12 comments/ 49090 views/ 5 favorites Timid By: ekm5 Anthony Baritoli was insulted. Insulted that the girl he had just tried to make a move on had blatantly rejected him...and that was rare. ******************* He wasn't exactly cocky... but he knew that he was good looking...or so the numerous women trying to get into his bed had told him. At 6'4, Anthony was hard to miss. He had bright blue eyes that were reminiscent of the clearest blue, sunny day. His build was athletic and strong from plenty of physical exertion. He had a dark tan from his love of being out doors and active. Usually choosing to swim or go rock climbing in his spare time. His hair was cut short, a dark brown color. But despite the short cut of his hair, the curly thickness of it was still evident. He was also pretty well off and powerful...making his looks just a bonus to most women. He was the C.E.O of Baritoli enterprises which had just gone global. He was out celebrating with a few of his buddies at Sky. It was on the roof of a building with flashing lights, the best D.J., and hottest girls. He liked going here because he owned a third of the club and was able to check on it while still out having fun with his buddies. But tonight he didn't really want to be there...It had been a stressful ordeal to go global with his main business, and all he really wanted to do was go home and sleep. But, he knew his friends wouldn't let that happen, especially since it was a Friday night. So he settled in and looked around him. The place was crowded. Because of his status as partial owner to the club, he was in the VIP lounge which over looked the dance floor, main bar, and entrance. He sat there listening to his friend Nic talk about how he was going to bang the tiny blonde that just walked in. Nic was a good guy, just a complete womanizer. He was also a partial owner in the club and a successful business man in his own right. He had sandy blonde hair and a larger, more line backer esque body type than Anthony. Anthony ran a lazy glance towards the woman of Nic's interest and stopped dead in his tracks. The girl that the blonde had walked in with was the most stunning woman he had ever seen. ******************** Ale really needed to let loose. Her day had been pretty shitty. She had worked from 7 A.M until 3 P.M waitressing and then had to go to class until 7 o'clock. Her friend, Jess, had called her earlier that night telling her to come to Sky with her. Stating that Ale "didn't get out enough" and that she "absolutely had to come and pick up a hottie" because she was "young and working herself into an early grave". Ale had agreed and decided that going out with Jess would be fun, but she definitely wasn't about to pick up a hottie...considering she was still a virgin and a bit inexperienced even though she was 21 going on 22 in December. Of course, Jess didn't know that about her...no one but her closest friend Lilly knew. And Lilly was currently in Miami going to University down there and trying her hand at swimsuit modeling. ************************* Jess was absolutely stunning albeit a bit fake looking. She was a little on the petite side, standing at only 5'3. She had an angelic face and banging body. She had had a boob job when she was 18, stating that she "totally needed them to present the full, hour glass effect...like Marilyn Monroe!" She always had her make up done like a Malibu Barbie and her blonde hair straightened to perfection. Her nails were always fake and done in the French manicure style. Her skin was a nice porcelain color, despite her best efforts to get tan (because she only burned). Jess's style was always out there and not exactly classy...with tiger stripes in bright pink or something like that. Tonight for instance, Jess had chosen skin tight white jeans with 5 inch neon yellow pumps and a bright pink tube top that barely contained her huge breasts. Ale hated going to clubs with Jess and being compared...she knew she wasn't unattractive...in fact it was quite the opposite...but she definitely wasn't 5'3 with an angelic face and miniature porn star body. She was actually 5'8 and had more of an athletic build, thanks to her swimming days. She had rounded cheeks and almond shaped eyes that were a vivid green color. Her auburn brown, thick hair went to the middle of her back and fell in soft waves that framed her face nicely. She had a pleasant honey-gold tan that came naturally. Not much for wearing a ton of makeup like Jess, she opted for a less extreme and less time consuming makeup ritual. She had cute dimples whenever she smiled and her cheeks which added to the overall effect because they turned into cute apples at the same time her dimples appeared. Ale dressed a bit more subdued than Jess, at least in color palette. Tonight she wore a skin tight black mini dress with 4 inch "fuck me heels"...deciding on that particular outfit because it was her favorite and made her feel the sexiest. She opted for no panties considering that they would show through her body hugging dress and only wore a lacy light pink strapless bra as her undergarment. Despite her inexperience with the other sex, she was still