Hey good looking. You're eighteen right? how'd you like to spend the night with-"
"I'm a guy." Taylor squinted and tried to deepen his voice as much as he could.
"Oh, shit, sorry!"
Taylor growled to himself as the creep left. Taylor was looking to lose his virginity in the summer before college. Unfortunately, he seemed to have a lot more luck having guys ask him out that having any girl exchange words with him. He was a smart guy, just not the big and confidant type. He wore a flannel button down, jeans, and his short golden brown hair was styled neatly. Unfortunately he just froze around girls. After shuddering out a pickup line they usually rolled their eyes and walked away. He knew it wasn't because he was ugly. If that were the case, guys wouldn't be asking him out so much!
It was maddening! If he didn't get his dick wet now, he was going to be a virgin forever.
"Hey good looking." He took a deep breath and turned angrily,
"I'm a guy-" he suddenly realized that the one talking was actually a girl.
"Really?" She raised an eyebrow. He couldn't tell if she was making fun of him or not. She was wearing a leather jacket. Her black hair was long and tied back in a ponytail. Her eyes were grey and smokey. She was tall and lean but Taylor could see a flash of black lace above the waistline of her jeans. "Can I buy you a drink, 'guy'"
"Uh, no, actually, I'm under age." Taylor gulped. "My name is Taylor."
"Loren." She responded. She moved slowly and subtly like a ghost. It was graceful and foreboding all at once. Her eyes wandered up and down his body. "Nice to meet you. You a high school kid?"
"Yea. I mean, graduate. I'm headed to North State in the fall."
"Ah. I'm a senior there actually." She was pretty, in a bad girl kind of way. "Well, this doesn't seem like the place for you kid."
"I guess so."
"Let's say you come to my place."
This couldn't be happening. Taylor's throat was closing up. Was it really going to be this easy? After all this time? Should he be playing hard to get? "What will we do there?" He asked stupidly.
"Have some fun I hope." She smiled. "That is what you want, right?" Taylor nodded. "In fact, if you don't mind me guessing," She inched closer to him. Her eyes were clear and bright, swirling with a hypnotic stare. "You're a virgin, aren't you? And you came here to change that." He nodded, his hands in his lap. "Don't worry little boy, I'll take good care of you."
"Y-You will?"
"Sure thing. Follow me." She got up. Taylor felt like he was dreaming. She was so much taller than him. So much older. Loren led Taylor outside and mounted a motorbike. "Hop on."
"My mom said not to ride these things-"
"Are you fucking serious?" She looked amused, her hands on her hips.
"Er, ha, no!" Taylor coughed. He had to act more cool. "Sure, um, let's go-" He mounted the bike behind her and felt her backside against him. It was great. She raised an eyebrow at him as she gave him a helmet and put one on herself. Taylor hugged her waist as they rode through the streets. This was insane. Taylor had never done anything like this before. The streets sped fast under him and his felt the cold wind bite into his skin.
Taylor was going to get laid. And it was going to be with a hot chick with a motorbike. This was going to be awesome. He was already trying to figure out how to explain this to his friends when they stopped at a small apartment complex. She parked and led him in. "It's not much, but it's a place to sleep." his hands were shaking, from anticipation, the cold, or the exhilaration he didn't know.
Her place was disheveled, but not too bad. In need of a good weekly cleaning, but Taylor was a bit more of a neat freak than most. "So, uh, what next?" he asked as he put the helmet on the counter next to hers.
"I like you." She said, taking off her jacket. She still had on a T-shirt, but seeing her back arch and her chest more sharply was enough to send a spark of lust through Taylor's body. Her spine had a natural curve and the shirt was sheer enough for him to see the outline of the bra underneath. "Let's start out here." She sat on her couch. She threw a couple of books and shirts out of the way to give him a seat. She tapped the cushion playfully. He sat down, knees together, several feet from her. "You're cute." She said with a smile. She moved in closer. Taylor swallowed hard as she put an arm around his shoulders. "Tell me more about yourself." Her body was flush with his.
"Well, I play the flute. And-" Taylor realized she was unbuttoning his shirt, still looking into his eyes.
"Keep going." His chest was bare underneath.
"Are we going to do it out here?" Taylor asked. It seem a bit open. The blinds weren't even drawn.
"Just keep talking." She gave a cute pout.
"Okay. Um. My father is a pastor..." Once all the buttons were gone she began to play with his nipples. Her fingernails were sharp but precise. "What are you doing?"
"Boys always get so weird about their tits." She complained. "But everyone has them. And I think they are really sexy. Especially when they are sensitive." she circled them and pinched. Taylor shivered. He had never played with them before, but she was doing wonders. "It there something you'd rather I play with?"
"Well, yea." Taylor said, looking down at the growing bulge in his jeans.
"So greedy." Loren shook her head and clicked her tounge. "So soon? And we've just gotten started." She molested his chest.
"Maybe you could play with your nipples?" Taylor suggested.
