I have always loved my sister Penny, we were very close growing up and I can't recall us ever fighting much the way some siblings do. But while I always looked on her as being a lovely young woman and very attractive, I never seriously thought of her and I in a sexual way through our formative years. Not until recently when we each encountered incredible grief and we found ourselves there for each other.
I married my childhood sweetheart Wendy at 25, we had been going together as boyfriend/girlfriend since we were 14, although we never became fully sexually active until 17. Wendy and I had a couple of kids, a boy and a girl and life was very much picture perfect. Until a few months ago when a drunk SOB driver lost control, T-boning my wife's car, killing her instantly. If there could be any good fortune in such a tragedy, it is that the kids weren't travelling with her that evening -- they so often did as she drove them around to all those sport and cultural activities that kids do these days.
I was naturally shattered by the loss of Wendy, she was my rock, the foundation of our family ... she kept us all sane. So here we were now, my kids aged 11 and 13, and me turning 40 next month and having to raise them alone.
My older sister Penny has been incredible. Despite losing her own husband to cancer barely six months ago and still in mourning herself, she jumped in to take charge as I floundered around like a fish out of water flopping around on the sand.
Penny didn't ask, she just told me she was moving in and intended to stay however long it took for me to get back on my feet. It was possible for her to give me so much time because she had been married to a high-flying insurance executive who had provided so well for my sister before he contracted cancer that they owned their home outright, and with insurances and his work superannuation entitlements, she wouldn't need to work. Penny and Richard had married young and so her two twin boys were now 18 and she felt comfortable in leaving them at home to fend for themselves while she devoted time to caring for my kids and myself.
Penny had just turned 42. She explained to me that moving in to take care of me and my two kids could at last be the therapy that she needed to take her mind off losing Richard. "When I'm at home all day and the twins are off at school, I just mope around feeling sorry for myself. But now I will have some purpose in my life, helping you through this agonising time and taking care of your kids."
The first week after my wife's fatal accident was obviously the hardest. Coming to terms with what had happened, going through that 'why us' stage, consoling the kids through their heartache while running around each day organising aspects of the funeral. It took its toll, each night I needed a few stiff drinks to help me get to sleep. Penny was so supportive, she would sit and talk to me, let me pour out my feelings of grief to her, even though whenever I did, it rekindled her own grieving for Richard.
So the day of the funeral came around, it was midweek - a Wednesday. Somehow we got through that, although it pissed me off how many friends and relatives came up to me outside the chapel afterward, saying how it would be much better for us now, having put the funeral behind us. I couldn't fathom how anything about this grief could get better. What I felt yesterday and the day before would still be around tomorrow and the day after. I guess they were all well meaning, trying to console us as best they could.
And then there was the wake. Why do we put ourselves through that? We have just struggled with the tears and emotion of farewelling our loved one inside a casket, only to go directly to a catered function with food and drink and our friends and relatives all assembled there, seemingly chatting amiably as if it was just another family get together.
So I was a real case that Wednesday evening. Penny was stoic and fed the kids and put them to bed while I slumped in my favourite recliner as day turned into night, unable to find the energy to stand up and go switch a light on. Penny looked in on me regularly but I told her that her time was better spent with my kids.
It was 9.30 before she eventually was able to join me, sitting down across from me in my wife's recliner and switching on a couple of lamps. "Now little brother, you haven't eaten a thing tonight, you really should."
"I'm just not hungry Penny. I did eat a few of the nibblies at the wake."
"Well, that's something. How many of those scotches have you had?"
"I don't know, a few."
"So you were able to get up and pour more drinks, but you couldn't get up to switch a light on when it got dark outside?"
I didn't need a lecture about my drinking right now. I reached down and picked up a half-filled bottle of Scotch, "I didn't need to leave my chair for refills."
"Bobby, you will have to watch your alcohol intake. I know only too well that it has a deadening effect on the grief, but overall it's not good for you."
"I'll stop before it gets out of hand Penny."
"I hope you can Bobby."
I knew that my sister only had my best interests at heart. We sat and talked for an hour, including serious stuff like how I would cope once Penny returned home. She told me that as much as she wanted to help, she couldn't stay around forever. I knew that but I couldn't contemplate her leaving just yet ... and told her so.
"I'll be here for you Bobby, in every way that I can be, as long as you need me."
We talked on some more. Nearing midnight, Penny asked, "So when do you intend to go to bed, you need your sleep."
"I don't think I'll be able to, even with a gutful of alcohol that has me feeling quite hazy."
"Well come on Bobby, let's give it a try."
My sister steered me off to my bedroom and sat me down on the side of the bed, "Now you get your pyjamas on and I'll go get myself changed too. I'll be back to check on you before I go to bed myself."
Fortunately, my wife and I had bought a four-bedroom house so in the current crisis, I had been able to set aside the spare room (the 4th bedroom) for Penny to sleep in. Only a narrow single and she said the mattress wasn't that comfortable.
