calvin-kleins-and-confidence
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Calvin Kleins And Confidence

Calvin Kleins And Confidence

by maloryloder
19 min read
4.86 (8000 views)
adultfiction
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In my early twenties, as an emerging self-sufficient being, I had two warring proclivities: I wanted to have detached, adventurous sex of a variety of natures and partners; and I wanted to date my friend Max, who was a friendly but sardonic boy-next-door type with a tendency to wade in the role of brother-figure. We first got close while at university after knowing each other peripherally as kids. The appeal of him might have been that I always felt safe in his presence, but I so detested craving that safety. I wanted to fuck, not cozy up with my buddy. I wanted my cake and to eat it too, to use a pointedly sexual phrase.

For much of my early adulthood, I resolved to suss out my instincts, and I dated around while assuming Max and I would connect organically at some point. The problem was having to watch him fall in and out of love with other girls, while also gauging his reactions to my own romps. We had few secrets between us, but the spark we both felt remained unspoken. What I hadn't yet learned is that an organic connection can be coaxed. Rachel taught me that. It's almost like she came back into my life with the express purpose of sharing that crucial lesson.

I dated a string of hot men, most of whom were idiots or assholes or both. Max was always intent to find the easiest reason to loathe them openly, and even in the rare case of a decent man, he dug deep and aired his misgivings. This got to be exhausting and so I grew to withhold details of my personal involvements.

Especially Richard, who began as a reliable office fuck-buddy and became my boss. At that point, our meet-ups only occurred when he texted me first. It didn't feel like there was a power imbalance at play because when we first hooked up we were peers. But of course there was. And when I was passed up for a promotion in favour of a restructuring that put Richard at the executive level and netted him a seven-figure salary, it was suddenly clear.

I got a bit depressed then, but because I'd kept Max in the dark about that relationship (and especially didn't need his I told you so now), I couldn't turn to my friend for support.

So for a while I gave in to the accepted treatment of me. I showed up, on call, to fuck Richard at his showy new mansion. He was a good lay, granted - a rugged, muscular physique and a cock like a cricket bat. Plus he actually loved to eat pussy, which might have been about his need to impress, but whatever, I benefited.

Gradually the imbalance showed during my visits. Foolishly, I would offer to cook for him, and that evolved into me keeping his house tidy. Before I knew it, I was acting as his personal open-legged assistant. And without Max to comfort me, I only sank lower. A particularly low point was when Richard asked me to make his bed and myself scarce because he had a date coming over. He texted me to come back over later that night - and I went.

Not to make this a sob story. I broke free from Richard and that hopeless job soon enough. Rachel helped with that too. I'd known her years before at camp and we hadn't talked in ages, but I stumbled onto her while investigating the mystery girl Max had recently been seeing.

First you have to know about this cam couple I liked to watch. Jesse and Craig. For a while my routine was to leave Richard's, having felt so used and objectified that I'd been unable to orgasm, and return home and get myself off watching this gorgeous married couple fuck online. God, they were hot, and really really raunchy - lots of hardcore play, with nothing off-limits, including third parties. What turned me on most was their equal willingness. I got the sense they were both enjoying it. And that's what I craved.

I was out to lunch with Max and things were quite ordinary. We always had a flirtation, but it stayed ever-safe, and so it did feel boundary-crossing when I found myself talking about my tastes in porn. And I only had myself to blame. I spotted Jesse and Craig across the pub and, totally starstruck, I couldn't help pointing them out to Max. I'd outed myself, and he gave me a requisite ribbing about it, but not in an unfair way. I was shocked when he revealed that he knew them personally. They were friends of a girl he'd gotten to know, and though it was against our unspoken pact to not discuss such things, there we were discussing it.

"It's not serious," he said, adding, "At least, I don't think it's serious. Not in an attached way. She's a total free-spirit."

"What's her name?" I asked.

"Rachel," was all he said, leaving the door open for me to do a more thorough probing on my own time.

Of course I couldn't do that before visiting Jesse and Craig's profile for the millionth time. Seeing them in person had charged me to peak-need. I called up a video I'd revisited many times. It begins with Craig asleep, naked with sunlight shining over him. Jesse enters in white lingerie, hand in hand with a petite little redhead, also in white lingerie and a matching masquerade mask. Jesse gestures to the redhead that she can climb onto to the bed, which she does, and before Craig even stirs, she has his cock in her mouth. The video finishes with a gleeful covering of cum. Even after I've gotten myself to where I need to be, I always scroll ahead to see their happy faces.