"Good thinking. You want to see my tits don't you?" She smiled and said, "How about a trade?"
"A trade?" Taylor asked.
"I'll take off my bra," She said playfully, "But you have to put it on."
"What?"
"It's what I'm into." She said bashfully. "Well?" She reached back and unclasped her bra under her shirt. He could see them sag slightly.
"Okay." He said quickly. It was weird, but he'd go for it.
She playfully put her arms inside her shirt, maneuvered herself, and pulled her bra out from under. Taylor could see her nipples poking against the fabric of her t-shirt. Then she pulled his shirt off and strapped it on. "Look at that. So much better on you." it was loose, but did wonders to make Taylor look even more like a girl, even with his shirt off.
"Your shirt-"
"Stays on for now." She said, teasing him with a caress down his side, "Unless you have another trade?" his eyes looked down to his budding erection. "Ah. That. But we still haven't even kissed yet! Don't you want this to last?"
"I guess you're right." Taylor swallowed as he felt his mouth fill with saliva. It was going to happen. She came in and touched her lips with his. She commanded his mouth with hers. She enveloped and penetrated him, sucking and fucking Taylor's mouth with expert skill. She nibbled on his lower lip.
"Ahh!" He groaned.
"Sensitive lips too. You are a horny virgin." He felt his jeans loosen. He felt her roll him to his back. Then he felt, in one fell swoop, his pants and boxers go down to his knees. Then she broke off the kiss to strip them completely off. All he was wearing was her bra. She saw all of him now out in the open. He felt suddenly terrified and froze. He opened his mouth to say something, but she quickly silenced him by kissing his midriff, caressing his thighs, and running her tongue down to his hips. She was headed toward his cock and he wasn't going to slow her down.
"Oh!" He shivered and he felt his hips slowly grind with desire. He felt her soft shirt brush against his knees. He began lay back more, his head on the armrest, and let it happen. Her mouth kissed just above his pleasure.
"Wait just one second." He heard as she fished for something in her pocket. He saw her spread lotion on her hands and slather them. Her hands were lubed thick as she massaged his groin. She was warm and wet and delicate. Her ass was up higher than her head and he could see the crack under her jeans that were beginning to droop down, and her undergarments riding up. Her rear end swayed as she fondled and rubbed.
"Ahh!" She was so good. Everything was dripping wet. She touched him everywhere. His thighs, under his sack, over and around the base of his erection. She stroked his cock once and he already felt close. She was really good at this. "Not so fast!" His voice whimpered high. "I want it inside first!"
"Of course." She smiled, she pressed her cheek and nose on his cock, her face shining with lube where it touched her. "We can't have you leave here a virgin, can we?" She avoided touching his cock again and caressed his balls and legs.
"Ohh!" Taylor wanted to see more of her. Her shirt was riding up too, he could see most of her back as it it curved into her amazing waistline. He could see those hanging, covered breasts. It was more than enough to keep him high. It was just so embarrassing to be played with by this woman who was barely indecent. But if this is what it took to finally be a man, Taylor would endure it. After a minute she smiled and licked his cock. "Oh wow!" He said breathlessly. He had never been so turned on before. She slowly kissed the head, almost putting just the tip in her mouth and another hand fondled his taint. She drooled on his cock as her finger circled around his backside. "Right there!" Taylor croaked. He felt it enter. He slowly felt his cock enter her mouth, and her finger push against his rectum. It felt so good, and so unexpected, all at the same time. He wanted to tell her to stop and speed up all at the same time. "Th-Thats-" he started, but she was so slow and it felt so good he didn't continue his sentence. He just let it happen. "Ahhh!" it was like letting his muscles relax in a hot tub. His whole body was warm and fuzzy. His cock was in her beautiful face, and her strong, hard finger was inside of him. It was everything he could do to keep from coming.
Her mouth played shallow, making circles around his cock. Stringy precum linked her lips to him. She didn't toy with his behind however. That was calculated, powerful, and methodical. Once he was relaxed she held up one leg high to spread him wide and fuck him knuckle deep with the strength of her bicep and shoulder. She put her whole weight behind it. Her finger hooked and fucked and massaged on the inside. Her touches on his cock were so delicate, he almost didn't notice when she stopped sucking and exclusively fucked his behind. Her breasts were bouncing with each thrust into him "Getting close?" She was starting to get tired too. She was finger fucking him hard now, another finger slowly joining the first. Taylor felt like a little girl now, but if felt great. He hid his blushing face. She couldn't know how turned on he was. If any of his friends knew he was doing this he'd be a laughing stock.
"Loren!" Taylor called out, "I'm-" She pulled out and he sighed, panting for air. This was a wholly new experience, but what he really wanted was to finally fuck, in the biblical sense. To finally become a man. "I'm ready. Please, let's go all the way. I'll do anything!" Taylor was afraid he'd come too soon just looking at the way she looked at him. "Please?" What would it take to get his dick inside her?
