Sugarplum: A Holiday Romance

by Angela Blake

  “Why didn’t you use any of these on me?” I just had to ask.

  He wrapped a blanket around me and hugged me as he answered, “I wanted to focus solely on your surrender. Losing your virginity happens only once and I wanted it to be an event you’ll never forget. All of these toys can come later, during a much more intense session.”

  “So am I a true submissive now, daddy?” I pondered what that meant in such a unique relationship such as this.

  Dylan shook his head, “Not yet. I haven’t broken you yet, baby. I will though, very soon. There is one thing you do need to remember when it comes to a BDSM relationship.”

  “What’s that, daddy?”

  “That even though I am the dom and you are the sub, it is still a give-and-take relationship. It is about you satisfying my desires to own you and me satisfying your desires to be dominated. We are both pleasing each other, with or without the sex. There’s respect and a line that we mustn’t cross.”

  That was honestly a lot deeper than what I expected.

  “Thank you, daddy,” was all I could say.

  He gave me a hug and we sat there in silence, just reveling in the moment. I shut my eyes and rested my head on his chest. I had finally jumped the fence and was no longer a virgin. Dylan was right too - this was a night I would never forget. It wasn’t just two people sneaking home while the parents were out or two strangers banging after getting drunk in a bar. This was a much more intimate instance. I gave everything to him and he took me.

  Unfortunately, I didn’t get to explore the rest of his home. He said it would be better to just bring me back for a real tour some other time. On our way to his car I did get a glimpse and noticed he lived in a giant manor, one that bore a modern design with a lot of glass instead of old wood furniture.

  When he drove me home all I could think of was that feeling Dylan gave me. Even in the car and in my room all I could think of was how I felt while getting fucked. All I could think of was the taste of his cock and how his cum felt so warm and so good on my face. I remembered how he pleased me and teased me with his tongue and how he played with my pussy.

  I completely forgot about the door and luckily it was left unlocked. When Ysa and Matt got back they didn’t realize I had left. Dylan had been long gone by then, back to his home. They probably thought I was asleep. I was just in my room, with my fingers between my legs playing with my pussy, and I fell asleep listening to them fucking in the other room.

  Chapter Four

  The following week passed without any incident. Dylan continued to text and call and we’d spend hours just chatting online but we didn’t get to meet up. He was busy with work, having to deal with a new company they acquired, and I was just droning through my days like a lifeless robot.

  During one of our lunch breaks Ysa came up to me with a cross face. I knew immediately she probably had a fight with Matt.

  “What’s wrong with you?” I asked as she sat down beside me, placing her tray of food on the table. I checked my watch - still had an hour before I had to go back to my desk.

  She looked at me with a raised eyebrow. “Fucking Matthew. I went through his phone last night.”

  I knew it. They often fought but it was usually about crazy shit or utter nonsense like who should sleep on which side of the bed. “So, what’d you find? Is he cheating on you with that bitch from Benny’s?”

  Ysa shook her head. “No, it’s a little more complicated than that. He’s been texting Jerry and they’re trying to set me up for a threesome.”

  My jaw dropped. Took us both a moment to process what she just said.

  “To make it worse,” she continued on, “he’s also been texting Xia and he’s been trying to set up a threesome with her too. He wants me to fuck him and Jerry and then fuck him and Xia.”

  I wanted to pinch myself. “Wow,” I felt like we were in some kind of awkward, really weird dream. “So what did you tell him?”

  “I told him he can fuck Jerry or suck his cock because I don’t want to be a part of it,” Ysa answered. She took a few big bites out of her lunch and I followed suit, trying to process this whole ordeal while munching down.

  “Of course he didn’t see it that way,” Ysa rambled on. “He just thinks he’s in charge of our sex life since he’s older and the provider. Maybe he thinks I’m like his personal skank or some shit.”

  “Mm-hm,” was all I could muster. Every time she continued rambling I’d just nod. My thoughts were beginning to go off the rails.

  When she mentioned how she was younger and how Matt was in control it just made me think of how I was a submissive little girl to Dylan, a man I willingly called my daddy. I was his little girl - almost like a daughter with our age difference - and at the same time I was his sub, his toy… his slave.

  “Hey,” Ysa snapped me back to reality. “Did you hear a single fucking word I said?”

  I looked back at her and raised an eyebrow, “Huh? Yeah, Matt’s being a dick, treating you like a slut and wants you for threesomes with Xia and that old fart, Jerry.”

  “No, bitch,” ah fuck, she caught me not listening to her. She punched me in the shoulder and sipped her drink. “I said Michael is bugging me about you. I think he wants to ask you out or something.”

  “Michael?” I couldn’t remember a Michael for the life of me. “Who’s Michael?”

  She looked at me like I committed a crime. “Michael O’Malley, that cute guy who works up in administration. He’s kind of nice, I guess, and he’s a little younger than Dylan.”

  “I don’t know,” I wasn’t really feeling excitement for anyone but Dylan now. “I’m not feeling it.”

  Ysa’s mouth gaped open and she looked at me in surprise, “Are you getting serious with Dylan? You just met him.”

