0 comments/ 13185 views/ 4 favorites Sugar Baby Ch. 01 By: gracesnowpaw I was 21 when I graduated college with a degree in dental hygiene. My resume was sent out to every dental office within 50 kilometres of my home. Months went by before I was finally called to work as a temp and backfill hygienist. Far from ideal, I was happy to be doing something related to my education. Working at the local Tim Horton's was underwhelming to say the least; it helped pay the bills though. My decision to move away from home was premature in hindsight. After college I should have moved back to my home town but I was determined to make my way in the world. It was depressing at times when I looked around my small basement apartment and its scarce smattering of mismatched furniture. The grandiose visions of life on my own faded with each passing day. A vehicle would have been nice, but my limited income kept me to public transit; cold shelters, crowded buses and smelly patrons were in my foreseeable future. During my time at college I had made a few close friends who lived in my town. One particularly had become my best friend. Annie had the most beautiful smile; her teeth were perfect and glowed white. She was 23, petite with natural blonde hair that touched her shoulders. We received our share of attention from the guys at school. We contrasted well with my long red hair and slender frame. I routinely reminded her that she was short because I was a few inches taller than her; I am only 5'5 tall. When school finished we didn't see each other as often as we would like. Both of us were held hostage by a slow moving transit system and the distance of a city between us. Every week or so we would meet somewhere in the middle of town and have lunch somewhere. Annie had not received any responses from her resume and had resigned herself to work at a local call centre. Finally a Saturday off, it didn't happen often enough; typically I didn't receive two days in a row off and it never happened on a weekend unless requested far in advance. I called Annie to see if she would be free so we could spend the day together. "I can't wait to see you Lynn." Annie's voice was excited. "I will come to your place." Our plans were set and I was looking forward to spending the day with my best friend. I wasn't dating seriously at the time; in fact I avoided dating during college all together. Many guys wanted to go out, but I was focused on my education. Naturally I went on a few dates but I refused to commit to anything serious. I made a point of not sleeping with anyone at school though. Desmond came for coffee every day I worked; he made no secret that he was interested in going out with me. I figured he was about 26 or 27 years old. He was cute, well-built and worked in construction. Human nature began to take its toll and I had an overpowering urge for physical contact; Desmond was the first guy to come to mind. Friday morning came and I turned to see Desmond smiling at me, "Good morning beautiful." "Good morning Desmond." I smiled at him with alluring eyes as I made his coffee. "Big plans this weekend?" Desmond began to dig in his jeans for money. I slid his coffee over the counter, "My girlfriend is coming over tomorrow but I'm free tonight." Desmond jumped on the opening, "Want to do something tonight?" "Sure." I wrote my cell number down and handed it to him. "I'm done at 4." He glowed, "Dinner? Say six o'clock?" "Sounds great." I motioned at the growing line, "I'll talk to you later." Desmond rolled up in front of my house in a monster pickup truck. Racing around he opened the door and struggled to climb in to the cab with dignity. I knew Desmond would not miss an opportunity to look up my dress if the opportunity presented itself. My dress was mid-thigh length and probably not ideal for climbing in to a big truck. He was a perfect gentleman throughout dinner. Desmond genuinely wanted to know as much about me as possible. I explained that I wasn't looking for a relationship just a friend to hang out with once in a while. "So what do you want to do now?" I smiled at him. A mischievous grin crossed his lips, "Want to go back to my place?" I laughed, "Presumptuous at all?" Back in his truck I moved to the middle seat so I was beside him. Desmond put his calloused hand on my bare knee as he drove; I put my hand on his. I gave him a peculiar look when he pulled in to the empty Walmart parking lot bringing his truck to a stop. "Everything okay?" I scanned his dashboard for signs of trouble. He turned his face to me, "Sorry, just something I have to do." I wasn't sure what he meant until he put his arm around me and kissed me. His lips were soft and warm as we locked ourselves in a passionate kiss. His cologne was intoxicating, I needed this so badly. An audible gasp escaped my lips as his hand slowly slid up my thigh pushing the hem higher; I squeezed his thigh as shivers raced over my flesh. Desmond's coarse hand moved quicker to the top of my thigh. At the same time as his fingers pressed against my pussy he pushed his tongue past my lips and deep in to my mouth. His tongue probed the deepest regions of my mouth while his fingers traced and teased the delicate folds of my rapidly