Sugar Baby Shorts

A SPOONFUL OF SUGAR The site almost seemed too good to be true. As a ‘qualified sugar daddy,’ I had access to thousands of gorgeous young women who just wanted to spend time with me and presumably s*x too. All they wanted was to be ‘spoilt’ by me and by that I knew that meant I was to buy them nice things and pay the odd difficult rent bill or car repayment. As my twenty five year old daughter still regularly phoned me for just that sort of thing, it was hardly a hardship and particularly so now as I was very wealthy. I completed my profile knocking ten years off my age and attaching a fairly recent photo and then began to browse. I found her almost immediately. A petite, twenty year old student. Soft brown hair, hazel eyes and the prettiest smile. She was about a hundred miles away but in an area I did lots of property deals in. I clicked the button and sent her a message: Hi Silky. I’d love to take you to dinner and see how we get on together. Take a look at my profile and get back in touch. Darrell. My profile made my b**m proclivities very clear, so any girl who I hooked should be under no illusions about what I would do to her. No more than five minutes passed before my inbox showed a new message. Hi Darrell. Your profile looks very exciting. I’ve never met a Dom before. I hope you’ll be gentle with me? ;) PS. My name’s really Carol. I smiled and my fingers flew across the keyboard: I prefer Silky! How’s Saturday night for you? Do you like Chinese, Silky? Her reply was almost instantaneous: Love it and I’m free all night on Saturday ;) I gave the name of a chic Chinese restaurant only a few blocks from where she lived and told her to meet me there at seven. Logging off before it became a chat up session, I quickly rang the restaurant and booked it. Everything was in place for my first sugar baby bondage session! I was a happily married, very successful businessman who kept himself in great shape and loved to f**k younger women; ideally much younger and as close to the legal age as I could get. My marriage was happy because my gorgeous wife, Sherry, shared my hobby and usually got to f**k my new friends with me on our second date. The sugar babies thing was different though and I was intrigued. It seemed to be an acceptable way for well-brought up and educated young women to act like whores and I couldn’t wait to give the system a go when I met Silky. * Saturday came around in no time. I had arranged to view some properties while I was up there. A couple of terraced houses for my portfolio at the right price would pay for a hundred Silkys! I had a successful afternoon and got positive noises for three offers out of five. It looked like Silky was going to be a lucky charm. I checked into the Sheraton and showered, before changing my shirt and underwear for dinner. I was going to meet her in my pinstriped business suit to set the right tone. The restaurant was only around the corner so I walked. It was already seven, so I was going to be about ten minutes late, which was ideal. I liked to start training a sub from the off and it was good practice to have them feeling a little insecure. Not knowing for sure whether I was going to turn up was an ideal way to do this. “I’m Mr Maddox. Is my guest here yet?” I smiled at the Maître D’ and he rather professionally succeeded in keeping his thoughts to himself behind an inscrutable smile. “Yes, madam is here already,” he answered in heavily accented English and I followed him to the table. I wasn’t at all disappointed by Silky and going by the excited look in her pretty eyes neither was she. Her photo hadn’t done her justice. She was no more than five-foot-one, with a very slim figure and a good set of t**s that sat well on her chest. They were no more than a handful but any bigger would have looked out of proportion on the almost elvish young woman. Her profile had said she was twenty and I reckoned that was right. All in all, she was going to be a lot of fun for me, a six-foot-two, and athletic forty-nine year old with everything in proportion! Yes, I was already considering just how tight Silky was going to be when I got round to squeezing my c**k into her. I strongly suspected she was going to be noisy! Silky stood and greeted me with a hug and a kiss on the cheek. She was indeed well bred, although her warm body pressed against mine in a way her parents wouldn’t have approved of as I bent down to meet her. “Do I call you Darrell,” she whispered, “or would you prefer something a little more, er, formal?” Her pretty brown eyes were laughing and I let her have the moment. “Darrell’s just fine for now,” I chuckled. “But I will call you Silky!” She sat back down and giggled. “I prefer it to Carol anyway,” she conceded. The meal was an exploration of each other and I was pleasantly surprised. Silky had remarkably mature tastes in everything we talked about. Grown up in many ways but quite clearly still not much more than a girl in others. At least in the ways I wanted her to be. My eyes never left her as we talked and ate. Her skin was absolutely flawless. She really was a pretty one. I had an overwhelming desire to take her, have her, dominate her! But I couldn’t let that show. It was all about control and that started with self-control. By the time the dessert dishes were cleared away, I knew Silky a lot better. She was from a pretty affluent family herself but after the initial help her parents had given her to start her medical degree, she had been determined to support herself and had been highly successful. She started waitressing and unsurprisingly did really well in tips and then she discovered Sugar Daddies. She confided that she had two other ‘daddies’ but neither were like me. I got down to brass tacks with her and made her articulate exactly what she wanted. The last thing I wanted was to disappoint her. Two hundred