GIRLIFIED: 15 BOOKS MEGA BUNDLE
Page 18
Tyler only lived a few blocks from Mark, so after another ten minutes of pacing around in complete boredom, Mark decided to wander over to Tyler’s place, to see why he wasn’t responding. He hopped on his bike and was at Tyler’s door five minutes later. All of the lights in Tyler’s house were off, but Mark rang the doorbell anyway. It wouldn’t be the first time he woke Tyler’s parents up. After a minute of silence, he rang the bell again. And there was still no answer—but Mark was determined not to let his Friday night go to waste.
The front door was unlocked so he let himself in. “Tyler! It’s me! Wake up! We’re going out!” he shouted, but there was no reply. He went to Tyler’s room and found it to be empty. “Son of a bitch,” he mumbled under his breath. He flicked on the light and marched over to Tyler’s laptop. Now Mark was feeling angry and deceived. He was certain Tyler had gone off to a party without him—without even telling him.
Mark checked Tyler’s Facebook page for recent chats, but there were none. He checked Tyler’s e-mail inbox, but there was nothing damning. Then he checked Tyler’s browsing history, and he found that familiar ad posting. It was the last thing he looked at, aside from his e-mail. But why would he look at his e-mail right after looking at the ad? Mark went back into Tyler’s e-mail and looked into his outgoing messages. There was nothing.
But Mark knew Tyler better than anyone. He knew that Tyler was a bit of a computer whiz who knew how to hide his tracks. “That little rat…” Mark said as he realized Tyler probably replied to the ad—and maybe he was out now fucking that beautiful milf.
So Mark thought hard, trying to put himself in Tyler’s shoes. He knew that Tyler would be too afraid to use his real name, which meant he would probably use another e-mail address. But knowing Tyler, he would probably use a different computer, to remove his identity completely from any communication. So Mark went to Tyler’s sister’s room and checked her laptop. And then he went downstairs to check the house computer. But none of them had been used that night.
And then Mark found himself in the basement, still determined to track down his friend who was out having fun behind his back. He noticed a box that had been pulled out slightly from one of the shelves. He looked in that box and noticed the laptop sitting on top—bingo. He pulled it out and opened it up. It took him five minutes to realize the computer was too old for Wi-Fi, so he walked it over to the router, and noticed the cord dangling off the desk, as if it had recently been used. Mark’s grin grew bigger—he knew he was on Tyler’s tail now. He opened up the Internet and found Tyler’s alias e-mail account in the browser history. And then he found the address and the naked picture of his friend. “Gross,” he said, quickly scrolling away from the picture of his naked buddy. He looked at that address again and couldn’t believe what he was seeing: Tyler actually got accepted. He was really out fucking a beautiful woman and making five grand on top of it.
Mark shook his head, disappointed and proud of his friend at the same time. But then he suddenly became worried—What if Tyler and Sheldon were right? What if it was just someone luring young men out to murder them? Mark punched the address into his phone and started towards 22 Havenhurst Crescent, which was only a few blocks away. When he saw Tyler’s bike sitting on the lawn, his heart started pounding. He dropped his bike on the next lawn over and then he ran up to the side of the house. He tried looking in the window, but the blinds were shut. He walked around the house and looked into the next window—but again, the blinds were closed. So he kept circling the house until he found a window with opened blinds.
He was looking down an empty hallway. There was an open door at the other end of the hallway and the light was on in the room. The floor was littered with satin and lace fabrics: lingerie and skimpy nightgowns. Was Tyler in that room fucking that thick milf? Mark tried to adjust his angle to give himself a better view into the room. He could see a dresser and on that dresser was a makeup mirror—but it was so far away, he couldn’t make much out. Though he could see figures moving in the room. He squinted and then he had the idea to pull out his phone to use his phone camera to zoom in on the mirror.
The view with the camera wasn’t much better, but it was at least an improvement. Squinting, Mark could see that there were two figures in that room: two women. They were both in lingerie. The taller woman was helping the shorter woman with her hair. With a bit more squinting, Mark could see that the taller woman was the older woman from the online pictures. He didn’t recognize the shorter woman, but she looked good in her little satin nightie. She was also wearing fishnet stockings and black satin gloves. She had a great ass.
