Chapter 15

"I still can't believe he was so cute," said Kendra.

"'Cute' is so not how I'd describe him," said Chelsea. "He wasn't a boy, he was a man."

"You guys," Elaine said, shaking her head. She was enjoying the banter more than she thought she would. She hadn't been able to talk about much on the walk home, and even now a couple of hours later, the whole thing seemed a blur. The three of them had demolished Chelsea's delicious risotto in silence, and were sitting around the kitchen table, sipping glasses of wine and rubbing their full tummies.

"Well! It's not like you get dates all the time," said Kendra, stating the obvious. "Jeez, Elaine, how did you do it? Hang on, where did you meet him again? Maybe I've been looking in the wrong places."

"Don't you have dates all this week?" asked Elaine, winking at Chelsea.

"Oh. Yeah. I forgot," Kendra said, then grinned. "There's always next week."

They all laughed.

As strange as it seemed, Elaine thought her relationship with the girls was changing. They appeared to respect her ability to attract a decent male, which didn't sit well with her. She thought it was a bit shallow. On the other hand, she didn't need to be Einstein to hold a conversation with them, which was nice at times. She wished she could be more open. Certainly not to the point of admitting the nature of the relationship she and Gary were nurturing, but she could do with the girls' advice, at least in sexual matters. In any case, it was nice that they were chatting without the antagonistic undertones. And the teasing of the last week appeared to have all but stopped.

"When are you seeing him again?" asked Chelsea.

"I'm going to talk to him online tonight," replied Elaine. "I'll just play it by ear."

Kendra asked, "How can you be so cool about it? I'd be creaming my jeans."

"Note: I've already changed." Elaine blushed but the comment wasn't missed. Both of the girls cracked up and Elaine giggled too. "The next date will be much more... serious."

"Serious?" asked Kendra. She nudged Chelsea with her elbow. "I think she means serious fucking."

Chelsea rolled her eyes. "You have a one-track mind, Kendra."

"And you don't? I saw you looking at him. Christ, it was hard to miss his package. And anyway, I have a two-track mind. Fucking and sucking." Kendra poked out her tongue.

"I doubt that will happen soon," said Elaine. "I don't know really. I'm not sure what he's thinking."

"Dress to kill," said Kendra. "That'll get his mind on the job."

Chelsea was watching Elaine carefully as she said, "I don't think this is the kind of thing where that makes much difference."

Elaine blushed but held her tongue. Kendra couldn't help herself, asking, "What are you talking about? Since when does not looking good count for anything? God, I thought she almost blew it with what she wore today."

"Hey!" said Elaine.

"She looked fine," said Chelsea. "Relaxed and in her zone. I dunno. I get the feeling this whole thing is more controlled than Elaine is letting on. The chances of meeting the right guy, first time, on the 'net, have got to be slim."

"Controlled? What the hell do you mean?" asked Kendra.

"You tell us, Elaine." Chelsea was staring, like she already knew the answer.

Elaine looked at each of her roommates. They were both waiting for her response. "It was a pre-date meeting. It's um, it's not unusual in these circumstances. I just got lucky."

"Elaine," said Chelsea. "I hope you're not setting yourself up for a fall. Stand your ground, or you're going to be walked all over."

"Huh?" said Kendra.

"I'll stand my ground," said Elaine, meeting Chelsea's gaze.

Chelsea picked up the wine bottle and topped up their glasses. "Well, if you need any moral support, I know Kendra and I haven't exactly been helpful. But we're here if you need us."

"What are you talking about?" Kendra asked.

"Thanks," said Elaine, glancing at Kendra. "I think I'll be fine."

To Kendra, Chelsea said, "I just mean if she's being... manipulated. It's okay to realise you've been wrong about someone. That's all."

"Oh. Shit, yeah," said Kendra. "That happens all the time. There was this one guy I dated who wore a sock in his jocks. He was like this!" She held up her pinkie and made it droop.

Elaine and Chelsea both giggled. "You're a nut, Kendra," Chelsea said.

Kendra rolled her eyes. "I'm thinker than you smart I am."

Elaine and Chelsea looked at each other and fell about laughing. Kendra laughed liked she'd been waiting to use that one for years. Unfortunately she knocked over her glass in her amusement.

Chelsea jumped to her feet as wine went everywhere. "Shit, Kendra!"

"Sorry!"

Elaine rushed for the sponge to catch the dripping wine as Chelsea complained about the big wet stain on her skirt. Without further notice she dropped the garment at her feet and stepped out of it. She was wearing a white thong and Elaine thought it was almost see-through. She also thought she gawked for a second too long.

Chelsea mimicked Gary's stance outside Mario's almost exactly. With a hand on her cocked hip and her wet skirt in her hand, she asked, "Are you okay, Elaine?"

Elaine blinked. She was pretty sure it was a coincidence. "Yeah. I'm fine. And um," she said, glancing into Chelsea's blue eyes, "Thanks for the concern."

Chelsea started swinging the skirt on her finger. "No problem. You're ripe. Just don't be a pushover."

"Ripe?" asked Kendra, taking the words out of Elaine's mouth.

"Yeah," answered Chelsea. "Like 'overdue'."

"Oh, shit. I agree with that. Elaine, you'd be crazy not to be keen. Be careful, hun."

'Hun'? Elaine didn't think Kendra had ever called her that before. "I'll be okay," she said, squeezing out the sponge and putting it away. The whole conversation would have been ludicrous if she hadn't been constantly wet and unable to think straight since she'd met Gary. Maybe Chelsea was right. Somewhat uncertainly, she added, "I think."

"Keep us informed," Chelsea said, heading for the bathroom. "I'm going for a shower."

Elaine nodded and sipped her wine. Remembering she'd sent Gary her checklist, she glanced at her watch.

