Alex
The play was wonderful, I hadn’t seen one in years and it felt good to be able to get out and just enjoy myself. Dinners were nice, parties were alright, but nothing like that was anywhere near as good as getting to take in a show that I had been wanting to see for years. I would have to bring her back for their production of Othello too.
But truth be told, my favorite part of the evening was watching Chloe discover the city around us. I loved getting to see her reactions to the impressive architecture and her unbridled excitement toward everything that was new to her. It was a far cry from the people I mainly associated with now, those who wouldn’t ever want someone to see them acting in a way that other people might find silly or foolish, and it reminded me of myself when I first started travelling. It made me wish that I had her around when my business had taken off, maybe I wouldn’t have ended up as lonely as I was now if I didn’t feel like such an outsider back then.
I held her hand when the curtains were drawn and we finally made our way back out onto the street, into the bustle of the crowds all fighting for a taxi. The private driver service the hotel had scheduled for us was pulled up about forty feet away and we were able to get to it before the area got too hectic.
I could feel her excitement during the ride back; the way her hand flexed against mine and she kept reaching up to toy with the ends of her hair. I kept stealing glances toward her, watching when she squirmed in her seat and kept knocking her knee against mine.
“Sorry,” she apologized quietly.
I promised her it was fine, but she didn’t seem too certain of herself.
I’d never seen any of my companions so anxious. Was it me? Does she feel pressured? There was obviously some pressure however, I was upfront about the sex from the beginning. I didn’t want her to think the earrings were me buying my way into her good graces either, but again, this wasn’t a shocking revelation that I wanted to have sex. Maybe it’s because she’s picking up on my nerves, too. I could admit to being nervous; we were more than twenty years apart and I didn’t know how I would hold up against men her age.
The thought was depressing.
My thumb stroked back and forth over the back of her hand. I wasn’t sure if I was doing it for her or myself but at that moment, it seemed to work for both of us. She fidgeted less as the drive wore on and by the time we were back at the hotel, she was affectionately clinging to my arm.
We breezed past the check-in desk to the elevators, the sound of Chloe’s stilettos echoed in the marble lobby, drawing the attention from a few people that were currently waiting there. I could see the man with the tight fitted jeans watching Chloe in the mirror, I let my hand slide down her waist and pull her closer to my side. She’d taken my jacket just as we were leaving the theatre, it was petty, but I was more than a little pleased that he and any other strangers couldn’t ogle her right then. I didn’t have to mention it to her to know she wouldn’t appreciate me jealously pissing on her leg like a dog, I just wouldn’t tell her.
The wait for the elevator was excruciating, I just wanted to have her now, here, and everything felt like it was purposely getting in my way, even the keycard was a pain in the ass to get out of my pocket.
Inside the suite, waiting on the kitchenette counter was an ice bucket with a large bottle Krug Grande Cuvée champagne. Chloe shrugged off my suit jacket and handed it back to me before taking off her heels. I set the jacket aside and went to pour us both a glass, hopefully we could get more relaxed. It popped open easily and I was pleased with the sweeter than usual taste, Chloe seemed to be too because she made it through a glass and a half while we made small talk about the play. After a few minutes, she got up and made her way across the living room, just gazing out at the La Sagrada cathedral.
Her silhouette against the bright city in our dark hotel suite drew my gaze; following up the length of her legs to just below her ass, where the material obscured her body, and up further where she looked almost naked. I set my drink aside and my way over to her after turning up the stereo just a bit. Chloe turned slightly, glancing coyly back over her shoulder as I came up behind her.
“Gorgeous,” I whispered to her. “Just look at you…”
The dress was mostly tulle with a very deliberately chosen nude illusion design that made people look twice at her in shock. The dress wasn’t that scandalous, it came down past her knees and the neckline up to the base of her throat, but the layers of almost completely sheer blue tulle over top of a strategically constructed nude colored slip made the whole outfit much more eye-catching. I’d let her walk in front of me when we left, hoping that I could catch a glimpse of her ass but was sadly put in my place.
She giggled and leaned back into me. “You’re so full of it.”
Never, not for you. “Not even a little,” I said defensively. When she didn’t seem to believe me, I popped open the button at the back of her neck and kissed her shoulder. “You’re stunning and beautiful and gorgeous,” I continued.
And she was. Whether she was getting off an airplane in her loungewear or wearing a designer dress to a play, there was no version of her that I had seen and not adored.