moistening pussy. Panting in his mouth I spoke, "How far is your house?" "About ten minutes more." He pressed his lips tightly to mine. His fingers continued their assault on my pussy. As he drove I moved my hips to the edge of the seat giving him full access to me. My dress was up over my ass leaving my bare cheeks against the cool vinyl seats. I squeezed his thigh harder when he pulled my panties to the side and touched my bare lips. "Someone is horny." Desmond slid his fingers up and down my slit coating his fingers. I could only moan and involuntarily move my hips on his fingers. Desmond watched my face intently as he pushed his moist fingers in to my opening. "You are so fucking hot!" Desmond covered my mouth with his and our tongues began to dance. I gasped and moaned in his mouth as his fingers began to fuck my pussy faster. Desmond guided me on my back so I was lying on the seat. His fingers worked deeper in to my pussy and gave him a clear view of my baldness as he sat behind the wheel. Holding my head up I strained to make eye contact with him as my orgasm began to build, "Don't stop." Desmond maintained his pace as he watched me paw at my breasts, "Cum for me. Cum all over my hand baby." I bucked my hips wildly on his hand; I hadn't had an orgasm in weeks and was way overdue. With my neck strained I watched as his free hand released his strained cock from the confines of his pants. Watching him stroke his cock was more than I could take; my orgasm took over. "Fuuuuuuuccck!!" I screamed out at the top of my lungs as my orgasm tore through my body. His fingers continued to pound me bringing wave after wave of pleasure over my body until I couldn't take anymore. "Okay, okay..." I climbed up leaning against the passenger door panting. "That was amazing." Desmond's cock stood proudly out the top of his hand, "Want this?" I rearranged myself so I was lying on the bench with my face on his chest staring down at his swollen cock, "I think it wants me to suck it." I laughed. With a moan, his hands tangled my hair into his fist as he bucked his hips pushing his cock towards my lips. Slowly I lowered my face to his cock with an open mouth taking him deep. When I closed my lips around him he grunted like an animal and began to thrust wildly. His cock oozed pre-cum like a river in my mouth. Sliding my hands in his pants I held his balls gently and began to work his cock. Desmond's cock was perfect size for sucking, not too long or too thick. His cock fit deep in my mouth nicely allowing me to relax and let him fuck my mouth without fear of choking. Desmond moaned wildly, cussing words of pleasure as his hands held fistfuls of my hair, "I'm gonna cum! Oh fuck I'm gonna explode." I kept sucking him holding his cock deep. His cock let me know how close he was without his words. His balls tightened in my hand and his cock twitched in my mouth. The flow of pre-cum had begun to increase; I knew it was time. His cock erupted flooding my mouth with the first wad of semen. I swallowed as best I could only to have him re-fill my mouth with another load of his cum; after swallowing again another smaller load of cum washed over my tongue. I swallowed again and held him in my mouth as his cock softened. Sitting up in the truck we caught our breath. Desmond spoke first, "That was wild. You are hotter than I could ever imagine." Not taking my eyes off him I licked my lips, "That was fun." I decided to not bother going back to his place and that I would take a rain check. Clearly he was onboard and shared my need for a friend with benefits. When he pulled up in front of my house we kissed a bit more before calling it a night. On Saturday morning I was puttering around my tiny apartment cleaning when my phone chimed indicating a new text had come in; it was Annie. Annie: I'm here! Me:Get in here woman! Annie:Come out I want to show you my new toy. Me:kk Annie stood beaming a brilliant smile beside a little red car, "It's mine!" She proceeded to give me the details of her car, "its power everything Lynn! It has a sunroof too!" She was very excited and it was contagious. I ran over and hugged her before climbing in behind the wheel for a closer investigation, "Look at you rolling in the dough! Is this thing brand new? It smells new." "Brand new! I got it yesterday." Annie beamed. "Now shove over, let me take you for a ride." Annie drove me around town proudly finding the farthest Starbucks before pulling in so we could grab a drink. She was so excited about her car that it was only a matter of time before she began to talk about it again. I couldn't blame her level of excitement over her new car. It was beautiful and I made a point of letting her know how jealous I was. "My boyfriend bought it for me." Annie was matter of fact when she responded to my inquiry about how she could afford a new car. I laughed disbelievingly, "Really? Does he have a brother?" Although she didn't provide much detail I read between the lines that he was fairly well off and he was a bit older than us. Judging by her apprehension to my probing questions about her new beau, I began to assume she was dating a married man or something of that nature. I decided to let it go for the time