Starting Over

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Starting Over Page 19

by Erin Cristofoli


  I rode his cock a little more before he pulled out of me again, and I whimpered. “Please, Sir, I need you inside me.”

  He didn’t bother to answer my plea, just pulled me around to the back of the chair. “Bend over and hold on.” He re-entered me from behind, slowly at first. The clamps pulled painfully as they hung down. He reached around to fondle me.

  “God, that feels good,” I moaned.

  His hands roughly grabbed at my hips as he thrust deeply into me, filling me completely, and I yelped loudly. His response was a swat to my ass. “Quiet.” He suddenly spread my ass apart, his finger touching me there. I tensed at the feel of something cold between my cheeks. “Relax, Kate, it’s just lube. Trust me enough to let go. I’m not going to hurt you.” My muscles relaxed at his words before something slowly pushed into me. It was such a foreign feeling and yet surprisingly good. I was about to ask what he had put there, but he answered my unspoken question, “Butt plug. I want to fuck your ass, baby, but I need you to be ready for me.”

  Sir moved the plug and his cock in and out of me at the same time. Oh my God. As I edged closer to orgasm, moans of pleasure flowed loudly from my lips. All I needed now was for my clit to be stimulated a little, and I would easily go off. Suddenly, Sir pulled out of me. I whimpered my disappointment. “Patience.”

  The plug was slowly replaced with his manhood, stretching me. Another moan escaped my lips; it was a little painful but not unpleasant. Sir waited while my body adjusted to him and then slowly began to pull out and push back into me. I grasped the chair and pushed back a little, taking him deeper. His movements became harder thrusts, him grunting with pleasure. He reached around me and rubbed my clit, the pleasure surging through me, then roamed his hands down to my pussy, entering me and curling his fingers, his palm pushing against my clit.

  My body was so heightened sexually, and my mind a complete jumble. He brought his fingers back to my clit, and I could feel my orgasm building. Sir turned relentless. I arched my back as the world around me exploded into a million glittering pieces. Sir’s fingers dug into my hips, and I knew he could feel my body contracting around him. He pulsed inside me, and after one more deep thrust, he erupted, his body collapsing over mine.

  Sir slowly slid out and pulled me with him to the blanket and pillows on the floor. “You did beautifully, Kate. Good girl.” He wrapped me in his arms and kissed me deeply, and even though I knew that this wouldn’t get any more personal or permanent, in that moment, it felt different. I could swear it felt like more. He held me close against him, and we laid there in the afterglow of what to me was probably the most amazing and enlightening experience of my sexual life.

  In spite of the high I was on, a little nagging thought began to creep back into my head – Ben. I couldn’t seem to deny it any longer. I wished that the whole experience had been with Ben.

  I worked yet another late night, and Kate stayed as well, without having to ask her to. She knew I needed her. I don’t know how I had managed to get so lucky with finding Kate; when it came to work, we were a perfect match. I half-heartedly laughed to myself, knowing we also clicked when it came to sex. That we would click perfectly in a life together as well was a bet I’d have put money on. If only Kate would give us a chance...

  It was getting late, time to force myself to stop and head home. I walked into Kate’s office, clearing my throat lightly so as not to startle her. “All right, Kate, I think it’s time to pack it in for the night. I’m beat. Get your stuff. I’ll walk you home.”

  “Why are you walking?”

  “My car is in the shop. I called for a driver a while ago to take us home, but he just called and told me that there is a major accident and he is stuck in traffic.”

  “You don’t have to walk me, Ben.”

  “Nonsense. The streets aren’t safe for you to walk alone. What kind of a friend would I be if I left you to fend for yourself?” Kate smiled at that and packed up her stuff. Within minutes, we were on our way.

  The weather had warmed a few degrees over the last couple days, and when we reached the sidewalk, we realized that the temperature had caused the snow to begin melting, leaving the roads largely slushy and sidewalks slick. Kate paused on the sidewalk, opened her coat, and tucked her scarf in to her briefcase. When she was done, I grabbed her surprisingly heavy bag from her, against her protests.