Slowly, I unzipped the back of her dress, paying close attention to how her hand reached up to touch my neck while I did. I didn’t want to rush her, or this night, and I was worried that any minute now she would call this off. The zipper met the bottom of the chain and her hand stopped petting, I froze instantly.
“Alex?” she asked, titling her head back. “I…I should um, tell you something—”
“We don’t have to,” I said, cutting her short. “I don’t mind waiting if you need more time, Chloe.”
It had been a little over a month now, the most she had been willing to do was sleep naked, or some nights only partially naked, and have oral sex. I didn’t want to sound greedy, I was thankful to have her here at all, but I couldn’t say that the wait wasn’t killing me. I’d never had a companion make me wait this long, and I wasn’t entirely sure if it was a head game she was playing or if she really was this nervous. I just hoped that if it was the later that I wasn’t the one making her nervous.
I almost regretted giving her the earrings tonight, I didn’t want those to sway her opinion.
“No, I just wanted to say thank you,” she continued quietly. “For everything, I mean.”
Oh, glykia mou… What did she have to thank me for? She knew these trips were part of the package, she knew the gifts were too, she didn’t ever need to thank me for doing what I promised.
I hummed to myself as I pushed my hand into her dress and stroked her hip. She seemed to press back further against me, I slipped my hand around to her stomach to hold her there and slyly feel out the fastenings of her corset.
I couldn’t help but chuckle at the gentle shiver that ran through her. “Don’t thank me for doing what I promised I would.” I paused and kissed the shell of her ear. “Have I thanked you for coming with me yet?”
She turned in my embrace and brought her arms up around my neck. I gazed down at her with a faint smile, watching the way her wide eyes searched my face. My thumb brushed across her lower lip and I leaned down, wanting to show her my thanks the best way I knew how. She almost seemed to gasp when our lips met, but she quickly grabbed at shoulders, my neck, wherever she could dig her nails into while my tongue swept her mouth.
I grabbed greedily at her body, feeling the softness of her hips and the arch of her back while her thin fingers pulled insistently at the buttons on my shirt. Her lipstick stained my mouth, I could feel it getting stickier every time she pulled away, I had to take her face my hands to hold her still. She managed to get my tie undone, which was immediately thrown on the floor followed closely by belt.
“Is that my thank you?” she asked, breaking away to look up at me with pink cheeks and faded lipstick. “I don’t know if that’s enough; I did fly across an ocean for you after all.”
Electricity skittered up my spine, suddenly I couldn’t stop myself from tearing her dress the rest of the way off and sinking to the floor in front of her. I trailed wet kisses down the length of her body until I reached the waistband of her knickers. I paused to gaze up at her for a moment; her tits were supported by the all-white corset, it had a dozen metal fastenings down the center that ended just below her navel and matched the panties that had the same nude illusion as her dress, making it look crotchless. Slutty. I loved it.
I kissed just above her cunt as I slid them down, taking my time so that I breath in the scent of her lust and taste her wetness. She gasped and I just grinned before ripping them the rest of the way off and pushing my tongue between her folds to find her clit. I felt her knees tremble, I grabbed the back of them and pulled her down with me onto the floor, taking the opportunity to have her exactly how I wanted her without protests. I couldn’t understand why she’d objected so much to sitting on my face, but now was my chance.
Chloe squealed and landed squarely on my chest, she looked both surprised and mildly annoyed to see me grinning like a fool.
“Move up here, all I want is to taste your pretty cunt right now.” I pulled at her hips, trying to guide her into position.
Her blush became brighter and I watched a look of doubt pass across her face like a shadow before she followed my urging. It was exactly what I wanted; her cunt exposed and mine to do with as I pleased. I didn’t even care that my cock was hard and aching at this point, scraping painfully against the zipper of my pants. All that mattered was her.
I felt her rock against my mouth with soft moans while my tongue swirled around her clit and I sucked at the wetness that coated every inch of her sex. My fingers dug roughly into her hips, holding her in place when I felt her lean back and slide her hands along my thighs. She brushed my cock and I bit my tongue on a sudden moan, that stopped the second I realized that she was trying to get into a different position.
With a huff, I grabbed her ass to try and keep her there even while she fought to get my zipper undone. This was supposed to be about her, why did she have to make this difficult?
But then her fingers wrapped around my cock and my grip on her loosened enough that she got herself turned around. Her hand pumped up and down slowly, I tipped my head back and sighed, letting myself just enjoy the relief.