being. "Want to go see a show?" Annie changed the subject. "I'll buy!" She could read the hesitation in my body language. I had spent the majority of my money on groceries and rent; payday was still over a week away. As promised, Annie bought the tickets and a voucher for the concession stand. I shook my head at the cost of a movie; Annie pulled her debit card out and paid the $56 without hesitation. Locking my arm she guided me in and led me to get our popcorn. "I'm rolling with my sugar mama." I squeezed her arm. Annie squeezed me back, "I got me my own lil sugar baby." Annie stayed over at my house. Lying in bed I decided to see if I could get more information on her boyfriend. It took a lot of probing and promising not to judge her before she finally relented and told me the details. As she put it, she was surfing the net one night and clicked an advertisement that lead her through a chain of pop ups that ended with a website called "Kittens & Kings." The site was geared to introducing young attractive women to generous gentlemen. As a curiosity she decided to create a profile and see what these "generous men" looked like. Clearly the confused and puzzled look was too much for her to handle. Annie ran out to the front room and returned with my laptop. "I will just show you. It will be easier." Annie logged in to her Kittens & Kings profile. Browsing through the hundreds of male profiles was eye opening. There were professional men who don't have time for regular dating, older men looking for arm candy and men looking for girls to be sex toys. I don't think my jaw closed as I pointed out various profiles for Annie to show me. "Tell me again what your 'boyfriend' gives you?" I was in shock but very curious. "Well, Frank bought me a car as you know." Annie continued, "He also puts a few hundred dollars a month in my bank to help with insurance, gas etc." "But what do you have to do for it?" My curiosity took over. Annie shook her head, "He's my boyfriend. When he comes to town we spend time together. I make sure that I'm here for him when he's in town. We go out, we make love, and he shows his appreciation." I began to laugh insanely...nervously, "Wow." Annie shoved me on the shoulder, "Let's make you a profile." Annie filled in my user name and bio. With very few questions she filled out the remaining fields that discussed my interests, situation and what I was looking for in a partner. I was surprised at how well Annie knew me; her words and selections could not have been said better. "What age range?" Annie turned to face me. "What age range of guy would you date?" Taking a moment to think, "20 to 27 I guess." Annie gave me a friendly growl, "Seriously? How many rich guys do you know that are that age?" She was right. "I don't know then. What did you put?" Annie filled the form in, "I'm putting twenty-five to fifty." "Fifty? Like my dad's age?" I began to laugh. "Yes, these guys are even more generous and will appreciate you more." Annie smiled at me. "Trust me." A few clicks later and Annie had a couple pictures up on my profile that she stole from Facebook, "All done." "Now what?" I looked at her puzzled. She gave me a hug, "We wait." Sugar Baby Ch. 02 In the morning I woke to Annie blowing on my face, "What the heck?" I pushed her face away. "You have mail." Annie used a robot voice before busting into a belly laugh. "Wake up lover girl, you have some friends." Sitting up in the bed I pulled the computer on to my lap. I clicked the envelope in the corner at Annie's instruction. Her face was inches from mine as the screen loaded the three email responses. The first email was from a 47 year old man. He was a nice looking man with dark hair that had some hints of greying and vibrant blue eyes. Annie and I looked at each other, "He's cute." I smiled, "He's got grey hair!" I rolled my eyes. "He's got salt and pepper hair." Annie corrected me. His profile indicated that he was an established professional who was looking for someone to share fun times with while he's in town. His interests included romantic dinners, dancing, movies and spoiling his special friend. I raised my eyebrow at Annie after reading the last part. "Open the next one!" Annie leaned over dragging the mouse to the next email and clicked. When the picture appeared my jaw dropped. When I looked at Annie she was smiling like on the verge of laughter, "Now that is old!" The man in the picture was had very little hair at all and what he had was silver; liver spots dotted his balding head and skin hung from his neck. His profile indicated he was 68 years old, retired, widowed and looking for a companion to spoil. He enjoyed travel and was looking for someone to share his adventures with him. I opened the last email. This man had a receding blonde hairline and wore an expensive looking suit. His profile indicated that he had too much money and not enough time for a relationship. I couldn't help but give him points for his honesty as I read that he was looking for a sexually adventurous woman. Sitting back on the bed I closed the laptop, "That was fun." "What? Aren't you going to email that 1st one at least?" Annie nudged me. "I don't know yet." I shrugged. Annie mimicked my