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This is a sequel series to Serving the Milf Next Door. It's not necessary to read the first story to get what happens in the second, but it's a good read, so click the link if you're interested :)

Dylan shook his head as he walked away from the screaming horde of guys – and a handful of adventurous girls looking for a different kind of party – that had gathered around the two strippers putting on a show in the frat house living room.

It wasn’t the guys or the strippers he was shaking his head at, though. It was Dylan’s complete lack of desire to watch the show – which seemed like it was moving towards porn-style lesbian play – that had him confused. Had his experience with Mrs. Jameson changed him so significantly that he had no interest in watching two beautiful strippers play?

Dylan let himself out the back door of the frat house and sat on the concrete steps as the din of the party inside drifted out the open windows.

“Hey.”

Dylan’s head shot up and he saw a cute brunette in a pretty blue dress and a light blue cardigan standing just a few feet from him.

“Holy shit. Where did you come from?” he asked.

The girl giggled and approached Dylan as she extended her hand. “I’m Adeline,” she said.

Dylan took note of how soft her skin felt as they shook hands. “Adeline, nice to meet you. I’m Dylan.”

“Is it okay if I sit with you, Dylan?” she asked.

“Of course,” Dylan said as he moved over and made a room for the cute girl to sit.

The delicate, floral scent of Adeline’s perfume filled the air around them as she sat and adjusted her dress, seemingly to make sure that she wasn’t flashing too much leg.

“So, if you don’t mind me asking, what’s a girl like you doing at a party like this?” Dylan said.

Adeline looked at him and smiled. “A girl like me?”

“Uh, well, I mean,” Dylan stammered.

“Do you mean a girl that looks far too innocent to be at a frat party where there are strippers having lesbian sex while everyone cheers them on?” Adeline said.

Dylan laughed and stared down at his hands. He felt a little foolish for making assumptions about Adeline based strictly on the dress she’d worn and her girl next door beauty.

“Sorry,” he said.

It was Adeline’s turn to laugh as she reached out and rubbed his arm. “It’s okay, Dylan. I know I look a certain way and I know people make assumptions based on how I look. I know if I dyed my hair dark black, pierced my nose, and wore tattered jeans and loose punk rock t-shirts people would think of me as an entirely different person. I don’t want to dress like that, though, and I’m not sure that look would even represent who I am.”

“Well, I guess the question still stands,” Dylan replied. “I mean, I kind of wonder what any girl is doing at a party like this.”

“Fair enough,” Adeline said as she leaned back and stared up at the night sky. “I don’t really have a good answer. My friends wanted to come and I decided to join them because the idea of a crazy frat party with strippers sounded interesting. I guess I thought I might find what I was looking for.”

“Did you?” Dylan asked.

Adeline looked at him and flashed a quick smile before saying, “Why do you think I’m out here?”

Dylan studied her impossibly pretty face for a moment before asking, “So what is it you’re looking for?”

“Something different,” she answered. “What about you, Dylan? Why aren’t you with the rest of the guys? Why did you come out here with that look on your face?”

“You saw that, huh?” Dylan asked.

Adeline leaned closer and again the delicate scent of her perfume floated through the air as she said, “I did. You seemed a lot more distressed than a college guy usually is at the prospect of watching strippers do their thing. At least in my limited experience with college guys and strippers.”

Adeline hadn’t exactly been forthcoming about what she was looking for at the party, but Dylan decided he wasn’t going to show the same kind of restraint.

“It wasn’t the strippers,” he said. “I mean, that doesn’t seem like the greatest profession, but I’m not offended at the idea of girls stripping for money, or doing whatever the hell is happening in there.” 

He rubbed his hands together and looked down at the pretty blue flats Adeline had on. He noted that they perfectly matched the rest of her outfit. She clearly took great care in crafting the image she put into the world.

“Honestly, what bothered me was that I wasn’t the slightest bit interested in it. The show, I mean. It felt like the opposite of arousing and that wouldn’t have been the case last year. It wasn’t the case last year, in fact.”

“What happened in the past year?” Adeline asked.

Dylan thought of Mrs. Jameson. That was the only logical answer. She’d tapped into a part of him that he hadn’t known existed and she’d brought it to the surface and now he had no interest in the things that used to turn him on.

He wasn’t going to share that with Adeline, though. Instead, he said, “Something different.”