  “Hey, you fucked Matt four days in a row after you met him,” I pointed out. It was true, they had a goddamn sex party for nearly a week.

  She laughed and then pointed a finger at my face, “You got a point. Still, you’re young and we ain’t so sure if Dylan can hold it. This Michael wants to meet you later. Give him a try and then think it over at home which one you like.”

  “I’ll consider it,” I replied. I picked up my tray. “No promises, okay? If you see him give him my number. I’ll tell him if I want to go.”

  Ysa nodded and then waved me off so she could continue finishing her meal. I left her and headed back to work.

  ***

  Michael did get my number, not even an hour later. He sent me a few pictures online and I had to admit, he did look pretty hot. He looked to be a good ten years younger than Dylan and it showed. He had a big physique. This guy could easily crush me with those gigantic muscles. The way they rippled on his arms just matched the suave of his brown, wavy hair and blue eyes. If Dylan looked like a rock star, Michael was a football star, a quarterback legend. He was the kind of guy girls would line up behind the bleachers to suck and fuck.

  However, even while chatting away with Michael, my thoughts were constantly tracing back to Dylan. I could still vividly remember how he held down on my mouth and neck the night he abducted me. I could still feel how he fucked my throat, how he shot his load all over my face and how he fucked me from behind. I could remember how he ripped through my flesh and made me like it.

  Well, Dylan didn’t have any plans for us to meet up. I guess I could give this Michael a shot.

  “Meet me after work,” I texted. “I got some free time. Want to chill together or something?”

  I was finishing up a report when I got his reply. “Sure. I’ll take you to my place.”

  Hell fucking yeah. Just a few weeks ago I was single, lonely and a virgin. Now I was constantly thinking of sex, fingering my pussy whenever I could and I got two hot guys trying to take me out.

  When I was done with work he already texted me, telling me to wait for him in the parking lot. So I did. As soon I texted that I was there he drove up in a gorgeous, red luxury
car and greeted me with the hottest smile I’ve yet seen. For a very quick moment I felt a little guilty but only because I was wearing the same red dress Dylan had bought me but now I was wearing it with a different guy.

  “Hi,” he greeted as he waved at me and opened the passenger door. I gave him a kiss on the cheek and then stepped into his car. I waited as he walked around and got back into the driver’s seat.

  “Thanks for asking me out,” I told him as I locked in my seat belt. “I honestly had no fucking idea what to do after work today.”

  Michael laughed and began to drive out of the company lot and to the highway. “Your friend Ysabel, she’s a real character, isn’t she?”

  That sounded a little bit off. I didn’t push it though. “Yeah, she can be a real bitch sometimes but we’ve been together forever. You get used to it.”

  “That’s a hard personality to live with though,” he commented. “We’re not here to talk about Ysabel though, I want to talk about you, honey.”

  I smiled at the way he called me ‘honey’ and looked at him with a curious eye. “Why did you ask me out, by the way?”

  “How many men asked you out before?” he answered my question with a question of his own. “Be honest now.”

  I didn’t mind him evading my question. I can pressure him later on. “Before you? Six.”

  “Your whole life you only dated six men? How many did you sleep with?”

  That was not a question I’d expect for a first date, especially with a guy I just met. “If I’m as honest as honest can get, will you promise to tell the truth too?”

  “Of course,” Michael quickly answered. I doubted he was being honest in that very moment.

  “I’ve only had sex once in my whole life,” I told him. “I just lost my virginity to the last guy I was with. Short answer is that no, I did not sleep with any of them but the last guy.”

  Michael looked at me with an expression of disbelief. He then smiled and reached out to me, putting his hand on my leg. “You are one very interesting little girl, aren’t you?”

  I felt very uncomfortable with him putting his hand on me like that but I didn’t say a word. “I try to be, I guess.”

  He took a right turn and we began to drive into the executive village just north of downtown. This was a very different side of the city, definitely more high class than where me and Ysabel lived. I wondered if Dylan lived here. I barely remembered the details since I was unconscious during the ride going there and in a rush when we were heading out.

  “So, you’re in the admin department, huh?” I asked, trying to get a different topic going or at least have a steady conversation.

  “Yeah, honey,” he said with confidence and pride. Jerk. “I’m the boss of everybody since I only answer to the guys on the board and the big boss.”

  I turned away a bit so he couldn’t see me rolling my eyes. He was so full of himself I was starting to regret even coming with him. There was no spark at all with this guy except for the dumb fact he was hot. Nice going, I’m going out with the football jock.

  “Wow,” I said with a slightly sarcastic tone which I hoped he didn’t catch. “I bet girls are just lining up for you, huh?”

  He shrugged but I saw the look of pride in his face. “Just the usual hoes.”

  I couldn’t say anything to that and just settled with looking at him while he continued to drive. He kept his one hand on my leg and every now and then I’d feel him tap his fingers on my skin or raise his hand a little bit. Each time he did I’d squirm just a little.

  Don’t get aroused, he’s a fucking dickwad. I kept repeating that phrase in my head but each time I looked at him I felt a little bit of heat burning in my guts. It didn’t take long and I was feeling a little anxiety building between my legs. I didn’t mean to but his touch was beginning to get me wet.