shrug, "Whatev!" then she busted in to a laugh. "Suit yourself." The next day I logged in and re-read the first email. Hi Lynn4U, My name is Tim. I couldn't help but send you message when I saw your profile picture. I'm a fool for a petite green eyed redhead. Hoping you are interested in getting to know each other and seeing if we are a fit. Tim. When I finally decided to respond I told myself that nothing was going to happen that I didn't want to happen; I'm in control! Hi Tim, Thank you for replying. I'm new to this, so I don't really know how it all works or what to expect. I signed up out of curiosity mostly and am flattered by his response. You are a very handsome man. What happens next? Lynn. When I got home from work I completed the ritual of dinner by slicing and poking the microwavable meal before setting the prescribed time. I couldn't resist, so I grabbed my laptop and logged in. I surprised myself with the excitement I felt seeing a new email. As I waited for the page to load I held my breath hoping it was Tim and not a new guy. My excitement grew when I saw Tim's handle: Airman1260. Lynn, I am so glad you replied. I fully understand not knowing what to expect on a site like this. Hopefully I can help clarify (although I'm no expert). We meet for a coffee or meal like any other date. If we hit it off, we see each other again. We will talk about our dreams, hopes and needs and I will offer to assist you with yours if and where I can. If we don't hit it off, I've made a new friend and we go our separate ways. What do you think? Tim P.S. Feel free to text or call if you prefer. His email reaffirmed that I was in control and I had nothing to lose by meeting him. I called Annie and told her I replied; she sounded like she would explode with excitement. "Lynn!! You have to call him!" Annie demanded. I laughed, "Easy killer. I was going to." We both laughed. An awkward call turned pleasant quickly. Tim put me at ease with his smooth deep voice. He told me he lived in Texas which surprised me. He flew planes for United Airlines and was in Toronto two or three times a month. When I asked why not find someone closer, he casually explained that he wasn't looking for a wife. He has a busy career and not looking to settle down. "I will be in town Wednesday." Tim explained, "We could go for a nice dinner if you're free?" I began to get nervous, "Sure, it sounds fun." I proceeded to give him my cell number so he could stay in touch as we planned our first date. It was Tuesday and I was surprised that I hadn't seen or heard from Desmond since our date. It was later in the day that usual but Desmond rolled in with his co-workers. I began making his coffee as he walked in. When Desmond made his way to the counter he smiled knowingly at me, "How are you today beautiful?" "I'm great. You?" I slid his coffee to him. "Plans this weekend?" His question was transparently obvious. I flashed a devilish smile, "Not sure yet. Ask me when it gets closer." I spent the rest of my shift re-playing the pleasure he gave me in his truck. The intense orgasm had released the monster and found myself perpetually horny. I played with my pussy on both Sunday and Monday fantasizing that Desmond was my sugar daddy. For some reason my mind couldn't comprehend a relationship with a 47 year old man. It was time to meet Tim. He had texted this morning confirming the address of the Keg restaurant we would be meeting at. After a long hot shower I began to prepare for my date. One of my preparations was calling Annie to calm my nerves and help me make decisions about what to wear. Happy with the gentle curls in my hair I looked myself over in the mirror one last time. My dark blue evening dress fit me well giving me that classy but not slutty look that Annie implied was the look I wanted. I called Annie from the taxi, "I'm so freaking nervous." "Just have fun." Annie was so cheery. "If you don't hit it off, you got a nice meal right?" I agreed with her logic and was about to hang up the phone when she spoke again, "Don't have sex with him tonight! Not even a blowjob. You need to make him wait." I hung up the phone as the taxi pulled in to the restaurant. Tim made his way to the taxi quickly when he saw me climbing out, "Lynn!" He hugged me. "I'm so glad you are here. You look stunning." After the formalities we made our way in to the dimly lit restaurant and sat at a table for two in a quiet corner. Tim took the liberty of ordering an expensive bottle of red wine. My nerves calmed as we talked about ourselves. My concerns about people staring or his age were unwarranted. His demeanor was relaxed and inviting. I watched as his blue eyes sparkled when he explained his love of flying from a young age. Dinner was delicious and I had no room for dessert. We sat sipping coffee as our dinner date came to a close. We talked like old friends and I knew that I would happily go out with him again if he wanted. "Lynn, this was really nice." He smiled showing immaculate teeth. "You are even more beautiful in person." "Thank you." I blushed. "I had a really good time." Tim motioned for the waiter and asked him to call a taxi; it took about 15 minutes and the waiter returned to let us know it had