Steve and Jane had always had a close relationship. Jane was 8 years older than Steve and they were always really good friends, got on really well and there was no doubt she was his favourite sister. This was all perfectly normal brotherly love he just connected with Jane better than Louise, his other sister. He didn't have any particular sexual feeling towards her, however she had at several points in his life been someone he had thought about during masturbation. His first ever orgasm in fact was in his bedroom with Jane's dirty panties, licking the stains she had left. Steve also had a big desire for panties. He loved getting panties from people he shouldn't. Licking dirty ones, or wearing clean ones. Knowing his cock was so close to where her pussy was and will be. This was pretty much any woman in the world, he loved the panties of any woman he wasn't allowed, his girlfriends over the years had never appealed to him, or his wife now. He was allowed them so there was no thrill involved.
So throughout all his adult life, Steve had only ever had decent intentions towards his sister, except the times he was alone and she popped into his head, then he had very bad thoughts, imagining her very ample chest and lovely bum too. Her body he very much admired but only when alone and horny. He did take whatever opportunity he could to get hold of her underwear for some fun, but that was rare but a real treat when it happened.
Jane was married with kids, but in her early forties her husband left her. Steve would regularly go round and stay over maybe once a month. Have a few beers and a good chat and if he got the opportunity, he would, of course have a play with any underwear he could get hold of. He cared for his sister and was (other than the panties) being a good brother and looking out for her.
A couple of years after the split Steve was at Jane's and the chat got to moving on, and Steve asked if Jane had been with another man since the split and this is where the story picks up
"So have you been with another fella since the split?" Steve asked.
"No, I am far too busy and don't have any opportunities for going on dates." She replied.
"That is ridiculous, you know full well I babysitting, they are welcome at mine any time for a sleepover it would be great fun for everyone and you would get some peace to go on a date, or even just out with friends."
"Well we will see but I still have no idea where I would even meet a man, let alone go on date with one." She protested.
"There is so much online these days, surely you have some single friends at work you can talk to, I am definitely not the one to be able to help with that, I don't have the first idea." Steve said.
"I might speak to some of them but I am really fine by myself I don't need a man." She replied.
"You have already gone 2 years without sex, I'd be going mental if that was me, and there is only so much wanking you can do without the real thing."
"Don't be disgusting I don't wank."
"You don't wank? What? Everyone wanks, there is nothing wrong with it. I wank whenever I have any time alone, if I was single id be at it constantly. You should definitely start, always have one before bed it makes you fall asleep easier."
"Really? I thought it was a pervert's thing."
"Ask all your single mates, I bet they tell you, I can't believe you haven't discussed it. You need to start and you may as well start tonight, think about something that turns you on and let your fingers do the work."
"I know how to do it thank you very much, I did do it when I was younger you know."
Steve for a second just lost his chain of thought, thinking that statement through. "Well then there we go, sorted, you start tonight, right let's get another beer."
They carried on drinking and chatting for an hour or so before they decided to call it a night. Jane went upstairs and got changed into her pyjamas and came back down with some bedding for Steve for the sofa. She helped him make it up as a bed then headed up to bed, Steve followed her upstairs to go to the toilet before bed. "Night Steve, they will wake you up bright and early and you can look after them while I have a lie in" She chuckled.
"I know the script, my job isn't just to be a supportive brother, it's to let you have an extra few hours sleep I know ha-ha. Don't forget what we discussed earlier, make sure to sort yourself out before you go to sleep."
"Ok I will, night."
Steve walked into the bathroom, used the toilet and then washed his hands. He then very quietly, slowly lifted the lid on the wash basket and to his delight found a black lace thong which she had evidently taken off just before bed, his cock stiffened immediately, and he slipped the thong down his trousers around his cock and walked downstairs. He got all his clothes off and under the covers and retrieved the thong from round his solid cock and brought it up to his face. There is nothing better than fresh ones he thought to himself as he ran his tongue along the still moist gusset in his sister's thong. His cock was drooling precum already as he started to stroke it and it wasn't long before he was grunting and shooting a big load of cum all over himself. He lay there in post orgasmic lethargy, before he felt the guilt that he always felt after an 'inappropriate' orgasm, he pulled the thong from his mouth and thought to himself "I hope she didn't hear me", when a thought quickly struck him that she would have been too busy herself to hear him, he had been too excited and focused on the fresh thong with still wet juices that he forgot what had been discussed. All of a sudden he realized he may have been wanking at the same time as his sister, his guilt was gone and his cock was now throbbing again, the thong immediately back to his mouth he imagined Jane naked and playing with herself, and before he knew it he was shooting another load all over his body. After a few minutes he got the guilt again and sneaked upstairs to return the thong to the basket and clean himself up.
The next morning he was as expected woken by his niece and nephew and a few hours later Jane got up and came downstairs. They spent the morning playing games and having fun before Steve went home.
A month or so later Steve went to stay over at Jane's again, and the usual routine, put the niece and nephew then a few beers and a chat.
"So any plans to go on any dates then? Spoken to any fellas at all, maybe friends of your mates etc.?" Steve asked, hoping one day his sister may move on.
"Nah nothing, I have no interest in it at the moment to be honest, and I don't even need relief now I'm part of the wanking population." She chuckled.
"See, I told you it was good and not just for pervs, have you got yourself a vibrator yet?"
"No, I'm scared they will hear it in their bedrooms."
"Don't be silly, it's a battery operated sex toy not a bloody power drill." He laughed.
"Still I don't want them hearing and wondering."
"Ok, next time they are staying with their dad, I'll come round and you can try and I'll see if I can hear it from their rooms" he suggested.
"Don't be silly, anyway I'm not buying one to test, it's daft." She protested.
"It's ok I'll bring one of Lisa's, I'll clean it thoroughly of course, but you can try it and see how it goes, though maybe not mention it too her, not sure what she would say to me about lending my sister my wife's vibrator." He chuckled.
"We will see, but I'm not bothered anyway." She said, and they carried on the rest of the night before going to bed. Jane went upstairs to get the bedding and brought it down, she went to the drier to put the washing in that she had put on earlier when she got her pyjamas on. Unfortunately for Steve this meant the wash basket was empty when he went to the bathroom. They said goodnight and Steve stripped off and got under the covers, now thinking purely about Jane upstairs masturbating and the thought of listening as she tested a vibrator, his cock was solid and oozing precum until his body tensed and he let out a huge silent gasp as he came a huge load all over himself. He wiped himself clean with a tissue and went to sleep.
A few weeks later he planned to go to Jane's again, but he had planned it three weeks later knowing his niece and nephew would be at their dad's. All week he had been thinking about it, which vibrator to take and how exciting it would be, he had several orgasms just thinking about it and that morning while Lisa was at work he grabbed one of her vibrators, cleaned it off and then realized that later that night it was going to be inside Jane. Needless to say his cock was throbbing so he got it out and started rubbing, stroking himself and then rubbing his precum on it, before he shot a big load of cum all over himself. He rubbed a tiny bit on the end of the vibrator before cleaning up and packing it in his car. Another thing that he was excited about was the vibrator he had chosen, he had no intention of telling Jane but it was a replica of his own cock. A few years ago for valentines he had got this as a bit of a joke for Lisa, they made it together using his own cock as the template. Now he was going to let his sister use it. He didn't know whether to be excited or ashamed, but it still didn't change his mind.