  “What do you have in here anyway?”

  Kate sighed. “Work. It seems that working for you has no end.”

  Did she really work 24/7? “I’m sorry, Kate. You really do work way too hard for me.”

  Kate smiled up at me. “No, it’s really okay because it gives me something to do when I can’t sleep.”

  I smiled back at her and offered her my arm to steady herself on the small patches of ice that remained. She slid her arm through mine, and we began our journey home. About a block from my building, a van sped by us, hitting a large slushy puddle in its path and successfully splashed both of us with icy cold water.

  FUCK! Kate squealed loudly, her feet cementing to the ground in shock.

  I tugged gently on her arm. “Come on, Kate. Let’s get away from here before we get splashed again.” No sooner had we moved when another large spray of slush hit the sidewalk where we had been. That was all the encouragement we needed. We practically sprinted the last block to my building, finding shelter under the awning as wet snow began to fall. It was really quite ridiculous for us to be huddled there; we were both beyond soaked. Kate’s white silk blouse now hid very little, and her already tight, light grey slacks clung to her beautiful legs even more than I thought was possible. I could feel my body come alive looking at her.

  In that moment, an idea formed. I couldn’t very well let her walk the rest of the way to her apartment being as exposed as she was. I didn’t want to imagine who else might get to see her like that. Besides which, I was enjoying the view before me far too much and wasn’t ready to give that up. The only obvious option was to invite her up.

  “Why don’t you come up and get dried off,” I suggested.

  Kate looked down at herself and quickly threw her arms over her chest. I couldn’t help the small chuckle that escaped my lips. It was way beyond the point of worrying about modesty. “No thanks, Ben. I’ll be fine the rest of the way. It’s not far.”

  “You’re kidding, right? It’s too far to go on like that. Come on. It’s not like you haven’t been upstairs before. I just don’t want you to get sick. You shouldn’t have had your coat open, and you wouldn’t have gotten so wet,” I scolded her. “C’mon, give us both a chance to dry off, and then I will make sure to get you the rest of the way home. As it so happens, I have a little something that will do wonders to warm your bones.” I paused briefly, watching the gears in her head turning. “You should know by now that I’m not going to give up, Kate, so you might as well give in.”

  Kate couldn’t argue with that. After a moment of thought, she nodded with a sigh, and we headed upstairs.

  Ben ushered me through the doors, his hand lightly resting on my lower back; even that slightest touch sent delicious shivers up my spine. We reached the penthouse, discarding our soaked coats and shoes, and I wrapped my arms across my now transparent blouse. Ben smiled wickedly at me, and I knew he had already seen quite a bit. My cheeks warmed as my mind wondered what thoughts might be running through his head.

  Ben led me over to stand by the fireplace in the living room, while he disappeared for a moment down the hall. I moved closer to the fire and made the futile attempt at lessen the suction the clothes had on my skin.

  A moment later, a hum of electricity came over me, and I knew Ben was back in the room. I looked over my shoulder, locking eyes with him. As he walked achingly slowly toward me, my hands dropped to my sides, forgetting what they were supposed to be doing. He stopped just shy of me and held out his hand, my hand automatically falling into his. My breath hitched as he pulled me toward him. I was so not in a good place to resist him. Did I even r
eally want to resist him anymore? I had expected him to make a move, but he remained a gentleman and led me down the hall to an open door.

  “I’ve laid out a towel and some dry clothes for you on my bed. Let me have the wet stuff after you’ve changed.”

  I closed the door behind me and took a look around the room. I guessed it was Ben’s master bedroom, which was as expansive as rest of his place. I was pretty sure that my whole apartment would fit into his bedroom twice over. The walls were a midnight blue, the furnishing a rich mahogany. His bed was enormous and covered with a luxurious looking grey duvet and midnight blue pillows. I ran my fingers over the duvet and wondered if the bed was as comfortable as it looked. I was actually tempted to hop in and see, but I stopped short, picturing what it would look like to Ben if he caught me, my cheeks burning at the thought.

