A Helping Hand Ch. 01

As usual this story comes from my real life with little wishful thinking added. I have also experimented with the use of two tenses in this story - the present and past alternating from section to section. It wasn't easy and I doubt if I'll try it again. I hope it reads ok for you and I would welcome your feedback.

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11:55 AM - Tied to the Chair

Eighteen...nineteen... twenty... it's noon on a Tuesday and Jane's scream has just broken all my rules about keeping a low profile in the apartment building. Every time I thrust against her I am also smacking against the base of the butt plug lodged in her luxurious ass. Twenty-one... twenty-two... In the big mirrors I can see her fine little titties jiggle and I reach around to cup one, I revel in its perkiness and the feel of the small, hard nipple on its point. She's bent over my big leather office chair. Her ankles are tied to the base and her wrists are bound to each arm.

This feels so amazingly good that I don't want it to end. Thirty-six... thirty-seven... the stroke count in my head stops becoming a distraction and begins to become a challenge. I feel obligated to perform the quota that Julia set but I fear I will never manage another thirteen in Jane's tight little pussy without cumming. Julia knows me so f-ing well! I try to think of the most horrible things to stave off the impending release but my brain refuses to short-shift so many gears. The best I can do is to think about Jane herself, her problems, and the circumstances that led up to this moment...

In the Beginning

On the sixth day God created Russian girls. Then, after a late lunch with considerable quantities of his newly-invented wine, he added Spanish girls to the mix. I'll leave it to you to decide if all the other types were improved versions or if they were simply rushed out to fill some diversity quota before quitting time. I love them all but the two originals certainly make life a lot more interesting. Julia and Jane ably represented these two prototypes.

Just a few months earlier Jane was merely an acquaintance, the girlfriend of a friend's brother. I'd met her at a few parties, I always forgot her name, and I'd only lusted after her at a default level. Once I took a group photo at a club and inadvertently got a nice shot of her panties under a short skirt. She had a pretty face, beautiful long brown hair, small but perky tits, and a medium-sized ass that, on her small frame, appeared large. I'm not a big-butt guy, I prefer them small and tight, but on her it really worked. Perhaps her best ass-et.

After barely getting to know her for the first couple of years, our interactions began to suddenly increase in quality and quantity. One night in a sports bar while her boyfriend was watching the game, we had a long talk about her education and career path (she was tired of going to school and working at the same time, I helped put this in perspective and encouraged her to persevere). On the next occasion, we all had a fun night together and I took a video of everyone dancing drunkenly in a bar. That's when she got my contact details so she could get a copy of the video the next day. The next time we met she bummed a cigarette from me and I gave her my coat when I realized her short, shiny cocktail dress was not going to help with the freezing January night outside. She accepted it easily but without comment. A few days later she popped up in chat and asked me about a career issue. I gave her my advice and she suggested that we should talk in more detail over drinks. I thought nothing of this - I assumed there was nothing more to it than she'd get advice and free drinks while I got the company of a beautiful young woman.

Before any such meeting could take place, however, Julia came to stay with me for a few weeks and my time was mostly filled with all things Julia. One evening, a few days into her trip as we prepared to relocate to the country house, I received an unexpected chat from Jane:

"Thomas, can you help me? Could I possibly stay in your place for a couple of days, don't feel you have to say yes, it's a crazy thing to ask and I'll really understand if you say no."

I immediately replied:

"Sure, don't worry about it."

And we took it from there. I didn't even ask the what or the why. There was no time to meet up with her that evening and I had to make arrangements for her to collect the keys from the building super - I would give her the ten-cent tour by phone when she arrived. At least she'd have the place to herself for a couple of weeks and, although I was curious, I didn't ask too many questions. Apparently she'd had a serious argument with her boyfriend and really needed to run away from him for a little while. That's all I needed to know at the time.

High Noon - Release

That "little while" began several weeks ago and right now I'm hoping that it (and me) will last a little longer. I continue to slam into her tight, wet pussy and I grab that sharp little nipple and squeeze and tug on it. Thirty-eight... thirty-nine... forty... She screams again and bucks and I feel her orgazm pulsate through my cock. It drives me over the top and I grab her hips with both hands. Forgive me Julia but I can't think, never mind count. I fuck her hard and fast and when I feel it flood from my balls I press my cock deep inside her, and spray her cervix with several jets of my cum.