She smiled, "Anything?" She unzipped her jeans, then pushed his knees so far back that they touched his ears. His cock touched the bra on his chest. It almost hurt. He could see her smiling above him. "Don't make promises to a girl that you can't keep." her clothed boobs pressed on his legs.
"What do you want?" Taylor asked.
"Commitment." She said, "I don't want this to be a one time thing. I want you to be mine and no one else's. Understand?" Taylor felt her lower her jeans. He saw bits scanty lace underneath, but still not the whole thing.
"Yes!" Taylor was desperate. "Please-"
"You know what that means right?"
"You want to be my girlfriend?" Taylor asked. She smiled.
"You get it." She bit her lips and adjusted her knees to kneel taller over him, "But I also want you to be mine."
"Okay. I'm your boyfriend."
"No. Girlfriend."
"What?" She adjusted herself, leaning back and he saw a rubber cock hanging from her hips. It was strapped tight over her panties, and to her thighs. It flopped on his ballsack and she pulled it back as she leaned forward to point directly at his asshole. Taylor was frozen in shock as she held his ankles up and pushed it it. "Ahh!" It was big, but well oiled. She pushed it in without much trouble. It slipped in stayed tight. Taylor was too shell shocked to say anything. This was all happening so fast.
"You are going to be my girlfriend." She said. "My personal plaything." She humped his plump girly rump. "How does it feel to finally get fucked?" She thrust the cock deeper. "Everything you dreamed it was? Finally becoming a woman for the first time-"
"Ahh!" Taylor groaned. This is not what he had in mind. His cock was uselessly sliding around the bra on his chest, just inches from his face. "Loren!" He called out. "This," She was ramming him so hard Taylor's whole body was moving with each thrust, "This isn't-"
"I know. The first time is always rough. It's embarrassing, Sometimes even a little painful." She interrupted him. She was panting, fucking him hard and fast. "Don't worry. I understand. But you will get used to it. Don't worry." She was on top of him, pushing him into himself. She bent him back like a pretzel. He was being driven into the couch. He tried to reach for something to grab but only managed to brace himself on his own knees. She pushed until her face was close enough to kiss his and she did. He tasted his own cum in her mouth. He moaned and squirmed as she forced him to taste more and more and she kept bucking into his butt like his ass was a trampoline. She broke off the kiss to gasp, "I love pounding your pussy Taylor."
"I'm," Taylor was close. She bent him back even more and his cock began to dangle inches over his face. "Wait!" He called out as she held him upside down and fucked him silly. "I'm, i'm," Taylor felt a overpowering wave of sex swelling from within. It was nothing like masturbating. This wasn't just getting off. This was getting fucked. He was getting fucked and he was turning into a slut. "Oh god Loren!" She fucked it into him. Just above his cock he saw her dominant, smug face looking down at him. Taylor felt it start like an earthquake. He shook and the electric tingle of sex exploded out from between his legs. He opened his mouth and wailed just as strings of his own sex poured out all over him. It was raining cum and it splashed on his tongue and teeth. He felt like he was in a cavern of steam surrounded by his own sex, cum, and long legs. Semen pooled on his face and chest. His cock shot cum in his screaming, panting mouth as she watched with amusement. Taylor came in time to the rhythm of her hips and she fucked the juice out of him like she was milking a cow. She drilled into him until the flow turned into a drip. In order to breath he needed to swallow mouthfuls of his own cum. He gargled on it as he gasped and bucked. He had never felt so defeated. He had never felt ashamed. He had also never felt so great.
"Good girl." Loren removed her cock from him and he relaxed his spine, laying down on the couch. She layed on him, pressing herself on his cum soaked body. He felt her plastic cock rub against his shrinking member. "That was a lot of cum. You sure do like getting fucked, don't you?"
Taylor nodded with a whimper.
"I'm honored to have been the one to share this moment with you." She said. "You never forget your first." She played with his nipples under the bra, wet with his own cum. He nodded blankly, unable to think of anything. "Now, tomorrow, I was hoping if you were free we could have our first date." He nodded. He'd have agreed to anything. "I wanted to go shopping because, well, we don't have clothes for you do we? We'll get your some cute hair ties, maybe a few pieces of cute underwear, some skirts, leggings, the whole nine yards."
"Sounds good." Taylor heaved. "Wait, skirts?"
"Cute ones. I want to show you off to all my friends. Wont that be fun?" She pecked his nose with her lips. "Girlfriend?"
Wow, on the first date? I didn't know you had it in you!" Lana teased and chuckled.
Had it in in him was right. Taylor laughed nervously. "Well, one thing led to another. We just clicked you know?" He crossed his arms defensively. Taylor didn't know if she was trying to put him down or complement him.
"Well, I think it's really romantic." She said in a manner that mixed flirtatious with condescending. Lana was Taylor neighbor, and best friend. He didn't have too many male friends. Her blond hair coursed halfway down her back. She had a tomboyish smirk and wore jeans and a t-shirt. She was pretty in a small and cute way. shorter than him even. They'd grown up close, like siblings. Even if they hadn't, he'd always felt she was way out of his league. "You said she's tall? Did she sweep you off your feet?" she joked.
