Plain Jane Out of Her Comfort Zone
Erotic Couplings Story

Plain Jane Out of Her Comfort Zone

by Janon314 19 min read 4.7 (2,700 views)
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Frustration and boredom trigger a wild escapade

A special thanks to RF-Fast for helping to proofread and ensuring the story is in good shape.

Plain Jane steps out of comfort zone

I caught myself letting out an audible sigh and glanced at my wineglass. I didn't really want it, but the alternative was to go back up to my hotel room alone and mope. It was barely 8 pm and if I went upstairs, I'd just go to bed and listen to another audio book about people having a more exciting life than me.

That was the real problem, and why I was feeling so down. I was thirty-three and single, with my career seemingly going nowhere. I'd accepted a two-year secondment 18 months ago now, expecting it to boost my career. [A secondment is a temporary work placement, often in another location.] But the company had gone radio-silent about what I'd come back to. Which was annoying, as they insisted, I fly back to my old office every quarter and report on things.

I'd fly back for one day, getting up before dawn, see all my old friends in the office, and briefly catch up. Before meetings and an overnight stay in a hotel to wait for a flight home. Hearing about my friends getting engaged or having babies just brought home how nothing seemed to happen in my life.

I'd been raised to be thoughtful and considerate. Putting others before me and I'd been particularly good at it. Too good, really. Nobody else wanted the secondment. And to be away from their friends and family for that long, so I volunteered before someone was forced into it. I'm too timid really to stick up for myself.

And that was mirrored in my lovers, the few that I'd had. You might think that two people with the same personality would work, but there was never any verve to get up and do something. Week after week of sitting in and doing nothing but watching TV and waiting for the other to suggest something. Even the sex was dull. What there was of it.

I snatched up my wine and took a large mouthful and nearly gagged. Was this why I was down? Seeing my friends happy with their boyfriends and husbands, while I felt increasingly like the old maid on the shelf and forgotten. Damn it, one more glass of wine, then it might help me sleep and not dwell on my shadow of a life.

Looking over at the bar, I wondered if I could catch the barman's attention for a new drink. But I knew I'd walk over there to not put him to any bother. Then I saw a man at the bar looking at me. For a moment, I almost looked around to see who he was really looking at. Until I remembered I was sitting at a table with my back to the wall.

He gestured to his drink and then pointed to me. It was such an alien thing; it took me a moment to realise he was offering to get me a drink. I shook my head and gave him a slight smile, trying to take the sting from my refusal. But inside, I felt a flutter of excitement. Nobody had ever done that before. OK, I'd been at a table with friends when guys bought us drinks, but that had been for my friends, and I was included only because I was there.

Not that I'm ugly or anything. I'm just a plain Jane. Perhaps my parents were being prescient when they named me Jane. I'm about average in every way. Brown hair and eyes, a reasonable figure, mainly because I have little else to do with my time but go to the gym. The only thing that stands out are my breasts. On my petite frame, they look large, and I try to downplay them most of the time.

My grandmother, who played a significant role in my life growing up, taught me that a good girl dresses modestly and should never flaunt her figure. And sometimes I regret that I still struggle to break out from some of her teaching. Today, for example, I'd planned to wear a conservative skirt and jacket set over a satin cream blouse.

The blouse was a little racy as it was relatively low cut, but the jacket would cover it. However, with the taxi driver waiting at the door and me racing to get ready. I discovered my cat had been sleeping on the jacket and it was covered in cat hair. I looked for a brush, but the taxi driver impatiently reminded me I had a plane to catch, and it was a warm day. A jacket wasn't needed.

He was right, but I'd never worn this blouse out without something over it. Checking myself in the mirror, I knew it wasn't that bad but could see the ghost of my grandmother looking over my shoulder and tutting. What the hell. I rushed from the flat with my overnight bag in hand.

During my meetings, I caught Tony and Alan looking at me more than usual. During one coffee break, Dana told me that they had tried to peek down my top while I was sitting. I blushed slightly, and she laughed. Telling me to live a little, and let my hair down,

If only I knew how? I was so wrapped up in the rights and wrongs of things, the idea of anything wild seemed alien to me. Sometimes I just wanted to step away from myself. To do something outside my comfort zone. But I knew if something turned up, I'd watch it pass me by.

