminded him.

“Ah, so it’s just because I made the rule? You’d have done it by now otherwise?” Jake’s voice dripped with a tone as if he had caught her red handed.

“Uhm well… I,” Lily stammered as she was caught.

Jake laughed loudly “babe calm down. I made the rule to make sure you’d follow it. I trusted you before but I needed to know it wasn’t going to turn into some scandalous affair.”

“You were testing me Jacob Miller?” Lily feigned anger.

“Only so that I knew I could let you loose.” He chuckled.

Lily froze “Whats that supposed to mean?”

“It means send him whatever feels right.”

They hung up and Lily sat in stunned elation. For the first time since she had discovered her kink for exhibitionism at the river, Lily had the opportunity to have a man admire her naked body. Seemingly on cue Logan texted her.

Lily’s heart began to race. Her hands were shaking as she went to reply.

Lily shrieked and threw the phone after hitting send. Her pussy was aching at how slutty she felt. How much she loved feeling like that. She kept checking her phone and then slamming it face down on the bed again. Simultaneously waiting for Logan’s reply and scared of what he might say. Then it dawned on her… she had just sent him a nude and agreed to go to his room to watch an hour long show… he was going to be all over her and she would have to constantly defend against his attempts to seduce her. The phone buzzed with her reply and she slid her phone open, clenching her eyes shut with nerves before slowly opening them.

Ho-ly Fuck… He was bold. Going over to his dorm would only confirm in his mind that she was game. She knew she could fend off his advances, and was ready to tease him relentlessly.

She opted to throw on a thin off the shoulder crop top, not bothering with pants or a bra. As she walked through the hall she spotted Trevor, the floors RA, practically breaking his neck to check her out. She paid him no mind though as she sashayed towards room 814. She was on a mission.

“Come on in” Logan said examining Lily’s figure in his doorway.

Lily knew it was no coincidence that Logan was standing there in nothing but a pair of forest green boxers. He scooped her up into a hug, resting his hands on the small of her back so his pinky fingers just barely grazed the top of her panties. She reciprocated the hug, wrapping her arms around his neck. Her crop top no doubt rising to allow her bare tits to press into his chest, just like that night at the dorm party. A red hot fire was slowly beginning to smolder in Lily’s gut, made no better by the feeling of Logan’s dick pressing into her waist. Even soft it felt thick and heavy, and the thin fabric of his boxers did nothing to obscure the feeling. One of Logan’s hands slid down to her ass cheek.

“Admiring my hard work?” She asked, looking at him with a seductive glare. Before he could answer she stepped away and over to the bed. She was intent on bringing this man to his knees. She leaned on her hands against the bed, arching her back and popping her ass out.

“So you can take a better look” she purred.

“God damn, Lily” Logan sighed.

“Has all my time in the gym been worth- AGH” Lily yelped, cutting off her own sentence as Logan’s hand came down hard against her ass. She jumped a bit. Immediately, she was a soaking wet, horny mess. She always enjoyed being spanked, though Jake usually only did it on occasion during backshots. Another hand came down on her other cheek with a loud crack. “FUCK!” She couldn’t stop the whimper from coming out. She craned her head, looking at Logan with hooded eyes.

“I did warn you didn’t I?” Logan said in a boastfully teasing way.

“That’s all you get for now” she said crawling into a seated position on the bed, just as much trying to quiet her own loins as she was trying to reign Logan back “weren’t we going to watch a show?”

Logan lifted an eyebrow, understanding that what he was after was not going to come as easy as he thought. He sat next to her on the bed draping his arm over her like the first time. Though this time it wasn’t a careless loose arm around the shoulders. This time his hand was grabbing her waist and he was pulling her tightly against him. Lily felt his body heat against her. Felt his skin touching hers. Felt the way his hand held her waist. She figured this night was going to provide ample material for phone sex with Jake later. Her breath shuttered when she looked down and saw the enormous tent in Logan’s boxers. Well there goes this pair of panties, she thought.

The show was just beginning when Logan noticed how Lily kept adjusting her top.

“You know, you could always take it off” he growled.

Lily’s eyes widened slightly and she absent mindedly bit her lip in contemplation. It’s not like he hasn’t seen them already, she thought. But what kind of message would I be sending him? God it would be so fucking hot to have my tits out right now, I’d have him wrapped around my finger.

Her decision was made for her when the door slammed open and Bryce came stomping in.

“Hey man. Hi Lily” He seemed panicked as he sat down at his desk and began rummaging through his bag “sorry I totally forgot I have a paper due at midnight. I won’t be a bother.”

“We were going to uh… watch a show” Logan told him “do you want us to go somewhere else?”

“No it’s fine I’ll just put my headphones on.” Bryce waved them away, opening his laptop and throwing his headphones over his ears.

Lily and Logan looked at each other with pitied eyes, though each for different reason.

They sat close watching the show. Every now and then Lily would glance down and smirk seeing that Logan was still hard as a rock just from being close to her. She felt his finger start tracing idle circles on her hip and she pushed her ass out into his hand.

“You’re quite the tease you know?” He whispered wantingly in her ear. It sent a shiver down her spine and made her skin tingle.

She turned to face him, their faces only inches apart “You seem to like it quite a bit” she teased, grabbing his hard on through his boxers and giving it a light squeeze. She didn’t know what came over her, it just happened that way. Maybe it was because her brain had been liquified by the extreme arousal she was feeling. Maybe a part of her finally needed to see what it felt like against her hand. And boy did it feel hard. Painfully hard.

Logan groaned at her touch and his dick twitched. Lily gave him a quick teasing bounce of her eyebrows before turning her attention back to the show. The whole rest of the show Logan hoped that she’d venture to touch him again. Dreamed that she’d pull his dick out and stroke him, or suck him, or anything! Right behind his roommates unknowing back.

She felt his hand sliding around her ass, making its way lower and lower. Her breath caught as she felt his hand trying to slip its way between her legs from behind. Shit, he’s going to feel how fucking wet I am. I should stop this, this is too far. Maybe I just give him a taste. A small feel wouldn’t hurt… His fingers slid against the lace and just before they could make their landing on the prize, the two of them were startled out of their horny haze by Lily’s phone ringing. It was Amanda.

“Where are you?” Amanda was sobbing on the other end.

“Babes, what’s wrong?” Lily asked concerned.

“My… my… dog— I can’t!” Amanda wailed.

“Are you at the room?”

“Yes!”

“Okay I’m coming” Lily hung up and went to leave. Because Logan’s bed was pushed against a wall she had to climb over him, giving him a bit of a show as her braless tits hung loosely under her thin shirt right in front of his face.

“Is everything alright?” He asked her.

“I don’t know, Amanda is freaking out I need to go be there for her” she said making her way for the door.

“You’re coming to the Halloween party in a few weeks right?”

“Yeah” Lily shouted dismissively as she made her way out the door and back to her room.

Logan sat there, blue balled but with renewed optimism that he was going to get a shot with his dorm building crush.