Chastity looked in the mirror. She was wearing her dark blue prom dress that still set off her blonde hair even though she graduated two years ago. It fit beautifully and she enjoyed the way the satiny smoothness fell just right over her 21 year old thighs. In fact, the dress looked better now that her curves had ripened and her face had lost its baby softness.
She was going on a date with her boyfriend Donald to a fancy restaurant. So fancy it was an hour out of town and she had only heard of it through affluent friends.
She had expected this night to come for a while. Donald had just finished up his associates degree at the local community college, landed what he thought of as a “decent” job and she expected a marriage proposal soon. In fact, tonight might be the night he got on his knees and popped the question.
There was only one problem. Donald was handsome and polite, and nice to her parents who thought the world of him. He cared about her, and she was even certain that he loved her, it was just that…well, they had never had sex. Despite the fact that they had been going together for four years, they had never done the deed. Not even once.
Of course she was sure everyone (including her family) thought they were fucking like rabbits. It certainly would stand to reason, and she did feel like he was attracted to her. She could feel him looking at her with lust in his eyes, and there was a magnetism there that was obvious to everyone who met them.
In fact, her mother had given her a long talk back when she started dating Donald. She went on about using protection and not letting her hormones compromise her morals, but she had never so much as seen his cock. He kissed her all the time, felt her up, and once he had even seen her breasts without a bra on, and she had rubbed up against his hard cock, but he always stopped short of taking it out of his pants.
When she brought it up, he said it was because of his religion. He went to church and was a good southern Baptist, so he felt a man and woman should be married before they had intimate contact. After all, his father was a deacon who took the job very seriously, and his mother a Sunday school teacher. He had been raised in a family where you went to church on Sunday, and abided by biblical teachings in all situations. Sex before marriage was just not something done in their family.
Chastity was religious too, to a point, but nothing like Donald. She believed in keeping up with the times, and that the views presented in the Bible, especially those presented about sex, were outdated. The Bible was a great tool of course, but was very much written at a time when there was no such thing as birth control, and women could get pregnant easily. They didn’t have condoms, diaphragms or the pill back then. There were no reliable ways to keep from getting pregnant or diseased, so it was forbidden. Now a days if consenting adults wanted to have sex, they should be able to.
The sex talk was the only disagreement they’d ever had, if it could really be called that. She wanted to try sex before marriage, but he didn’t, so they continued to kiss and fondle each other, never actually consummating in the actual act. She felt almost depressed that here she was, already 21 years old, naturally blonde, tall, athletic and trim, and yet she was still a virgin.
She saw Donald’s headlights outside her apartment window, and her phone lit up with a text saying “I’m here!”
She didn’t see any point in making him come up, so she replied “Be down in a second”, grabbed her purse, headed out the door and down the stairs of her rustic building.
It was a long drive to Pascal’s, the restaurant they would be going to and they didn’t talk much on the way, opting to listen to music instead. Once there though, they were greeted by a man in a tuxedo and led into a candle lit room with linen napkins, silver salt and pepper shakers and handed simple sheets of paper with neat cursive font on them for menus. It was the type of place where everything was a la carte, and when the waiter spoke, he did so with a faint European accent.
“Wow, this is great,” Chastity told Donald, enjoying the faint tinkle of piano keys coming from somewhere in the next room. She had only ever been to “nice-ish” restaurants in Oak Falls a few times a year, and this one was over and above any of the places she had been to with glass on the tabletops for easy cleaning and wipe off-able menus.
They talked about Chastity’s secretarial job at the hospital and the new job Donald had just landed now that his associates had finished. He had quit his job at the grocery store only a few weeks before, and was now an assistant in the accounting department at a large law firm. He didn’t love the work, but saw potential to rise up the ladder and the salary was more than enough to allow him to save up for a while and put a down payment on a house.
Eventually over dessert he said, “Well, I’ve brought you here to ask you something, and I hope you’ll be happy about it.” Chastity got excited. This was it. He was going to ask her to marry him. She smiled. Had he told her parents? Did her mother know?
“Yes?” she said expectantly.
“Will you have sex with me?” he asked and cocked an eyebrow.
“What?” Chastity said, slightly disappointed.
