Sexual Faux Pas 02

I'd known Benny the Jet for about 2 years. He was a Finance Broker and got the nickname because of the speed with which he could organise loans. It didn't matter how much you wanted, or what you wanted it for, Benny the Jet could get it for you and get it quickly.I met him through work when I was working for this Management Consultancy that specialised in 'rescuing' companies in serious trouble. We often used Benny to procure short term loans to keep companies afloat until we could sort them out.He arranged a loan for me to buy a house when nobody else would. It was a risky proposition, a house in disrepair, a single woman, a wildly fluctuating property market and well, I guess I didn't impress at any loan interviews with my poor interpersonal skills.Benny the Jet and I were not friends, not even associates really. I knew him through work and asked him about a loan to buy this house which I thought was an excellent investment opportunity – the proverbial 'worst house in the best street' but with an extreme emphasis on 'worst' and 'best' but I knew in time the land value alone would soon surpass the current house value. Benny got me the loan when nobody else would help me and I was very grateful, both for the loan and because he took me seriously and I would never forge that.Benny wasn't a criminal but he skirted around the laws and on occasion brazenly flouted them and this is how he could secure loans at such sort notice. This is how he came to do six months jail for fraud. It was technically fraud but not really. He called me out of the blue when he got out of jail, asked to meet with me and told me about the fraud thing. I hadn't seen him in over a year and I was surprised that he had called me. He asked me if I still owned the house at Toorak and then asked me if he could stay with me for a while until he got back on his feet. That was even more surprising than him contacting me. We weren't friends and didn't even know each other well but I had always figured I owed him a debt of a different kind for taking me seriously, so I agreed.And I liked him. I had always like Benny the Jet. He was a good looking guy, friendly, apparently open and sincere, and utterly charming. Ken knew him and always said he could charm the pants of anyone. But not APRA or ASIC apparently. I knew he could charm the panties off me any time he chose to. Oh God, yes. I didn't just like him, I found him incredibly hot. I wanted him. I guess part of me hoped that him staying with me would present many opportunities for him to charm the panties off me. Or just yank them off, pull them off, take them off with his teeth, whatever.It was a bit of a forlorn hope though because Benny was way out of my league even with his new ex-con status and I knew he'd bounce back in no time.He wanted to stay with me because he had become entangled with some half assed criminal organisation who he paid for protection while he was in jail. They regarded him as a 'Money Man' and every crim knows that Money Men skim and they always have a stash somewhere. He had been staying in a hostel, full of other ex-cons as part of his early release conditions and they had been putting the pressure on him. When I first saw him he had a black eye and a large bruise on his face. Moving out of the hostel was a breach of his early release conditions but a minor one and nobody knew about his connection with me. I was a tiny bit concerned about the criminal organisation thing but he had been honest with me about the possible risk and I guess I was a bit excited about the whole situation anyway.My life was pretty boring at the time, nothing much going on so I thought what the fuck, I could use a bit of excitement.Benny moved in and took over my spare bedroom. He got himself a laptop and got back into the finance broking straight away, both breaches of his early release. He got around that by hiring a 'stooge' someone you pay to be the legal proprietor and director of a company. It’s a very common practice in the shady end of the business world. The stooge has nothing whatsoever to do with the business except for having his or her name on the official record. They are paid well just to have their name on the official records and if things go south they play dumb and nobody ever bothers to pursue them. There is no point really.He setup a very efficient and lucrative Loan Sharking operation for the crims that were pursuing him, to get them off his back. Benny got back on his feet very quickly and he did it while hiding out at my place. He even persuaded me to move some of his money around which made me very nervous even though I was very, very careful. I found it all very exciting. Benny insisted on paying me a ridiculous amount for the use of my spare bedroom despite my protests and he was the perfect house guest. He never bothered or interfered with me in any way, he kept to himself and most of the time I wasn't even aware of his presence.He had never shown the slightest interest in me before he moved in and showed none after he moved in. I was invisible to him, like I was to most men like him. He was way out of my league. So, I soon gave up on the idea of him taking advantage of me. The first few nights I was certain he