arrived. He opened the front passenger door and handed the driver some money, "That should cover getting this beautiful little lady home." I stood there as he opened the rear door of the taxi, "I hope I can see you again Lynn?" "I would really like that." I gave him a hug. Tim pulled an envelope from his jacket and handed it to me, "This is for you." "Thank you Tim." On the ride home I opened the envelope and counted two hundred dollars in twenties. My mind raced and challenged the morality of the situation. At home I called Annie and gave her all the details before texting Tim to thank him again for the great night. Sitting alone on my couch I found myself wondering if Tim's age brought sexual experience that I could not conceive. I felt the warm glow of sexual sensation building and realized I had unconsciously been touching myself. My hand was not going to give me what I needed. I looked at my phone contemplating calling Tim but Annie's words rang in my ear. I was supposed to be hard to get to lure him in for a longer term relationship. My mind then went to Desmond. "Hey Des, it's Lynn." I tried to act casual. Desmond immediately asked, "Do you need some company baby?" He clearly saw right through my casual call. "Yes," my voice softened Desmond never lost his casual voice, "Cool, I'll be there shortly." I spent the thirty minutes playing with my pussy. My panties were off but I was still wearing my blue dress. The knock on my door was startling and I pulled my dress down as I stood. When I opened the door Desmond stood holding a box, "Someone order pizza?" I laughed and pulled him in the door closing it behind him, "Go have a seat on the couch." Grabbing a couple plates and headed back in to the living room placing them on the coffee table. Desmond was sitting back on the couch smiling. I stepped between in front of him and pulled my dress up over my head, "I have something else that needs eating." As he pulled me closer with a hand on each ass cheek, I removed my bra. "Mmm, this is gonna be way better than pizza." Desmond lifted my left leg and pressed his face between my legs putting his tongue against my bean. I grasped his hair in my hands, "Mmm, eat my little pussy." "Kneel on the couch!" His voice was excitingly dominant. Desmond pushed me over the back of the couch exposing my pussy to him, "This is much better." He pressed his face deep in to me as he probed my pre-soaked pussy with his tongue. "I don't think this pussy needs eating baby. It needs to get fucked." I watched over my shoulder as he ripped a condom wrapper open. Seconds later his hard cock was toying at my opening, I pushed my hips back eagerly awaiting him to penetrate me. Desmond slowly worked his cock in to me until he was fully in me; holding himself still he squeezed my breasts and began to slowly work himself in and out of me. As his thrusts began harder and faster his hands moved to my hips. I gasped out each time he buried himself in me. My pussy loved every minute of it, especially when his balls slapped against my clit. It felt amazing but I couldn't cum so I pushed him down on the couch and straddled him. Lowering myself slowly on his cock I sat up tall and ground myself off his pubic bone. The feeling of a building orgasm told me this was what I needed. Our eyes locked on each other as I continued my slow grind. Desmond squeezed my breasts firmly, "Yeah baby! Ride my fucking cock." I sucked my bottom lip between my teeth as my orgasm neared, "I'm gonna cum." "Yeah baby, cum all over that cock." He released one of my breasts and grabbed a handful of hair pulling my lips to his. I sucked Desmond's tongue in to my mouth working it like a cock. Desmond began thrusting in to me and panting in my mouth, "cum with me baby." We were both panting and grinding wildly as our bodies worked out the perfect rhythm. "I'm cumming." My body convulsed as wave over wave washed over me. Desmond thrusted up wildly as his cock exploded, "Oh fuck baby, milk that fucking cock." I rode him wildly until his thrusting stopped. Keeping his cock in me I kissed him as he played with my breasts, "How was that?" "That was fucking amazing!" He squeezed my breasts tugging on my nipples. We sat naked on the couch eating pizza and drinking Pepsi's for an hour before Desmond had to head out. We kissed and I was alone with my sated pussy. I awoke to the chime of a text message from Tim. Tim:I really enjoyed our time. I will be back in a week; I would love to see you again. Lynn:I can't wait to see you. Tim:Great, we will talk soon. Sugar Baby Ch. 03 Eating lunch with Annie, I replayed my first date with Tim. Once satisfied that all the details were out in the open she changed the subject to Desmond." Are you still hooking up with that sex crazed booty call of yours?" "As a matter of fact, that sex fiend, Desmond is his name by the way, was over last week." I blushed as the words left my mouth. "You dirty little whore!" Annie slapped my arm before beginning the interrogation. Intentionally I withheld much of the detail and changed subjects to torment her, "Tim is coming back next week. I'm still deciding if I will meet him again or not." Although I fully intended on meeting him, I couldn't