knew what men liked to see...growing up and watching shows like Sex in the City had taught her that much. It wasn't that Ale was a weirdo...she was just shy when it came to guys. She was always stumbling with her words and saying embarrassing jokes or awkward comments. So she had learned to just smile politely when men hit on her and then turn away before she made a total fool of herself. ************************** Anthony tried to keep his face neutral after he was rejected...He had walked down from the V.I.P section with Nic in order to introduce himself to the brunette stunner and Nic to the pretty, but fake looking blonde that had walked in...and while Nic was hitting it off with the blonde, Anthony was crashing and burning with the brunette. He had tried to introduce himself and buy her a drink, but she had just smiled and then turned away, ignoring him completely. Well he wasn't going to give up that easily! The girl seemed to have a shy innocence about her...despite her figure hugging black dress and sky high heels. That innocence made her even more attractive and the rejection that much more frustrating! He tried to tap her shoulder again to get her to turn around...she didn't even glance back at him!@! Anthony was not used to this. He was not one to be ignored. So he got up and went to the left side of her that she had turned to and extended his hand for a second time. Stating "Hi, I'm Anthony Baritolli" ***************************** Ale didn't know what to do...the most attractive man she had ever laid eyes on had just tried to hit on her? She had seen him approaching and immediately became apprehensive and nervous. She watched as his friend approached Jess and then as he approached her. He extended her hand and in order to save herself from an embarrassing conversation in which she stumbled over her words she had just smiled, looked away, and turned in her chair to the other side. She hoped that that would be the end of it...but then he came to the other side that she was now facing and extended his hand once again and said "Antony Baritolli" Timid Amanda has Outdoor Sex Amanda felt absolutely useless. She was on the verge of the worst celestial meltdown of her 19 years on this planet. Her grades as an undergraduate in UCLA were in the dumpster. She had no friends to speak of because of all the time she spent playing World of Warcraft with virtual friends. She just felt as if she failed in life. She was up in her apartment feeling sorry for herself one day and she decided she just had it with herself. She reminded herself of all the reasons why she used to love life so much. Picnics alone, shopping, taking her camera out to take really cool pictures and just enjoying the little things to the maximum. So she decided to pick herself up, take the day off from the vigorous demands of school life and just relax. This was the day where she let all her inhibitions go and she realized the full potential and freedom that she could experience when she let herself relax. She decided to keep it simple. She grabbed her canon, dumped a picnic mat, some fruits, and snacks into a backpack, bought herself some fresh lavender carnation flowers and made the journey to Garnet Lake. Once at the trail, she trekked a long time passing by very few people trying to find a good spot to set up her humble picnic. It was summertime in California and Amanda was dressed to impress. She took care with her makeup and achieved the perfect Taylor Swift red lip pout with minimalist eye makeup. She wore a pretty blue dress with tiny flowers all over it. The dress accentuated her full figure and drew attention to the defined globes of her cleavage. The long walk up the winding path was incredibly strenuous and Amanda's sweat pooled in her cleavage. She finally came across a patch of fresh green grass and excitedly set up her picnic. She took a moment to then marvel at the greatness of the environment around her. Which was just when two good-looking young guys made their appearances. Amanda was completely taken surprised when they approached her. "Hi there, I'm Nathan and this is my friend Stephan," the blonde guy said. Amanda had her foot in her mouth. No cute guy had ever really acknowledged her existence before. She decided to roll with the punches and replied after two solid seconds. "Hello, I'm Amanda. You guys here trekking? It's hot out today isn't it?" She surprised herself even by saying that. She wasn't one to initiate conversation. "Yeah, the sun is scorching. Actually, we were on our way back down when we saw you. You're extremely hot. Even hotter than the sun." The other cute guy, Stephan, said with a cheeky wink. Laughing nervously, Amanda wondered what was going on. She thanked him abashedly. Nathan and Stephan talked their way into joining Amanda's tiny picnic. They sat on either side of her. Enjoying the spectacular view, they made some small talk. She discovered that the two guys were from UCLA as well but had time on their hands because they were seniors waiting on internships to begin. The whole time the two boys would brush up against her with minute little touches that did something to warm the