“You’re an angel – a filthy, perfect angel,” I mumbled.
She giggled and twisted her hand, tightening it enough to draw another moan out of me. Angel didn’t cut it, she was so much better than that.
I couldn’t focus on her cunt, not like this, it was mildly irritating, but at the same time I was in awe at her sudden sexual confidence. She leaned forward and my breath caught when she dragged her tongue directly across the sensitive head of my cock. My hips bucked at the sensation of her taking me into her mouth and gently sucking.
“You’re such a tease, baby,” I whispered hoarsely. “I know you can do better than that.”
She hummed around my shaft, it pushed me to grab her hair and force my cock further into her mouth. I felt the tension in her body, I knew she was going to choke or gag and it made me focus my attention back on her clit, sucking on it the same as she did to me until she was taking my cock without any struggle. Her thighs trembled as I worked her closer to orgasm, I let go of her hair and let her pull away so that she could breathe again and cry out as she came on my tongue.
Chloe screamed my name and frantically pushed back on me, I thrust two fingers into her desperate cunt, making her squeal louder and loosen her grip on my throbbing shaft. Her wetness ran down my hand, even my wrist, but I refused to stop until she was trembling again and on the brink of another orgasm that threatened to overtake her. Without any warning, I stopped, pulled my fingers out of her and gave her ass a slap.
“Get up, get on the bed,” I ordered gruffly.
She practically threw herself off me and stumbled through the doorway to the bedroom, glancing back and giggling at me while I struggled to get up off the floor. I pushed myself up and jerked my shirt off, ignoring the ripping sound it made when I tossed it on the floor. Chloe laid back on the bed watching me strip with every step toward her until I was standing at the foot of the bed gazing down at her.
Leaning down, I took hold of her jaw and made her look me in the eye. “One of these days you’re going to let me sit your pussy on my mouth and you aren’t going to interfere,” I warned her evenly. “Understood.”
She swallowed and nodded. “Yes.”
Good. I smiled and lowered myself onto the bed, crawling up the length of her. Her legs wrapped around my waist and my cock was at the exact right position that I could drive into her. I pushed her arms up above her head and rocked our hips together lazily while we kissed. Her fingers threaded with mine, sending sparks dancing up my arm that carried straight to my heart.
We pulled away reluctantly and I let my thumb brush over her cheek while she stared up at me. Gold, green, with little hints of warm brown, her eyes were captivating, even more so when they fluttered her long lashes. She didn’t look away and I knew that she was seeing me without my walls, I was completely exposed to her. I wished I had her back at home instead of this impersonal hotel room; I would rather have her spread out across my bed.
But for now, I would take what I could get.
“I have condoms if that’s what you’d prefer,” I offered. “I know I’ve seen your clean bill of health and you’ve seen mine, but I didn’t want to assume anything.”
I doubted that she would want me to go bare, and I hadn’t in many years, but I still wanted to be open about our options.
“It’s okay,” she assured me. “Really, it’s fine, we can go without.”
It took every ounce of self-control not to just push into her right then, all I could do was laugh at my own luck. “Good, because I don’t want anything between us.”
She grinned and brushed her fingers through my stubble up towards my hair that was now starting to fall in my eyes messily. “Can I ask you something?”
“Right now?” I asked, kissing her for emphasis. “You couldn’t have asked me earlier?”
She shrugged under me. “I could have, but I just wanted to ask how many others there are. Like, do you have anyone else like this right now?”
Like this? “You’re the only woman I have pinned to the bed,” I answered slowly.
She laughed and pulled me down onto her to hide her face against my shoulder. “Are we exclusive?”
“Are we exclusive?” I repeated to myself. I mulled it over while I continued kissing my way back to her ear and then down her throat, trying to keep us both distracted from the implications of her words. Of course, the answer was a resolute yes – I had been upfront about exclusive monogamy from the beginning. After finding out about Marie cheating, I couldn’t handle having to share my partners. But Chloe was only my sugar baby, not anything else, and I felt more entitled to that exclusivity than anything else. “You’re my only companion, if that’s what you want to know. There’s no one else in my life that I’m with the way I’m with you.”
“Do you promise?”
“Chloe, I don’t want you to take that the wrong way,” I scolded. “I’m not your boyfriend.”
She nodded. “You’re my sugar daddy.”
My cock had softened somewhat while we talked, but the instant those words left her mouth, I was hard all over again. It was something about her voice when she said it, a sweet, soft, tentative cadence that made my body hum with excitement.