He didn't know how to answer that. He did remember his feet held up in the air though.
"More importantly." Lana asked with a raised eyebrow, "How 'all the way' are we talking here. I know how you like to exaggerate."
"It's like I said. We went to her place and," Taylor gulped, "One thing led to another, things escalated-"
"It's okay. You don't have to kiss and tell." Lana rescued him. "You're a gentleman."
"We definitely went pretty far enough." Taylor said with certainty.
"Well maybe she will be more talkative than you." Lana teased. "If she shows up. Will she come on her bike?"
"I hope you mean regular bike." Taylor turned to see his mother join them on the back patio. She was strict, but loving. Her hair was cut short and she was dressed for gardening. "You know how I feel about-"
"Yes mom, a regular bike!" Taylor lied.
"Good. Anyone want cheese and crackers?"
"Yes please!" Lana cheered.
"When is this mystery girl showing up?" His mother asked, putting the plate down on the table between them.
"She should be here any minute-" Taylor started before he heard a creak at the wooden gate at the side of the house. Sure enough there she was. Loren in her leather jacket, piercing forward into Taylor's backyard. He adjusted his seating as he saw her. "Loren!" He smiled.
"She really is pretty." Lana said with surprise. "And tall."
"I'm Georgia, Taylor's mother. It is so nice to meet you!" Taylor felt a strange sense of happiness and anxiety seeing these two important women in his life meet and shake hands. "Will you be staying long?" She asked as Lana finished her own introduction.
"No, sorry, we have a date to get to, right, boyfriend?" Loren looked to Taylor.
"Right."
"Well, don't let us stop you then." Georgia waived. "Don't come home too late! Oh, and Taylor," She eyed her son, "Don't be afraid to invite her over for dinner. And we do have a guest bedroom too-"
"Mom!" Taylor could tell he was blushing.
"Sorry! Have fun!" She quickly chuckled to herself. His mother was always trying to inject herself into things, especially now that she was retired. "I love you!"
"I love you too." Taylor said as he got up and followed Loren out the way she came.
"A friend?" Loren asked with a raised eyebrow.
"Neighbor, but yes."
"She seems nice." Loren smiled. "I like your mom too."
"I'm glad." Taylor didn't feel comfortable until they were finally out of earshot. "Thank you too, by the way, for calling me your boyfriend." the tension was being replaced by a bubbling mess of confused emotions. "I know you really didn't want to."
"Did you keep up your end of the bargain?" She asked.
"Yep." he adjusted his waistband, remembering his naughty deeds.
"Show me."
"N-Not here!" She stopped as they turned a corner. She faced him, her fists on her hips. She looked down on him like his mom did when she knew he was trying to get out of something.
"Taylor?" She asked. "Show me!" She asserted.
Taylor whimpered as he made sure the area looked clear. He quickly pulled down on his waistband enough to show the thong he was wearing. It had been riding up all day. The lace was light on his flesh and the elastic was pressing firmly on his skin.
"Lower." She demanded. He pulled his jeans down enough to show the entirety of his rear. "Good!" She seemed happy. "I can't believe your moms stuff fits you so well!"
He quickly pulled his pants back up. "If she finds out about this she'll kill me!" He re-iterated. "I can't believe I'm-"
"And the top?" She asked.
"She's a D-cup, there was no way to hide it-" He crossed his arms again. "Happy?"
"Let's get you something that fits better." Loren teased. "D-cup, really?"
--
"Um, Loren?"
"Yes?"
"Where are my clothes?"
"Don't worry, I'll give them back after we've tried on everything."
Taylor was stuck in nothing but his mothers best lingerie as he waited in the dressing room. "Do I get a say in this?"
"Sure," He hid himself as she entered with two sets of women's underwear. "Red with black lace, or purple and gold?"
"Um, that isn't what I meant." He felt very exposed, despite being hidden on all sides. His junk was barely covered.
"I think this one will bring out your eyes better." She showed the purple one. "Try it!"
"I don't know about this."
"You're right, I think this might fit you better." She handed him the red one. "This is so exiting!" She smiled. He could tell she was enjoying herself.
"Ha ha, right." She left him and he nervously changed. Everything fit like a glove. once Taylor was in a full, matching set, he looked at himself. In the mirror he stared for a bit too long. It was like his body was built for this kind of thing. Even the bra was enough to fool him. Loren entered again and he covered himself bashfully.
"Wow. That's great! Now, how about-"
"I think this is enough." He tried to hint.
"Just one pair for now I guess. But now for something over it!" She showed a short skirt and tight top. "Try it on!" He reluctantly stepped into the clothes. "Oh, and this!" black stockings, a red bow tied into his hair. "Hmm, and maybe this-" A choker on his throat. "Stunning!"