insides of Amanda's core. She swore to god she felt legitimate goose-bumps where Nathan's fingers brushed against her neck when he attempted to whisk the perfect curls out of Amanda's eyes. And her skin burned where Stephan had his hand on her thigh. She didn't recognize the new sensations that she was feeling but enjoyed them immensely. It's not every day a girl like Amanda gets the full attention of two hot boys. She was drunk on attention and felt so comfortable with Nathan and Stephan. She was learning to be herself and be comfortable in her own skin. Smiling to herself, she leaned her head against Stephan's shoulder and snaked her arm around Nathan wishing she could live here in this moment forever. Eventually, the conversation swung around to Amanda's sex life. She was at a loss for words. She had no idea what to tell them. Worrying if her lack of sexual experience will alienate herself from the guys, she broached the subject of her sex life, or lack thereof, timidly. When she admitted to not having had sex before Nathan and Stephan reacted in a way that she did not expect. They were astonished at her ability to remain virgin in the sexual chaos of college and commended her for it. It didn't make sense to either of the guys that a beautiful and sexy girl like Amanda could remain a virgin for so long. "Did you ever feel curious about what sex feels like at all?" asked Stephan. Amanda replied with a tentative "yes," saying, "I always wanted to know what all the fuss was about but I've never had the chance to find out." "Do you want to find out?" Nathan asked with a grin. Amanda giggled. She felt so shy. She also knew that her answer would be conclusive. They didn't look like they minded having a threesome out in the open. "Right now? Here?!" She stammered. She felt super turned on- if the stiffness of her hard nipples rubbing against the cotton of her sundress were any indication. A damp wetness at the apex of her thighs was also a conclusive indicator of what she really wanted. She needed this. "Yes, how about you show me?" she said. A dose of adrenaline rushed through her as Nathan kissed her full on the mouth with great passion. Stephan did not sit still either, he quickly joined in the fun, kissing and nipping at Amanda's neck while his hands worked to free her plump, gorgeous breasts from her dress and bra. He marveled at the perfection of her perfectly sculpted tits and took one of her incredibly sensitive nipples into his hot, wet mouth. He massaged her other breast, pinching and twisting her nipples with his fingers figuring out what Amanda goes crazy for based on the groans and sounds of pleasure she was making. Nathan guided Amanda's hand to grip his bulging dick, urging her into an up and down motion with her hand while she made out him. She lay on her back and jerked Nathan off while Stephan worshiped her breasts with great expertise. It was almost enough to make her cum. She felt so dirty and slutty and she loved it. She wanted more. Her sopping wet pussy was crying for attention. Expecting her need, Stephan whipped out his dick from his pants. He warned her that the penetration was going to hurt a little at first as he positioned his dick at the entrance of her pussy. Groaning with relief, Amanda screamed, "YES! This is what I need." Stephan pushed into her with one smooth move. Amanda screamed with pleasure mixed with pain, glad that Stephan gave her a minute to adjust to his great size. Nathan comforted her with kisses all over her face and neck. After a moment, Amanda started wiggling her bum, wanting more friction. She was the horniest she's ever been. Stephan sensed her readiness and started with long, slow strokes. He was teasing her. Amanda groaned with frustration. She tried to move her butt, but in a missionary position, she had minimal control. She made a guttural sound at the back of her throat. With his dick just an inch deep, Stephan ordered, "tell me how much you want my dick, slut." "I want you inside me no. So bad. Please." She whined. With one long stroke of his dick, Stephan buried his dick in her to the hilt. He pumped his dick in and out of her over and over fast and hard. Just like she wanted it. "Oh yes!" She screamed as she came the first time. Stephan was far from done with her. She looked so good spread eagle for him and Nathan. They boys urged her into a doggy position. They switched over so it was Nathan's turn to fuck Amanda. Stephan kneeled in front of Amanda, his still hard dick in her face. Amanda instinctively knew to open her mouth. She was born to be a filthy slut. Stephan rammed his dick down Amanda's throat at the same time Nathan's dick plunged into her pussy. She was on fire. The pleasure built up once again. Nathan's dick reached places inside her deep in this new position. The bump and grind technique he employed was driving her wild. She liked it a lot. Groaning around Stephan's dick in her mouth her eyes rolled back in her head. She was in heaven. Nathan was rough and not as gentle as Stephan was. He built up the speed of his fucking until Amanda could scarce keep up. She was being torn apart. Yet somewhere deep inside her she