“Oh, say that again,” I whispered.
Her eyes opened and she offered me a lopsided smirk. “Daddy?”
Yes. I grabbed her hair, pulled her roughly to my mouth and held her there while our tongues found each other. With my free hand, I slipped it between us to feel her tits. She arched against me, pressing herself firmly against my palm with a subdued moan. My hips rocked against hers, pressing my cock against her slit when she froze.
“Alex, this is—” she broke off. “I mean you’re my—”
I broke away from her suddenly and she broke off again. “What?” I asked.
“This is mostly my first time…”
She stopped and I wasn’t sure if she was cutting herself short or if that was where that ended. Either way, I groaned and threw myself off of her to lay back on the bed and stare up at the ceiling. First time. Really? It’s not like I didn’t see the signs. I’d ignored the giant warning signs, the uncertainty that I brushed off as a mild lack of confidence. It was easier to pretend that she wasn’t as young as she was when I didn’t think she was completely inexperienced. I was already difficult not to feel like I was stealing her youth, now I had this guilt of taking this experience from her.
“Why didn’t you say something sooner?” I asked, stiving for a gentle tone.
She was covering her chest with her hands when I looked to her for an answer, but she refused to look at me. “I don’t know, it’s kind of embarrassing.”
I scoffed. “Embarrassing?”
“Well—”
“Chloe,” I cut in quickly. “Not having sex isn’t embarrassing.” This was not the route I wanted this conversation to take, I didn’t want her thinking she should be ashamed. I was the one that felt ashamed.
“Okay, that was the wrong choice of words,” she snapped at me. “I don’t know. I’m almost nineteen, it’s hard to talk about it when everyone thinks it’s weird.”
She was technically nineteen, but I knew the time change was throwing her off slightly because her family hadn’t called to congratulate her yet. But she was right; the word choice was odd. Mostly her first? How was she mostly a virgin?
“You didn’t have any problem with what we’ve done before. You didn’t even hesitate about it.” Granted, she had a panic attack after our first night together, and that was suddenly making a lot more sense to me right at that moment.
“I’ve done that stuff before,” she offered nonchalantly.
“Stuff.” I laughed and tiredly rubbed my face. “I’m getting too fucking old for this game, Miss Chloe.”
She blew me a raspberry. “You’re like what, forty-five? I think you can keep up with my games just fine.”
“Forty-two,” I corrected with mild indignance. “Don’t make me any older than I need to be. You should have told me sooner – it’s clearly something that worries you.”
“It doesn’t worry me,” she replied. “I just, I don’t know, I thought it would be fine, but now I keep thinking that you’ll want me to do something, and I won’t know how.”
It was the most natural thing in the world, how could she not know how? I rolled over and pulled her to my chest determinedly. Her arms wrapped around me and she tossed her leg over my hip, I pushed mine between her knees, threading us together in the hopes that it would comfort her.
“Why did you say “mostly”?” I questioned her.
She looked away quickly. “I have toys and stuff that I use, and I almost went all the way with my old boyfriend.”
My resentment prickled at the mention of her with another man, but that wasn’t her fault, and I didn’t want to make her uncomfortable with it. I distracted myself by rubbing my prickly cheek against hers to try and make her laugh again, to lighten the air between us. “I don’t want you to think that you need to do this,” I murmured to her. “Chloe, I don’t want you to do this with me if it’s something important to you.”
Chloe pressed her forehead to mine for a moment, seemingly lost in her own world while we laid there together. When she pulled back again, she looked hopeful and heartbreakingly nervous.
“Can we just pretend I never said anything? I don’t want this to have all been a waste.”
Never. I laughed it off and rolled us over so that she was in my lap when I sat us both up. “Do you really want to do this?” I pressed. “You’re not doing it just for me?”
She shook her head and answered, “No. I want to, just don’t expect me to know how to do anything.”
Leaning forward, I pressed my mouth to the shell of her ear and whispered, “I think you know more than you’re letting on.” I gave her ass a smack and urged her to turn around. “Here, sit up.”
We moved to the edge of the bed so that my feet were on the floor and Chloe was sitting in my lap facing toward the large mirrored closet doors with her legs on either side of mine and her back to my chest. I unhooked her corset so that I could have us both completely exposed to one another, and watched our reflections for a moment, watching her gently run her hands down her stomach.