would sneak into my room and seduce me. He didn't and I lacked the confidence and the skills ot try and seduce him.So I forgot all about it.It was Summer and the house was air conditioned but it was never cool. The old air conditioner that came with the house was as old and decrepit as the house was and all it did was make the heat slightly less intolerable if you lay directly under an outlet.It was Summer when Benny moved in and in Summer I used to get around the house in just a pair of panties and t shirt or singlet, just a pair of panties and sometimes naked. I started wearing boxer shorts and a t shirt or singlet when Benny moved in but after a while, because he was so unobtrusive, I kept forgetting he was there and a few times he would catch me in panties and singlet or just panties.He was always a gentleman about it and never perved on me. He'd apologise and beat a hasty retreat. Having given up on anything happening between us, I used to just get embarrassed and go and change. I liked having him there. We'd catch up and talk and sometimes we'd go out to dinner together and it was nice coming home to someone instead of an empty house. We got on very well and we became real friends.I was sitting out the back in the backyard on one of my cheap plastic chairs one night to escape the heat. I was having a smoke and Benny came out, sat beside me and asked if he could bum a smoke off me. He had taken up smoking in jail, he said smokes were like currency in there, and being a Money man, he maintained a stash of cigarettes and took up smoking because he has a stash and he was bored. He gave up when he got out but used to bum the occasional one off me.I was only wearing a pair of panties and singlet but it was fairly dark out there and I wasn't as embarrassed as I would have been if we'd been inside under the lights. I thought it would seem over the top if I had ducked inside to change so I just sat there and we had a smoke and talked.I was still a bit embarrassed and nervous though sitting there with him in just a pair of panties and a very brief little singlet. He must have sensed my discomfort."Vicky, you really shouldn't have to change the way you do things just because of me. I know it's awkward for you but you don’t have to rush off and get dressed every time I poke my head out. I'll just pull my head back in, OK?""I shouldn't get around like this in front of you. It must be embarrassing for you too, but I'm just not used to someone else being here.""It's not embarrassing for me and you shouldn't be embarrassed. You've got a great body. Just ignore me and like I said, I'll pull my head back in so you don't have to."What? I didn't think he had even noticed. And in that moment, with that entirely innocent remark, he rekindled my fantasies of what could happen with him living here.I began to get around in panties and singlet all the time and began to carefully choose both - brief little singlets and sexy panties that I thought looked good on me. Benny stopped dashing off every time he saw me like that and even though I found it embarrassing and awkward for a while, I began to feel comfortable dressed, or undressed, like that in front of him.He used to look at me too. Really look. Sometimes I would catch him looking at me very closely when he thought I wasn't aware of it.I can never tell when men are interested in me sexually, or in anyway. I am just incapable of reading the signs and I usually err on the other side and think that men have no interest in me when they actually do. Unless a man shoves his stiff prick in my face, I usually have no idea they are interested in me sexually.I rarely think that men have an interest in me when they do not. I guess I'm just so used to men not being interested in me because usually they are not.But, the bikini routine had gotten Greg interested in me and I figured my panties and little singlets had the same effect on Benny.I became absolutely convinced he wanted to fuck me badly and the only reason he hadn't made a move on me was because he thought it would be an abuse of the hospitality I had extended to him.So, after a week or so of getting around in my panties and singlets in front of him I decided to take the plunge and make it easy for him. I had a very simple plan and knew that the simpler the plan was, the less that could go wrong. And this was Super Simple. I was simply going to wait till he was asleep and get into bed naked with him.That was it. After that I figured everything else would just fall into place.I waited till he had turned off his light and I stood in the hallway looking at his door for a long time. I was terrified. I don't know why. I was convinced he wanted to fuck me, so I wasn't really afraid he would kick me out of the bed. I was just scared.I went to my bedroom and took off my singlet and bra. I stood there in my room naked for a while. Yep, this feels OK. I can do this. I walked out into the hallway and stood there for a while looking up the hallway at his closed door. Still OK. I found myself at his door, naked and trembling all over. I felt excited, turned on, and afraid but afraid of what I didn't know. What if he got up and found me standing outside his door naked? I'd say I was sleepwalking. I felt