The Dare

Caleb Withers:

When she's dozed off Caleb carries her out of the water and lays her on another lounge chair in the shade cast onto the patio by the house so she doesn't fry as she naps.

He takes their clothing inside and tosses them into the washer, and when ready the dryer then sits outside looking at the naked and beautiful woman who's given herself to him without reservation and smiles a contented smile as she sleeps on.

He's just coming back from the dryer with the clean and dry clothing and a Coke when his cell phone rings.

"Hello, this is Caleb. May I help you?"

"Ahhh, Sherry. Yes Debra's still here. Where else would she be. I didn't sell her to the gypsies you know," he chuckles.

"We came back to change cars and decided to take a swim first and she's napping now.
"I was about to wake her up anyway so if you'll hang on a second you can talk to her."

He grins to himself over the distrust in her voice and traces of anger at his flippant attitude as he walks over and sits beside Debra on the lounge chair.

"Wake up Deb. Your friend Sherry's on the phone and I think she's worried I've sold you into white slavery or something like that from her tone of voice."
 
Debra

I blinked sleepily as Caleb's voice called me back from a wonderful dream of us and a meadow and...damn! I hate it when I lose the trails of a good dream.

Taking the phone from him, I put it to my ear, not realizing exactly what was going on because I wasn't quite awake yet.

The next thing I hear is Sherry yelling into my ear about something to do with Caleb and him already breaking promises to her.

I pulled the phone away and stared at it as if it were possessed before putting it back up to my ear and mumbling into the reciever.

"Don' worry about him breaking promises to you," I said a little too sharply,"We were...what? He told you we were swimming? Well, yeah I guess there was a pool involved...but..what do you mean that if we swim there has to be a pool involved?"

I looked up at Caleb for help but he just sat there grinning at me and my attention was pulled back to the phone by Sherry asking if I was coming for my clothes or going around naked.

I looked down at myself and, before I could stop my mouth from running, I laughed and said,"Well, right now it looks like naked."

I held the phone away from my ear as Sherry began shouting and didn't put it back until I couldn't hear her from that distance anymore.

"Listen, Sherry," I said, coming awake a bit more and sitting up in the chair,"What do you think I've been doing with a man I am going to move in with and live with? Use your imagination, girl, and get a social life. Jeez!"

The next comment made me sigh and I replied,"No, don't send the Idiot Patrol out with my things. I'm coming over. Just have some patience. You'll be able to see I'm alright and you can meet 'My Guy' as you put it."

With a sigh, I clicked off the phone and handed it back to Caleb. "I've said it before and I'll say it again. I feel sorry for any kids she ever has."
 
Caleb Withers:

He laughs as he takes the cell phone back from her, "I can well understand that Debra.
"Hmmm, maybe she just needs a really hard fuck. What'cha think?"

He laughs again at her reactions and what she says as he hands her her clean clothes and starts to pull on his own.

When they've both dressed it's back into garage, into the rebuilt hotrod pickup truck and off toward the college.

"Not quite the ride the Viper has, but it's a damned good truck. I found it at an auction, bought it and rebuilt it all myself. Did all the mechanical stuff and had Vintage Trim do the interior and RodsBUs do the paint work.
"How do you like it?
"By the way, have a car of your own? If so it needs to come along back to the house so you have it to go back and forth to school.
"I wouldn't trust some jealous asshole not to key either the Viper or the truck."
 
Debra

As I dressed, I gave Caleb a glare. "I think that any man who gets past Sherry's defenses deserves a medal of honor and someone to take him into a bar and get him drunk in celebration."

In the truck, at the mention of my car, I groaned and slapped my forehead with the palm of my hand.

"It's still at the beach!" I said and rolled my eyes. "And we can go get it when we're done. If someone doesn't have it on blocks yet or have broken in and stolen the only good thing in the damn car...the stereo. Of course, the beach patrol could have just towed it."

Oh that would be lovely. All of those options were going to cost money. And she was on a tight enough budget as it was. And she wasn't going to start getting in the habit of taking money from Caleb. In fact, she was going to have to sit down with him and figure out how much he wanted for her part of the rooming. They may be sleeping together and living together but she was not going to live off of him.
 
Caleb:

"Well maybe you're lucky and it's still there safe and sound 'cause your pals put a note on it or maybe they even brought it to the college and parked it for you Debra.
"We'll soon see," he says as he hustles toward the college to get this move over with. Caleb rates moving in the same classification as pulling weeds and painting a house, to be done as little as possible and finished as fast as possible.
 
Debra

"Hah!" I said as we pulled into the campus and I directed him to my dorm. "Remember, they were scared silly at my screams and then they were all heated up by me missing for so long. Both of which are your fault, I might remind you."

I gave him a smug smile, not mentioning that the whole thing happened because I broke into his house in the first place.

"There it is," I said and then groaned,"And there is the welcoming party."

Ken, Mike and Sherry were all sitting outside the dorm, watching the parking lot and talking. I hoped she had gotten the guys to calm down. I wasn't about to get into the middle of a macho bull throwing if she hadn't.