Then I set about discovering this Rachel. There was nothing to be found within Max's Facebook friends, so I decided I'd have to take my investigation on the road. Max said he met her at the shop where she worked. He didn't say where the store was, but I did have a birthday card from Max I could trace rather easily. This led me to the Rachel I knew. I recognized her right away, as she did me. She had a cute, angelic face, a tiny nose piercing and a chic dye job.

"Oh my god, what a small world," I said. I just meant running into her made the world small, not the Max if it all, which actually didn't click right away. I almost said, 'Does another Rachel work here?' when I realized she was the one I'd been searching for. Instead I said, "I think we have someone in common."

"Of course it's you," she grinned. "A smaller world never there was."

She was about to finish her shift anyway and the two of us rounded the corner for a cocktail and to catch up. Rachel had an effervescent ease, and she touched my arm a lot when I talked, as if my most benign comments were fascinating.

After a drink and a half, I gave in to the suspense. "So you and Max."

"Is that okay, by the way? The last thing I want is to get in your way."

"No no," I denied. "You're both free to do whatever you like."

"But it does get in the way, doesn't it?"

I hesitated to respond, eventually saying, "Well..."

"So you're not a couple, but you'd like to be?"

"I don't even know if that's what I want."

"If it helps, Max and I are not doing the feelings thing. It's just..."

"Physical."

"I enjoy platonic connections. Having fun with friends. I've always been like that."

"That reminds me, do you remember..."

"Oh I remember."

"Holy fuck, that night. Did you ever figure out who your partner was?"

"No, you?"

"No," I said.

"I always wondered..."

"What?"

[See my previous story "Camp Friends" to better understand this reference. In short, Jane and Rachel participated in a blindfolded lesbian orgy with the other camp employees]

"I don't want to say." Rachel was being coy, not bashful.

"Say what?"

"I just always had a hunch maybe you were my partner."

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Suddenly I had a new strand of self-consciousness. If Rachel had thought about me each time she recalled the night of our mythic lesbo camp group activity, had she thought good things? Was her sense of me that I was good? The ironic thing was that I was pretty sure she was wrong.

"I don't think I was, Rachel. I'm pretty sure I heard you make a noise from across the room."

"Hmm," she pondered. "Nevertheless, I'm pretty sure we fucked that night."

I blushed. "I really don't think so. But, out of curiosity, was your partner good?"

"She was amazing. You were amazing."

"It wasn't me!"

"Prove it," she dared.

"How do I prove it?"

"Come home and lick my clit and I'll know for sure."

"Yeah, right," I said, calling her bluff.

"Or I'll lick yours. Or both, ideally."

I don't know at what point I stopped thinking Rachel was joking. But we did not order a third drink. Instead we went to her apartment.

She came home, at first, the way anyone does: tossing keys into a bowl on the table, kicking shoes aside, and fetching a drink of water. She offered me one too, and thus began her hosting persona. She laid down the needle of her turntable and Al Green began crooning from hidden speakers in every direction. She put her hands on either side of my hips, gently clawing at the shape beneath my sundress.

"You're in control," said Rachel. "Nothing beyond exactly what you want."

I can't explain it. But this was (and possibly still is) the sexiest thing I'd ever heard, and it was all that was necessary to launch my mouth against hers. I was taller than her, and the last time I kissed a girl, we were lying down. It was suddenly apparent how different it felt to make out with my neck tilted downward. I felt powerful, indeed in control.

Rachel tasted sweet and soft, but I was not instantly triggered by any sensory memory of her lips. Then again, time had passed and I certainly kissed differently now. When first our mouths retracted, she let out the faintest whimper, and stepped back, subtly padding away my saliva with her tongue.

"Want to come to my bed?" she asked.

"Show me where," I said. I walked behind her and watched as she peeled off her top and pants.

By the time we reached her bed, she turned back to me and we began kissing again. Rachel wore a flesh-toned cotton g-string with a little black bow at the top, and a black bra that pushed to make her tits look heavenly. I touched her and her skin was like silk. She dropped from my lips again and sat on the edge of her bed, now all the lower. Pulling my body close, Rachel began kissing over my dress, grabbing my ass and running her hands down my legs and up under the hem. When her touch arrived at my underwear, I had a halting realisation and carefully withdrew her.