like an idiot.I suddenly had doubts. I wondered if I had been imagining his interest in me. He had never made a move on me and he had plenty of opportunities. He had never shown any interest in me before, so why should he now? Ahhh.. because he had never seen me almost naked before he moved in with me. I cupped both my breasts and they felt good in my hands. He'd like the feel of them in his hands. He'd seen my breasts in those tiny singlets, seen my poky nipples, seen the size and shape of my breasts. He's seen my ass covered only in tiny panties. He'd seen me just about as close to naked as I could get without actually being naked. And another thing. He'd been in jail for six months and he'd been nowhere since he'd been out. That's a long time to go without a fuck. He must be desperate for a fuck. Even though he was out of my league and I wasn't the kind of woman he would normally go for, he should be desperate enough to fuck even me. I squeezed my breasts and remembered the way he looked at them. Yes, he liked looking at my tits, alright. I put my hands on my ass and squeezed my ass cheeks. He liked looking at them too. He liked looking at my ass. He wanted to fuck me. I was absolutely certain of it. I took a deep breath and took hold of the door handle and froze. Oh My God what was I doing? Do it. Just do it. It's a good plan, a great plan, just fucking do it. I turned the doorknob and lowly opened the door. I stood in the doorway holding the doorknob and looked down at Benny. It was a hot night and he was lying on top of the covers wearing only a pair of boxer shorts. He was sound asleep. I could hear his breathing and see his chest slowly rising and falling. I hesitated. I could just leave and no harm done. Just slink back to my room and play it safe.I watched him sleeping and realised I had never seen his bare chest before. He always wore at least a t shirt and boxer shorts. He was a gentleman and he always dressed appropriately in my presence. Unlike me, I thought. In my panties and single like some slut. Putting it out there. Well, time to really put it out there now.I walked into the room, leaving the door ajar, not wanting to risk it squeaking if I closed it. Open or closed, it made no difference now. I walked over right beside the bed and looked down on him.Oh God, he looked good. He was lying on his back, head turned to one side, sleeping peacefully and soundly. He was a lot more muscular than I thought and I figured he'd been doing weights and working out while he was in jail. He looked a bit like Bradley Cooper but I always think men look like him when I want to fuck them. Yes, just like Bradley Cooper only his eyes, nose, lips, chin, face shape and head are slightly different.He had a bit of hair on his chest but not a lot, just the right amount, sexy without being too ape like. His arms, chest and legs all looked muscular and his stomach was flat and hard looking.He stirred and I almost panicked and ran from the room. I thought he had sensed my presence and was going to wake up. I was terrified but he moaned, sighed, rolled his head over to the other side and moved one leg up, behind it slightly at the knee. Very, very slowly I lay down on the bed beside him. Slowly easing my weight onto the bed, terrified I would wake him up before I was fully on the bed beside him and my plan was complete. It was nerve-wracking. I placed both my hands on the bed beside him and carefully slid one knee up onto the bed gradually easing my weight onto the bed. Then I slowly lowered my upper body onto the bed and suddenly I was fully on the bed lying right beside him, only inches away from him.It was then that I realised the fatal flaw in my plan. I was lying on the bed beside him naked but he was sound asleep. Now what? I'm such an idiot. What the fuck am I doing? What the fucking fuck am I doing?I calmed down and thought about it. I could lean over and kiss him. I could slide down and suck his cock. Wake him up with my mouth on his cock, that should work. I could gently wake him and say 'Benny, make love to me' seductively. Or I could say "Benny, fuck me.' I'm not that good at being seductive.Instead I reached out very slowly and placed my hand flat on his stomach. He didn't react. I slid it down his stomach to the waistband of his boxers. I stopped. Oh God. I slid my hand under the waistband inside his boxers and kept going until I felt his cock on the back of my fingers. Oh God, his cock. I was touching his cock. Benny's cock.I curled my fingers round his limp cock and held it gently in my hand. It felt about average size. It felt hot in my hand. I started to slowly wank his cock, moving my hand oh so slowly up and down it's limp length.My heart was pounding in my chest and I was certain the sound of my beating heart would wake him up, or the silent screams coming form my cunt. Screaming out for that cock. I felt his cock grow hard in my hand as I kept slowly wanking it and he began to stir. He stretched his legs out and his shoulder brushed lightly against my breasts. Oh God. He was waking up.His cock went slowly to half hard in my hand and then suddenly went from half hard to fully hard in a split second. He moaned softly and he began to thrust his hips as if he was