This story was added on March 8, 2016

Converse trainers and frilly little ankle socks. They rocked back and forth as Tiffany bounced on her heels. Brown curls jiggling with every movement and her bright mischievous eyes glistening in the late afternoon sun. "So is it ok if i come in today Teddy?" The girl asked in her sweetest voice. Teddy sighed heavily as he tried not to stare at the young girls body. Instead looking at his feet before saying for what must have been the fourth time this week. "I'm sorry Tiffany but I'm busy, why don't you hang out with your friends." He knew she wouldn't be pleased, the two of them had been friends ever since she was little when her parents had begun using Ted and his wife as babysitters. Tiffany had loved Ted from the beginning and even more so once she realised she could call him Teddy. He looked up and saw the pain in her eyes, he knew she didn't understand why he pushed her away. Her innocence was adorable and he wasn't going to be the one to ruin that. "Oh. Ok well I'll see you around Teddy... Ted." And with that she turned on her heels and darted down the stairs, off of the porch and across the road to her own house. The door shutting quietly behind her.

Ted watched as she went. Unable to resist the temptation of such a perfect view. He watched as her little pink shorts rode up between her curvy arse cheeks. He watched every movement of her leg muscles as they carried her away and he watched as the low cut top swung back and forth to reveal her perfectly tanned skin and perky young breasts. Ted shook his head and sighed once more, Tiffany was legal but certainly off limits. That's why he had to play this game and keep playing it until she gave up on him, no matter how much it hurt her. Ted closed the door, his cock was beginning to grow and the last thing he needed was some member of the holier than thou brigade spotting him with a major stiffy after talking to a Tiffany. Once inside he closed the curtains and headed into the kitchen to start dinner. Ted used to love cooking but right now it just felt like a chore. Everything did. He looked up at the wall to his left and stared at a picture of his wife. Her beautiful warm eyes looked back and her bewitching smile seemed as though it was just for him. A tear ran down Ted's cheeks and he dropped the knife he was holding. It clattered to the floor, and not for the first time Ted broke down.

Across the street Tiffany was at the dinner table hurriedly wolfing down the remains of her dinner while her family prattled on about this and that. Soon enough her plate was clear and she was free to rush upstairs and into her room. Once inside Tiffany was ready to begin phase two of her ingenious plan. She threw on some music to drown out the background noise of her family and pulled out a shiny new laptop. Once open she began researching. She typed in a certain name and was delighted to find several pages of information. The first of which was was a website promoting Ted's building company. She had basically hit the jackpot here. It contained his phone numbers, personal email and even a forwarding address. She wondered if that meant hehad a summer house. But anyway this was perfect.

A few days later Ted had received something very unexpected in the mail. He'd just finished breakfast and was shuffling past the door looking for his keys when the post was stuffed through his letterbox. Bending over he found a few letters and a parcel. It was pretty light and covered with stamps. Whoever had sent it wanted to make damn sure it got here. Heading into the living room he set the parcel down on the coffee table and continued to sip his latte while watching the morning news. He tried to ignore the package. It sat there waiting for him but for some reason he resisted. Who could say why. Delayed gratification perhaps? Anyway his self control was not what he thought and his drink was barely drained before he lost patience and gathered the small brown bag in his hands. He opened it carefully despite his mounting curiousity and emptied the contents into his lap. Looking down Ted was shocked to find a silky pair of black panties trimmed with red lace. He held them out and admired the shape before checking the address once more. Nope, they were definitely sent here. He was about to set them down when a sudden urge compelled him. Ted lifted the sexy panties to his face and inhaled deeply. He was immediately rewarded by the sweet musk of a womans scent and a slight hint of peach body wash.

Tiffany stopped going by Ted's house for a while, she didn't want him to have any idea who those panties belonged to. Instead she kept her distance and began dreaming up more ways to fuel Teddy's sex drive. The next of which was a another package. This time sent to his office at work. A really special treat that any man would love to receive. Mmmm just thinking of him holding it made her tingle. The noise it made, the softness of the material, the snap of the little links. Tiffany shuddered, her thighs pressed together and her cunt sopping wet as she daydreamed for the thousandth time about how much fun she would have playing with her teddy again.

Speaking of Ted. He was across the street at that very moment vigorously tugging away at his engorged cock. A familiar and more than slightly cum stained pair of black panties wrapped around his shaft. Since receiving his gift Ted had spent a lot of time worrying about who might have sent them. He'd heard so many stories about crazy women trying to seduce older men, especially widowers and he was worried about where this might lead. Of course that hadn't stopped him jerking off with the panties so many times that he was ashamed to even look at his wife's photo anymore. Instead he focused on work, porn and plenty of masturbation. But if Ted thought he had it tough that was nothing compared to what Tiffany was going through.