"What's wrong?" she asked, smiling.

"You look so cute," I said.

"Thanks!" This seemed to please her.

"I wasn't expecting this, and I am not... ideally garmented."

Rachel let out a huge laugh. "What are you talking about?"

"I was just lazing around my house when I came to find you." Gesturing at my lower region, I added, "I'm not wearing anything special."

"I'll be the judge of that."

"You're sure?"

She leaned back, with her arms bracing against the bed. "Do I not seem sure?"

"No, you do, but..."

"You're in control, my love. I want to take off your dress, but you have to let me."

"Okay," I said. Her affirmations of my role in this way were so invigorating, and maybe it was a manipulation, but hell, it worked. On a dime, I suddenly wanted to be stripped down by Rachel.

She took the hem of my dress in her hands and raised it. Still sitting, she paused to inspect my bottoms. Plain, white Calvin Klines. Cotton. No lace, no frills, no cut above or within the bum. These panties were comfortable, and I never considered them a sexual article. But judging by Rachel's reaction, I was wrong.

"Holy fuck, you're the hottest person I've ever seen."

She rose to her feet, bringing my dress up with her, and I manoeuvred to help her remove it over my head. My bra was ordinary too. Cotton, white and untextured. Awkwardly, I asked, "This isn't a turn-off?"

Rachel looked me in the eye, dead serious, and said, "Wear these every time we fuck and I'll be a very happy girl."

"Every time?" I repeated, shyly.

She kissed me again, and together we fell into the bed. The moment we went horizontal, something felt familiar. But I couldn't know if it was because I'd done this with Rachel before, or if it was because I'd done this with another woman before. Her hair messed against the sheets, and mine did too. We rolled as our passion heightened, and when Rachel next was on top of me, I reached to unhook her bra, freeing her breasts against my body. She smiled against my lips and I smiled back when she quickly fought to reciprocate.

In spite of my little self-esteem vacancies and the whole fucking my dickhead boss indiscretion, I'd actually grown to be quite confident in my physique by this point. I have a very slim figure, and markless legs and buttocks. Plus my tits are impeccable. All this to say, I was only getting more comfortable having my underthings removed. Rachel lunged forward, dropping my back against her mattress with some force, and swiftly slid her hands beneath my ass. I hoisted up slightly to aid her, and she yanked off my panties, rendering me completely naked on her bed.

Sensing her next move was to lower her tongue to my clit as promised, I preempted her, wrestling upward, overtaking her and dropping her to the sheets. For the briefest second, Rachel looked up at me not with lust but with taken submission.

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I tore off her thong so fast she couldn't even move to assist me, and in the next breath I was running my tongue against her delicious slit. Two things happened when I first made contact: Rachel yelped to ensnare a fleeing gasp, and I became convinced Rachel was my partner at camp.

"Oh fuck fuck fuck," panted Rachel in no time. She crooked her knees and grasped at the top of my head. Upon inhales, I took my fingers to her pussy, sliding in and rubbing circularly at the ridge just within her. A few times, her hips twitched, lifting her ass right off the bed. In these moments I firmly returned her to a land, and carried on treating her to my best oral effort. It was like I was compelled to satisfy a debt - this person had shared in my most formative sexual experience years ago. She made me feel like never before. It was my absolute pleasure to return the favour.

Rachel came against my mouth and I breathed in her juices with pride.

She took only the time needed to collect herself and not a moment more. Subverting expectations, she did not have me lay on my back. Instead she told me to kneel and face away from her. I leaned my hands against the headboard and pointed my ass toward her, and felt as her face pressed into my rear. She tongued low, inspiring an instant tremble of my leg as she inserted her agile lick into my opening.

"Ohhhh fuck, that feels so good."

Then Rachel's tongue travelled higher, and she began eating my ass. I'd never experienced this before, and I'd never expected I would like it. Wrong again. I felt a wave of bodily sensation pulse through my lower half and I came in a matter of seconds. She didn't stop through this, all the while rubbing my clit with her finger and taking several long licks and cradling my ass in her hands. I was coming a second time before she took anything resembling a break.

