Bedtime Stories for Grownups
The Boy and the Teddy
“HAPPY FUCKING VALENTINE’S DAY to you, too,” Stephen muttered as he pushed at his cock to get it to settle down. It wasn’t going anywhere—just poking straight out in his wet shorts. He headed straight for the shower between his room and Crystal’s, where he stripped off the shorts and stepped into the hot steamy spray.
So close! He’d been so close. What had he done wrong?
He hadn’t been looking in on Mrs. Abbott. Not that he’d never peeked through the fence when she was lying by her pool. Just not this time. She’d come to the fence and invited him for a drink. Granted she gave him water, but that seemed to be a good idea anyway. They sat and talked, and she invited him into the hot tub. She controlled where they sat, pulling him down right next to her, so their legs were touching.
She’d gotten them both glasses of wine and he was sure she knew how on display her stellar butt was when she bent at the bar. He could watch that butt for hours. She’d sat even closer to him when she brought him his wine and he was absolutely positive she invited the kiss. It was just a little touch of the lips at first. He was sure she wasn’t going to go any further at first.
But then, she started running her fingers up and down his chest and pulling him into a deeper and deeper kiss. It wasn’t until she let her hand drift down to his shorts that he started exploring a little himself. He’d never had a more passionate kiss! What teenage girls could learn from his neighbor!
Finally, his hand had come to rest on the bare flesh of her boob. More than a handful, for sure, but her bikini fell away from it and left it free for him to explore. He stroked across her hard little nipple a few times and had just dipped his head to sample it with his lips when she stiffened up.
Her grip on his cock became painful as she gasped for air and sounded like she was in pain. Then she pushed him away, covered her breast, and stood to get out of the tub, muttering about how she’d had a long day and needed to prepare things for her husband.
And she was gone. Just like that!
He’d put the cover on the hot tub and found his own way out of the yard and back to his house.
The soapy hand gliding up and down his bare cock in the shower was his own, but he could well imagine it being Louella Abbott’s hand as she kissed him fervently. He’d never had a kiss like that! He’d had his hand on her bare boob! He’d felt her nipple! He was going to…
He did. His semen splashed against the walls of the shower and he shook as the water beat down on him.
It was the way all his dates ended. He couldn’t believe Mrs. Abbott was just a prick tease. But she’d sure teased his prick good. And then disappeared. Had he dreamed the entire encounter? No. All he had to do was close his eyes and he could feel her tongue in his mouth and his hand on her boob. It was real—right up until the moment it wasn’t.
He sighed and turned off the water.
He’d just had a good come, but his cock was still more than half rigid and tingling. He toweled off and went to his room, trying to decide what he was going to do for the rest of the evening. His parents were out for their own Valentine dinner date. His sister, who never lacked for a date, was out with that guy Luke. Well, that was one guy who wouldn’t go home frustrated. Crystal had made no secret that she liked to fuck her dates.
What was he going to do if he hadn’t been called to an impromptu fantasy with the neighbor lady?
He was in the process. A heavy workout followed by shooting some hoops. Then a shower and an evening spent in front of his computer watching porn until he couldn’t get his cock up anymore. The thing was that having had a live boob in his hands and a woman’s tongue in his mouth, watching other guys with other girls while he stroked his own meat lacked a significant amount of appeal.
Which didn’t mean he didn’t try it.
After an hour, he decided he really didn’t care for porn that showed another guy’s cock doing what he wanted his cock to do. Cocks didn’t interest him. He just wanted to see the girl and imagine she was welcoming him into her. He shut down his laptop and cupped his hands behind his head as he lay back on his pillow. Yes, his cock was still hard.
He glanced at the clock. Only just after ten. His parents might get home early, but he was sure Crystal would barely make it by her midnight curfew. Mom and Dad wouldn’t do anything if she didn’t make curfew. It was more of a guideline than a rule. Maybe Luke would take her to a motel and stay the night. Anyway, her room was currently empty.
Stephen went through the bathroom and opened the door to Crystal’s room. As he assumed, empty and neat as a pin, just like she always left it. He stepped over to her bed and reached for Teddy, careful not to disturb any of the other animals or the pillows on Crystal’s bed.