Getting out of the truck, I began to walk over to them and saw Sherry get up and come my way. Waving to her, I smiled noticing that it wasn't returned. However, the guys didn't move from where they sat so I knew she had them tamed...for now.

"Well!" She said tossing her head and her long red hair,"It's about time."

I sighed. "Sherry, be quiet and meet Caleb. If you can stand being nice to him, you just might find you like him."

Sherry turned to look at Caleb, a wary look on her face but, after a minute or two, she stuck her hand out.

"Well, the guys and I have talked and we don't think we can talk you out of this. But if you need someplace to come to..." she said while not taking her eyes off of him.

Well, it was a start.
 
Caleb:

"Good afternoon Sherry. It's always a pleasure to meet a lovely young woman like yourself.
"As you can see Debra's safe and sound and not a prisoner of an evil and wicked psychopath."
 
Debra

Sherry's eyes scanned up and down Caleb with a slow, meaningful gaze.

Oh, oh I thought Here it comes!

With a smile Sherry's gaze snapped back up to Caleb's eyes. "No, I don't know anything of the sort. Yet," She said, and I sighed...loudly. "All I said was we decided that we couldn't talk Deb out of doing this and so we are going to go along with it until we know what kind of person you are."

Giving another toss of her hair, she added,"If there's trouble, Deb will know where to get ahold of me."

"Yeah," I muttered,"Somewhere where the troops stand straight in a line and say 'Yes, Mam!' all the time."

Sherry shot me a look then and I grinned at her, linking my arm with Calebs.

"Well," I said, trying to break the tension,"I guess I better get my things packed." I was wondering how long it would take me to get everything into Caleb's truck and haul ass out of there, giving the group time to chill.

With a heavy sigh, Sherry turned and headed back to the dorm and the guys who were still waiting at the entrance.

"You took so long in getting here that I packed up your stuff," She said with an I'm-so-put-out air that usually got us feeling ashamed of ourselves but this time I only smiled wider.

"Thanks, Sherry," I said letting go of Caleb and giving my friend a hug,"Your the best!"

Her look said that she knew it and I better not forget it and I grabbed Caleb's hand and moved toward the dorm to get my things and get out.

I would call the gang in a few days and invite them over, if Caleb said it was okay, and we could really talk then. Right now was not a good time for introductions.
 
Caleb Withers:

In a quiet voice only Debra can hear, "And is the 'goon squad' going to assist or will it just be the two of us doing the toting."

He chuckles at her reply and goes to her room so she can stack his arms full of boxes of her stuff. There's a bookself stereo disassembled on a bed waiting to be carried outside and Caleb says, "You can leave your stereo here for her to use if you want Debra.
"I've almost finished wiring every room in the house for cable and for my stereo system so it's really not needed right now, unless you just want to take it with you of course."
 
Debra

I rolled my eyes and whispered back,"They'll help, just avoid the glares."

In my room and looking at my stereo, I bit my lip in thought as I piled another box in Caleb's arms. My parents had given me the stereo but I didn't listen to it that much. So, I nodded.

"Yeah, Sherry listens to it more than I do, we can leave it," I said and then picked up a couple of boxes and turned to leave the room to find Mike and Ken blocking it.

They looked from me to Caleb and then back again and Mike ran his fingers through his hair.

"Um, Sherry said to come and help," He said a bit hesitantly.

"And to not make trouble...or else," Added Ken.

I gave the guys a quick smile. "Thanks, guys, just grab a few things and take them to the truck. A couple of trips should do it."

I gave Caleb a quick glance. So, she had whipped them into shape. It at least meant that she wasn't too upset about my move.

It would take them all some time but they would realize it wasn't the end of the world...or our friendship.

Moving around Mike and Ken, I carried my load out to the truck and went back for more. Between the four of us, we got it in pretty quickly and I was ready to leave.

Hugging everyone, I promised I would be back the next day for classes and would see them then, as usual. Sherry nodded and gave Caleb one more warning glance before dragging the guys back to the dorm.

I chuckled as I turned to Caleb. "So, we all set to go?"
 
Caleb Withers:

"Okay," Caleb chuckles.

When they turn around and the two guys are standing in the doorway he waits until they and Debra have finished speaking and says to them both with a smile, "Thanks a lot. I, too, appreciate the help.
"As I told Debra earlier moving is in the same work catagory as weeding and house painting. It should be avoided as much as possible, but when it has to be done then done as quickly as it can be so it's over as soon as possible."

Still smiling, "Are either of you hot rod fans?
"If so when we've gotten the stuff into the pickup I'd glad to show you how a 426 Hemi looks shoehorned under the hood of a pickup if you'd like.
"When you come to visit us we can even take it or the Viper for a run if you'd like."

One seems interested in the hot rod-Hemi, but both are grinning and asking questions about the Viper as they gather things to carry downstairs and on the way out to the truck, and each is promised a ride and a chance to drive it when they visit, with Caleb in the passenger's seat naturally.

Once everything's packed into the truck's bed and secured with rope and bungee cords Caleb shakes each of the guy's hands and thanks them for helping out and again extends an inviatation to visit, just call first to be sure he and Debra are home of course. He opens the hood and shows the guys the dual quad Hemi and explains how it was installed and how the super charger works to them.