"Loren, can we talk?" He spat out. He looked at the mirror again. He looked more like her sister than her boyfriend. The band around his neck was tight, but in a comforting way.
She blinked and put her hands on her hips. "Sure."
He didn't know what to say. "I feel like I'm not getting a lot of choice in this." He didn't want to jeopardize the relationship, but he also thought this was going a bit far. Loren was so hot. But this was so weird.
"Right." She nodded. "I see. I think I know what to do next." He felt her touch him and he froze. She embraced him from behind and he felt her hands on his hips and chest. "How about a few more minutes of trying on clothes, but then-" He shuddered as she ran a finger down his side and tickled his inner thigh, "You get to chose what I wear." He thought about that. He felt his heart in his throat as her hands moved dangerously close to his manhood.
"Uh huh!" He nodded frantically.
"Great!" She slapped his ass and he yelped as she left to find something else for him to try on. "You stay there! It will be your turn in just a moment!"
He felt a bit better after that. Even after they had left the store with three sets of lingerie and several sets of cute girl clothes, he felt like he was finally getting to assert some power in the relationship. "Where are we going now?" He asked as they walked through the mall. She had convinced him to keep on one set of underwear under his normal clothes, and the choker. The bra felt the most alien. He kept crossing his arms to cover up the lumps, "Is there another shop you like to buy your clothes at?"
"Yep. Well, one piece anyways. Here-" He hesitated before following. "What?"
"This is, um-"
"A sex shop." She answered.
"Uh, yea-"
"Stop acting like you're twelve and get in here."
"Right!" He followed as if she had spanked him again. There was all sorts of lewd things inside. Taylor feared to guess the purpose of much of it. They traveled to the back and Loren pointed to a rack before asking, "Alright, a deal is a deal, how about you choose three of these?"
He looked at his options and felt his body go cold. It was a wall of strap on's and dildos.
"And don't say you don't have a choice. You have dozens of options!" She tried to placate him.
She was making him pick his own poison. "Loren." He felt himself shaking.
"How about this one?" She strapped one on over her jeans. "Clear silicone. Simple. Eh, boreing. How about, ohh!" She brandished another one, "If you've never tried a ribbed one, then you are missing out. Or maybe something real interesting," She showed what looked like a long, strait stem.
"That doesn't look like a dildo."
"It goes inside your cock."
"Not that one please!" He instinctively grabbed his groin. "I'm not feeling that adventurous right now!"
"Then something simple." She shrugged. "Whatever you want really. Well, this," She showed a pink, soft cylinder, "Pocket pussy. I hear it feels alright." She put it in his hands. "This one vibrates!" She smiled and put a rubber cock in his other hand. "Hmm, how about-"
"Taylor?" He heard a familiar voice. He and Loren turned and saw Lana. She was about a meter from him with a shopping back at her hip. Her eyes were wide. They stared at each other in silence. "I didn't expect to see you here." Taylor was mortified. He looked down at the toys in his hands and then back up at her. She saw everything. Her wide eyes went to the toys, to him, and then the rest of his chest.
"L-Lana!" Taylor tried to hide the toys behind his back, far too late. "Haha, w-what a surprise!"
"Your, um," She swallowed, "You're bra strap is showing." Taylor looked at his shoulder and noticed where she was pointing. He must have been red as a cherry. He felt like he was going to explode from embarrassment.
"Ah." He adjusted his sleeve. There was a silence for too long of a time. They both had known each other since they were kids, but they had never talked about sex very openly. Now here they were, silently realizing that they both had a kinky side.
"You're buying the Clockwork Boy?" She blurted out.
"What?"
"The vibrator. I was looking at it last week." Lana explained. She seemed half bashful, half relaxed. As if she were both scared and happy to talk about it with someone.
"It's not what you think!" Taylor tried to defend himself.
"If you are new to all this, I think the Little John is a good choice." She pointed up to the second row. "It's small, but has a good angle, and it's easy to use and clean. But I'm quite partial to the ThunderStroke too." She made eyes towards a larger model on the bottom row. "But it takes some getting used to. I've actually been coming here a while. If you can't tell."
"Well, how do you use it?" Taylor opened his mouth, but Loren was the one to speak. She stepped in front of him. "You know like, uh, front or back door?"
"Oh!" She was surprised at Loren's forwardness. "Well, I'm a simple girl. I don't really know what it would feel like back there. Or for a boy. I just have times where I'm lonely. Actually it happens a lot. Anyways, if you want a suggestion for that," She searched the wall and pulled off a pink, plastic member. "I'd recommend something like this. It's called the BottomBumper, it's made for Strap on's, but you can put it on a suction cup too, or as is. It isn't as intimidating as the others. If I were to try something back there, it's what I would use. Hypothetically I mean." She looked at another box on the shelf, opened her mouth, closed it, then opened it again. Her voice was very quiet when she motioned to it, "I read online, that one is supposed to be great for guys." She was quite red while saying it. "Apparently, if you clench right, it stays in tight and it puts pressure of the prostate without needing your hands or anything." She looked away and twiddled her thumbs.