“I just got to thinking about what you said. Maybe it’s best we do it before marriage.”
Of course she had said as much herself, but hearing him articulate the thought in a high class restaurant where people came to celebrate milestones and well, actually get engaged was unromantic and tacky. You didn’t bring your girlfriend to a place where they used real bone china and silver then ask her to sleep with you.
She took a deep breath, trying not to look too upset. “I told you I wanted to. It seems silly not to at least know if we are compatible that way or not.” She was trying now to sound practical.
He brightened, oblivious to his tactlessness. “Oh that’s great news. I booked a room for the night. That is if you’re still up for it. I even got some…you know.” he said, and she assumed he meant condoms. He was probably the only man in the western world who would blush at such a thing. Well, she wanted to do it and he was finally willing, so she would. She was ready to be devirginized and understand what all the fuss was about with sex.
After the bill was paid and they made their way to the hotel, Chastity found she was a bit nervous. It must have cost a fortune to rent the room. It had a king sized bed and hardwood floors. There was a jacuzzi tub in the bathroom and a large shower stall with so many settings she couldn’t begin to operate it. It even seemed as though the floor could be temperature controlled, though neither she or Donald tried to figure out how to do it.
She took a long bath to relax, and once out, Donald was already splayed on the bed in his tighty whities. She had seen him in a bathing suit before, so it wasn’t a shock. He was a good looking guy. Not in as good a shape as he had been in high school, but he was still the cute boy who had been on the wrestling team, the boy she had been wildly in love with in high school.
She felt a little put out that Donald didn’t give her any warning about the trip. She didn’t have a change of clothes or shampoo or any toiletries. She did use the toothbrush Donald had brought to brush her teeth, but otherwise her skin felt dry from the gross hotel soap she had used and she was only wearing a towel when she came out of the bathroom and would have to sleep naked.
She looked at Donald, who seemed to be looking everywhere but at her, took off the towel, threw it on a chair and slipped under the covers.
“Ok, so what do we do here?” Donald asked when she was safely shrouded in blankets.
“Well, you put your um…” she said.
“Yeah, I know. Penis in the vagina.” he said awkwardly
“Ok, so um…” she said and tried to kiss him, but he didn’t seem to want to so she went right for his crotch, and found him to be limp. “Let’s turn out the lights, ok?” she said, thinking he might be nervous and his cock might spring to life when he could no longer see her.
“Yeah.” he agreed, turned the lamp off and turned back towards her.
This was not the first time Chastity wanted it to be. She felt like crying. Sex was supposed to be passionate, and she wanted to feel like he wanted her. He didn’t seem to crave passion at all. He barely ever even wanted to cuddle. Still, she was determined. She wanted to have sex. She wanted to know what it felt like to bond with another person and be gripped by passion like every other adult seemed to have experienced. She wanted to know what it felt like to cum with another person, not just with a dildo or her hand. She loved Donald. Truly. He was a great guy except for this one thing.
“Just relax.” She coached, wondering why she had to be the one to talk him into it and started tenderly touching his cock like she had seen in the porn movies she watched on occasion when her desire for sex reached a fever pitch.
Finally, Donald’s cock got hard enough to put a condom on, and in the very dim light, only from the glittering outside view of the city, he reached over to the bedside table, grabbed a condom and slid it down over his dick. Chastity allowed him to climb on top of her, and he tried to put it in missionary style, but she wasn’t really wet. She almost suggested that he go down on her, but then thought it would result in more delays, and possibly his cock going limp again, so instead she tried to help him by maneuvering her legs so that her hole was more accessible.
After several moments, Donald’s dick finally went inside her. It hurt a little, and he thrust a few times. She thought of saying something to help him along, but decided to remain silent since she wasn’t really enjoying it. After a few minutes, he pulled out. She was sure he hadn’t cum and she hadn’t even approached being turned on.
“Did you like it?” he asked, and Chastity sighed heavily.
“Yeah.” she lied, though it hadn’t been anything like what she had seen in porn and read about online. Sex was supposed to be exciting, and she was supposed to reach a climax. She masterbated fairly regularly. Much more now that she wasn’t living at home with her parents, and had even popped her cherry with a dildo out of curiosity. That had been far more satisfying. If this was real sex, she would stick to pleasing herself. It was the biggest disappointment she could have imagined. He didn’t even kiss her.