  At the foot of the bed were the clothes Ben had laid out for me. I eyed the items warily. Really? Was this really what he considered clothing? What was actually lying there was what I assumed was one of his white undershirt tank tops and a pair of grey boxer-briefs. Ben clearly did that on purpose, but what choice did I have? I wasn’t keen on rummaging through his clothes, so my choice was simple – warm up or stay wet and risk getting sick. With a big sigh, I stripped out of all of my soaked clothes and slipped into his dry offerings. As I did, I couldn’t help think about how nice the clothes smelled, freshly laundered with a hint of Ben. I realized how exposed the outfit really made me, my nipples hardening at the realization. Glancing into a mirror hanging on one wall, I frowned. Ben was definitely going to enjoy this.

  I gathered up my clothes and opened the bedroom door, and Ben was standing there, startling me. He apologized while taking my clothes from me. I watched him take a long look down my body, eventually returning to my eyes. His eyes smoldered and a grin slowly spread across his face.

  “Mmm, that’s a really good look for you, Kate.”

  I punched his shoulder and started back down the hallway. “Shut up. You could have provided something a little more substantial.”

  “Nah, I think I chose just right, actually. You’re going to kill me looking like that, but you are quite the sight. I’ll join you in a minute.”

  When Kate opened my bedroom door, my cock nearly burst out of my shorts. I couldn’t help but noticeably check her out. What was the point in hiding it anyway? I wanted her, and I wanted her to know it. I veered to the laundry room to dry our clothes, and looked down at the pile. She had taken off ALL her clothes. Fuck me. I wouldn’t be able to restrain myself for long with that knowledge.

  I returned to the living room and found Kate standing by the large windows. She turned when I came in, and I watched her intently as she walked over and sunk into one of the big comfy chairs, noticing how her body moved in my clothes. I knew I really shouldn’t, but something inside me was pushing me to try again with her. I had to make a move and see how she would react.

  Moving to the kitchen, I decided to make some hot, spiced rum. Maybe a little liquid fire would help. I brought our drinks to where Kate was lounging and handed her a mug. She took it gratefully and took a sip.

  “Mmm, this is good. Whew, and potent. Thanks, Ben.”

  I took a seat in the chair close beside her. “This is probably my favorite spot in the whole house. I wish I had more time to just sit here like this and enjoy it.”

  Kate glanced at me and smiled. “You need to take more time for yourself once in a while. You’re going to work yourself into the ground.”

  I nodded. “I know, but my work is what has kept me sane over the past couple years. And what about you? Talk about the pot calling the kettle black. As I recall, you brought a pile of work home with you. That’s partially my fault, I know, but I’m grateful for everything you’ve done. Are you taking any time for yourself?”

  “I’m trying to.”

  “Are you still seeing that mystery man you told me about?” I asked curiously, trying to keep my look neutral. She had texted ‘Sir’ earlier in the day, asking to meet, and I was dying to find out what she was up to.

  Kate nodded. “It’s not like we’re dating, though. To be perfectly honest, I know it’s not heading anywhere. I texted him today that I want to see him. I have to end it. It’s been fun, but I need more than just sex.”

  I choked on my drink. “Sorry, it went down the wrong way.”

  Her text made more sense now. She planned to end it with mystery man, in hopes of finding someone who could offer her more. The thought unsettled me.

  We sat in the silence of our own thoughts. When Kate fidgeted in her seat to put her mug down, I got up and took it from her. “Would you like some more?”

  “I’d better not. That was pretty potent. I already feel a little buzzed,” Kate replied with a smile.

  I put our mugs in the kitchen and returned. Kate had sunk a little further down into the chair, head rested back, her eyes closed and neck exposed. I walked behind her chair and looked down at her. My undershirt was too big on her; it had slipped down slightly, giving me a beautiful, enticingly sexy view of her cleavage. Hesitantly, I reached down and grazed her shoulder with my fingers, waiting for her reaction. Kate shivered as her skin dotted with goose bumps, but what I didn’t hear was a protest.