Adeline unleashed a delightful belly laugh and said, “Fair enough.”

A loud cheer came from inside the frat house and Dylan wondered what the two leggy strippers had done to warrant such a response.

“Normal relationships don’t satisfy me,” Adeline said.

Dylan turned and saw a pained look on her face. He wanted to reach out and offer a reassuring touch but it didn’t seem like the right moment.

“I’m not really sure what I was looking for when I came to the party, but I know that’s what was behind my decision to come. I guess I thought I might find something that would satisfy me,” she explained.

“What do you mean when you say they don’t satisfy you, if you don’t mind me asking?” Dylan said.

Adeline sighed and smiled sweetly before she said, “I’m not sure I can explain it, to be honest. I’ve never really felt satisfied in the handful of long term relationships I’ve had. I haven’t really enjoyed having random sex with a hot guy, either. It’s frustrating.”

“Maybe you’re into women,” Dylan said, though the moment the words left his lips he felt foolish.

Thankfully, Adeline laughed. “No, it’s not that. I appreciate the notion, but I gave that a try last year – just once – and it didn’t do anything for me.”

“I guess I’m the same way,” Dylan said.

Adeline tilted her head and studied his face before she asked, “What do you mean?”

Dylan took a deep breath and looked down at his hands as he gathered the courage to share at least some of what had gone on that summer.

“I haven’t really had many girlfriends and I haven’t had a ton of sex, but it was decidedly unspectacular when I did. I enjoyed it, but I’m pretty sure the girls didn’t,” he explained before taking another deep breath. “I didn’t learn why that was the case until this past summer.”

“What happened?” Adeline asked.

Dylan pulled his gaze from the ground and forced himself to look at the girl sitting next to him. Her smile was soft and sweet and she seemed genuinely interested in hearing what he had to say, though Dylan wondered if she’d be as interested once he shared what he’d done with Mrs. Jameson.

“Well, I guess the short version is that my neighbor Mrs. Jameson – she’s older; twice my age, in her early 40s, I think – showed me a side of my sexuality that I didn’t know existed and that I’m not sure I entirely understand, if I’m being honest,” he said.

Adeline reached out and rested her hand on his arm as she said, “You don’t have to give details if you don’t want to, but I’d be genuinely interested in hearing them.”

“I didn’t really know what she was doing at the time, but now I understand that she’s a dominant woman that saw me as someone with a submissive side that had yet to be unlocked and she took it upon herself to unlock it,” he explained.

“At first it was just the two of us. She would get me excited and then deny me the chance to cum. She would make me beg for the chance to taste her pussy or play with her breasts and then she would reward me with the opportunity to make her cum with my mouth. Most of the time she wouldn’t let me cum.”

Dylan studied Adeline’s face to try and discern if he was sharing too much or scaring her off.

“It’s okay, Dylan,” she said, seemingly reading his sense of insecurity. “You’re not going to freak me out.”

“I didn’t know it at the time, but she had a plan and she was bringing me along slowly. Eventually she involved her husband. She had me go down on her to get her wet before I was made to watch them fuck. Once she had me lick her clit while he was inside her,” he said.

Dylan hesitated to get into the bisexual part of the story. He wasn’t sure he wanted anyone to know that he’d gone so far. Then Adeline reached out and took his hand in hers, offering the reassuring touch he needed.

“Each time we met she’d push me a little further and each time I found it more satisfying,” Dylan continued. “Eventually, well, eventually she showed me that my sexuality is far more expansive than I imagined.”

He looked at Adeline and saw the kind of warmth and openness he was looking for, which propelled him to share more.

“She had me go down on her husband before they had sex, and the crazy part was that I loved it. I absolutely loved it. It felt so good to do it for her, to do this thing that I wouldn’t normally consider because she wanted it. She had me eat his cum out of her, too.”

Adeline squeezed his hand and moved close enough that her body rested against his.

“She fucked me, too,” Dylan said. “With toys and a strapon.”

Having shared almost everything, Dylan was content to let the sounds of the frat party fill the silence as he enjoyed the feeling of Adeline’s body against his.

Eventually, she filled the empty air by saying, “Maybe you’re what I’m looking for.”

“What do you mean?” Dylan asked as he turned and studied her face.