“Ok, well. Let’s go to sleep.” Donald said, plucked the basically unused condom off his cock, threw it in the trash and turned over on his side. Later he left the room and paced the halls.
…………………………
On the way home, Chastity didn’t say anything much, and when Donald dropped her off at her apartment in the morning, she felt stupid wearing her prom dress and heels in the glare of midday. She was glad she didn’t see anybody on her quick walk up to the second floor.
That night she had a long talk with Donald, and told him she wanted to take a break. That she needed some time to think about things, and wasn’t sure she was ready for marriage. That she loved him, but he had been her only boyfriend, and she wanted to be alone for a while.
He was upset. He told her it was the stress of the new job, that he had been nervous, and he was sorry he hadn’t been able to deliver in the bedroom, but agreed they should take some time to reflect on what happened.
Two weeks later, Chastity was eating lunch alone in the dining hall at the hospital when a handsome man with dark hair appeared at the table where she was seated alone. He was in great shape, tall, tan, and his nametag read “Doctor Robert Cloud.” She almost thought it must be a joke since he was in fact, so dreamy. The type of guy who would play a doctor in the movies, not actually be one.
“This seat taken?” he asked as if he were doing her a huge favor. He smiled revealing white even teeth, as though he were used to having women swoon all over him.
“No, please. Sit” she said, happy he had chosen to sit next to her, even though there were lots of empty tables around. Lots of smart doctors and administrators to sit with too who would be much more interesting than she was. She didn’t do anything but file papers, manage calendars, book flights and answer phones for the researchers.
“So how do you like St. Jude?” he asked as though she were some kind of new recruit.
“I like it fine.” she answered. “I work for the research group one flight up. Just keeping them organized I guess.”
“Hmm, that’s probably why we haven’t met,” he responded. “I’m a pathologist, so I’m usually in the lab working upstairs. I’m only here filling in for a while so I haven’t met everybody. Most of the time I go out for lunch or eat at the kiosk by the giftshop.”
She didn’t really know what to say, but he wasn’t phased by the lack of conversation on her part. Instead kept up a steady stream of questions about her background. At first she didn’t say much and only gave one word answers, but he was so easy to talk to after awhile she found herself telling him in detail about what high school she attended, how she felt about the new hospital director and if she knew any good restaurants to go to. At the end, he had made her feel comfortable enough to ask where he was from. She found out he had come from somewhere in Colorado, was recently divorced, had two kids, and would be leaving soon to go back out west where he was permanently based to spend time with his kids.
“And that’s my pager.” he said, “Could we continue our conversation over dinner?” he asked.
Chastity was surprised he would want to go out with someone like her. He was so charismatic and charming and handsome. Far too accomplished for a girl of 21 who had never lived outside of Oak Falls. Still, she found herself enthusiastically nodding and giving him her phone number.
“Alright then. I get off at 6 today. I’ll give you a call and we’ll go to that place you were talking about. Renaldo’s.”
She was skeptical he would remember her at all. In fact, she imagined he would find the number several months from now, think, who is this? Draw a blank and delete it.
The day drug on, and shortly after 6:00, to her utter amazement, he did call. She was thrilled. “I’ll pick you up at 7:30” he said, and she enthusiastically showered, put on a black skirt, dress shoes with a modest heel, and a lacy black and white shirt that drew attention to her breasts with no bra since her breasts hardly required it. Then, almost as an afterthought, even though it was only Tuesday, she put her panties and a travel sized toothbrush and toothpaste in a plastic bag and stuffed it in her purse. Just in case.
She met him down at the parking lot, not wanting to have him up to her apartment since it was so modest, and they sped off to Renaldo’s in his Tesla, which was the newest most up to date car Chastity had ever been in. It had heated seats, and he laughed when she gasped and he took his hands off the wheel to look her full in the face while driving at 60 miles per hour. “It’s on autopilot.” He explained, “The car drives itself.”
“Well, take it off, it freaks me out.” she said. He did, but chuckled at her distrust in technology.