As I finished my wine, I looked up to see the guy from the bar walking over with another drink for me. His expensive suit screamed businessman to me. I'd guess he was in his forties, fit, with short and slightly greying hair. And with a confident smile. The sort of smile I'd expect to see on a car salesman about to sign a deal.

"Here, I knew you wanted another. Mind if I join you?" He sat next to me without waiting for my reply.

I opened my mouth, but meekly nodded. It was something I hated about myself, not standing up for myself more often. If I were Dana, she'd have told him to get lost and if he didn't go, probably dumped the wine on his head.

Actually, the more I thought about that, the more likely she wouldn't. She'd admitted one time, after a few drinks with the girls, she loved travelling on business trips alone. It gave her a chance to have a little fun away from home where nobody knew her. Of course, she said that was before she was married, but the way she said it hinted it wasn't always.

"The one thing I hate about business trips is you're either stuck talking shop all the time or stuck by yourself." He said.

I nodded again and pulled the fresh glass towards me. It would be rude to reject it after he'd paid for it.

"I saw you sitting alone, and I recognised the body language. Bored and wanting some company. Someone to talk to rather than being lonely stuck in your room, right?"

I gave a slight smile and nodded again. Good grief, he was going to think I was mute at this point. I'd not managed a word so far.

But that didn't seem to bother him. I got the impression he didn't mind doing all the conversation.

As he sat next to me, I couldn't help noticing the scent of his cologne. It was nice, but subtle. You'd have to be quite close to him to smell it. And I noticed the line of his jaw was strong, with a slight hint of 5 o'clock shadow. I blinked and wondered why I was thinking that. I wasn't about to let some random guy pick me up in a bar. I'm not that sort of woman.

He asked me a question that I had to get him to repeat and then we were talking about why we were there. I explained, and he said it was odd we'd never met. He said he visited every month, and he'd definitely have noticed an attractive woman like me. I groaned, and he chuckled and apologised for the corny line. Even if the sentiment was true.

We talked for a while. Well, he did most of the talking and he was charming, confident, and amusing. Without trying too hard. He said that he'd keep his eyes out for me next time and perhaps we could meet up for some company. The way he said it seemed to imply what sort of company he was looking for. But that might have been me reading too much between the lines.

He was telling me an anecdote about people I'd never known and leant in close to deliver the punchline. An innuendo, I wasn't sure what he meant. And he patted my knee, and I tensed. Which was stupid. He barely touched it for a moment and yet my skin seemed to tingle from his touch.

Good grief, it was like I was a virgin again. I'd had lovers who did more than touch my knee. Wait? Why was I thinking about lovers, from such a minor thing as touching my knee for a fraction of a second? Was I that hard up? Then I realised it was over two years since my last lover. It had died a lingering death, as neither of us had the courage to end it. And it was the reason for accepting the secondment. Not wanting to rekindle a failed relationship for fear of being single.

But it seemed that the knee touch to him was a litmus test. I'd not objected, so he moved closer and put his arm around my back. I looked down to see his hand on my waist. By rights, I should have moved it. Told him to behave himself and explain that just giving me a glass of wine did not give him expectations from me.

I should have, but of course I didn't. As I felt the warmth of his hand through my blouse, I felt a warmth I'd not felt for a long time. It was kind of pathetic that my body was becoming aroused so easily. Some random stranger was nice to me, and I was being silly.

Then slowly his hand moved up towards my armpit. As his fingertips brushed over my side boob, I jumped and squeezed my arm against it to stop it from moving. But in reality, it just pushed his fingers more firmly against my boob.

I should have said or done something, but I didn't want to cause a fuss in the hotel bar. I'd be hugely embarrassed to admit a stranger had grabbed my boob. And I hated that my nipples were hard, and my pussy was getting wet. Releasing his hand, I did nothing more. Didn't move it, glare at him, or chastise him in any way.

Part of me knew I should, if only to stop him pestering other women, but another part of me shocked me by liking it. OK, being groped in a public space was terrifying, but at the same time thrilling. I'd never done anything 'bad' before.

The thought chimed back to my earlier thoughts of needing something to happen in my life. Perhaps it was the thought of Dana having had 'fun' on business trips, knowing I'd never be brave enough to do something like that.