Adeline looked a little nervous as she slid away from Dylan and slowly spread her legs. She pulled up the bottom of her pretty blue dress and exposed her panties. Even in the dim light he could see the wet spot.

“I’m really turned on right now and I want to cum,” she said. “Will you make me cum, Dylan? Will you use your mouth to make me cum right now?”

Dylan moved between her legs and pulled aside her panties as Adeline leaned back. He pressed his lips against her pussy and put his tongue to work.

“Mmmm,” she said. “God, that’s so good.”

Dylan heard Mrs. Jameson’s voice in his head as he pleasured Adeline’s wet pussy. He heard her telling him to find a dominant girl. He heard her telling him to find someone that would help him continue to explore his newfound sexuality. Adeline didn’t seem to have a strong grasp on her desires, but Dylan wondered if she could be the girl he was looking for.

“I’m cumming, Dylan,” she said less than a minute after he’d made his way between her legs. “I’m cumming!”

Adeline leaned forward and held his head in her hands as she tensed up in that moment right before her orgasm. He licked up the juices that leaked from her pussy as her thighs closed around his head before exploding open right at the moment of climax.

A smile crept across Adeline’s face as she opened her eyes and looked down at him. “Wow,” she said. “That was incredible. Like, genuinely incredible.” 

She leaned back and reached down to put her panties back in place and pull down the bottom of her dress as Dylan moved out from between her legs.

“Thank you, Dylan. For everything. For sharing with me and for that orgasm,” Adeline said.

“It was my pleasure,” he replied.

Adeline stared at him for a moment before she asked, “You’re not going to ask for a handjob or a blowjob?”

“What? Oh, no. It didn’t even occur to me, to be honest,” he replied.

Adeline stood up and offered her hand. She helped Dylan to his feet and then pulled him close.

“You’re different,” she said as her lips hovered tantalizingly close to his. “I like that.”

They shared a soft, sensual kiss as Dylan’s hands moved to her waist. Adeline’s fingers moved through the short hair on the back of Dylan’s neck as her tongue worked its way into his mouth.

“You’re a good kisser,” Dylan said when Adeline pulled back and smiled.

“So are you,” she replied.

They kissed again and this time Adeline let her fingers drift between his legs. She found his erection and stroked it through his pants. This time Dylan was the one to moan as they kissed.

“Did you like it when she wouldn’t let you cum?” Adeline asked.

“I did,” Dylan replied. “I don’t know why, but I did.”

“Does that mean you’d be willing to refrain from cumming until we see each other again?” she asked.

“We’re going to see each other again?”

Adeline released her grip on his cock and reached up to caress his face as Dylan marveled at how pretty she was and how lucky he felt to have met her.

“Yes, Dylan. You’re going to be my boyfriend,” she informed him.

“I’d like that very much,” he said.

Adeline smiled and tilted her head to kiss him softly. She held her lips against his and pulled him close as Dylan felt the bulge of his erection press against her body.

“I thought you might,” she said. “I won’t be like her, you know.”

“What do you mean?”

For a moment Adeline looked impossibly vulnerable, like she was nervous about exposing some part of herself she didn’t want Dylan to see.

“Your neighbor, she sounds like a woman that knows exactly what she wants because she’s had a few decades to learn about herself. I’m not going to be like that. I don’t know myself that well yet. I don’t really know what I want. I just know that you gave me the best orgasm of my life just now and I want more of that. Will that be enough for you?”

Dylan kissed her softly and said, “Of course. I only hope I can give you more orgasms like the one you just had.”

Adeline’s confidence seemed to return as she smiled, gave Dylan’s cock a squeeze through his pants, and said, “I guess we’ll find out, won’t we?”

Dylan would have been happy to spend the rest of the night making Adeline cum, but he didn’t want to push things too far.

“Which dorm are you in?” Adeline asked.

“Tanner Hall,” Dylan answered.

“Me too,” she said excitedly. “Will you walk me home?”

“It would be my pleasure,” Dylan said.

Adeline took his hand and they made their way around the side of the frat house and through the gate that led to the sidewalk.

She held his hand and pulled him closer as they headed towards the dorm where they would both be spending their sophomore year, a year that Dylan hoped would be filled with the kind of kinky excitement that had made his summer so much more interesting than he thought possible.

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Comments

Anonymous

Very interesting conclusion. Keep up the good work, and thank you.