Mark’s imagination started going wild. He thought Tyler was waiting in another room, about to be surprised with not one but two beautiful pussies. Maybe the younger woman was the milf’s stepdaughter. Maybe they were about to have some kinky taboo sex. Mark squirmed with jealousy. Tyler was the luckiest man alive—and why did he deserve it? He never worked out at the gym. He hardly ever worked on himself at all. He just sat at home all day, reading books and watching movies. Meanwhile, Mark would be out working his body to exhaustion, trying to perfect all of his muscles so he could hopefully get laid… It just wasn’t fair.
The two ladies stepped out from the room, into the hallway. Mark ducked down quickly. But he didn’t want to miss his chance to catch a glimpse of the sexy duo. He held his phone up with his camera pointing into the naughty house. He stared up at the screen and watched as the two girls came down the hall and walked directly past the camera. They went up the stairs. Luckily he was recording, so he could watch the pass by back.
But he didn’t have time to watch it back now. Now, he wanted to relocate the beautiful women, and maybe even catch a glimpse of Tyler. Mark stepped back from the house and looked up. One of the upstairs windows was now glowing. The window looked down into the backyard, which was made private by a tall fence and many tall trees. It didn’t look like the window was obscured by any blinds. But how could Mark get up there? He looked around and spotted a shed. He checked the shed door and it was unlocked. There was a ladder in the shed. “Bingo,” he mumbled under his breath and he dragged the ladder out from the shed.
He knew it wouldn’t be good if he were caught. He didn’t have a criminal record but he didn’t want one either. But he couldn’t miss the opportunity to watch two lingerie-clad beauties pleasuring his best friend. So he propped the ladder carefully against the wall and he climbed up, trying to soften each step so the ladder wouldn’t clank and rattle.
He carefully peeked up into the room. It was a large bedroom and the bed was at the far end of the room. It was a canopy bed with shiny purple velvet hanging overhead. The bedroom walls were a gold colour, matching all of the lamps and hardware in the room. Mark nearly fell off his ladder when he saw the older man sitting motionless on the chair in the corner of the room. It looked like he was looking right at Mark, but surely the man would have reacted if he saw a man staring in his upstairs window. And surely, with the room all lit up, he could only see his reflection looking at that window… Mark remained cautious regardless.
He thought he had the wrong room, so he started to slowly step back down. And then the two lingerie beauties entered the room. The younger one looked shy with her cheeks red as she was led into the room. The older man in the corner smiled, but no one acknowledged him. He just sat there and watched with a content smile on his face as the girls got down to business.
But where was Tyler? Why did Tyler have this address on his secret basement computer? Where did Tyler go if he wasn’t here? Why was his bike on the front lawn?
The older woman started by caressing the younger woman’s sides. The younger woman looked down nervously but the pretty milf tilted her head back up and looked into her eyes. Then they kissed. Mark had his camera recording the whole thing. He could feel the big radiating smile on his face. He bit his tongue to stop himself from praising the lord. And then he realized that the young woman was strangely familiar.
He sto
pped watching through his phone. He looked closely at the girl and tried to place her. Was she someone from school? Was she one of the girls who frequented Mark’s gym?
The beautiful milf caressed the young woman’s chest before slipping her fingers down and sliding them over the young woman’s pussy. She rubbed and the young woman perked up and bit her lip. Then the milf slipped her fingers under the little satin skirt of the young cutie’s lingerie. And a moment later, she pulled the young cutie’s cock out and started stroking and massaging it.
And Mark’s lips parted and his face became pale as he realized he was staring at Tyler.
CHAPTER VI
Tyler felt ridiculous in the lingerie and the wig and the makeup. He was having a hard time remembering why he even agreed to put any of it on… Oh right, the five thousand dollars.
The whole situation was wildly uncomfortable—the feeling of his now-hairless legs, having some old man watching as his wife massaged Tyler’s cock, wearing women’s clothes and makeup, being in a stranger’s house… When Tina was doing his makeup, he realized that he was essentially a prostitute. Tyler was literally whoring himself out for money.