The poor girl was desperate to know how her crush enjoyed the little gifts she'd sent. She yearned for a chance to find out if he'd cum while sniffing her scent or he'd received the package from his office. The only thing that brought her even the slightest relief we the fervent masturbation sessions she enjoyed in the shower. It was the only place she could guarantee privacy, especially from her uber religious parents. Who genuinely seemed to believe that anyone who touched themselves inappropriately would definitely go blind. And so it went, with Tiffany pressed face first against the wet tiles, water cascading down her sculpted teen body as her fingers delved deeper and deeper into the slick mound between her soft thighs. Thankfully it didn't take long to get off, not when she could imagine Teddy's thick cock parting her pussy lips as he slowly pressed against her. She closed her eyes and imagine what it would be like to be impaled on that delicious meaty spear as it ravaged her innocence and left her a cum filled mess. And then she was coming, sliding down to the floor as her legs went weak.

Allowing the water to ease the tension in her muscles as the last sparks of a wonderful orgasm tingled their way through her body. It wouldn't be until the next day that Ted would open his second gift. He had found a very capable foreman a year pervious and since then had rarely needed to be present on site. He only bothered stopping by once a week to make sure nobody got too complacent. This week it happened to be on a Tuesday and things were running as well could have been hoped for. Ted made his usual rounds and spoke to a few employees before heading into his portable office. Once inside his heart stopped and he stood dead still. Sitting on his desk was another package. Slowly he edged closer and sure enough he saw the same handwriting and the same generous application of stamps. Ted took a seat in his big comfy chair and studied the brown box for a moment.

This was getting a little intense. Whoever sent this knew where he lived and worked, perhaps he should just send it back unopened. 'Yeah like fuck' he thought to himself before reaching out and ripping the package open. Inside he found a box and inside that a leather collar attached to a long, thin metal chain. His eyes went wide and his heart began to beat faster. Ted was about to stuff it back in the box when he noticed silver letters on the front of the collar that read 'OWNED'.

Later that day Tiffany was sitting through another boring dinner with her equally boring family when her father mentioned something about time making fools of us all and how you need to act now to avoid disappointment blah blah blah. She really wished he would stop blabbing and say something that wasn't either a tired cliché or a empty platitude when to her immense surprised she realised he was right. Her plan was far to slow, if Teddy had received his gifts he'd be on the back foot right now, confused and in the dark. She had to push her advantage! And so a few excuses and a rushed mouthful of food later she was buried nose first into her laptop creating a brand new email accoj.t with which she could send Teddy a message. Five minutes later she'd pressed send. The message was gone and his inbox would soon have a very interesting E-mail that would surely get his full attention.

Ted was masturbating again but this time the panties were in the wash and it was just a good ol' fashioned porn session that fuelled his erection. He had several tabs open and every video featured a dirty slut with a pretty collar around her neck. After picking up his gift from work or was all he could think of and had already cum to similar videos this afternoon. He close once more and about to climax when he noticed a little red mark on his email box. He tried to ignore it but there was a new contract up for grabs and he couldn't risk missing out just for his second wank of the day. Grudgingly he paused the porn and opened the email. It was from an unfamiliar address and the content was brief. Ted slowly read it out loud. "Hi there gorgeous, I hope you liked my gifts, you dirty man. If you'd like to know more add this messaging service to your phone so we can chat." Just below the text was a link to download the messenger she mentioned and a pin to add her contact but he wasn't going to do it. Was he? Was it a terrible idea or was this how things went nowadays. He truly had no idea after being away from the scene so long. In the end he made the decision with his cock, downloaded the messenger and added her contact pin.

Tiffany was sprawled out on her bed in just her bra and panties when her phone beeped, she grabbed it in less than a second and he'd face lit up when she saw the new contact who'd added her. Oh my god it's him! She finally had a direct and discreet line to her Teddy! Wasting no time whatsoever Tiffany immediately sent him a message "Hey you, so glad you added me" she hit send and only had to wait ten seconds for a reply "hard not to when you send me such naughty gifts" he said with a little wink face. She was wet already and there was still so much more to come. "Did you get a good sniff of my panties? Hehe" was her next message, to which he responds "I sure did, but now they just smell of my cum." She almost dropped the phone at that point, so strong was her need to cum. "And the collar, would you like me to wear that for you?" She sent it and waited a whole minute for him to message back. "Yes babe, I've been jacking off to that idea non stop."