He moved his hand forward to cup the breast more fully, and I tensed, my eyes darting around the room. He must have seen my reaction and dropped his hand back into my lap. Probably worried we'd get caught if he were too blatant. I was torn between relief that he'd stopped and the disappointment that he had.

Why had I been so passive and let him do that? What would Dana have done? I glanced at him from the corner of my eyes. He was good looking without being overly handsome. Well dressed and groomed. Clean fingernails popped into my head, and I cursed my grandmother living rent free in my mind.

But he wasn't done yet. He took my left hand, closest to him, and examined it, commenting about how pretty the colour of my nail polish was. I was sure he was just saying that as he placed my hand on his thigh. Extremely high up on his thigh.

For a moment, I thought he had something in his pocket and then I blushed as I realised what it was. He was hard, or nearly so. I wanted to snatch my hand back and run away. But it seemed my body had other ideas.

It seemed the only parts that were working were my racing heart and my breathing. I couldn't even turn my eyes away from his crotch. OK, it was just my hand resting on it, and I hadn't grabbed it or rubbed it. But to me, that alone felt like I'd just invited him to bend me over the table and take me from behind. I was shocked that I'd even thought that, let alone have such a graphic image pop into my head.

Me with my skirt around my waist and him fucking me, while the bar patrons stood around watching. It was so out of character I struggled to dismiss it. After what felt like forever, but was only a few seconds, I pulled my hand away and he didn't try to stop me. As I reached for my wine, I saw my hand was trembling and I gulped down most of the remaining wine.

We sat there in silence for perhaps 30 seconds, and I was struggling to form my thoughts clearly. I should just walk away. Thank him for the wine, of course, and go. But if I did...

"Why don't we take a stroll in the hotel gardens? It's supposed to be lovely, even at night. Perhaps a little romantic." He said.

I glanced out a window to see the pitch-dark sky and blurted out.

"I've no jacket."

Smoothly, he stood and slipped off his jacket and hung it over my shoulders. It drowned me and I heard the litany of commandments for my grandmother about a young woman never going off with a stranger. And perhaps it was a 'screw you' to my grandmother for controlling so much of my young life. I took his hand. Effortlessly, he pulled me to my feet and, taking my purse, we headed to the door.

Some part of me imagined us walking through the gardens and then him escorting me to my room and perhaps a kiss on the cheek goodbye. Even I'm not naΓ―ve enough to believe that.

In the reception, he put his arm around my waist and pulled me against him and I felt an odd sense of oneness. I missed my boyfriends doing that, as it gave me a sense they cared, and I was owned. OK, owned was the wrong word. 'Complete' doesn't come out much better.

In the reception we saw another guest coming in and a gust of wind behind him. So, without breaking stride, the stranger walked me through reception towards the lifts.

"I've a lovely bottle of wine in my room that I know you'll love."

Was I really doing this? Everything screamed at me that this was wrong. Hooking up in a hotel was dreadful. But I had two reasons why I'd not run off yet. The first was that my body needed to be touched and more. Plus, I'd lamented watching life pass me by. I needed something to break me out of my malaise.

As he pressed the call button, I was struggling to find some excuse to leave. I knew if we got into his room, he'd want to do all sorts of things. I'd watched a tiny bit of porn. But my personal sexual experience was mostly limited to, in bed, under the cover, in the dark and with the guy on top. I was sure he would expect more than just that.

But the images flashing through my head robbed me of the brain power to find a suitable excuse. As the doors pinged and opened, I couldn't believe I was going to have sex with a stranger. There! I'd admitted it to myself. Unless I could think of some reason not to. He gestured for me to enter the lift first and I saw myself in the gold tinted mirror of the back wall.

He was looking at my bum as he stepped in and then saw he'd been caught.

"Sorry, I know it's crude, but you have a great ass."

I turned to face him and knew my cheeks were flushed. I don't think anyone has complimented my bum before. All that time in the gym had paid off. He stood in front of me and used one fingertip on my chin to tilt my face up. Then he kissed me.