stop myself from trying to get Annie roused. "LYNN!!! Dammit, you have to meet him." Annie's pale flesh began to color causing me to laugh out and confess that I had only said that to get her upset. It was evident, in Annie's mind at least, that we were going to be sugar babies together. "You do know that he will want sex this time right?" Annie looked serious so I responded with a knowing nod. "He'll be testing the waters too Lynn! He will want to know how freaky you are before he decides whether you are compatible or not." I couldn't help but laugh out loud, "Freaky? How freaky am I?" Annie didn't laugh, "What would you do if he decides to pee on you?" I was just sipping my coffee and Annie's words made me choke, "Pee?" "If you are lucky it will only be pee! Guys like some sick shit Lynn." Annie was dead serious. I put my cup down and whispered, "Did you let someone pee on you?" "I didn't let him Lynn! He just did!" Annie was agitated by the memory. "I'm just saying that you need to set some ground rules as early as possible to protect yourself from that type of thing." "Did you like it?" I stared at her with a straight face. Annie raised an eyebrow, "Being pee'd on?" "Yeah." I kept my straight face. "Tell me you liked it bitch." We busted in to laughter, finished lunch and went our separate ways. Lynn:What day/time would you like to meet next week? Tim:Tuesday I have an overnight. Lynn:Dinner? Tim:Definitely. I will call you in the morning. Okay? Lynn: I'm looking forward to it. I woke to my phone buzzing incessantly on my dresser, "Hello?" "Did I wake you up?" Tim's voice was apologetic. "It's okay. I was just getting up anyway." I made my way to the kitchen and started the kettle as we talked through the standard formalities in any friendly conversation. Tim's voice became serious, "Lynn, I'm really attracted to you." He cut me off when I tried to interrupt with a thank you, "We need to clarify each of our expectations of this relationship." "I'm a busy man and I don't have time for head games or chasing girls down at bars. I have physical, emotional and sexual needs that I am looking for you to fulfill." His voice was soft and genuine sounding. "What are you looking for?" My mind raced wildly. Clearly 'money' wasn't the correct answer; or was it? After a long pause I responded, "I want someone to spoil me, treat me like a princess and respect me. I need to feel like I'm the only woman in the world when I'm with you." I was pleased with my response and the fact I didn't have to say money. "Perfect. I want you to be my girlfriend in every way when we're together." Tim caught himself and chuckled, "Minus the drama of course." I laughed, "I can definitely handle that." Just when I thought I was clear of the hard questions he posed another one, His voice went serious again, "What do you need from me Lynn?" "Anything you can do to help me out would be appreciated." I was not putting a price on myself. Tim's soothing voice returned, "I will give you an allowance every month to help you out day to day while I'm away. How does $1,000 month sound?" I gasped in to the phone, "wow. Thank you." As the conversation came to a close I asked Tim if he would spend the night at my place. His voice was intrigued, "You sure Lynn?" My voice smiled, "You're my boyfriend right?" It was set; on Tuesday Tim and I would go on our date and return to spend the night together in my little apartment. I had some serious cleaning to do before he arrived. On Sunday night I received an email from Tim; the subject just said 'girlfriend' and the rest of the email was blank. Unsure what it meant I went to the next unread email; it was an electronic fund transfer from Tim. The note in the transfer read: HERE IS SOME MONEY SO YOU CAN BUY YOURSELF SOMETHING PRETTY FOR OUR DATE. The security question was 'who are you to me?' I typed in 'girlfriend' realizing the purpose of the previous email and the selected my account information to deposit the $500 dollars before texting Tim. Lynn:Thank you. I will find something extra nice for you. Tim:You are welcome baby. I called Annie and arranged to meet her at the mall after work on Monday. We met in the food court and grabbed a bite to eat before going shopping. We decided to shop from the inside out and made our way to Victoria's Secret. We were on a shopping spree. I put eight pair of the tiniest cheeky panties in my basket, a pair in each color; Annie followed suit at the thong table. At the bra section I hunted for the pink, white and black bras that would match my panties. An employee popped over, "Are you ladies finding everything alright?" I had been struggling to find the pink bra in my size, "Do you have this in a 34B?" The salesperson took the bra and headed in to the back to check stock. "Bitch!" Annie pushed me. "Wish I had bigger boobs." Annie held her hands over her small 34A breasts. I smacked her ass, "You don't need titties Annie! You got this smoking hot ass." It was sleepwear time; I settled on two that I thought Tim would enjoy. The truth was that I certain he would enjoy me standing in a room naked. I held the first outfit up; it was a black two piece silk shorts and cami. The back was fully open and the shorts fit