Tender

He is kind of right. I'm a **** now. I'm his **** now. What was that Miss Stonebridge had us read? “I trust my master fully, my safe word is Yes.”

"Ash?" Theodore pulled up his phone.

This is going to happen and I always knew it would, deep down.

"Ok, let's... do this the right way." Ashley said. "I'm ready." Am I ready, or am I out of excuses to stall him? Does it matter? It’s going to happen.

Theodore smiled and slipped the phone back in his pocket. "I'm so glad to hear that, Ash." He moved back against her, but this time his hands were softer. Gentler. Loving, if that was possible. He pulled her towards him into a deep hug and held her there, her head against his chest for a long minute. This is nice, just like old times. But then his hands found their way down her back to her skirt and unzipped it, reminding her why she was really here.

Ashley closed her eyes and took a deep breath of his scent. Why was it suddenly so...good? She wiggled her way out of the skirt and it fell off her hips to the floor. Theo didn't bother slipping off the tiny G-String, but with her crotch out there was no real need. He grabbed her ass with both hands and gently led her to the bed, and they both gently fell to the mattress together. Theo took her head in his hand and brought her in for a deep kiss.

“How many times did I lay here and wonder who'd be my first?” Ashley remembered out loud.

“I’m glad it could be me.” Theo gently stroked her hair. Ashley realized with a start, that if Theo hadn't come up with his idea she'd certainly be underneath Bruce right now. The disgust made her shudder.

"What's wrong?" Theo said, noticing her reaction.

"Nothing, it's just... I'm so happy it's you. Overwhelmed." She said with a smile. The …and not Bruce she chose to omit. "Thank you."

"Absolutely, Ash." He smiled. "This is what's best for us both." He broke his hold and slid off the side of the bed to kneel there. He gently parted Ashley's legs and began to lick her outer lips. Her pussy had been hot all day, from the walk to school, to her classes, to now, and the sensations were amazing!

"Ooohhhhh! Theo..." She moaned.

"Master." He stopped to correct her.

"Masterrrrrr" She fixed it, and he rewarded her by returning to his task. He slid a finger inside her, then another, and another. She arched her back and thrust her hips at him as he pleasured her. He is surprisingly good at this. Ashley knew he had never had another girlfriend, but maybe he'd learned from the internet. Good job, internet!

When she was fully committed, fucking back at his face like a bitch in heat - he stopped. Ashley looked down at him with confusion. "Is something wrong?"

"It's time." He said simply. He slipped out of his shirt and jeans and climbed between her legs. Ashley felt his weight on her for the first time and parted her legs more to let him in. Theodore gripped his cock and aligned it with her hole.

Ashley knew he was big, but her first penetration was still more than she had bargained for. She gasped out and he stopped.

"It's ok... you're just big!" She said, and he smiled. “It’s different in my mouth.”

"I'm not even all the way in yet. Breathe deep, Ash. Relax. This is just the first time of many."

It will be, surely. I'm his now. Ashley nodded and took deep breaths as he suggested. When Theo felt her body stop tensing up, he slid in a little more. Then a little more again. Ashley looked straight into her friend’s eyes as he bottomed out deep inside her. Her mouth gaped open from the alien feeling of being so completely filled. Her hand flung up against his chest to stop him when he pushed on her cervix.

“You okay?”

“Mmhhmmm” Ashley nodded. “You’re just too deep.”

“There’s still some cock left for you.”

Ashley shook her head. Theodore retracted from inside Ashley, her lower lips gripping his cock tightly, a white creamy substance smeared his member on the way out. Theodore pushed himself inwards again, stopping just before he would hurt her again and paused to let Ashley get used to his girth. "Woaaah" She said as he began to slowly piston in and out of her. He kissed her passionately and Ashley returned his kiss, their tongues intertwining in their loving embrace. Theodore moved on to kissing her neck.

"Mmmmmh" Ashley mewled.

His gentle kisses together with his cock spreading her made Ashley moan in delight. She never knew sex would feel this good and, as close as he had left her from the cunnilingus, it didn't take more than a few more strokes for Ashley to begin climaxing. "Woah, woahhhhh!!!" She let out. She immediately blushed at the thought that her parents probably heard that.

Theo smiled, but there was some disappointment tinged with it. "I thought we could finish together. Let me try something." He fished in his pocket for the phone and tapped a key. The bell on her pussy began sending pleasurable shocks up her clitoris.

"Please... give me a minute..." She asked, but Theo wasn't listening. Having given her a climax first, whatever obligation he felt to her was satisfied. Now Theo was taking his turn and fucking her hard. The first time felt like being gently led to the water's edge. The second time, with her bell and his cock hammering her in turn, felt like being yoked as if she was a disobedient horse. He’s gonna make me cum again, no matter what I want. Ashley was…comforted by this. He just wants me to feel good again.

Theo ripped her schoolgirl blouse open, exposing her large tits while he pounded away. Grabbing hold of her breasts, he began rubbing her erect nipples with his thumbs. Oooh god, Ashley arched her back, her senses being bombarded by endorphins from the pleasuring of her erogenous zones. Theodore brought his mouth down over her nipple, keeping up his rhythmic thrusting while he sucked on it, his tongue playfully flicking her piercing. Ashley was smiling broadly, relishing in all the sensations she was experiencing. Ashley could hear Theodore's breathing heighten with her own, then felt the spurts of his climax inside her and heard Theodore's manly grunting. The sensation of being filled up by his seed pushed her over into another orgasm. This one was even more powerful than the first. "OOOOOOOHHHH!" Ashley was screaming now, losing herself in it. She brought her hands up to his neck and guided him in for another kiss. With their tongues twisting around each other, being filled up with his cum and Theodore's cock still buried deep inside her Ashley felt as though she belonged to him in a way she hadn't until then.

She lay there in bliss for a moment after he pulled out and shut off the bell. They lay together in the bed, cuddling like young lovers. Ashley traced the outlines of his chest with her finger, admiring what she had never taken the time to before.

That wasn't so bad. Why was I afraid? I'm Theo's now. He'll take care of me. I can’t believe he was here the whole time.

He rose from the bed and dressed himself quickly.

"Come on, slut. We have to get back home." He slapped her on the thigh to get moving.

Slut? Are we back to that already?

Ashley slowly got to her feet. She went to put on her skirt, but he grabbed it and put it in his pocket.

"Wait, let me get dressed."

"I didn't tell you to get dressed." He said. He clipped the leash back on her and dragged her out of the room and down her stairs.

"Sounds like you two had some fun!" Her mom said as they passed on the stairs. Ashley couldn't even look at her. Oh my god, I look like a well-used whore. Ashley felt his seed leaking from herself and quickly covered her pussy to keep it from sliding down her thigh, but it slipped around her fingers. If her mom noticed Theo dripping on the carpet, she didn’t comment. "Keeping anything?"

"No thank you, Mrs. Jones. I think keeping her old things would just confuse Ashley."

Her mom took in Ashley’s disheveled and half-dressed appearance. "You took my advice! I think you'll both be very pleased with the result."

"I agree. This will be a nice clean break for Ash." Theo and Susie hugged and then he hustled Ashley out without giving her the chance to say anything. Back down the block out of her old home, and her old life.