At the restaurant, while she found him just as easy to talk to as she had at lunch, she got the feeling he would have been more at ease at dining at Pascal’s where she had gone with Donald a few weeks before. Even so, he was nice about it, and acted as though her choice of restaurants was superb.
When he asked why she hadn’t gone to college, she lied and said wanted to stay in Oak Falls because her parents were elderly and needed her help. Not the truth, which was that she had never been much of a student in school, had been held back in school, and though she was a lot better at learning now that she was older, she was sure her teachers would describe her as more average than stellar. Also that she had anticipated marrying Donald who she did still love and miss, but was unsure about now.
At the conclusion of the meal, before he turned on the car, he said “you want to come to my place? There’s a hot tub.”
“Oh. Well, I don’t have my bathing suit with me.” she stammered, wanting to go, but not sure if he somehow expected her to have a bikini on under her skirt and shirt.
“You won’t need it.” he said and leaned over to kiss her.
The kiss wasn’t anything like she ever experienced with Donald. Robert was magnetic. He was so in control and seemed to know exactly how to please her. He didn’t ask permission and wasn’t hesitant. She enjoyed his tongue darting ever so slightly in her mouth, enough to tease and entice her, and her heart started beating in anticipation of what it might be like to be close to this man. To feel his hard body on top of hers thrusting.
She knew he wasn’t after a relationship. After all, he had been candid enough in saying he would be going back to Colorado at the end of the week. She should probably be a good girl and ask him to take her back to her apartment so she could enjoy a long bath in her own bathtub, but she made up her mind when she put those panties in her purse. It would be a one night thing. He had pretty much come out and said so. He wanted to fuck her. Pure and simple. She could take it or leave it.
He stopped kissing her and looked at her expectantly.
She decided she would take it. She was already 21 years old and had yet to experience what her friends in college seemed to do all the time. There weren’t any handsome frat boys riding up in Chevy Yukon’s wanting to take her back to their beer soaked houses in Oak Falls. This was her chance to live a little. Have a little excitement in her life, and with a rich doctor instead of a smelly frat boy. This man was hot, and likely knew his way around the bedroom.
“Sounds like fun!” she said impulsively, and she felt her pussy throb in anticipation of feeling this man, all of him against her.
When they drove the short distance to his house, she saw it was massive, and in an area of town she rarely visited and full of wealthy people. He explained it was a rental, but why he needed such a big place for just one person boggled her mind. It was a sprawling ranch with a three car garage, and so many amenities in the kitchen she wouldn’t have known how to begin to cook a meal in there. He even had a wine fridge, which she had never even heard of, and she listened to his explanation about how it kept it at the perfect temperature and humidity.
He then pulled out two glasses and a bottle of what he said was Chateau Lafite. He filled the two glasses about two thirds of the way full and took her out to the large pool, then under a cabana in a corner where there was a jacuzzi tucked into the corner. It looked like there were towels already stacked in a cabinet.
“See, nice and private.” he said, handing her a glass. He then pushed a button that caused the tub to roar to life and began to strip down to his boxers.
Chastity realized he was in amazing shape in a way she hadn’t appreciated with his clothing on. He was at least 35 if not a little older, and had a perfect V shape torso. She realized she was a little in awe of him. He was tall, tan, and muscular, and smart, and she watched him ease his way into the water, then take a sip of his wine.
“Come on in, it’s great.” he said as she just stood there on the polished stone not knowing what to do. “I promise I won’t bite.” he paused “well, without the intent of pleasure anyway.” he said, and laughed. When she didn’t react, he said “Just kidding. We don’t have to do anything you don’t want to. I promise. Come on in”
Oh but she did want to. She knew so many girls would kill for the opportunity to be with this man in this house that was better suited to royalty than a mere mortal like she was. Chastity took a big gulp of wine. It tasted bubbly and sweet, yet somewhat unpleasant. She hoped it would relax her and then took another one before setting it down.
“Woah, take it easy. Most people sip that stuff.” he told her.
She then pulled her black skirt down over her good legs and the black and white top over her head. She wasn’t wearing a bra, and found she didn’t care. She had nice C cup boobs, and she could tell from the look in his eye he appreciated the way she looked in her virginal looking white lace underwear.