enjoyed the pain. She liked being fucked like this. She was being used for their pleasure. Yet she knew they all cared for one another. She retreated to a whole new special place in her head where she was happy and confident and oh my god what a slut. She was being aggressively banged from behind and skull fucked. She came hard at the thought and feel of all the sensations washing over her as Nathan and Stephan emptied their cum inside her. She swallowed with a slight gag. She kissed the tip of Stephan's dick as if to say goodbye. They embraced, all naked as the day they were born, rubbing their bodies against one another in the bright sunlight. She knew she'd be definitely seeing them again. Timid Ch. 02 Ale took a second look at the persistent –but very attractive- guy shoving his hand out at her. She was kind of stunned at the audacity of him and a bit annoyed...Sure...he looked good...okay, really really really good...But usually guys got the message when they were ignored. Their pride was usually hurt enough that they would leave her alone. She realized that the only reason she was a little annoyed was because she was annoyed at herself for being so inexperienced...Definitely not experienced enough for this guy! He looked like he knew that he was good looking and took full advantage of it. But then again, what choice did she have? She couldn't really ignore him a second time...could she? "Hell yes! Don't make yourself look like a total fool in front of the most attractive guy you've ever seen!" she thought. She looked back over at Jessie and this Anthony Baritoli's friend and then back to Anthony. Then she got up quickly, and excused herself to the restroom. ************************** Anthony was taken aback. Did this girl really just ignore him...a SECOND time!? He watched her as she looked at her friend and then back to him. And then get up and go to the restroom. What was that?? Women never did that to him! He was torn between cutting his losses and trying to leave before Nic got to add insult to injury or following her and showing her that he was not a man that could be dismissed easily. Fuck it. He was going to follow her. She was gorgeous, and he was never the type of guy to turn down a challenge. He got up from the bar a few minutes after he watched her walk away...god, she had a sexy walk. Her hips swayed in a very feminine way, which was both graceful and alluring. He stood outside of the restroom waiting for her to come back out so he could try again. **************************** Ale got to the restroom and just looked in the mirror. She took out the makeup bag from her purse and reapplied some lip gloss. She didn't really need to, but the lip gloss tasted like sweet peppermints and made her lips tingle. She felt flustered and a little embarrassed. How could she be 21 and still this inexperienced? She got nervous just by the thought of the guy, Anthony Baritoli, which had tried to hit on her. She felt like she had no business getting mixed up with a guy like that. He looked like the type of guy that had LOTS of experience. In fact she would be confident enough in that assumption to bet on it! She didn't quite want to go out of the bathroom again. What would she do? Go back to Jessie who was shamelessly flirting with that guy's friend? And would most likely end up going home with said friend later tonight? But what were her other options? She could either go back out like a trooper and try to talk to Anthony without looking like an innocent, inexperienced fool or run from the club as fast as she could and hail a cab...Yep! That seemed like the most appealing idea! She would just run out of the club and text Jessie when she got home saying that she was feeling sick and had to make an early departure. With renewed confidence and a plan, Ale looked into the mirror, fixed her hair, and opened the door. "Ouch! Shit! Sorry!" Ale turned to look at the guy she had just ran into on her way out of the restroom and much to her chagrin, it was Anthony. He smiled a placating smile at her and said "No, I'm sorry. It was my fault." Her cheeks turned a bright pink as she quickly looked down. She tried to look up again and smile in order to be a quick goodbye but when she did he leaned in closely and asked what her name was. Ale was overwhelmed by his spicy, musky and very manly scent. She had to take a second to regroup her thoughts. She looked at him, processing his question and simultaneously deciding to just try to stick it out and try to get to know him, even though he may reject her and her innocence. She responded after about five seconds and leaned in close with a breathy huskiness to her voice, "Ale." ************************** Anthony was smiling from ear to ear...He had gotten the beautiful, but hesitant girl to sit down and talk with him after following her to the restroom. He had led her upstairs to the V.I.P area and they found a quiet booth to sit in and chat. If he were to have gone off of first impressions alone, he would have said that this girl was the type that knew what she was doing. She knew that the dress she wore was like a second skin, and the heels made her leg