But at least Tina was still beautiful. At least he was still going to get laid. And at least he was still going to get paid… Though prostituted probably had the same justifications whenever they got down and dirty with a client. But Tyler just couldn’t say no to five thousand dollars.
He never told Tina that he was a virgin, though he had a suspicion that she knew, seeing as he was a scrawny, shy eighteen-year-old. Even dressed up in the ridiculous outfit, Tyler was still worried that he would come the second his cock touched her pussy. He could already imagine the old man in the corner laughing.
Tyler looked over at the window. The blinds were open, but he could only see his reflection on the glass. He wondered what that window looked out onto, and if it should be closed—not that it mattered. He already had an audience, so what difference did it make if a few neighbours were watching as well?
He looked down and saw Tina’s fingers caressing his throbbing erection. He was already rock-hard—did he get hard too fast? Was that why she was grinning? Her hand was soft and it felt especially fantastic when it was rubbing his tip. But he was worried she was going to make him come before it was even time to fuck.
“You can touch me too,” she said, staring into his eyes. He forced a smile and nodded, but he wasn’t sure how to respond. He gently placed his hands on her hips and moved them slowly up and down—almost robotically, but at least he was interacting with her now. Her skin was soft, though a bit loose, especially near her mid-section. He wrapped his hands around her back and felt all the straps of her lingerie one-piece. And then she took his hands and moved them onto her breasts. They were soft and big. They felt like a couple of water balloons. Tyler was afraid to push too hard, but Tina wasn’t afraid to take his hands and mash them against her chest.
Tyler felt his face turn a shade darker. His jaw trembled slightly as he felt his first set of tits. He gently pulled her top down, exposing her perky nipples. Then he looked into Tina’s eyes, looking for the go-ahead. She smiled and made a little nod. So he bent forward, closed his eyes, and started sucking her nipple. For a moment he forgot that he was all dolled up like a little slut. The reminder came when he opened his eyes and saw his own fishnet-clad legs. He had to admit: his legs looked pretty good in those fishnet stockings. In fact, his whole body looked pretty good in lingerie. His legs looked amazingly feminine with a shave, and with the padded bra Tina gave him, his curves were surprisingly girly.
Tina put her hands on his shoulders and started pushing down. Tyler dropped to his knees and found himself staring at the bulge of Tina’s camel toe. He reached a hand forward to rub it and noticed his hand was trembling. But he didn’t stop. He didn’t want to look like a coward. He pressed his fingers against the bulge and started rubbing.
Tina reached down and pulled the fabric of her one-piece aside, letting her flaccid cock fall out. And Tyler became frozen, his heart suddenly cold. His jaw trembled as he stared at the cock, which took a moment to uncurl completely. Tina’s ball sack fell down a moment later, as there was no longer anything holding her balls inside of her body. “Surprise,” Tina said with a big grin. “Go ahead and touch it.”
Tyler couldn’t decide if he was repulsed or not. He wanted to be repulsed, but he could only feel shock. He thought about getting up and running away, and then he remembered that stack of cash sitting on the bar downstairs. Now it made sense—now he understood why they were offering so much money. At first he thought it was the cross-dressing, but even then he thought five grand was steep. But this made much more sense. Now, five grand strangely seemed cheap. “What?” he managed to say. “Why do you have a… a cock?”
“Don’t you like it? It won’t bite you. You can play with it. Go ahead.” She reached down and slipped her fingers into Tyler’s false black hair. And Tyler found himself reaching forward, willing himself to continue, for the five thousand dollars. His heart was pounding as he was realizing he was about to lose his virginity to a tranny. And what would happen after he got her hard? Was she going to want to fuck him in the ass? He’d never had his ass penetrated before—not even by himself! The thought was terrifying. There was no way he could do it…
But still Tyler continued. He wrapped his fingers around the flaccid cock and began to massage it. It was soft and warm. He could feel the blood pumping into it as he pulled back her foreskin. He looked at it for a moment and then he looked away, his gut turning. He closed his eyes and tried to count down the seconds until the act was over. He just had to endure another thirty minutes—an hour at most. He opened his eyes and saw that the cock was bigger now, beginning to curve to one side, throbbing noticeably. He could fit more fingers around it now. Her tip was a shade of red.