“Wow” he said. “You’ve got great tits.” he said as she eased her way into the hot tub and tried to act as though the wine was already affecting her.
He put his wine glass down beside the hot tub and came towards her, and she let him. He then kissed her like he had in the car earlier, only this time she kissed him back with enthusiasm.
“Umm,” she said, throwing her arms around his neck and placing a leg on either side of him.
“Oh my God, you feel good,” she said. She was throwing caution to the wind and acting like a complete slut, but didn’t care.
“Damn, girl.” he said, and she felt his cock, stiff and rigid under his boxers, and it turned her on more. “Fuck.” he sighed, and hearing him say it made her want him even more.
He moved his hands to her breasts and cupped them while he kissed her. He then lowered his mouth to take her rosebud nipple into his mouth and run his tongue over it so that it caused her pussy to throb.
“Oh God,” she sighs, and started rubbing herself against his cock as he was moving his mouth from breast to breast.
Afterwards, he put his hands on her butt and started helping her grind against his cock.
“You wanna go inside?” he whispered, though they had only been in the hot tub a few minutes.
“Yeah,” she said and smiled.
“Yeah?” he said, and jumped out. She followed, and he handed her a towel.
She picked up her skirt and blouse from the ground along with her wine, and took hold of his outstretched hand to follow him past the pool and back into the house.
“Once in the house, he led her to a bedroom with a king sized bed and what looked like a just as big jacuzzi in his bathroom as was out in the backyard.
He dropped his clothing and set his wine down on the bedside table. She did the same, and then he eagerly grabbed her and kissed her. He then lay her down on the bed and said “Let’s take these wet underwear off.” and pulled them down over her knees until she was totally naked.
“Oh fuck” he said, when he saw her pussy which she had shaved clean just a few hours before “It’s perfect.” he told her as he really looked it over.
He tenderly kissed it as though it was a cherished possession, closed mouth over her clit, then stuck out his tongue to taste her. She had seen these kinds of things in movies, and fantasized about what it felt like so many times. She found what he was doing now teasing instead of satisfying, but she enjoyed the sensation. He then kicked it up a notch and applied suction to her clit, and put a finger inside her. Chastity took a deep breath and enjoyed riding the waves of pleasure that seemed to be building up inside of her.
He then started thrusting his finger in and out of her, and she moaned, lost in a trance. He might have been doing it for five minutes, or thirty, she just knew that it felt good this magnetic man was kissing her most private area and making her feel good.
Finally, the sensations were more than she could bear, and she climaxed, hard all over his face.
“Oh wow!” she said panting. “I don’t…oh wow.” she said, having experienced the first orgasm she ever had with a man. “That was unbelievable.”
“You like that?” he said and smiled, genuinely pleased.
“You ready for more?” he asked. She nodded. If oral sex could be this great, what would it be like when he put his hard cock inside of her?
With renewed energy, she saw that he had taken off his wet boxers already, and she eyed his cock, which was long and thick and hard.
“Let me suck you.” she said, knowing he didn’t really need any help getting hard, but she wanted to experience oral sex for the first time and know what it was like to take a hard cock in her mouth.
He stood by the bed, and she sat on the edge of it, and just felt his dick while looking at it for a long time, smelling his musky scent that turned her on and made her pussy throb for it.
Finally, she French kissed the tip. It was salty and masculine and she liked it. She then put a little more cock in her mouth, then put as much of it as she could and bobbed her head up and down on it a few times.
She looked up to see how he liked it. He was watching intently, so she continued to thrust her mouth on it over and over.
“Why don’t you suck my balls?” Robert suggested. Chastity wasn’t sure what he meant, but he instructed her “you can keep stroking the shaft with your hand.” he told her, and she obeyed, enjoying the feel of them on her tongue.
Finally, he said “you ready to Fuck?”
Chastity was a bit nervous, but she decided she was ready, and lay back on the bed.
He poised his cock so that it was flush with her hole, and then with a look of absolute pleasure he thrust forward and put it all the way inside. “Shit you’re tight.” he said with approval, and then “you’ve done this before, right?”