Loren smiled, "I didn't take you for such a kinky girl!"
"People usually don't." Lana giggled, "In fact, I haven't been able to talk to anyone about it really."
"We should have lunch sometime." Loren nodded. "You have a boyfriend?"
"Oh no!" Lana shook her head. "My family is really conservative! We don't really talk about sex much at all. If my parents knew I had toys like this, well, I don't know what they would think."
"Well, um," Taylor injected himself into the conversation. "I'd really like it if none of this got out-"
"How about we pretend we didn't see each other here?" She suggested. She seemed just as relieved as Taylor.
"That sounds good." Taylor nodded.
"Well, I'll see you around then." Lana nervously stepped away, but before leaving completely she hesitated, walked back, and took one of the BottomBumpers with a blush. Then she turned away and quickly paced to the register.
"Awkward." Loren said as Lana was out of earshot. "Anyways, what are you going to pick?"
~
Taylor was afraid that Loren would bring him back to her place and convince him to do even more girly and embarrassing things. Unfortunately, it was even worse than that. Loren had thought it would be more fun to do it at Taylor's place. She had been invited after all.
"The sausage is delicious Georgia!" Loren said.
Taylor's mother waived a modest hand, "It's a family recipe. I'm glad you like it!" She looked to her son, "Your girlfriend is so polite! I approve."
"Ha, ha, Thanks!" Taylor had been a bit worried that there would be conflict between the two, but they seemed to be getting along fine. His bra itched slightly. He hunched over to try and hide it.
"If you don't mind me asking," Loren started, "I've only seen you around the house. I hear Taylor's father is a pastor."
"We are separated." She said quickly, "Taylor was very young when it happened. He stays with his father on weekends."
"I'm sorry to hear that. I didn't mean to-"
Georgia was solemn, but accepting. "It was a long time ago. Anyway, let me get your dishes for you." She cleaned the table, "I'm sorry to be a a bad host, but have some errands to run out of the house." She gave her son a look, "Can I trust you wont do anything irresponsible while I'm gone?"
"Mom!" Taylor fidgeted.
"We wont burn the place down." Loren confirmed. Georgia gave her a suspicious look before nodding.
"I wont be long. Just an hour or two." She finished up in the kitchen and walked to the door. "Have fun!" Before she closed the door she eyed her son again, "But not too much fun."
"Mom!" Taylor groaned again. She smiled, feeling like she had been understood, and closed and locked the door. He sighed in relief. That dinner had brought up far too many bad and awkward feelings. He was so ready to move out.
"Now that we are alone." He heard Loren start. He gulped and looked at her. She sat spread out and relaxed. "What do you want do to first?"
"What do you mean?" Taylor played with his hair and looked away. She was far too confidant in her approach. "I guess we have some movies. I have some board games-"
"How about you show me your room?" She asked.
"Oh, okay." Taylor rose to his feet and led her deeper into the house. This was going fast. "Here," He motioned. His room hadn't changed much over the years. He hoped it didn't look too childish. It was far too colorful for his liking. He would be happy to leave it once his first semester started. As they walked in Loren closed the door and dropped her bag of goodies on the floor. "Um, Loren," Taylor felt his heart in his throat, "I was thinking-"
"Things aren't even in our relationship?" She asked. "I agree. It is a bit weird isn't it? The unfairness of it?"
Taylor sighed in relief. "Yes. That's what I was thinking."
"I understand." She nodded. "I mean, I went down on you, but you haven't returned the favor yet."
Taylor was confused. "Eh?" He began to realize what she was saying. "You want me to go down on you?" He asked. "Like, right now?" He gulped. That wasn't what he was thinking, but maybe it was a step in the right direction. "I don't really know how though."
"Don't worry, I'll teach you." She smiled and caressed his cheek. This was it. One step closer to really being with a woman they way he had dreamed. "Ready?" He nodded. "Get changed first." She said with a smirk.
"Do I have to?" He asked and looked at the bag she brought in. "I was hoping-" He stopped when he saw her put her hands to her shirt and pull up. He saw her pale skin underneath. Her navel, her abs, her ribs, and then the rim of her bra. It was black as sin against her white skin. She lifted up and over and her shirt fell to the ground. His eyes feasted on her shoulders, her arms, the edges of her breasts.
"Well?" She asked, "Are you going to keep staring, or are you going to get started?"
"Yes mamn!" He nodded and quickly took out one of the outfits they had chosen together. She had the strange modesty to turn as he was changing. Maybe because she wanted to see it all on first? Regardless, he stripped to his bra and panties and put on a mini skirt and crop top. She said she liked the look of his hips and waistline. He put on the bow in his hair and stockings over his legs, even the garter belt was tight on his well formed legs. "Is this good?" He turned and covered his crotch. He saw her caged bosom and begged her to release those orbs with his eyes. Her eyes looked victorious and hungry.