loose and rode nice and high to reveal my cheeks. Pulling the second outfit I smiled; it was a sheer white lace babydoll with a hem that ended just below my bum. The remainder of the shopping was focused on bare necessities. I bought some new Egyptian cotton sheets and a nice set of matching towels for my bathroom before we called the night a success. Annie drove me home and stayed for a bit before heading home. As with most work days, morning came way too early for my liking; to say I wasn't a morning person would be putting it lightly. I got ready for work and did the zombie walk to work. I found myself getting extremely excited about spending time with Tim as the day crawled on. Towards the end of my shift I received a text from Tim letting me know he had landed and was looking forward to spending time with me. My heart began to pound in my chest. At home I showered and shaved myself smooth before slipping in to the pink bra and panties. A tight hot pink A-Line skirt that stopped above the knee and a frilly floral blouse with a plunging neckline finished the outfit. I opted to not wear stockings and slipped on a pair of matching hot pink open toe heels. A quick glance at the clock told me that I had about 20 minutes before my date would arrive. I opted to leave my hair straight and let it fall naturally down my back. With a knock on the door, Tim had arrived right on time. I opened the door and my heart raced as I looked him up and down with a smile. He looked unbelievably handsome in my doorway wearing his pilot uniform. Throwing my arms around his neck, "Hey!" His big arms took the invitation and wrapped around me, "You look amazing Lynn." I was thankful for the heels because it made me just the right height for him. In a smooth motion, Tim caught my chin and lifted my lips to his. A soft kiss of my lips was held for a moment before we broke our embrace and I invited him in. Tim left his suitcase by the door and made himself comfortable on the couch at my suggestion, "This is a cute little place Lynn." "I call it home." I smiled and sat close beside him. My heart attempted to beat out of my chest and my hands went cold due to my nerves. Sitting there I took it all in, his attentive eyes, his hand in mine and the smell of his cologne. "I got you something." Tim pulled a small wrapped package from his jacket. I tried to be calm but the excitement in my response came through, "Thank you!" I tore the wrapping off and opened the box to find a white gold necklace with a diamond heart. "Do you like it?" Tim raised his brow. I beamed, "I LOVE IT!!!" I leaned over and kissed him on the cheek. "Let me help you put it on." Tim stood. I stood with my back to him. Tim sensually moved my long hair until it fell over my right shoulder, "You smell amazing Lynn." I could feel his breath close to my neck as he inhaled. His voice whispered in my ear, "Intoxicating." Tim then proceeded to fumble with the delicate clasp finally releasing the necklace letting it fall in to place over my collar bone. His big hands fixed my hair as I stood admiring the necklace. His lips kissed the back of my head; slowly he began to trace until his hands covered mine. I released the necklace and guided his hands down to my belly. Tim pulled me back in to him and kissed the side of my head using his lips to reveal my ear. His mouth nibbled the tender lobe as his hands slowly, very slowly, made their way up my stomach. Tilting my head I closed my eyes offered my neck and lobe to his hot mouth. His slow moving hands never halted until they both covered my breasts. I gasped as he squeezed them firmly. Pushing my chest in to his hands, he responded by kissing and sucking at my neck wildly while grinding my ass. Tim guided me to the couch, "lean over the back." I leaned over the back shivering as his hands brushed over my hips and ass. Tim squeezed my ass firmly, "I think we should have dessert before we go to dinner." I lowered my face to my folded hands on the back of the couch and nodded. My heart pounded in my chest when his hands caught the hem of my skirt and began to slowly slide it up my thighs. His lips kissed my flesh with every inch that he revealed. I looked over my shoulder to see his lust drunk eyes when the hem was pushed up to my waist. "Jesus Lynn, you are gorgeous." Tim wasted no time pushing his face in to my pussy through my panties. His hot tongue licked and sucked at me, tormenting my pussy as it ached to be free of the thin fabric. I could feel my panties moistening with a combination of my juices and his mouth. I gasped as he sucked my clit through the fabric. When I couldn't take anymore I reached down to push my panties to the side giving him the full access I needed him to have. Tim's voice was firm, "Keep your arms up there!" He then proceeded to dine on my silk covered pussy building the torment deep inside me. Eventually, Tim pulled my panties down to my knees in a single motion. "Come here baby," Tim gave my ass a gentle slap. I turned and watched him unzip his pants. No instructions were required as I knelt on the floor in front of him. His hand disappeared in his pants and pulled his rock hard tool out, "You want to suck this big cock baby?" I nodded