“Yeah.” she panted. “Just not too many times.” she said and then allowed herself to fall back and enjoy his thrusting inside her. He was so hard, so good, and his thrusting was getting more urgent as he went faster and faster.
The thrusting felt good, and that build up that she had felt before started again as he continued to push himself inside, and she gyrated her hips in time to his tempo.
Finally, her pussy contracted around his big dick and she was sent off into the stratosphere somewhere just before he pulled out and let out a massive load of cum on her stomach and collapsed beside her.
“Oh fuck.” he said, out of breath. “That was great. I needed that.” and he kissed her. Chastity’s heart was beating hard. She had cum twice that evening. Two times and two different ways. Finally she felt honest and truly fucked. She knew what it was all about and felt wanted and desired sexually if not for any other reason.
He held her for a while and they talked a little more about what Colorado was like, and how maybe sometime she could come that winter and go skiing. She agreed that would be fun, but highly doubted that would ever happen. Of course she was taken with him. He was extremely handsome, but she didn’t fit in his world of fine wine and fast cars.
Several moments later, she heard a vibration coming from the bedside table.
“Oh, that’s me.” he said, and looked at his phone. “Looks like I have to go in,” he said.
“You do?”
“Yeah, they need some help at the hospital,” he said. “Can I get you an Uber?”
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On the way home with a stranger, Chastity felt kind of dirty from the whole experience. It had been great getting fucked like that, but she also felt lied to. Pathologists didn’t have emergencies. Not that she knew of. It was one of the more stable hospital jobs out there with set hours. He just wanted to have one last hoorah before going back out west.
Oh well, she would give him the benefit of the doubt and mentally wish him well.
A few days later, she tried to call Dr. Cloud, but didn’t get an answer. Finally, she decided to make her way up to the lab and ask for him. Of course he had gone back to Colorado. “We’ll miss him around here.” a woman who looked to be middle aged with short, tight curly hair said. “He sure dressed up the place.”
Dejected, but not surprised, she went about her day. Going out with Dr. Dreamy Cloud was just that. A dream. He was too perfect, too refined, yet masculine, yet sensitive. It was as if he had jumped out of a romance novel and the story ended. She hoped to hear from him again sometime, but wouldn’t hold her breath.
As she was packing up her bag to go home, she heard her text messages buzz. It was her friend from High School, Sharon who had gone to college a few hours away.
“Hi Chastity!” it read. “I’m in town for Spring Break and brought my boyfriend. I’d love you to meet him!” a heart emoji appeared.
“Sure!” Chastity replied, coming across more excited than she was.
She would be happy to see Sharon. They had been more casual friends than besties, but she liked her, and she didn’t want to stay home all weekend moping. Now she could go out and have a few drinks and forget about Robert Cloud for a few hours.
“Meet at O’Malley’s at 7?” she wrote. O’Malley’s was a pub within walking distance of her place, so she wouldn’t need to worry about staying sober.
“See you then!” her friend wrote back a few seconds later.
Chastity didn’t put on anything special to meet her friend and her boyfriend. Just a pair or jeans and a tight t-shirt that showed off her breasts, but wasn’t too slutty looking, she didn’t think.
“Hey!” she sang as she saw Sharon at a table in the corner of the low lit room behind a billiard table.
Sharon got up and hugged her, then said “This is Mike,” introducing a boy with dark curly hair and a cleft chin. He had blue eyes and a winning smile. Sharon herself looked really happy and carefree and had her curly hair swept back in a ponytail. She’d put on a little weight, (the infamous freshman 15 Chastity thought), but Sharon had always been too thin anyway so it suited her and only made her look more curvy and feminine.
“Are you doing good? I heard you were working at the hospital.” she said.
“Yeah, I was lucky to get a job in research. I could never be someone who schedules appointments. I’d be afraid of messing up. I more or less just answer emails, do some filing and help the research doctors and their team do whatever needs to be done. Pretty boring. College must be awesome. What are you studying?”
“We’re English lit majors.” she said. “Mike is writing a play. He’s a senior this year, and is thinking about grad school in North Carolina, so we’re driving down there. She explained. Mike started talking about the benefits of the program, and how he was hoping to publish some of his works, then maybe get a job teaching English.