  “Michael,” I whispered when he began to raise his hand again. It was now well up on my thigh and now pushing against my mini-dress. My breathing was beginning to get heavy and slow. I bit down on my lip and looked up at him.

  “Almost there, honey,” he said as he finally took a last turn and up a driveway. When I looked out the window I saw we were coming up into a large condominium building. It looked like a hotel, to be honest.

  “You live here?” I just had to ask.

  He smiled and looked at me, “I own this place.” He seemed to imply he was impressing me but all I could think of was his hand being so close to my pussy. Michael then looked down at his hand on my leg. I could have sworn he licked his lips too.

  “Michael,” I whispered again.

  “Yeah?”

  “Take me up there and fuck me, damn it,” I can’t believe I said that with a straight face.

  ***

  “Fuck me, you little bitch,” Michael grunted and he flicked the bedside lamp on.

  Yellow light bathed me and I could finally see him in the bedroom. God he was so damn hot. I straddled up on top of him and grabbed a hold of his cock. It was a little bigger and longer than Dylan’s and it tore into my pussy like a goddamn fist.

  I’d never been on top before but I liked how Michael just stayed on his back and held onto my tits as I straddled and guided his cock into my pussy. As I went down and his cock went up inside, I saw the wicked look on his face as he watched me in the dim light. I wanted to say something naughty and sexy but the only sounds I could produce were moans and cries of pleasure.

  “Faster bitch,” he commanded and he slapped my right breast with a heavy hand.

  “Ow!” I yelped in pain. Before I could properly react he used the same hand to slap my ass over and over as I pumped up and down on his cock.

  Michael suddenly reached up with his other hand and wrapped his fingers around my neck. He began to choke me as his other hand slapped my ass, keeping my mouth wide open so I could moan louder and pump on his cock even faster and deeper.

  Each time I went down I could feel his monstrous cock rub against the inner flesh of my vagina. It was like every touch was a jolt to my g-spot and I screamed and moaned so loudly I thought I was going to wake the whole neighborhood.

  “Oh f-fuck, fuck me M-Michael!” I started shouting over and over.

  “You want me to fuck you, bitch?”

  I nodded.

  “Say it, slut,” he told me as he pushed his finger into my mouth. “Say it like you mean it. Beg for it, honey.”

  “F-fuck me Michael, I w-want you to fuck me like a slut!”

  That really got him turned on. He quickly pushed me off and made me lie on my back. He positioned himself on top and for a minute I thought he was going to just settle with the plain old missionary position… but I was dead wrong.

  Michael grabbed my legs and raised them high. He first took my left leg and hung it over his shoulder and then he did the same with my other leg. I looked into his eyes and saw they were burning with just one desire: to fuck me like an animal.

  As soon as he thrust his cock in I felt a very new and strange sensation. With my legs up on his shoulders my pussy was tighter and I could feel it squeeze against his cock as it penetrated inside me. Each time his cock parted the walls of my vagina I could feel it and it was like being a virgin all over again.

  He then got into a steady rhythm. However, I was starting to go wild and in order to stop me from clawing at him Michael held down on my arms. He held me down tightly as he pounded into my pussy and all I could do was moan and drool and utter the same nonsense over and over.

  “F-fuck, fuck, fuck, aaah,” I moaned and mumbled as I felt him plow into me recklessly and wildly.

  “You goin’ to cum, little bitch?” Michael asked when he noticed I was started to climax. “You want to fucking cum?”

  I nodded and looked at him as I bit my lip.

  “Okay you little whore, I want to hear you scream as you orgasm,” he told me. I felt a sudden rush of excitement knowing he let me do what I wanted. “You better cum now bi
tch because I’m going to creampie your little cunt!”

  What? Did he just say he was going to cum inside me?

  Whatever it was he said I lost my whole thread of thought when I peaked and reached my orgasm. As my juices flowed out of my pussy and I released all the tension and pressure, I felt him dig his cock in.

  Suddenly and without warning Michael suddenly spilled his seed inside me. I felt a sudden wash of warmth filling me from the inside. My jaw dropped and I looked at him with a very worried look on my face. All I saw looking back at me was his expression of triumph.

  Michael emptied himself into me and when he was done he finally pulled out. I didn’t suck on him any further, not after that little stunt. He didn’t seem to mind anyway as he just strolled off the bed and took a shower.

  What the fuck? I just met him and here I was fucking in his bedroom. Well, to be dead honest I did the same thing with Dylan but at least I got to go out with him on a regular dinner date before we had sex.

  I was regretting this whole thing already. I’d have to buy some pills in the morning. There was absolutely no way I’d let myself get pregnant and bare Michael’s kids. At this moment I’d rather get pregnant with any other man on Earth except for this exemplary douchebag.

  By the time Michael finished showering and got back in the room, I had wiped myself down with a towel from his closet and was almost done putting my clothes back on. I was just locking the straps of my shoes and I still had to fix my hair but I was pretty much ready to leave.

  “You leaving already?” he asked me.