and bit my bottom lip causing him to step closer to me. As his swollen cock moved closer I kissed the head before running my tongue across the underside. Tim stroked his cock and guided it over my tongue while my hands remained neatly folded on my lap. When his swollen head had been teased enough, he pushed his cock in to my waiting mouth. I moaned in appreciation as the soft flesh of his cock slid over my tongue and fucked my mouth. Salty fluid slowly flowed from his thick cock causing me to drool profusely. I sucked and swallowed all he offered as he began to fuck my mouth. Tim tangled his hands in my hair as his cock plunged in and out of my mouth. "Mmhmm baby! You are a hungry little slut aren't you?" Tim panted his words. I stared up at him trying to smile as I nodded my head with devilish eyes. It didn't require much more sucking and Tim's cock began to pulse in my mouth. Tim's voice pleading, "Swallow all my cum baby. Take it all!" His cock erupted flooding my mouth with his gooey juice. I continued swallowing until his balls had released all their deliciousness. With a slow stroke of my hand I squeezed the remaining cum from his shaft before removing it from my mouth. "Good?" I smiled up with a devilish grin. Tim flopped on the couch beside me with sweat rolling down his temples, "Good? That was fucking unbelievable. I have never had my cock sucked like that Lynn." He lay gasping for air with his flaccid cock hanging out the front of his slacks. I climbed on to the couch and snuggled in to him while he caught his breath. His big hand squeezed my breast as we kissed. "Play with that little pussy for me." Tim's eyes focused on the hand covering my pussy. We continued kissing as I lay spread eagle with my leg over Tim's thigh. One of his big hands mauled my breast while the other held my thigh holding my legs wide open. I slowly rubbed my pussy. Sucking cock always made me incredibly horny and Tim's was no exception. My pussy was drenched and quickly coated my fingers allowing them easy access to my waiting pussy. Probing two fingers deeply I returned to my delicate bean and tormented it until an orgasm started to build deep inside me. As I worked myself I felt an explosive orgasm rising to the surface. Tim slowly fucked my mouth with his tongue coaxing me to cum the entire time. Bucking my hips I buried the two fingers deeper in me letting the palm of my hand continue the torment my magic button as my orgasm washed over me. I lay spent with my fingers still buried in me. Tim reached down and grabbed my hand pulling my fingers to his lips. Through euphoric eyes I watched as he sucked them in to his waiting mouth. Licking each fingers as his mouth encircled and sucked my fingers clean. "That is a delicious little pussy." Tim smiled at me. We opted to stay in and ordered Chinese food. I had fully anticipated that Tim would take me when we went to bed but it didn't happen. We spooned all night as he held me tight. When morning came I awoke to his deep breathing. I watched him sleep for a few moments before slowly moving my hand to his soft cock. I had full intentions of making the best of this morning. Instantly upon wrapping my hand around him, I felt his cock twitching to life. Keeping my movements subtle, I felt his cock slowly stretching to life. When his cock was fully hard I lowered my face under the covers and sucked him in to my mouth. Gentle hip movements told me he was enjoying himself. When his cock was drenched with the wetness of my mouth, I wasted no time and straddled him. I watched Tim suspiciously as I lowered myself down and began working his hard cock deep in to me. His cock and hips were awake as I slowly worked myself up and down. I needed another orgasm and I intended on having one. With his cock buried in me I slowly began slowly grinding my tender clit against his pelvic bone. It didn't take long before an orgasm started to build. I braced myself on his chest as the intensity grew deep within me. Tim's hips began to buck pounding his cock up in me. Our eyes locked on one another. "Cum with me, " His words were a mere whisper. Clearly I wasn't the only one who was close to exploding. I began riding his cock harder, slamming my clit against him until my pussy exploded in to a gushing orgasm. His big hands held my hips down keeping his cock buried inside me as he unleashed pulse after pulse of hot cum deep in me. Collapsing on his chest I tried to catch my breath as his heart raced in my ear. My pussy throbbed as his cock slowly softened and retreated from my pussy. I rolled off his chest lying beside him on my back staring in to his eyes, "It felt so good feeling you shoot your cum in me." "I don't think I had an option." He smiled, "You were on a mission." "A girl knows what she needs." I slid over and kissed him before getting up and heading to the washroom to clean up. After a soapy shower with Tim, it was time for him to head to the airport. We stood in my doorway kissing until his taxi arrived. I was surprised at the feelings of sadness that developed when his taxi arrived. "I'll see you again soon beautiful." Tim kissed my forehead. "You better." I squeezed his ass as he headed out, "Call me when you get home."