I pretended not to notice her whiplash body image issues. One moment she was confident and happy with how she looked, others she fretted over everything that she perceived as a blemish. Her stomach seemed to be the biggest issue in her mind, and she covered it at every opportunity. I wished she wouldn’t, but I had no idea what to say to help her.
“Can we do this somewhere else?” Her voice was despondent, she wouldn’t look at me.
“Why?” I asked her casually.
“Because this is embarrassing.”
Is everything embarrassing to you? “More or less than what you already told me?” I asked, teasing her.
“I don’t know, okay?” She huffed. “On par maybe?”
I snickered and slid my hands up her torso to her tits, bringing her nipples to hard peaks between my fingers that made her sigh and relax. “I like this position,” I told her. “I want you to watch us, to watch me while I make you feel good. Alright?”
She reluctantly agreed.
I didn’t let my hands stay in one spot too long; I pulled and twisted her nipples lightly on each side while my other hand groped her cunt, spreading her wetness across my cock. It allowed me to slowly work her into a better position so that she could kneel above me and have my cock directly against her opening.
“You’re in charge here,” I assured her when she froze. “Right now, you get to decide how we do this. However slow or fast you want.”
I felt the shift in her, a change of resolve as she readjusted herself and finally looked in the mirror. Our eyes met in the reflection while she lowered herself onto me, I watched entranced as her mouth opened in ecstasy. Her cunt gripped me so tightly that I thought she might have to stop, but she kept going, drawing in a shuddering breath before forcing herself down the last few inches.
“You’re so tight,” I whispered. “A fucking perfect fit, isn’t it?”
More than perfect, it felt like she was made for me, and she seemed to agree with how excitedly she nodded. We sat there for a second, adjusting to each other before she took my hands and guided them back to her hips.
I could take a hint.
I guided her up and down my cock, fucking her slowly and revelling in the way her body moulded to mine. Every thrust I bottomed out inside of her, my cock became completely engulfed and set fireworks off behind my eyes. I wanted her to feel good, I wanted to feel her come while I fucked her – I kissed and sucked at her neck, focusing on the spots that made her jerk at my hair or got her to moan loudly.
“Daddy,” she whispered in a soft whine. “Oh god, Daddy—”
Every time she said it, I felt a little more powerful, closer to that desire to feel respected and take care of her. I had to take care of her, she had no one else right now, I needed to show her that I was deserving of her trust.
“Look at yourself, look at how well I fit in your cunt, baby girl.” I paused to slow myself down and draw it out. “That’smine now, do you understand me?”
Every inch of her was mine, whether with my money, my charm, or my body, I’d staked my claim and I couldn’t let anyone else have her the way I did.
“I do, Daddy,” she answered.
“Good girl.” I pressed a soft kiss into her hair and smiled to myself. “You’re so beautiful, Chloe. I mean it.”
She leaned her head back to look at me, I brought a hand up to her throat to hold her there so that I could kiss her more roughly. She was moving easily now, having picked up on the motion quickly and now she was pushing herself back down on my cock as fast as she wanted. My toes curled and I could feel the pressure tightening in me when I realized that her cunt was actually getting tighter and she was gasping with each thrust.
I tried to laugh off my impending end, instead drawing attention to hers. “Are you going to come for me, baby?” I demanded. “While I’m fucking your pretty cunt?”
She squeezed her eyes shut and arched her back with a sharp cry. I groaned and tightened my hold on her neck involuntarily, fighting the urge to come with her as she tightened around me and dug her sharp nails into my skin.
“Did you like that?” I asked once she had loosened her grip. “Do it again, I’m not stopping until you do.”
I wasn’t going to be able to last her coming again. I let go of her neck and reached for her clit, desperate to get her off again before I came. Chloe’s hips bucked against my palm in surprise, she tightened again and I groaned, burying my face in her shoulder while we both went over the edge. Instinct took over, I pulled her hips down on mine hard, sheathing myself inside her completely.
The tension coiled and snapped, releasing all at once in one big wave that made me shudder against her. My breathing was shallow, I could feel hers was the same when I pulled us both back against the bed in exhaustion.
Chloe clung to me even as I worked to get the blanket out from under us and pulled her back with me up to the head of the bed. I couldn’t let go of her; I needed to hold her because if I didn’t she might leave and I couldn’t live with that. I buried my nose in her tangled blonde curls and breathed in the scent of her sweat and shampoo.
She trusted me more than anyone else before. She made me feel as if I was worthy of that trust. And I knew now that I couldn’t let her go because I loved her.