Jennifer Tests Her Wings by Reefkeeper

Jennifer Tests Her Wings by Reefkeeper

Explore Jennifer's journey of self-discovery and sexual exploration in this steamy adult sex story. Follow along as she tests her limits and embraces her sensual desires.<br/>
“Jenn, we’re not going to argue about this any more! I don’t care if it is your eighteenth birthday coming up. You’re not going to just take off for the beach for the weekend without a bit of planning. Your mother and I need to know a little bit more about the arrangements.

You don’t even know where you’d be sleeping!”

“Dad, that’s not true. I already told you that it was all set up for us to stay at Tammy’s friend’s family’s beach house. The house is huge and has plenty of room for all fourteen of us!”

Stan Reynolds sighed. “Okay, what’s Tammy’s friend’s family’s name?”

Jennifer looked at her feet. “She didn’t say.”

“And where is this house?”

“I already told you, Ocean City!”

“Come on Jenn, where in Ocean City?”

“Above 125th Street.”

“Work with me Jennifer, if I were to tell a cab driver to take me to the house ‘above 125th Street’ what would you guess at the odds that he’d drop me at the right house? How about an address?”

“She didn’t say.”

“And who’d be staying at this house?”

“Me and Tammy, Lucy Parker and a bunch of other guys.”

“Guy guys or girl guys?”

“Some of each I guess, she didn’t…”

“I know, I know, ‘she didn’t say’!

I’m sorry Jenn, that’s just not good enough.” Stan sat on the sofa next to his daughter and took her hands.

“Look kiddo, I know that father’s sometimes have a problem with letting their daughters grow up and fly on their own. I try really hard to guard against holding on too tight but while you’re out testing your wings I just want to see that you’ve got a soft place to land if the first few flights don’t work out quite like you planned.

You didn’t want a birthday party here, fine. You want to get out and be with friends, fine. You want to get a little wild and have some fun, fine. I’m not worried about drugs or alcohol because you’ve always shown me tons of common sense. Just let me feel like you’ve planned for some sort of safety net out there.”

Jennifer had her arms crossed across her ample chest and her lips locked. She knew her father was probably right but she didn’t want to give him the satisfaction of her giving in.

“Okay, I get it, you’re not speaking to me, also fine, but you’re still not going to Ocean City!” Stan got up and started to leave the room. As he got to the door he paused and turned around.

“I just thought of something.” He shook his head. “I can’t believe these words are coming out of my mouth but…” He hesitated again, having a hard time giving voice to his thought.

“Why don’t you go up and visit Carrie? I’m sure she’ll try to get you in as much trouble as you could want but at least I’ve got the knowledge that you’d have her parent’s house to fall back on if she gets too crazy for you.” Carrie Lewis had been Jennifer’s best friend from toddler days right up through when her father was promoted in his job and their family moved to New York. As they were growing up their families were always alternating babysitting duties so the two girls were frequently sharing a room as they grew.

But while Jennifer had grown into a very responsible straight A student, Carrie had blossomed into the school wild child.

They were both bright and excelled in their schoolwork, but while Jennifer’s college application glowed with extra curricular activities; Captain of the swim team, editor of the school paper, active in the drama department and tennis team, Carrie’s looked rather sparse.

Not that she didn’t have just as many achievements, they just weren’t the sort to impress an admissions office; first girl to lose her virginity, publisher of the best counterfeit hall passes, first girl in the school’s history to be caught with a boy in the Principal’s conference room, first student in her class to seduce a teacher…

Ordinarily Stan might not have considered encouraging his daughter to visit Carrie were it not for the fact that Jenn had, on several occasions, left Carry to come home early claiming her friend had gotten ‘a little out of control’. Stan smiled internally, proud for having helped raised a very responsible daughter.

Although Jenn wasn’t going to give her father the satisfaction of a response, his suggestion set off fireworks in her mind. ‘What a great idea!’ She’d missed the late-night talks she used to have with her friend. As soon as her dad rounded the corner she grabbed her Blackberry and texted her friend.

***my dads letting me visit u.want company 4 a couple wks?

The response arrived in mere seconds.

***k, in fact vry vry k. parents been trying 2 drag me 2 bostn pops 4 the quajillionth time thurs. you’re my xcuse to get out!!!

***k I’ll set it up and get back

***k

At dinner Jennifer told her father that she’d contacted Carrie and set it all up. She decided to be magnanimous and throw him a bone. “Carrie said her parents are all excited and want to take us to the Boston Pops.”

Before her father could respond her mother jumped into the conversation. “I’m not crazy about Carrie’s wild side but I still love her and you can go on one condition.”

Another roadblock! “What condition?”

“Since tomorrow’s your birthday I’m cooking breakfast and since I didn’t get to make a cake for you I’m putting candles on the God Damn pancakes!”