About ten minutes must have passed by when Penny reappeared. I didn't look up. She found me still in the clothes of that day, still sitting on the side of the bed ... only now I had my head in my hands and had begun sobbing uncontrollably.
"Oh Bobby, my poor brother, come on man, you've got to pull yourself together. Think of your kids, they're managing so well, you have to too." I felt her sit down alongside me and drape her arm over my shoulder, offering me reassuring words about how I would come through this eventually. She did manage to get me to stop sobbing, "Come on Bobby, let's get you into bed."
My sister pushed me onto my back on the bed and leaned over me to unbutton my shirt. Then I felt her hands at my waist, unbuckling my belt, followed by another two buttons to undo my trousers and then the fly zip. Even through my grief and hazy alcohol-induced state, I was surprised that my sister was actually undressing me. Mentally, I didn't see it as a sexual thing that she was doing, but physically, my cock had a different reaction, twitching responsively when her fingers brushed against it through my clothing as she unzipped and removed my trousers. Did she feel it jerk?
"Come on, help me," I heard her say and realised that she expected me to raise my bum so she could tug my trousers down. I did my best, lifting up, and then she was urging me to raise my shoulders and back so she could get the shirt off me.
I lay before her on my bed wearing only my jocks. "Come on, stand up, you can do the rest yourself," she urged and I saw that she had pulled my pyjamas out from under the pillow where she had left them after making my bed for me today.
I stood up, a little shaky on my legs after all those scotches I had drunk. I turned around and reached for my pyjama shirt and managed to pull it on. I felt Penny move around in front of me and button it up. Then, to my surprise, I felt her take a hold of my jocks and haul them down to my knees from where they were able to drop to the floor, leaving me naked below my pj shirt.
"Hey!" I protested loudly, "modesty!"
"Oh come on little brother, it's not like I haven't seen one of those before, don't give me any false modesty." That's the way my sis was, the way she talked to me.
The shock of her exposing my cock caused my eyes to open wider than they had all evening. Did I actually see her looking down to check it out before reaching for my pj pants on the bed? I don't know, I could have imagined that after so many drinks. She held the pants open for me and bent forward, bringing her face up real close to my belly and groin, just above my floppy appendage.
"Now lift one leg, ok ... can you do that?"
I needed to reach my hand out and placed it on her back to steady myself as Penny bent over in front of me. I managed to lift a leg and place it inside the pj pants that she held open.
"Now the other, come on."
As I managed to raise my second leg, my hand still resting on her bent back, I told her, "This is so embarrassing, needing you to undress me."
"If you're worried that I'm getting to see your cock up close, as I've already said, it's not like I haven't seen one of those. Richard had a pretty good one. And I can give you a painful reminder and tell that story again, about the last time I saw yours and you were 13."
"Oh shit, you're not going to bring that up again, are you? I've spent my life trying to wipe that from my memory."
"Really, why would you? I'd have thought it would have been one of the most cherished and defining memories of growing up."
Penny was two years older than me and as I said, we were quite close when we were kids, although never ever this close, before and after that one night. I was 13 and going through puberty, discovering that I had a cock that would now respond quite firmly to touch.
My then 15-year old sister had a sleepover with two of her friends. I am not sure how this incident evolved, possibly it was Penny showing off to her friends? One of my buddies had lent me a porno magazine filled with pictures of naked women and including a couple of pages of men and women fucking. So there I was, in bed early at around nine when my sister and her two overnight guests burst into my room, right while I'm in the middle of jerking off under the blanket while gazing at the magazine.
"So whatcha doing little brother?" asked Penny, jumping onto my bed, "what's going on under there, can we see?"
Now I'd been at it for about five minutes, so I was really hard and buzzing along, feeling very good inside and expecting soon to feel good all over as my cum burst forth. But now my efforts would be stalled. I pulled my hand off my erection and withdrew it from under the covers that in turn descended, floating down, only to be held up tentpole-like at one spot in the middle of the bed.
Spotting the covers held up by the solidity of my juvenile erection, Penny yelled, "Bobby, you naughty boy, what have you been doing?" Then, turning to her friends in what I would call grandstanding, she announced, "My little brothers a bit of a perv, look what he's been up to." She had spotted my magazine and grabbed for it, "Ooh, look at these pictures girls, now he knows what we all look like without our clothes on."
Turning back to me, my big sister teased, "Wouldn't you like to see the real thing, to see us naked?" She paused, "Well you can't ... but I tell you what," she got off the bed, turning again to her friends, "should we help him, what do you think?" With that, Penny grabbed the top sheet and blanket and yanked it back to expose my vertical hard-on standing high and proud.
Leading the way, Penny jumped back onto the bed, grasped my cock and began tugging on it. "Either of you want to help me here?" One of her two friends stepped forward and joined my sister on the bed. Penny handed me over to her friend and this girl took over wanking me for the limited time I had remaining. Within seconds, the cum shot upward from my erection, only to splash back onto my belly and my thighs with a liberal amount coating the girl's hand that she quickly retracted, squealing, "Oh yuck!"