Fucking someone who is tied to a chair can be literally anti-climatic after the deed is done. I gather my wits as my cock softens inside her and I withdraw. I bend down and kiss her ass. I can't think of a thing to say to her that could possibly do justice to that amazing fuck. I scurry to the bathroom, and return with a warm washcloth. I gently remove the butt plug and carefully clean all around her red, swollen pussy and well-lubed asshole. I untie her ankles from the chair, deposit the plug in the cloth, untie her hands and lead her, a little stiffly, to the bed. I lie down and spoon with her and as my pulse returns to normal my thoughts return to my few short weeks of living with Jane...

Week 1 - Getting Comfortable

She moved in while we were away but when we returned to the city - the night before Julia flew home - she left and stayed with a friend. "I didn't want to be in the way on your last night", she told me in a text. We wouldn't really have minded but we certainly did take advantage of our privacy that night and again the next morning before heading to the airport. When I returned home, Jane was back. Julia hadn't had a chance to meet her but they had spoken on the phone, skype, and stalked each other on Facebook. Actually, I know Julia stalked Jane, I'm just assuming that Jane had stalked Julia's, all girls do this.

I thoroughly enjoyed my first few days with her around the apartment. She managed a perfect balance between being good company and being invisible. She didn't made a mess and she cleaned and tidied up as she went along. She worked long hours a couple of days a week and studied on the others. When I worked at home she was silent for phone calls and when I wasn't she would listen to music or watch TV after checking with me if it was okay. She could do pretty much anything she wanted - it was okay with me.

Jane was pretty relaxed about living with a strange man. She would wear tight leggings that showed off her amazing ass and loose T-shirts that would occasionally reveal a pretty bra, a firm tummy, or occasionally a little cleavage. She'd shower and come back into the room in a big towel to dry her hair. I tried not to watch that too much. She kept her stuff neat and tidy but she wasn't shy to leave hand-washed underwear - invariably thongs - to dry in the bathroom or to leave silicone bra pads on top of the stuff in the underwear drawer I'd allotted her (I looked, of course, when she was out - all guys do this). Jane seemed very comfortable with her body and the pads were just an extension of her personality.

I'd told her to never worry about waking me. I sleep lightly and can get back into it with little effort. On the days she went to work she woke early and I slept through her wash-n-dress cycle. As she prepared to leave I'd hear her heels clicking on the wood floor and open an eye or two to wish her good morning. She'd stop and smile, touch me lightly on the hip or shoulder, and wish me a good day. I can't tell you exactly what she wore to work or you would know her occupation but, believe me, she looked amazing in it at oh-dark-thirty. I'd drift back to sleep with her touch still ringing on my body and her departing ass still lingering in my vision.

Earlier Today - Cam to Cam

It's a quiet morning at work, Jane is by the window working on her laptop when Julia calls unexpectedly on Skype.

"Hey pervert, how are you?"

"I'm pretty good thanks, not working too hard."

"Yes, it's never easy to work when you're too hard. Is Janey bothering you again?"

Hearing her name, Jane looks up and shouts over: "I'm not bothering him Julia, honestly!"

I have no secrets from Julia and over the weeks I've been keeping her up to date with my encounters with Jane. During one conversation Jane had asked me what I would tell Julia about "us". I replied: "Um, everything, Jane, she already knows pretty much everything." She was quite amazed that Julia was so easy about "everything" but she'd commented on how nice it was to not have secrets from the people you love. I gathered that was a little stab at her ex but I readily agreed it was a beautiful feeling.

Julia calls out again to Jane: "Why not? What's wrong with you? Come talk to me!"

Jane walks over and leans on the back of my big office chair and they spend a few minutes on the usual pleasantries. Eventually the conversation takes a more interesting turn:

"I wish I was there to bother him. I'm so horny I'd let him do anything to me right now. You're so lucky to be there. I'm so jealous!"

"Oh, Julia, I so sorry! Don't kill me! You'll be back here in a couple of weeks and I can't wait to meet you properly... he misses you so much and I just like to see him happy... we didn't actually..."

"No hun, thank you, I appreciate you keeping him happy for me. His cock is too nice to waste and he'd probably be out picking up some stupid girl in a bar if it wasn't for you."

I'm keeping my mouth shut at this point. Let them talk about me as if I'm not here. Let's see where this all goes.