“Suck it,” Tina said, still with that big grin. He looked up at her and then back down at the cock. And again, it suddenly looked bigger and more intimidating. Her cock was bigger than his. It was far bigger than he thought it would become. Tyler thought again about the money on the bar downstairs and then he took a deep breath. Touching it wasn’t as bad as he thought it would be, so maybe sucking it wouldn’t be so bad either. He leaned forward and opened his mouth. He aimed the cock at his tongue and then he leaned forward some more. Suddenly, he felt her girth pressing against his lips, and then he felt her warm tip on his tongue.
It didn’t taste like anything, but it was very warm—far warmer than he expected. He could feel it throbbing. He could feel her veins and the ridge of her tip, sliding deep into his mouth. He kept his mouth wide, afraid to close his lips around the penis, but he knew he had to do it eventually. So he took another deep breath and he started sucking.
Tina had both of her hands around Tyler’s head now as she gently thrust her cock into his mouth. It wasn’t so bad—again, not nearly as bad as Tyler had expected. It was just another part of her body—a warm, smooth, throbbing part of her body. She moaned slightly as she pushed her cock deep towards his throat. He gagged slightly but managed to keep his composure. “Have you done this before?” she asked.
He looked up at her with his eyes and tried his best to shake his head. She let out a cute giggle.
“Well, you’re very good at it,” she said. She took a deep breath in, smiling slightly with a euphoric look on her face. “Very good,” she reiterated.
Tyler kept sucking. At least as long as he was sucking, he wasn’t bringing himself closer to an embarrassing pre-mature ejaculation. Though maybe that would be for the best. Maybe getting things over with sooner than later would be the best possible outcome. So he had the idea to reach down and subtly rub the tip of his own cock, so that things would come to a quicker end once they began.
She was rock-hard in his mouth now, throbbing powerfully. He could taste something—something sweet and a bit tangy. He realized it was probably a squirt of pre-cum. Was that what her cum would taste like too? Ty
ler tried not to think about it. He closed his eyes again and tried to count down the seconds until the job was over.
Then Tina pulled her cock out from his mouth. She turned away and walked over to the bed. She climbed up onto the bed and then she crawled on her hands and knees, gently swaying her bum like a sassy kitten. Her ball sack was swollen and large now. She reached back with one hand and unclipped the little clasps holding her one-piece together at her crotch—her lingerie was specifically designed for easy fucking. “Shall we?” she said, spreading her butt cheeks and showing off her pretty hole.
Tyler’s heart skipped a beat. He stood up and nearly fell over. He had no idea how to properly walk in heels. He held his hands out at his sides as he carefully walked over to the bed. It didn’t help that his legs were trembling. He almost fell over as he climbed up onto the bed. He was about to mount the tranny milf goddess, and then she said, “Lick me first.” She spread her butt cheeks again, and Tyler knew she wanted him to lick her asshole.
He hesitated, and then again he remembered that five grand that was sitting downstairs on the bar. So he got down on his hands and knees and he pressed his face against her butt. He reluctantly stuck out his tongue and started to tease her rim. He was relieved when he realized it wasn’t so bad—she was clean, so it was just like licking any other part of her body. He was surprised by how rubbery her hole felt. And he was very surprised by how resilient it was. He tried to push his tongue into her asshole, but her anus just wouldn’t stretch. He had to use two of his fingers to pry her open slightly to get his tongue in. She didn’t mind—in fact, she liked it. She moaned gently as he squirmed his tongue inside of her butthole.
“You’re a dirty girl, aren’t you?” Tina said, looking over her shoulder with her classic grin.
Tyler found himself blushing. “Yeah,” he said in his best girly voice. He was doing his best to give her what she wanted—and to give the man watching what he wanted. It was his money and his plan, after all.