"Just a moment," She took something out from her purse and walked to him. She marked dark lines around his eyes, starring deeply into them as she applied the ink. She blushed his face and put a stick of red to his lips. When she was done she showed him a mirror. She was quite good at it. The Taylor in the mirror was hotter than expected. "There." She smiled. "Even you want to fuck that face, don't you?" She asked. Before Taylor could think about the question he nodded, imagining a cock between those lips. He shook his head frantically when he remembered who that girl was. "So cute!" She ran a hand through his hair. It felt wonderful. She grabbed his ass under the skirt. He thrust against her, his bulge on her thigh. Her fingers gripped deep. Her middle finger was tight between his cheeks. Taylor ground his hips against her in longing. "Beg me." She said. "Beg me to fuck your face."
"Please. Please Loren." His words were breathless whispers. God, he even sounded like a cute girl. He was turning himself on. "I want to make you feel good." he licked his teeth and gasped as she put her thumb inside his mouth, grabbing his jaw. "Gah!" It held his mouth open, and pinning his tongue down.
"Suck it." She commanded.
"Hmph!" Taylor hummed and obeyed. She fucked his face with her finger until Taylor was moving his body all on his own. He was humping her leg as he sucked on her digit. His tongue would joust with the thumb until Loren decided to playfully pin it down again. She was still feeling up his ass, his side, his spine, and causing shivers to run up and down his whole body. She popped herself from him with a smile. He was panting. His chest was heaving.
"You want to feel good too?" He felt her hand toy around with his navel. Then her fingers trailed down a leg and tickled between his legs before they settled under his manhood. Was she going to jack him off? He nodded. The hand moved around his hips to the back. He felt his panties pulled aside and a small wet object being inserted. Where had she even gotten it from?
"Ahah!" Taylor gasped. It wasn't that large, but it curved and prodded the very roots of his pleasure from the inside. Once it was in she fixed his underwear again and gave his butt a firm slap. He felt it in his core. He felt sex try to seep out his cock without his control. "Oahah!" His legs shook. He clenched and felt it fuck him. "Hmph!" He tried to hold in how good it felt. He grit his teeth. Every time he clenched and humped her leg he felt it up inside of him.
Let's let this out," He felt his cock flop out under his skirt, peaking out from under it. "Now, on your knees," He fell down, his face at her hips. He saw a wet spot he had made on her leg.
"Loren," He felt used and vulnerable. "Maybe we should slow down-" He stopped himself as he saw her bend over. Her jeans fell to the ground and her panties framed her athletic body perfectly. Her assets were taught and beautiful.
"You were saying?"
"Nothing." He whimpered. It was going to be worth it, he told himself. This was the most naked he had ever seen a real woman. He saw her bend over again and strap something over herself. "Loren," he was confused. "Why are you putting that on?"
"I put your cock in my mouth." She explained. As she turned she revealed a black, rubber cock that flopped side to side. "You're going to suck mine now. Fair is fair, right? I thought you wanted things to be equal." She squirted out some sort of oil onto the cock and began to stroke it. It was wet and well greased when she made her way to him, slowly showing how little friction it would make. She put one wet finger in her mouth and groaned to show how good it would taste as she jacked off the cock at her hips, moving like she felt it.
His jaw dropped in surprise. She filled it with her member. It tasted like coconut. Her hands caressed his scalp and ears. He felt her lightly thrust in and out. She whispered lovingly, "Pretty little cocksucker." His hands found her strong legs and took advantage of the situation, going up and grabbing her ass. "Oh, you want more?" She took it as a license to go deeper. He gagged and gripped even tighter. At first she was fucking his face, but soon he was pulling himself around her member. "Just like that. Good girl." his cock was weeping onto the floor. His body was sweaty and tired already. "You're enjoying this aren't you?" He was. Far too much. There was no stimulation for his cock other than friction against the skirt that failed to hide it. He felt his prostate getting banged and battered as he bounced his butt on his own legs. To keep from coming he clenched his legs, but that just intensified the feeling. There was no stopping it. He was close to coming already, just from all this. "You going to come?" She asked. "Look at me." His eyes went up. They made eye contact beyond her hips and bra. He swallowed the cock whole and his eyes watered. His nose touched her skin. She was blushing and smiling. "You really like that don't you? You like sucking my cock. You like being my little slut." Taylor shuddered as she caressed his ear softly and coo'ed, "So sensitive?"