“Care for a little nightcap, sweetheart?” he whispered to the stuffed bear in what he thought was a good 1940s movie voice.
He hugged Teddy to his bare chest and went back through the bathroom to his room.
“It’s not fair for the two of us to be left alone on Valentine’s Day, is it, sweetheart? We deserve a little love, too, don’t we?” He sat on his bed with the stuffed bear in front of him. This wasn’t an unusual situation. He’d been stealing his sister’s teddy bear for years, always careful to have it back in its place before she got home.
He started just petting the bear.
“You’re wearing panties tonight. You are so soft and silky. You know what? I had my fingers in Mrs. Abbott’s hair a little while ago, and her hair is no softer or silkier than yours. I could pet you all night. I suppose that makes me weird or something. I don’t have a date, so I steal my sister’s bear and talk to it. But you’re really cuddly. I wish I could find a girl who wanted to cuddle like you do. Or who wore sexy panties like these and let me touch them.”
He lay back on his pillow and pulled the bear up under his arm.
“Guys aren’t really all that difficult to please,” he mused. “Talking to Mrs. Abbott was fun, but it’s not like it’s a 24-hour a day requirement. I was out with Pamela last weekend, thinking I might ask her out for tonight. She talked so much that I never got the invitation in. I suppose that saved me my paycheck this week. And then it would probably have ended the same way as Mrs. Abbott. ‘Thanks. Goodnight. ’Bye!’ Pamela might have kissed me since it was Valentine’s Day and all, but get my hand on her bare boob? Not likely.”
Stephen buried his nose in the bear’s soft fur.
“You always smell so good! It’s not like perfume or makeup or hairspray. It’s more earthy and still fresh. I inhale and it’s like smelling new mown grass or falling leaves. These panties kind of smell that way, too. If I ever find out what you smell like, I’ll bury my face there and never come out. That smell always turns me on.”
Stephen reached toward his groin and lightly stroked his cock to a full erection.
“What’s that, Teddy? You want to touch it? Sure. You let me touch you and pet you all over. If you want to touch me, go right ahead.”
He moved the bear down his chest and rubbed the soft fur on his own nipples before pushing it down further.
“Oh! You know how I like to be touched. Your panties are so silky. I wonder if Mrs. Abbott has soft hair around her pussy like you have between your legs. Yes, I love the fur between your legs. So soft. Don’t worry. I’ve got a sock right here to catch anything and keep your fur nice and dry. Umm. Your panties feel so good.
“I wonder if Pamela would rub against me with just her panties between us. Would she feel this good or even better? Yeah, better, I’m sure. I can just imagine being between her legs instead of yours. Oh, she feels so good. I thought I was actually going to do it with Mrs. Abbott tonight. We were going so strong. I should have been more assertive—not have let her just walk away. Was that what she wanted? ‘I want you, Louella Abbott. I’m going to take your bottoms now. And now, I’m going to push my cock into your hot wet pussy.’ Oh, God! Yes! Up into your soft hot center. Take me. Take all of me!”
Stephen lost track of where his fantasies were going, and even of who was in them. Was this supposed to be Pamela or Louella? Or just soft comfortable Teddy, or this silky pair of panties. He barely got his cock wrapped in his sock before he shot off. This time it was better than anything before.
He lay there, holding the stuffed animal and inhaling the scent from its fur. He supposed a bit of that scent came from him. Oh wow! Did that mean some of the scent was his sister’s? Did she use the bear for her fantasies, too? Did she dress him in the panties she wore when she rubbed against him?
Stephen took another deep sniff and shook his head, not wanting to think about that.
“Come on, Teddy. I’d better get you home and in exactly the same position Crystal left you. Don’t tell her what we’ve been up to. She wouldn’t understand a bear’s needs, would she? You know what? Tomorrow I’m going to ask Pamela out again. I’ve got some ideas on how to keep her from talking quite so much. And if that doesn’t work, maybe I’ll stop over next door and see if Louella could use any help around the house while her husband is out playing golf or working late—whatever lawyers do that keeps them away from home and their lonely wives. Tomorrow’s a new day. A better day.”
He made sure Teddy was in exactly the same position as it had been when he took it, stroking across her panties with his fingers once again.
“See you later, sweetheart. Happy Valentine’s Day.”
The End
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