"Julia, he's insane about you. He's not out looking to fuck anyone..."

"Well, that's a bit of a waste too Julia. Let's see about that. Thomas..."

"Yessir?"

"Listen very carefully and do exactly what I tell you..."

It's Jane's turn to say nothing now and to see where things are going. Julia proceeds to get me out of my chair, walk around behind Jane, remove her top, cup her pretty little tittes from behind and present them to Julia over the back of the chair. She tells Julia to remove her yoga pants and shirt, amazingly, she complies without question. She stands before the camera wearing only her panties.

"Now, Thomas, do me a favor, go get the black bag from my drawer."

It's our sex toy bag and there are all kinds of interesting things in there. I retrieve it and follow Julia's stream of instructions: I take the red silky rope and proceed to tie Jane's legs to the base of the chair, I bend her over and tie her wrists and elbows to the padded arms.

Julia is sitting on her sofa and is wearing a fairly short dress: "Mmm, delicious little titties Jane. Thomas, spin her around I want to see the back."

I carefully turn the chair around. The base is a circular affair. The top is fixed to the legs and it rotates on ball bearings on a matching circular base below. Jane's feet are on this rotating portion and it's easy to turn her around (Julia and I have extensively explored this device). I turn her one hundred and eighty degrees until her ass is facing the camera.

"Mmm, what a nice ass and nice panties! Now, you know how I want those, Thomas."

I do know. Julia has a mild kink about being fucked in her panties. It makes her feel "like a naughty schoolgirl". She used to like me to pull her panties aside and fuck her with them in place but it tended to rub me raw and she switched to liking them pulled down all around to just below her ass.

I take Jane's thong and pull it slowly down from her waist. Her bent over pussy is now fully displayed. Julia has her skirt bunched up now and is rubbing her pussy through a pair of thin cotton panties:

"...And take off your clothes too, Tommy."

I step back and quickly strip down.

"Mmm, that's pretty!" she says, rubbing her pussy with her right hand and her covered breast with the other: "And you still haven't fucked that hot little pussy?"

"No."

"And her tight little asshole?"

"No."

"Well I'm still a little jealous that I'm over here alone and you have hot little Janey tied to a chair over there. I think she needs to learn a lesson, Thomas, I think she needs fifty strokes."

Fifty! I think to myself. Fifty is a lot!

"Fifty what?" asks Jane with concern finding her voice for the first time in minutes.

But I know exactly what Julia means...

Week 2 - Drunk and Wet

We talked a few times about my unconventional relationship with Julia and we talked about her issues with her boyfriend. He was now her ex-boyfriend as far as she was concerned. She didn't need an unreasonable amount of hand-holding on that. "Yes, he's an asshole for doing that. No, you couldn't accept that situation. Yes you're doing the right thing, you'll be fine", seemed to be more than sufficient from me on that for her. She agreed that Julia was good for me and that our crazy relationship logistics and age difference were more practical and rewarding than they might seem.

We developed a comfortable routine in the small apartment and even bedtime wasn't an issue. She'd chosen to forgo the blow-up mattress and shared my big comfortable bed. Our sleeptimes rarely overlapped anyway but when they did she slept tight against the wall on the left side and, yes, memory foam really does make it easy to climb into or out of a bed without waking the other person. I (resignedly) slept in my underwear (though I tended to select my best) and she wore a T-shirt and leggings. The first couple of nights were uneventful. On Friday night things changed.

She went out with her friends and I had to work late. I went to bed at around 1 AM and was still awake and watching TV when I heard her fumble with the lock. She was drunk.

She kicked off her heels and walked quietly up to the bed to see if I was asleep. I looked up and said hi and she smiled at me. Her deceptively plain, little black dress look great on her she filled it top and bottom. She laid her bag on the floor and sat down on the bed. I was lying on my side and she sat against my bent legs and rested her arm on my thigh and hip. I could feel the warmth of her hot body through the thin sheet.

"I'm a little drunk, sorry."

"I can see that. Did you have fun?"

We talked for a few minutes about her night then Jane patted my hip and got to her feet. She opened a drawer and took out her legging/T-shirt sleepwear. The only light was from the hallway behind us and the TV. Then she walked to the sofa in that cautious manner that the mildly-intoxicated affect and simply pulled the dress over her head. For the first time nothing was between her naked body and my hungry eyes except for her red bra straps and a small dark thong. For the first time in her presence my cock twitched in appreciation.