What, at camp, had been an exhilarating journey away from all normal life, was now a connection so sure it almost felt fundamental, like Rachel and I were designed to interact in this way. Occasionally thoughts of Max would drift along, and that made sense too. Why shouldn't Max want to fuck this wiry little bombshell? I did, after all. And of the three of us, I felt just a tad jealous of Rachel, not because she was fucking Max, but because she was the only one getting to fuck everyone. I'd have to rectify this. But first we sixty-nined. There were a few variations on this, involving both of us on top at some point, but where we nestled longest and through the next orgasms was side by side, in a ying-yang intersection.

After some more dizzying play, we broke and Rachel cooked me dinner. I had begun to put my dress back on but she begged me not to. We compromised and I wore my white panties and an open flannel shirt she lent. Rachel put on fresh undies, a little athletic thong, and a short silk robe. We ate noodles on the couch and gabbed like old friends, with nothing abnormal between us.

"What's your dating life like?" she asked.

"Lately? Pathetic. I'd been casually seeing a guy at work, and then he got promoted. Like, extremely promoted. Now we fuck and it makes me want to jump off a cliff."

"I hate hearing that. He treats you badly?"

"He doesn't treat me at all, unless it suits him."

"Let's get revenge."

"Whoa there," I chuckled.

"You're in control," reminded Rachel, this time with a nonchalance.

"You're sweet," I said, and I leaned in and kissed her. She blushed.

"So why not go after Max then?"

"You're with Max."

"Look, I'm not with Max. Not like that."

"Not like what?"

"Well, you're in love with him, yes?"

I had not allowed myself even the notion up to this point, and I was not about to sully this free rendezvous with some sad dip into unrequited love blather. "Can I ask you something?"

"Sure," said Rachel.

"Is Max good in bed?"

"Are you sure you want to know?"

"Yes. If he's bad, I can pivot now and get over him. If he's good, then bully for you. You deserve it."

Rachel smiled and said, "Yeah, he's insanely good. He can go all night, he's gentle but firm, his tongue is reptilian, and his dirty side isn't as deep down as it seems."

"Well, shit."

"What's wrong?"

"Now I want to fuck him more than ever."

Rachel beamed, a glimmer in her eye. Maybe she just needed to hear me say it. She proposed an idea, and if I wasn't convinced at first, after she fucked me in the bathtub, I was completely sold.

***

Those years ago, my fellow camper Kelly was really on to something with her whole ethos about playful, unattached intimacy among friends. Maybe Rachel adopted it as her lifestyle and spent the time since amassing a small group of people with whom she enjoyed indulging in nature's most joyous activities. After our first reunion, I was happy to become one of her most special friends, and moreover, I was intrigued by the idea that I could have the same connections with friends of my own. Namely Max.

Rachel and I came up with a plan to make this happen. We would surprise him with the news that we were old pals, and Rachel would use her reliable forwardness to instigate a sexual encounter for the three of us. We figured it would be an easy enough sell-job, if we disarmed him in skimpy outfits or underwear and lured him into a group shower. Then, once the erotic ice was broken, we'd be free to carry on to our hearts' content. We didn't have all the finer details worked out yet. For example, where would we stage this caper? Who had the roomiest shower and bed? How soon could we pull this off because I was clamouring? We'd figure it all out in time.

The real problem remained my own confidence, or lack thereof. I'm a great lay and I look good wet, but the spontaneity of it all was really not my forte, and my only experience with sex involving more than two people was that final night at camp - and I was blindfolded. So Rachel proposed a practice session to give me a feel for the dynamics.

"You mean you and I could fuck someone else first?"

"Exactly."

"Who?" I asked, still a bit scandalized.

"I have a couple people in mind."

When she said this, I assumed she meant she knew a couple different people who, separately, might each be fair options, and that I could help her choose. I never imagined she meant she knew a couple, an existing pair, who, together, could join us for a foursome. I also forgot up to this point that I learned about Rachel and Max in the first place when he revealed to me that he knew Jessie and Craig through the girl he was seeing.

Imagine having the chance to fuck your porn crushes? Would you even want the opportunity or does a fantasy belong a fantasy? As Rachel pointed out, the whole exercise was just a step toward actualizing another fantasy entirely, so clearly I could be convinced. That's how I ended up in a borrowed silk nighty, alone on a California King bed, awaiting the first of my three playmates' entrance.

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