When he went outside to take a phone call, Sharon confided to Chastity she didn’t think Mike was very good at writing, and likely wouldn’t be the next Hemmingway. Also she didn’t see anything relationship wise with him long term either “He’s just more of a Mr. Right Now.” she said. “He’s great in the sack, but that’s about where it ends.”
After a few more rounds of beer, it was clear neither Mike or Sharon was ok to drive, so Chastity invited them over to her apartment to sober up for a while. It was just a one bedroom, but she had plenty of pillows and blankets if they wanted to sleep over. “The car should be ok until morning in the parking lot.” Chastity explained. “People leave their cars overnight all the time.”
Both Sharon and Mike agreed they should at least sober up a little, and they walked with Chastity the few blocks to her place. It was small but neatly kept and welcoming, thanks to the pictures of placid lakes and forests her mother had given in hopes of making her apartment more homey.
“Are you still dating Donald?” Sharon asked her friend, realizing they hadn’t talked about that. She found some slow Jazz music on her phone, and Chastity found she really liked it even though she wasn’t usually much of a jazz fan.
“Oh no. We broke up.”
“Really?” she said in disbelief. “You guys were always attached at the hip. In fact, I thought he’d be with you.” she said. “I was always jealous of all the sex you were having, even in high school.” she said and Chastity forgave her because she was obviously tipsy. “But I have cock now.” she said, and rubbed Mike’s crotch and started kissing him on the lips.
When Sharon looked back at her, Chastity laughed a bit awkwardly. “Well, you’d be surprised how much sex we weren’t having.” she said and rolled her eyes.
“Really? I was just telling Mike what an experienced lover you were. So disappointed.” she said. “At any rate, let’s celebrate your break up.” she said, Sharon leaned forward unexpectedly to kiss Chastity on the lips.
Chastity was intrigued. At first she was hesitant, but then thought “why not.” It would help her get over the dreamy doctor and she kissed Sharon back. To her surprise, she liked it. She enjoyed the smoothness of her friend’s skin, the taste of her cherry lip gloss, and felt something stirring deep inside her knowing that Mike was watching the two of them intertwine their tongues.
Then, Sharon reached up and touched Chastity’s breast over her white t-shirt Chastity moaned, surprised by how much pleasure it brought on, and then before she knew it, both the girls were topless and she was touching her friend’s small but perky breasts with sweet upturned nipples.
When the two of them looked back at Mike, he had his cock out and was stroking it. It was even longer than Robert’s Chastity thought with anticipation. He had bigger balls too, though he wasn’t as thick.
“He has the perfect cock.” Sharon whispered, leaned into her boyfriend and started kissing it. “It feels so good inside you too!” She took his cock in her mouth and Chastity watched in awe as she got it all the way down her throat and watched Mike’s face contort into pleasure as she sucked him.
A few minutes later, Sharon offered Mike’s cock to Chastity, and she took it, finding it warm and practically pulsing with eagerness. She kissed it hesitantly, and then ran her tongue over the head, then Sharon said “go on, put it in your mouth” and she started bobbing her head up and down on his dick, trying to imitate the way Sharon had put it all the way down her throat but failed miserably.
Sharon laughed and said “You’ve never done deepthroat before?” Then she got serious, like she was teaching a class and said “All you have to do is relax” took back control of Mike’s cock and put it in her throat for the second time to demonstrate as Mike looked on with appreciation. “Here, try again.” she said pointing the cockhead back at Chastity. She did and coughed “I guess it just takes some practice.” Sharon told her, but Chastity wasn’t giving up.
After a few false starts, she did as Sharon said, relaxed her throat and bobbed up and down on Mike several times until Mike said “Shit, I’m going to cum if you keep that up.”
Before he could though, Sharon stood up and took off her jeans slowly while Mike and Chastity watched. She seemed to really get into being sensual, and Chastity liked watching her tease Mike as she pulled her underwear down while gyrating her sensual hips that had filled out a bit since high school.
“Come here Chastity. He loves to watch a woman undress.” she said. Chastity stood and with a little more embarrassment, knowing she could never have done such a thing without a few beers in her, but took off her jeans and panties as well and was soon standing next to Sharon as they kissed.