OK, it was a little touch of his lips to mine, but it set neurons firing off like it was the most intense kiss ever. He pulled back and waited for my reaction. But I seemed incapable of responding in any way. My mouth went dry, and I automatically licked my lips. He smiled and moved back in for another kiss. As if by reflex, my eyes closed as he made contact a second time.

This was firmer. His mouth opened, and his tongue flicked over my lips. Like when he'd touched my knee, it made my flesh tingle, but way more strongly, I somehow wondered if his cologne had some mind-altering chemical in it. That thought was pushed aside as I felt both his hands gently cup and squeeze my breasts.

My mouth opened to object, but his tongue was inside instantly and his thumbs brushing over my engorged nipples robbed me of my objection. I managed to bring my hand up to his chest, intending to push him away, but I had neither the strength nor the will to do it.

My objection seemed more that he was groping me in a public place rather than that he was doing it at all. Part of my mind was arguing that I was young-ish, free, and single. If I wanted to make out with a stranger, it was nobody else's business but mine.

The door pinged, and he smoothly sidestepped. As the doors opened, nobody would have known what we'd been doing 1/2 a second earlier.

He stepped out and looked back at me. This was it! Hit a button, any button and hand him his coat before the door shut. A free glass of wine was no commitment to sex. Part of me thought perhaps a hand job unhelpfully. Not that I'd really even done that properly. But again, my traitorous body betrayed me by stepping from the lift.

He grinned and started to walk toward his room. Confident I'd follow on, regardless. My feet moved woodenly to follow him. His door was close to the lift and if I still had control of my body, I'd have handed over his jacket and said I couldn't do this. Despite my pussy proving that was a lie. I don't remember being this wet before.

I stepped inside and paused in the middle of the room as he closed the door and put my purse aside. He gave me such a warm and welcoming smile; I felt a strange flush of affection for him. But that was wrong. This was a torrid sexual encounter at best, not some life changing 'love of my life' thing.

But I needed something in my life. Some direction. Someone to take charge and steer my boat. The memory of his erection under my hand in the bar popped into my head and the word 'rudder' formed into my mind. Well, I'd know what his 'rudder' looked like soon enough, as he slipped his jacket from my shoulders and tossed it on a chair.

I felt idiotic standing there like a scared virgin schoolgirl. Sex wasn't that big a deal. I bet I could throw a stone and knock on the door of someone on that floor of the hotel doing it at that moment. It was just alien to me to be in a situation like this. I was used to being a wall flower, a follower, a meek sheep. Letting a stranger talk me into this was insane.

Hell, we'd hardly talked. A couple of inappropriate touches and I was his?

He placed my arms around his neck as we kissed again. This time I participated and had to stand on my tiptoes. His hand gripped my bum and squeezed, sending a shiver up my spine to tingle across my scalp. One hand slipped higher, and I felt his fingertips on my skin under my blouse. Oh crap! This was really happening. And I knew there was no going back.

Right or wrong, I was committed and eager even. Setting aside everything else, I needed to get fucked. It had been far too long. I was only thirty-three and not in my eighties.

I felt his fingers encounter my bra strap and then the sudden release of tension. He'd undone it with one hand. I'd been wearing a bra every day for nearly 20 years, and even I struggled with the clasp sometimes. He broke the kiss and looked down at me. Waiting and giving me one last chance to end this. I stayed silent, and then he started to unbutton my blouse from the bottom.

My bra only came into view after the last button was undone and I could have cursed myself as I realised it was my oldest and least flattering one. Plain white cotton that had seen better days and was less white than it should be. But as I looked into his eyes, I saw passion and lust. He was seeing past the bra, and it sent a jolt of excitement from my brain directly to my pussy.

He slipped my blouse and bra off and tossed them aside, and I stood awkwardly as he inspected my tits. I'm rather proud of them and without meaning to, I sucked in my tummy and pulled my shoulders back to present them to him. The expression on his face caused goosebumps down my arms. And I don't think my nipples could get any harder.

It was almost a feral, caveman look that meant he was going to take me. And I wanted it as well. Hell, I needed it. Why was he taking so long?

I gasped as he touched them directly and he whispered in my ear he'd be gentle. For several minutes we kissed as he played with my tits, then dipped his head and kissed one. My arm shot out to trap it there and he chuckled and told me he wasn't going anywhere. Except for the other one.

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