At Debra's, ""So, we all set to go?" Caleb says, "Sure just a 'guy thing' but they can look it over more throughly at the house if they want to Debra," and he shuts the hood.

"Sure. Hop in, lets get this stuff home and inside so we're done for the day and can spend the rest of it doing something more enjoybable than moving."

"Thanks again guys.
" 'Bye Sherry," it was nice to meet all of you. See you again I'm sure and Caleb climbs in and fires up the engine.
"By the way guys, the beers on me on your first visit for helping carry the stuff downstairs."

With a wave they take off heading back to the house.

"Not bad guys Debra, but I still think Sherry needs a hard fuck to loosen her up a bit, unless she's a lesbian that is and I've just 'stolen' away her fanstasy girlfriend," he laughs.
 
Debra

I gave him a hard look. "Hardly," I said and then sighed. "Just some bad experiences with men. Including a relative. She has made up for it by mothering every person who crosses her doorstep."

"She is really great once you get to know her but she can be quite bossy at times. I still hope that she gets to find a good guy who will make her see not all males are out for one thing."
 
Caleb Withers:

"I see," he says in a quiet and serious voice, "I'm very sorry to hear that, especially about the relative. Familes are the ones you should always be able to fully trust."

They drive in silence, until they've nearly reached home again in fact, then Caleb says, "Debra, if things between us turn out as I suspect that they will, I have a proposition for you."
"Not that kind either, we've gone waaaay past that point already," he chuckles as his hand comes to rest on her thigh and begins to rub it.

"You've literally given yourself to me. I want you to consider all of the implications of you're doing that and think of a list of things you'd never do for me if I asked.
"We'll sit down and discuss each of them to decide if it's something you don't particularly care for or if it's a real turn off for you for a reason you'll explain to me, if one's needed.
"Will you do that for me Debra?"
 
Debra

I was puzzled. He had mentioned things along this line before but I was not really understanding exactly what he meant. Something inside of me told me it went deeper than I suspected but, for some odd reason, I trusted him and so I nodded.

"Yes, of course," I said, my puzzlement showing in my voice. "I don't completely understand but I am sure you will explain it to me more when you're ready."
 
Caleb Withers:

"Oh yes indeed I will Debra make no mistake about that," he says seriously, but smiling. "I would like to know the things that turn you off the most first though."

"Now my lovley Debra, since we're nearly home why not take off the top for me so I can see and enjoy your wonderful breasts and nipples," he says in a lighter tone of voice, and when she looks up at him a wink.
 
Debra

I gave Caleb a long look. "Well...." I said thoughtfully but a smile on my face. "I don't know. Depends on what you plan on taking off...if I flash some skin, I want to see some skin..."
 
Caleb Withers:

"Well I suspect that something can be arranged," he says laughing and holding the steering wheel with a knee and whipping his t-shirt off over his head and taking the wheel again then looking over at her and he winks and grins.

"I belive it's your turn sexy lil one."
 
Caleb Withers:

"Well I suspect that something can be arranged," he says laughing and holding the steering wheel with a knee and whipping his t-shirt off over his head and taking the wheel again then looking over at her and he winks and grins.

"I believe it's your turn sexy lil one."
 
Debra

I laughed and realized I was going to have to be specific from now on.

"Oh, no!" I shook my head, still laughing,"If you're going to see something I want to see something."

My eyes wondered down to his pants and I grinned. "At least the zipper opened!"
 
Caleb Withers:

"Ahhhh, but you haven't matched me yet so nope. No way until you do and next time you go first, not me," he laughs.
 
Debra

I laughed, a wicked gleam coming into my eyes as I reached down and plucked the sandals from my feet. Lifting up my bare footsies, I wiggled my toes at him.

"Okay, next," I said with a laugh, not able to keep it inside.
 
Caleb Withers:

"Ahhhh, but you've just matched me Debra. Now it's your turn to go first, remember?" he chuckles looking between her and the road as he waits.
 
Debra

I gave him another wicked look and shook my head. "Oh no!" I said,"Fairs fair...you get to go first again. I insist."

And then, with a quick move, I moved over to unzip his pants and release his cock, my lips closing over them as he tried to steer the car with my head in his abdomen, a chuckle coming from me as I wiggled my ass in the air, moaning in pleasure as my tongue and mouth began to bathe his, now exposed, cock.
 
Caleb Withers:

'Well two can play this game,' Caleb thinks grinning to himself as he reaches over and strips her from the waist down so her ass and pussy are now bare and pointed at the side window.
His hand reaches under her and he pinches her clit and rolls it as his thumb pushes into her slick, hot cunt and moves to her g-spot to press on and rub it.
 
Debra

I stiffened only momentarily as I felt the shorts pulled down to my knees and his fingers plunging inside of my wet heat to stroke me in all the places he knew how to touch and then I moaned around his cock as I continued to suckle him and move my tongue over the hard, hot flesh.

Sliding it out of my mouth, I gasped and said, breathlessly,"How much farther til we get home?"
 
Back
Top