  “Kate, I have to tell you,” I started as my fingers trailed again across her shoulder and a little further down her arm. “You look extremely sexy right now, lounging there in my underwear.” Another shiver rolled through Kate; this time I noticed her nipples becoming tight, her breathing speeding up. I had seen them before, of course, but somehow, right then, it felt like it would be for the first time.

  Kate sat up and turned slightly toward me. “Do you think our clothes are ready?”

  I smiled at her. “The dryer will buzz. You know, Kate, you really do work too hard. As your friend, I’d like to do something to help you unwind. How would you like a massage?”

  She looked at me suspiciously. “You sure that’s a good idea?”

  Laughing, I replied, “I can behave, you know.”

  “Uh huh. Your hands just told me otherwise.”

  “Funnily enough, though, I didn’t hear any objections.”

  Kate blushed deeply. “Blame it on that drink. I’m feeling pretty good right now.”

  I gave her shoulder a playful swat. “Do you want that massage or not? It’s a limited time offer.”

  Kate sighed. “There is nothing I would rather have more. Behave.” I saluted her as she sat up a little in the chair.

  Her skin felt so soft under my touch. I started out lightly, but quickly increased to a deep kneading. A moan escaped her lips, and my fingers flinched. I paused, knowing Kate must have felt that.

  “I’m sorry,” Kate apologized, still unmoving.

  “What for exactly?” I said, playing innocent.

  “I didn’t mean to make that sound. It wasn’t appropriate, but you are a very good masseur.”

  I leaned in so my lips brushed her ear. “Baby, there are plenty more noises I would love to hear from you.”

  Kate turned to face me, her stunned face an inch from mine. “Did you actually just say that?”

  I wasn’t backing down this time. “You’d better believe I did, and I will say it another fifty times if it gets my point across.” I brushed my fingers down her delicate cheek to rest on her shoulder. “Kate, don’t you think we should talk about Christmas finally?”

  Kate blushed and pulled away. “I’m not sure there is much to talk about.”

  “Come on. We’ve avoided it since it happened. I tried to give you space, but it’s been left hanging over us.”

  Kate stood up and moved by the fire, staring into the flames. “You and your family were very gracious to have me over the holidays, and for that I’m grateful. But that kiss shouldn’t have happened. You are my boss, for goodness sakes! It didn’t mean anything anyway, just a kiss under the mistletoe.”

  I felt anger roll through me. “Bullshit, Kate. You can’t tell me
it meant nothing.”

  Kate looked at me, scared. “Ben, please...”

  I wouldn’t let her continue. It was time to get through to her. Adrenaline coursing through my veins, I moved around the chair and purposefully strode toward her. “I’m not that asshole in Alberta, Kate. I am not going to blackmail you.” Without waiting for a reply, I grabbed her arms and pulled her against me. One hand wrapped tightly around her waist while the other wound through her hair. I pulled her hair so she was forced to look up at me as my mouth crashed down onto hers. She whimpered lightly before melting into me. Finally. I knew I might not have another chance if I let Kate come to her senses, so I poured everything I had into that kiss. I teased her lips with my tongue, begging for her to open to me, and she did so easily.

  When I eventually released her lips, we were both breathing heavily. With my arm still around her waist, I released her hair and she tried to avert her eyes. “Kate, look at me.” It wasn’t a request, and Kate’s widened eyes shot up to meet mine. “You know as well as I do that the kiss meant more than we expected it to. Look, we are both fucked up when it comes to trust, and I get that, but I don’t deserve to be judged based on the actions of your former boss, just as you don’t deserve to be judged based on the actions of my former fiancée. I’ve wanted you from day one, and I’m pretty sure you have felt the same about me, no matter how much you try and deny it. So why are we depriving ourselves?”

 

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