“Lay on the couch so I can eat you while he fucks me.” Sharon directed, and soon Chastity was laying back, enjoying the way Sharon’s lips perfectly kissed the folds of her pussy. It was very different from the way Dr. Cloud had gone about doing it with medical precision. She certainly wasn’t going to cum from the delicate kisses and light flickering, but it was still enjoyable feeling Sharon’s tongue on her clit.
When Mike started fucking, she looked up at his face in pleasure and saw just how much he was enjoying being pleased by and pleasuring two women at once. She enjoyed Sharon’s tongue moving along with the beat of Mike’s thrusts and it seemed almost like he was fucking both of them as her head bobbed back and forth. Then, as a complete surprise, Chastity felt Sharon’s tongue in her hole, and she began tongue fucking her to Mike’s tempo.
Suddenly, Sharon tensed and said “Oh fuck!” loudly. She stopped licking Chastity’s pussy and started rubbing wildly at her clit while Mike was still inside her. She then tensed up for several seconds with her face and then relaxed, flopped down in Chastity’s lap, exhausted.
“Wanna switch places?” she said when she had caught her breath.
Chastity was all for it. She decided she wanted to experience this man’s cock. Sharon moved beside her on the couch and Mike faced her. She opened her legs and he tapped his cock on Chastity’s pussy which was wet and ready from Sharon’s tongue that had kept her from cumming too quickly and instead teased her.
He inched inside of her, and she noticed his cock went in a lot easier than it had with either Donald or Robert. That uncomfortable feeling was gone entirely, and the feeling of his cock inside her caused her to want to cum, but she held herself back not wanting it to be over too soon. Instead she rode the waves of pleasure he was creating with his cock, and watched as Sharon slowly started to rub herself as she watched her boyfriend’s cock disappear inside Chastity.
“Oh my God, he looks so good inside of you.” Sharon said with approval. She then kissed her boyfriend before positioning herself so she could hover above Chastity’s face.
Without much thought, Chastity stuck out her tongue and enjoyed Sharon’s taste which was tangy and musky smelling, as though she had been cream pied a few times that day already, which was exciting. She wondered if the cum was Mike’s, and started teasing her the way she had been teased.
Soon enough, they switched positions, and Chastity realized this would be the first time she had ever been fucked in any other way besides normal, every day man on top sex. Now she was getting fucked doggy style while Sharon was laying on her back to give Chastity better access to her pussy.
Doggy style felt good, she enjoyed Mike’s big cock going inside of her thrusting, and at the same time decided to try licking pussy the same way Dr. Cloud had eaten hers, with the suction on the clit as she thrust a finger inside.
After a few minutes of the technique, Sharon came again, hard, and said “Oh my God, where did you learn how to do that?”
Chastity couldn’t hold out any longer. Sharon had cum twice, and she could no longer control herself. She contracted on Mike’s cock, and her orgasm came in a burst that caused her to almost black out for a moment.
The aftershocks in her vagina triggered Mike to let loose a huge load in her, and as he pulled out it trickled out of her and down her leg.
“Oh fuck.” Chastity sigh, and Mike let out his breath. So many firsts in one day. First threesome, first time eating out a woman, first doggy style, first time having a man cum in her, and cataloged in her brain. She decided she liked having a man cum inside of her. It made her feel more complete somehow, and it was far more satisfying.
She wasn’t sure how she felt about women. It was ok, but she wasn’t sure she would want to eat pussy all the time. She was glad she tried it though, and with someone who was more of an acquaintance than friend for life.
“So you want to go eat pancakes or something?” Sharon asked, pulling Chastity out of her thoughts, and she saw Mike was already starting to put on his clothes.
“Oh you guys go. I think I need to go to sleep.” she said, realizing it was already 1:00 in the morning. She had been up since 7:00 that morning, and wanted to process what had happened.
As they walked out the door, Chastity awkwardly hugged them both as though they were merely casual friends who hadn’t slept together. She found it strange to interact as though they had only spent the evening together playing video games or something, but decided it would have been even more awkward to act any other way.
Soon after Sharon and Mike left, Chastity felt panicked, and instead of going to sleep like she said she would, she ran to the local 24/7 pharmacy to get a morning after pill.