He whimpered and felt his body climbing to climax. Every attempt to keep himself from falling into oblivion was just pushing him there faster. "I like this so much better than going down on you, don't you?" She licked her lips, "And so simple too. I think we should do it like this more often. Sex like this I mean. No pills, protection, or anything like that." Taylor was on the brink. Was he really going to come while sucking a cock? "Do it. Come for me. No regrets." She had a naughty heat of dominance on her face as she helped Taylor fit the thing inside his throat. "I want to see you come-"
"This is going too far!" Taylor heard his door open and gagged on the cock, spitting it out and coughing. That was his mothers voice. He turned in horror to see her standing at the doorway, a hand over her blushing face and a hand swinging the door completely open, "I heard what you just said! I wont let you make the same mistakes I did at your age! You wont be getting any girls pregnant in my house! You promised me you wouldn't-" Her fingers spread for a brief moment over one eye, letting her see the state her son and his girlfriend were in. "You, uh, I just heard you say-" She dropped the hand and stared for another brief moment, taking it all in. Loren's cock swung from side to side as she gazed at the sight. "My, um, my apologies! I misunderstood! I just heard you two in here talking about not using protection, and assumed you were doing something more, um, irresponsible-" She gulped and took a few steps back before smiling and saying, "N-Never mind! Sorry! You have my full approval! Don't let me stop your fun!" She closed the door.
"How embarrassing." Loren said in a monotone. She didn't seem very ashamed. "Anyways, where were we,"
"W-Wait!" Taylor had just enough time to say before his face was filled again. She waited. He gulped. He wasn't in the same mood as before, knowing that his mom was back in the house and knew what they were doing, "Loren, I'm not really feeling-" He stopped as she smiled and reached behind her back to her bra. "Uh-" gravity took the globes. For the first time, he saw real tits. They swung above him hypnotically as the article fell. She was dressed only in panties and a cock. "Wow." He mouthed as the cock slipped back into his face. It was like his entire body had become twice as sensitive. "Hmph!" he hummed as she caressed his face and stared deeply into his eyes. Her breasts bounced lightly as she gently fucked him. "HMPH!" he heaved, it felt great inside of him. She was enjoying herself too. Her tongue was out. She was panting. She was getting exited. It was almost as if she could feel his mouth around her.
"What are you waiting for?" She teased. "I know you want to." He was back on the precipice already. She whispered, "Is it because you know she can hear you?" He felt his throat tighten. "Let her hear. She says she approves, remember? She accepts it. She's probably listening even now," His cock twitched. She pulled his hair and he felt it coming. "She likes that you are a bottom bitch!" He moaned and grabbed her knees for support. His back arched and spine tingled. Electricity filled his body. "My bottom bitch!" she bit her lip, "Unf!" she groaned, "I can do this all night! What about you-"
"Gah!" his mouth opened as it hit him. He spurt all over her feet and legs. It pooled on the wooden floor. She giggled as she watched him squirm around her, "So much huh?" She said with a smile. He shot out load after load. He was still sucking and bucking even past the point that he ran out of juice. "So cute." she caressed his face as she looked down into it. She pulled out and Taylor panted like a bitch, still dribbling on the floor. "Such a good girl." Taylor felt his head lightly pushed down. He let it happen. His brain was still not functioning right when he heard, "Clean up this mess." And began to lick up his own come. "Just like that. You're a natural." Even the floor on his face felt good. The slick sensation and the salty taste made Taylor shudder as he felt the pressure in his bottom continue to pump him past his climax. He followed the trail of sex until it began to lead up Loren's toes and feet. He cleaned her there and felt her shudder. She liked it. Taylor went higher and lightly moaned each time his heartbeat caused the toy inside him to pound. "Keep, hah, going," He reached inside her legs. There was no come here anymore. He had swallowed it all. He felt her remove her toy from her hips and he tasted what dripped from her own sex. "Higher." She demanded. He licked and sucked inside her legs and felt her shake. "Oh!" She called out. He touched her outside the panties, the tip of his tongue on her clothed sex.
She recoiled and touched herself, her knees buckling and eyes twisting shut. She shuddered and bucked against her fist, "Yes!" She came. She was coming from just a touch of the tongue. She was humping one hand as the other grabbed his scalp. "Oh!" She rocked against herself, her other hands caressing Taylor's face and pushing him to her knees. She stared into his eyes as it continued, "Yes!" She calmed down, touching the insides of her legs and bending over Taylor to kiss him on the lips. "That was great." She smiled and stared at him, still shaking, "You're so pretty."
~
Breakfast was eggs, toast, and silence. Not a word was spoken until everyone had taken a few bites. Loren and Taylor eyed each other, and then Georgia. No one quite knew what to say.
"I'm," Georgia clean her throat. "I'm sorry again for intruding last night." She brought up the topic. "I hope you can forgive me."
"It's fine." Loren seemed at ease. "You really care about your son. That's a good thing."
There was a pause where Taylor probably should have said something, but nothing came to mind.
"I suppose I can trust you to stay safe?" Taylor's mother continued. "If last night was any indication?"
"Mom!" Taylor groaned.
"Don't worry." Loren smiled, "So long as he is with me, I'll make sure there is no possibility of surprises like that."
"Ah." Georgia was silent again. Taylor hoped it was over, but after another minute she said, "I have condoms in my room just in case."
"Mom!"
"Thank you for the offer." Loren chuckled. Taylor gulped. Was she laughing because Taylor felt so awkward? Or because she felt like they would never need them