muscles appear more defined. That her face was absolutely stunning and her hair looked like a silky waterfall that tumbled down in waves. But upon talking to her for about ten minutes he realized that wasn't exactly the case...He actually got the vibe from her that she didn't know quite how beautiful she was and was actually a bit nervous to be sitting there and talking to him. She seemed like a genuinely nice person, and she was actually really funny. Her humor was kind of a rude, in your face type, but he found himself laughing at every joke she put out. She was incredibly intriguing...Shy one minute and then brightening up the conversation with a racy joke. He definitely wanted to get to know her more. ************************** Ale's head was spinning. Here was this sexy, hot guy that had led her in to the V.I.P room and into a quiet booth, and yet he was laughing at her stupid jokes. (Which she kept spitting out like word vomit because she was so nervous) Usually the response to her humor was a kind of shocked, awkward laughter. A "did she really just say that?" type of response. But he seemed to find her jokes and banter funny. He was even putting out some of his own. She was incredibly relieved at this revelation. Feeling less put out about her inexperience the more he laughed. By 2:43 in the morning, Jessie was calling her to tell her that she was heading back to her place with Nic and asking if that was alright. Ale was a bit at a loss considering that Jessie was her ride but decided that she could just get a taxi home. After all, she was having a really good time chatting with Anthony. They were getting to know each other a little and it felt good to finally find someone that related to her humor instead of calling her out for being a girl, and the comment being a little too rude for girls. But knowing that Jessie wasn't going to be there anymore definitely scared Ale a little. Without her friend there, she would have no backup plan to go to if the conversation with Anthony took a turn for the worse. She decided that she would call it a night too, and hope that Anthony would ask for her number...maybe this was the type of guy that she could get to know. ************************** Anthony was reeling from the conversation he was having with this beautiful girl. There was no inane chatter about dumb things like reality shows or celebrity gossip, but actual conversation about the world, while keeping it light with jokes tossed in. She seemed to be cultured and worldly, although she was kind of young...still in college in fact. While Anthony wasn't old by any accounts, he was going to be 30 in a few months and that was a bit of an age gap. More than he usually went for in fact. But she was really something...he wanted to get to know her more. He wanted to jump her bones she was so beautiful and pick her brains on different topics. Although...now that he thought of the "jump her bones part" he realized his mini me was getting pretty excited at just the thought. He had to see her again, preferably soon. So when she told him that she had to go, he asked her for her number. He offered to drive her home but she refused so instead he told her he would hail her a cab. As he watched the cab drive away, he felt a little bereft. He knew in no uncertain terms that he would be calling Ale tomorrow. No games, he just wanted to see her again. He could see a future with this girl. And hopefully she would oblige... to be continued... Timid Wife My wife, Karen, had just turned 50 but still retained a slim body with wonderful firm tits and a great ass. All her life she had lacked confidence and was very timid. A feature of our marriage was my domination and control. I made all the decisions, I decided what we would do and when and I decided when we would have sex. She never refused me. For 30 years my domination was always kind and I had strong feeling of protection towards her. But during the last few months something inside me has changed. I stilled loved her but continually had dark thoughts about abusing her. It started in bed where I became more rough and domineering. Surprisingly she seemed to respond and her orgasm to me grew in intensity. The trouble was that I didn't know what to do next. But that all changed when I read my first slutty wife story. My cock was rigid and pulled myself off to an amazing orgasm. For the next few days I felt that in some way I had betrayed Karen. How could I think these terrible thoughts, but the more stories I read the more I became wrapped up in the idea of someone else fucking Karen. had to do something so posted some revealing pictures of her on a website for swapping pictures of wives. At first I concealed her face but then became more adventurous. The comments from other guys were filthy and disgusting but reading them just turned me on more. These thoughts started to dominated my every waking moment. I had to do something or go mad. But I knew I would have to take it very carefully. One weekend I decided that we would go out for a meal. I carefully chose the restaurant to be in an area that we weren't know. I asked her to wear a short skirt, something she