Her mother never swore so the entire family’s jaws dropped just before everyone started laughing. Jennifer got up and hugged her mother. “Okay Mom, candles and Vermont maple syrup it is!”

Her father made a reservation on the Acela express train to New York. “Your train gets into Penn Station at 6:45. Just grab a cab over to Grand Central. That’s still the tail end of rush hour so there’ll be plenty of northbound trains going up the Hudson.” He thrust some folded bills into his daughter’s hand.

“Thanks Daddy but I’m not wasting any of this on a cab. I can get a subway from Penn Station up to Times Square and take the shuttle over to Grand Central.”

Stan looked at her in amazement. “How do you know that?”

“I looked it up online.”

“Amazing! But I’d still feel safer with you in a cab.”

“Daddy you just said it was still rush hour. The Ted Bundy mass murdering rapists don’t come out until the commuters have left. You don’t want me to tell you a fib and just go ahead and do it anyway, do you?”

“Okay, okay, just use your common sense. Love you.” He kissed her on her forehead.

—-

When she was about an hour out of the City Jennifer started trying to call the Lewis’ landline phone. She knew Carrie’s father wasn’t crazy about using cells in the house and Jenn wanted to thank them for the invitation. After an hour of no answers however, she texted Carrie.

***been trying 2 call ur folks 2 thank.no anser.wat’s up?

***call on cell?

***no. hse phone

***duh! We’ll b home tues

***where r u?

***Finger Lakes. Pretty, but boring!!!

***tues?

***yeah. y?

***I’m coming up

***looking forward 2 it/ btw, when?

***like NOW

***no shit!

***don’t wrry. I’ll hotel it and c sites.

***in Tarrytown? Sry, no sites. better stay in city, more 2 do

***k. c u tues

Jennifer immediately checked the money in her bag. She knew the $58 she had and the three hundred her dad had given her wouldn’t last long in Manhattan. She thought about going home but she couldn’t face admitting her blunder to her Dad. She needed time to think. The first step, she reasoned, was to find a reasonably priced hotel. Rather than schlep her bags around while looking, she checked them at the station.

The first hotel’s cheapest room was $195 but they were completely booked. Jennifer went down the street and the next one quoted her a rate of $255 but they too were completely sold out. She asked the desk clerk “I really need a room but I’m kind of on a limited budget. Can you recommend some place around here?”

“I think most of the hotels in midtown are going to be filled also, Miss. There’s a National Realtor’s Convention filling all the moderate priced hotels. However we do have some reserved guests who haven’t called or taken their rooms yet. I think you might want to come back at 10 PM and you might get lucky.”

He turned toward another guest. “I checked with the concierge Mr. Roberts and your guests have already picked up the theater tickets you left for them.”

The guest smiled. “That’s great, thanks very much.” Jenn saw him hand the clerk some folded bills.

Jennifer sat in one of the lobby sofas trying to figure out what to do. If she could only get a roof over her head until tomorrow she might be able to stay at the Lewis’ place the next day.

“I couldn’t help but hear you talking to the desk clerk. Don’t you have any friends in town you could call?” It was the man the clerk had called Mr. Roberts.

Jennifer shrugged her shoulders. “Ordinarily yes, but her parents took her out of town until Tuesday. I’ve just got to figure a few things out. Thank you for asking, though.”

He held out his hand. “Ben Roberts.”

She shook it. “Nice to meet you, I’m Jennifer Hill.”

“I don’t know about you Jennifer but I always think more clearly on a full stomach. I’m alone in town for the convention and I was about to have dinner in the hotel restaurant. May I buy you dinner? I could use the company and you look hungry.

Jennifer sighed. She assumed this fifty something man was hitting on her but it was a public place and she was getting hungry.

“I think you’re right, Ben. I’d love to join you for dinner.”

A friend of Ben’s stopped by the table and shook his hand and walked on. Over dinner Ben chatted about a variety of things but Jennifer’s mind kept coming back to the sad realization that she was in a corner and the only way out was to call her father for a bail out.

She hated admitting defeat, but she couldn’t see any way out. She felt like a helpless little girl and felt disappointed in herself.

Ben was still speaking. “I guess I’ve been rambling. I’m sorry but I did think of a way to solve your problem but I’m trying to get up the nerve to see what you think.”

He had Jenn’s full attention now. “Ben you have no idea how much I hate the idea of confessing to my Dad that I’d screwed up. What’s your solution?”

Ben was wringing his hands. He finally took the plunge. “Okay, here goes. If I hadn’t run into you I would have had a quick bite, gone up to my room and called one of the escort services for some female companionship. It would have cost me either $500 for a good time or $1,000 if I wanted her to spend the night. I probably would have opted for the $500.