"I'm glad I didn't break this glass," said Kendra, shrugging and refilling it.

Elaine sat in front of the computer and sighed. No email, no Gary. She opened a couple of assignments from school but she couldn't concentrate on them. Castlerealm at least held her attention. She read a few articles and thought of some questions. Time flew and before long the girls knocked on her door. Elaine quickly sent the page she was reading to the back, behind an assignment.

"We're going now," said Kendra.

Chelsea took an extra step inside Elaine's room and glanced at the screen. "Spoken to him yet?"

"Not yet," replied Elaine. "I'll let you know. Have a good time."

"We will," said Kendra. "You could always come with us."

"Maybe next time. I told him I'd be here."

"We're going to have a drink at the Rat first if you change your mind," said Chelsea. "We'll either be there or at Spotlight later."

"Okay."

"Byeeee!" chimed the girls.

Ten minutes after they'd left, Elaine got up and switched on the bedside lamp. Then she turned off the overhead light and locked her door. She felt safer if she had no chance of being interrupted. After turning her music up a little, she shucked her clothes and glanced at the computer screen.

Her body was directing her thoughts. That was the only way she could justify what she did next. From her wardrobe she retrieved her toys and laid them out on the bed and sat beside them. Opening her bedside drawer, she took out the tube of lubricant. Her cheeks were burning.

I've read stories where girls walk around with butt plugs in their asses to train them for anal sex. Maybe I should do the same.

Just in case.

She stood in the centre of her room and lubed the butt plug in her hand. Bending forward a little, she gritted her teeth as it spread her delicate membranes a bit too fast. She stamped her foot. "Nggggg..."

"God... That stings!" Gingerly standing upright, she gathered some more lube on her fingertip and reached behind herself, spreading it around as best she could. Catching her breath, she stood still as the pain faded.

Then the computer beeped.

She shook her head and laughed softly. Sitting on the towel she'd thoughtfully folded and placed on her chair earlier, she was thankful the pain didn't return. "Hello, Sir. I mean Gary." She sent a smile.

"Hello, Elaine," he sent back.

"You um, you caught me at a bad moment." She wasn't really going to tell him she had her plug in, was she?

"Do you need some time?" he asked. "What's happened? Are you all right?"

"Yes," she typed. "I'm fine. I'm just... I'm just getting used to a butt plug." She sent a blushing face.

"You have a butt plug in your ass?"

"Yes!"

"What the hell for?"

"Um... it seemed like a good idea at the time?"

"Chuckles."

"Blushes."

"You are full of surprises, aren't you?"

"Blushes harder." Elaine swallowed. She wished she knew what he was thinking.

He obliged her. "I love how you blush."

"Thank you. I think."

"I had a wonderful time today."

"So did I." Elaine wanted to say more, but didn't want to scare him away.

"Try to keep your knees an inch apart for me, okay? I want your full attention this evening."

How did he know I was pressing them together?

"Yes, Sir."

"I enjoyed spending time looking over your checklist tonight. Thank you for sending it. I printed it out and made some notes."

"Bites my lip."

He sent a reassuring smile. "Very interesting reading. You've thought a bit about what you want, haven't you?"

"Yes."

"You must have a fertile imagination."

"I've read a lot of stories. They've helped shaped what I see in my mind."

"Ah, yes. The stories."

"I especially liked the one you wrote about the girl tied up and flogged. She had toys used on her while she tried not to cum. Forcing her to cum like that was mean, but I loved it."

"I'm going to have fun with you, aren't I?"

"Blushes more."

"Smiles."

"I, um," Elaine said, feeling a bit out of her depth. "I got sick of writing, 'No', in the 'Experienced?' column."

"To me, your inexperience is balanced out by your desire to explore. I'm looking forward to showing you many things. That idea in itself is very pleasant." He winked.

Elaine smiled and tried to breathe. "Sometimes I wish I was more experienced."

"Everyone has to start somewhere. You can rest assured that our desires and wants are very similar."

"That's a big relief, Sir."

"Let's talk specifics..."

As the minutes passed, Elaine relaxed, notwithstanding the butt plug in her ass. She even forgot about it for a while. For the next hour, Elaine and Gary meticulously went through the checklist, discussing the various items while Gary made suggestions of possible scenarios to gauge Elaine's reaction and to fine-tune his plans. "Do you want to take a break?" he asked as they neared the end.

"Yes please, Sir. I'm getting... uncomfortable."

"Cramps?"

"Kind of. May I, um..."

"Spit it out, Elaine."

"May I remove the plug and clean up please, Sir?" She sent a blushing face.

"You may. And when we've finished this, I'd like to know what other toys you have."

Elaine bit her lip. "Yes, Sir. I'll be right back."

"Okay." He sent a smile.

Elaine returned from the bathroom in a much better mood. Her body tingled all over and her mind was at ease. Her poor pussy was now the only part of her body protesting. It wanted action! And it wanted it now! She tried to ignore it. "I'm back, Sir."

"Welcome back."

"Thank you."

"Feeling better?"

"Oh yes." She sent another blushing face.

"Good. I thought of something while you were gone. Have you ever kept a diary?"

"Not since I was a little girl."

"I think it could be very useful. It's called a journal, and I'd like you to start one tomorrow. The idea is to help both you and I to know what is happening in your head, so I can address your most immediate concerns etc. Do you understand the concept of openness?"

"To tell the truth all the time."

"That's half of it. The other half is to fill in the blanks by volunteering information your Dominant might find useful. It's confessing the whole truth. Not just the truth that is dragged out of you." He winked.

"Sometimes the truth is embarrassing."

"Elaine," he typed. "Your journal will just be between you and me. You've been incredibly brave so far. Don't lose your nerve."