Ted was beyond excited, this kind of little message exchange was completely new to him and the secret nature of it all was a big turn on. He and his unknown partner exchanged messages for over an hour before she sent him a very naughty audio clip. It was less than a second later that Ted happily hit the play button and listened intently to the message. "Mmm oh Ted, I need you inside me. I need that big, thick cock to stretch my tight cunt and make me beg for more like the little slut I am!" The message made him so horny Ted almost came in his pants then and there. Instead he managed to record a message of his own. "Oh you bet I'll make you beg you dirty little slut. I've been pushed to the brink by the girl across the street and I'm going to take it all out on your slutty cunt." The message was a little more explicit than Ted had planned but he was hoping that if this went anywhere, it would be something kinky from the beginning.

By the time Tiffany finished listening to Ted's reply she orgasmed hard, without a single touch her body convulsed and shivered. Writhing with delight on her bed as she finally knew for sure that Teddy really did want to fuck her. Once she came down from the orgasmic high Tiffany sent one more message back "I'm going to send you another present." And with that she signed out before she got over excited and let something slip. She'd learned a lot and some of the information was perfect but if she kept going now she might go to far and mess it all up. Instead Tiffany undressed and wrapped herself in a towel before heading straight for the shower.

The next thing Ted received came through the letterbox. Landing on a pile of unopened mail as he ate breakfast on a Saturday morning. The parcel hit the floor with a light thud which drew his attention away from his cornflakes. Ted raced to snatch up the precious delivery and examined the handwriting. "Yes!" He exclaimed as his fingers began to rapidly tear away at the packaging. The box was long and thin but with enough space to hold several items. A small card was attached to the lid and I read "To my horny Teddy. In this box are a small collection of personal items that I hope will remind you of me whenever you're feeling horny." Feeling more excited by the minute Ted pulled the lid from the box and gazed at it's contents.

The first thing he'd notice was that the box had been lined with several pairs of panties. All of which seemed to be different styles and shapes. Grinning from ear to ear he picked up a few and was delighted to find they had the exact same scent as last pair she sent. At this point Ted had to sit down, his erection was pressing painfully against his jeans and the promise of more treasures inside the box almost made him giddy. Once seated he took another look inside and a small USB drive with a little heart drawn on it. God he was tempted to slil it into his laptop and see what secrets she sent. Instead he set it aside for later and went back to the treasure chest.

Meanwhile across the street Tiffany was drawing up plans for phase 3. Well actually she was sat in the living room while her father and brother watched sports but in her mind all the pieces were coming together. She'd spent weeks enticing and intriguing Teddy, now it was time to claim her reward. She'd soon have him all to herself and he would finally have to admit that he wanted her just as much. Tiffany looked at her father sighed, he would flip if her ever found out but with a little luck that would never happen. She just had to be careful, she had to be 100% sure that Teddy was hers. Then everything would work out perfectly. Even if that meant leaving home, it would be worth it.

Back to Ted's treasure chest and the various items he'd already pulled out. One was as bottle of lube she'd ordered online, where the label read "For fucking dirty little girls." Then the small bag of viagra pills which he had to admit would come in handy and finally a matching pair of handcuffs and blindfold. Ted was blown away, his mystery woman had seemingly thought of everything. The poor man was throbbing with need and began to pace the room until finally, be grabbed his phone and sent her a message "We have to meet. Soon. I'm going to fuck your brains out." A few minutes later he received a reply which read "did you check the USB? Because I think you will like it."

Ted was a little annoyed she slipped over the blatant invitation to meet up but still had to admit he was very intrigued as to the USB's contents. He jammed it into his laptop and fired the thing up. A minute or so later he was looking at four separate folders. The first was titled 'Things I like' Ted opened the file and saw a long list of web links all of which took him to porn sites where he could watch all of the scenes that made his mystery woman soak her panties. The list was long and the videos kinky. This woman must be an experienced slut to enjoy all of this! Feeling more excited by the minute Ted opened the next folder, he didn't even bother to check the title. Instead he just rushed in to find at least ten sound recordings. He clicked play on one and was immediately treated to the sound of an intense orgasm. Then he heard a faint whisper as the woman in the recording began to whisper his name.

Views: (104)

Story Tags: Seducing   temptress   older man   young woman  

Comments



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Always horny69
March 24, 2016
Very nice, I wish I was teddy, looking forward to reading more


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EnglishChap
March 8, 2016
I like it.


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EnglishChap
March 8, 2016
I like it.

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