rarely did, and no bra which she never did. She wasn't happy but I insisted and reluctantly she agreed. As we sat in the restaurant I could just see the colour of her nipples under the fabric of her blouse. You could clearly see the imprint of her nipples and it was obvious to anyone that she had no bra. I watched in increasing excitement as the waiter openly stared at her and I could see she was becoming increasingly uncomfortable. When the wine waiter came to the table I placed my hand on her knee. As we discussed the wine he also enjoyed the sight of Karen's nipples. As he stood at our table I slowly pushed my hand up her thigh, exposing more of her leg. She started to squirm and gave me a pleading look to stop. I smiled and continued to push my hand higher until I felt the lace of her panties. I looked across at a the next table and saw and older man watching what I was doing. He quickly looked away as he saw me looking at him, but I gave him a slight nod of encouragement and he smiled back and then continued to enjoy the show. My index finger was now stroking the front of Karen's panties and I could feel the dampness grow. I pushed my finger inside her panties and that produced a slight gasp from Karen. The wetness of her pussy was now very noticeable. I whispered in her ear that the old man at the other table was watching and could see everything. She closed her legs on my hand and glanced sheepishly at him This was the moment. Could I compel her to open her legs again? I forced my hand deeper inside her panties and said open your legs in a voice that could easily be heard by the old man. She was shocked and looked at me in horror. I commanded her again to open her legs. Slowly she complied but not enough so I roughly forced her legs wide open. A tear trickled down her cheek and her face became flushed with embarrassment. She mouthed the word why to me but I just smiled and pushed three fingers inside her, rubbing her very wet pussy. She gasped but kept her legs wide open. I glanced across at the old man and saw that he was transfixed by what he could see. I told Karen to look at him. she shook her head but then slowly turned and looked into his eyes. He was smirking at her, laughing at her predicament. I continued to rub her pussy and suddenly, without any warning she orgasmed, right there in the restaurant. It was obvious to the old man she had cum and he grinned at her shame. Her pussy was soaking and so was my hand. I withdrew it and there was an audible slurping noise that made her looked down in total embarrassment and shame. The old man watched as I wiped my hand on the napkin. He then stood up and walked over to our table. He picked up the napkin and held it to his face. Karen looked up and he smiled at her. She gave a sort of half smile back and then to my shock he reached forward and slid his hand inside her blouse, cupping her breast and playing with her nipple with his thumb. She froze and allowed him to squeeze her breast without protest. I thought I would explode. He then withdrew his hand and walked away. We both sat there in silence for the rest of the meal. On the way home I pulled into the car park of a bar. It was very dark and where I parked was hidden from the main road. We sat in silence for a few minutes. I didn't know what to say, I was both ashamed of what had happened and excited. As I turned to say sorry a rear door of the bar opened and out stepped a guy who probably worked in the kitchen. He was a big guy and had come outside for a smoke. He stood only a few yards from the car. After a few minutes he saw us for the first time and came over to the car. He saw Karen and grinned. He opened her door and I watched as he pulled her from the car. She looked back at me but I couldn't move. He walked her around to the bonnet and gently turned her around and pushed her face down. I could see her face clearly thru the windscreen. He looked at me and nodded. I slowly nodded back. He raised her skirt and pulled down her panties. She didn't move. He used his feet to push each leg apart. She still didn't move but was starring at me with pleading eyes. He undid his belt and dropped his trousers and pants. I could not see very well so I got out of the car. He stopped and looked at me again. I nodded and smiled and moved closer and watched as he slowly guided his cock into the entrance of Karen's pussy. He waited looking at me for approval and then with a powerful push sunk his cock deep inside. Karen suddenly came to life. She bucked as he kept pounding into her. I knelt down to get a better look and could clearly see this man 's cock humping into my wife's pussy. She was bouncing off the bonnet her ass meeting each thrust and her arms bracing her body against the car. They both came together. He let out a deep animal grunt and Karen screamed. I could see his cum leaking from her pussy. He pulled his cock out and wiped it on her skirt. Her turned laughing and went inside. Karen slowly slid of the bonnet of the car and fell onto the floor. Her face white with shock, tears flowing down her face. I kissed her and she held me tight. She then whispered in my ear, "fuck me now!"