trying to fuck my hand. He was about to wake up and I freaked out. I had this crazy idea that it would be ebtetr if he woke up with his cock in my mouth instead fo my hand and I suddenly sat up and leaned over to suck his cock. I pulled his cock out of his boxers and felt this incredibly rush of excitement when I saw his stiff, erect, rock hard cock in my hand.I lowered my head, my mouth inches from his cock, when he suddenly sat up, fully awake and crawled up the bed, digging his heels into the mattress, to get away from me."Vicky?" He cried out in shock, terror or delight, I couldn’t tell which, but it was loud.I lunged for his cock with my mouth, like some sex crazed, cock hungry slut. He leaped off the bed and whirled around, standing bedside the bed with his stiff cock pointing right at me. I whirled around and knelt on the bed facing him, on my knees, up straight, tits sticking out."Vicky, what the fuck? What are you…? I mean…""It's OK." I said. "I want you to.""What?"Again, like a sex crazed, cock hungry slut, I reached out for his cock. He backed away in terror or horror, no likelihood of delight this time.Uh oh. Oh no. Oh fuck. Oh God. Oh shit. Oh dear, even. I felt the humiliation and shame washing over me in a flood. Benny pulled a sheet off the bed and covered me. He was freaking out big time and I knew I was about to as well.I thought this would be a really good time for the world to end. Right in that instant.I buried my face in my hands and started to cry. The sheet slipped off me exposing my breasts. Benny quickly covered me up and sat beside me. He put his arm around me."Vicky, I'm so sorry. I just … I never meant to… I didn't mean to…I just… you just…"I felt so fucking humiliated and embarrassed I couldn’t speak. I wasn't even sure if I was breathing. I wanted to run out of there but I couldn’t move and I thought that would make things even worse.My mind was racing like it always does at times like this, just a jumbled mess of random thoughts, some of them entirely irrelevant and none of them any help at all. I had just made a big fat fool of myself. Best to keep quiet and not make it any worse.Benny was still babbling and still not making any sense. I wondered why he kept apologising to me. I was the one who had sneaked into his bed. I thought for one moment that I had just startled him and that as soon as he get over the shock he'd push me down on the bed and fuck me. He'd probably go down on me first. No. no, I wasn't getting that vibe at all. I was getting a very clear 'Oh my god an ugly chick just crawled into my bed naked' vibe from him."Vicky it's just that you and I… us… we never.. I never…"OK, so at least he feels bad about knocking me back, or he wouldn’t be babbling like an idiot. Unless my naked approach had scared him out of his wits. But seriously, fuck me, I'm not THAT ugly and disgusting.Then it occurred to me that he may well be every bit as embarrassed as I was. Or perhaps half as much. More like 10%. Oh God. So, if he was how do we get out of this situation?"Oh fuck, I need a smoke." Benny said, apparently over his senseless babbling, but not quite."Can I smoke in here? No, let's go outside. Do you want a smoke? I know I do. Let's go outside. Do you want to go outside? I've got some smokes here. Somewhere."He went to his wardrobe and got me a pair of boxers and a t shirt, then turned way while I put them on. We went outside and sat in my plastic chairs out in the yard. It was nice and cool out there. He lit a smoke and handed it to me. We sat and smoked. "I'm so sorry, I…""Please stop apologising." I said."OK. It's just that I'm sorry if I gave you the wrong idea. You really helped me out when nobody else would and I am so grateful to you and I would never take advantage of you like that.""Maybe I just wanted a fuck.""What?""Nothing.""It's not that I don't find you attractive, because you are, you're very…""You're just making it worse.""I'm sorry. Look, I have to say this. I don't have many friends, all I have are business associates, not friends and you're my friend now, you helped me out when nobody else would and you didn't have to and I'll always be your friend and there's no way I'd risk our friendship for a one night stand."He almost convinced me but there was no escaping the embarrassment and shame of what I had done. This is what happens when Weird meets Normal."Can we just forget it ever happened?" I asked."Absolutely.""And never mention it again.""Absolutely."We never did, but boy wasn't living with Benny awkward after that. I blushed every time I looked at him. He'd smile but I knew he felt awkward too. He moved out about a week after that. We still keep in touch and every now and then we meet up for a coffee. Now I think I understand why he knocked me back. I think he would have felt it would have been like handsome, charming Benny the Jet taking advantage of the poor, ugly, lonely spinster, using her place as a hideout and using her body while he was there. Then dumping her when he didn't need her any longer. Maybe something like that.Or maybe he just didn't find me attractive. Who knows?I'd like to say I learned some kind of lesson from that experience but I didn't. I never do. I keep making the same mistakes over and over.