quid would be a bargain for the ‘treat’ Silky was going to give me. “I’ve got a room around the corner if you’d care to join me,” I started. Her pretty face glowed. “You’re very forward, Darrell. Are you planning on tying me up?” “Only if you call me Sir,” I smiled. “Yes Sir!” We skipped coffee and I quickly settled the bill while Silky freshened up. She took my hand on the way back to the hotel and we walked along like teenaged lovers, which I suppose she virtually was. Ignoring the disapproving look from the night manager, we took an empty lift and Silky turned to me, lifting her delightful face up to mine. “Do you want to kiss me?” I was very tempted to say yes; she looked very kissable indeed but this had to play out my way and I told her so. She looked a little disappointed but I think she got it. Anyway, she soon would. The lift arrived at the eighth floor and the doors opened. “What does b**m mean to you, Silky?” I posed the question as we walked. “Spanking, tying up, stuff like that?” The innocent face was shining with excitement. “It can be all of those things and much more, or none of them. What it’s really about is control.” I stopped her just before the room and turned her towards me. “Are you ready to lose control? To give it to me?” “Yes,” she said quietly. “Did you have a favourite pet when you grew up?” “Yes.” The surprise in Silky’s voice was evident. “What was it called?” “Shandy.” “Okay. Shandy is your safe word. Do you know what that is?” “Not really.” I put my face right next to hers and her lip began to tremble. “Once we start, you can moan, cry, scream and protest as much as you like but I won’t stop unless you say your safe word. Do you understand?” “Yes!” Silky now sounded very scared. “Don’t use it lightly though because when I stop, I won’t start again.” “Okay.” “Ready?” “Yes!” I unlocked the hotel room, put the sign on the door handle and pulled my new pet inside. My instinct was to smash my petite college girl against the door and rip her clothes off and I reckon she was braced for that. I didn’t. I lifted her face to mine and gave her the tender kiss she was looking for. Her body responded immediately and so did mine. My boner would have done a s*x-crazed teenager proud. When I eventually let her up for air, I led her into the middle of the room and sat on the bed. “Undress for me Silky,” I told her in a calm but firm voice. The young woman had really made an effort to dress and I suspected it wasn’t her usual attire. The white silk blouse and black skirt suited her perfectly and looked great on her. She was going to look far better naked though and I shivered with anticipation as Silky’s hands came up to slowly unfasten the little buttons down her front. Her bra was delicate and lacy and very well filled by her B cups. The soft flesh spilled over the top of the material in a very appealing way and I couldn’t help but reach up and touch it. It felt very warm and she shivered as we made contact for the first time. “Sit back and enjoy the show,” she whispered with a smile and I obeyed; completely out of character. The blouse came off and I caught my breath at Silky’s vibrant beauty. She unzipped her skirt and bent slightly at the waist to ease it down. The logical part of my brain realised it was unnecessary to bend over in that way and she could only be teasing. I didn’t care. It made my c**k as rigid as an iron bar. Silky stood in front of me in just an expensive set of underwear and I wondered how much she had spent on it. It looked well out of a student’s budget. And then, thinking about money made me remember something. She would be waiting for her little present. Reaching into my back pocket, I pulled out a wallet stuffed with twenties and fifties and tossed it on to the bedside table. “Take whatever you like, sweetheart,” I smiled. She bit her lip in a way that she must know drove me wild and spoke in an almost childlike voice. “You know it’s not supposed to work like that, don’t you, Daddy?” Fuck. Did the little minx just call me daddy? And why the hell did that that make me so horny? “I do business deals every day,” I told her with a smile. “I know that however well I try to be fair, people often walk away disappointed and I certainly don’t want to disappoint you, so take what you want. I can afford it.” Silky’s eyes dropped to my crotch and she put her little finger in her mouth in a very dangerous way. “I can see from here that I’m not going to be disappointed! Would you like to finish undressing me?” For the first time in ages, I had a sudden urge for vanilla s*x. There would be time enough to show this little madam the ropes of b**m, so to speak. For now, I just wanted to dominate her with my c**k and I had a feeling I wasn’t going to last very long! I stood and reached around her slim arms to deftly unhook her delicate bra. Her little round t**s were a delight, perfectly crowned with small, pink n*****s that pointed straight at me from their completely round and deep pink, grown-up woman areolae. The nips were just asking to be suckled and I obliged, encouraging a really hungry moan from my sugar baby. I closed my hands around the sides of the fleshy mound and squeezed a little to push the nub even further into my mouth. I was now feeding on the hot little lady like a baby myself, which occurred to me as hugely ironic. Shifting my attention to her other delights, I put my hand over her knickers and squeezed gently. Her mound was small, firm and very hot. My hand slid into the top of her underwear and my middle finger eased between her labia. She was very tight and already very wet. Knowing how wound up I was already, I needed some relief before that little p***y clamped around my big c**k. It was time to be a little selfish. Lifting her face towards me, I kissed her again and then pushed firmly down on her shoulders, dropping her to her knees.