Gathering her sleepwear in her arm she simply turned and walked back past me to the bathroom. She didn't look to see if I was staring. I heard her pee, wash, and brush teeth, then she emerged in the tight pink leggings and the oversized white T-shirt.

"I'm fucked. I need my bed", she laughed, "I mean your bed, our bed, whatever, bed!"

With that she climbed over my legs and flopped beside me. We talked again for a minute and then she reached for me and me.

"I love you Thomas, you're the best! Thanks for putting up with me!"

I leaned into her hug and kissed her cheek. In this position it would be a one-cheek kiss but she turned her head a fraction towards me and kissed me back much closer to my mouth than was normal.

"Don't turn off the TV for me, nothing will keep me awake tonight."

Nevertheless I lowered the volume and set the sleep timer for 30 minutes while I was at it. I tried to get back into the documentary I'd been watching but I found myself distracted. Jane initially turned to her wall and seemed to fall asleep but she was restless and was soon lying on her back and frequently rearranging her limbs. I gave up on the TV show and lay on my back beside her. I had tried to think pure-ish thoughts around her but right now I wanted to rip off her clothes, flip her on her back, and fuck her till morning. I revisited the image of her removing the dress and my cock was raising his ugly head in my best Calvin Kleins. Then the inevitable happened and Jane turned towards me into a light cuddle.

Her warm thigh rested on mine and her arm draped across my chest. I froze for a moment and then I brought my right arm down around her and rested it lightly on her back. She snuggled her head into my arm and relaxed. Now I was wide awake and my cock, who had retreated in shock at her touch, began to pay attention again. He pointed out to me that you could feel the swell of her breast against my side and that her beautiful ass was no more than a wrist adjustment away from my hand. She seemed asleep and relaxed so I gently cupped her buttock (of course I did, all men will do this). She snuggled into me, she raised her thigh higher on mine and my hand nestled slightly further over her ass, resting on her lower cheek. My cock pointed out that her pussy was no more than a wrist adjustment away but I fought off all his attempts to steer.

My cock started to get properly hard and just when I was barely resisting grabbing her pussy she stirred. I returned my arm to safer territory. She began to turn away to me and I released her without the reluctance I felt. My cock and I probably both pouted had anyone been watching. Jane rolled on her side away from me but then she shocked me. She reached back and pulled on my hip. The message was quite clear: "I'm kinda asleep but this is me consciously asking you to cuddle me." Yes, I thought: and drunk. "Yes," said my cock less altruistically: "and drunk!"

I didn't hesitate. I turned and spooned against her. She leaned her head and shoulders back into me and my arm went naturally around her waist. I didn't dare move much but my cock was excitedly calculating wrist geometry against breast-proximity estimates. After a few minutes of this she shifted toward me again, this time with her lower body. Her feet rested on mine and her ass came perilously close to my excited little friend. She seemed asleep and yet too deliberate in her movements to be oblivious to them. Her ass wanted the same contact as her shoulders and feet but I had to stop her. She didn't know my cock. If her ass so much as touched him in his condition he'd overpower my motor controls and bust right through her leggings and thong and not stop till he was buried in her to the hilt.

In desperation I took my hand from her tummy and placed it on her ass. If she was really awake I'm sure she thought it was a liberty but in reality I was protecting her from my scurrilous penis. I held her perfect hip in my hand trying to hold her a safe distance away from him without seeming to be pushing her away. I could feel the heat from her body through the soft leggings. First she pushed back into me with her shoulders and head. Her hair, unwashed since morning, nevertheless smelled like rain. She squirmed a little and pushed back her hips. My wiley cock speared her right between her asshole and her pussy. We were both torn. While he was trying to pick a hole to enter I was trying to be a good host to her. I was too sober to not understand that in the harsh light of day I might well be seen as the asshole who took advantage of the drunken woman who trusted him. Much to his disgust I reached between us and pulled my stiff cock up against my stomach. But I'm far from a perfect gentleman and for a consolation prize I let my hand cup her ass instead of returning it to her hip. The feel of her big firm cheek was incredible. Slowly but deliberately my hand slid between her legs until my two fingers were resting on her pussy. The first sensation was her heat and the second was her wetness. She was wet!