Masturbating with the Sister-in-Law

For many years my wife and I have volunteered as marshals on sporting events, mainly charity long distance “Ultra” walks/runs, which often involves being at a point for long hours but is rewarding because of the appreciation shown by the participants and the feeling of helping the fundraising efforts, plus we enjoy the outdoors and each other’s company.

After the passing of my wife’s parents about 5 years ago, we have grown close to her sister who often accompanies us on these events. Louise is in her early 50’s, lives alone and has never had a partner or relationship (we often joke she's married to her dogs!), so much of the contact is in the way of friendship and company, which we all enjoy. Depending on who’s available for an event, it can be any two or all three of us at a checkpoint.

The marshalling points are mostly on rural tracks with no-one around except the competitors and an odd walker. We’ll set up a quick-erect “roof only” shelter to base ourselves in and enjoy a day of socialising. Although no facilities are provided, the locations normally offer plenty of cover/privacy behind hedges or in nearby woodland to answer the call of nature as required.

On a run a couple of years ago, I was with Louise on an open track junction where there was no cover (open fields in all directions). It was a particularly hot day and we had been drinking a lot of fluids, when Louise says she is going to need the toilet soon, but is worried given the open location we were in. The only suggestion we could come up with was just go out of view behind each other.

An hour or so later she suddenly gets up announcing she needs to go now, checks no runners are approaching, drops her shorts in front of me and relieves herself. Realising I need to go as well, I also pee in full view.

Up until this point we had never seen each other pee. Even when we did it together, she made sure I couldn’t see her squatting. Today was different and she didn’t care, needing to urgently pee.

Once we had finished and sat back down she was a little embarrassed and said she hoped I didn’t mind her doing that as she was so desperate and didn’t have a choice but was aware I was watching her the whole time. I reciprocated with the comments and said it didn’t worry me.

This was the first time we had discussed anything like this. Sex and bodily functions, whilst not being taboo between us, had never come up in conversation and the friendship is simply people enjoying each other’s company.

She asked why I was watching her, my reply was truthful, that I liked watching women pee and found it a sexual turn-on. Louise was embarrassed by this and asked if I found her sexually attractive. Again I answered truthfully that I did, but also that being married meant I could “look but not touch” and that I was quite comfortable with that. I’d noticed that she had also been watching me, although trying to keep it discrete, so remarked she had been doing the same. She blushed a little and quietly said that she had rarely seen men naked and never up close.

At that point some more runners came by, so the conversation switched back to the event and other topics.

She needed to pee again a couple more times during the day (as I did), so we faced each other and closely watched as we relieved ourselves.

For the next few events Louise became more relaxed and open about peeing and instead of just quietly walking off behind the bushes, would say she needed to pee, and we’d relieve ourselves together. Occasionally there was a poo need as well and to start with we’d tell the other, but we were happy watching/being watched so just got on with it.

The next event was a day-night 100 mile run and Louise and I were to do a point that ran until about 2am. The weather was a little wet, so we set ourselves up under the shelter and spent an enjoyable day socialising, as well as openly peeing together whenever we needed to. When our point was closed we headed to the vehicle to sleep for the rest of the night, before travelling home in the morning.

Once in the car Louise proceeded to change her damp clothes in full view and asked why I wasn’t changing as well. I replied that I didn’t want to be presumptuous and just undress in front of her, but the look on her face said why not, I’m doing it in front of you! A few layers of clothing later and we are both partially naked looking at each other and I’m getting an erection, which she saw and smiled, commenting that I must think she is sexy!

After we’d changed our shirts Louise grabs her blanket and settles down for the night. I follow suit but can’t lose the erection thinking of her naked under the blanket, so once she has fallen asleep I ended up silently masturbating to a satisfying orgasm.

For the next few events all three of us were together so it was back to peeing discretely.

Towards the end of the summer we had another long event with the two of us. Almost as soon as we had arrived she needed to pee and just squats by the side of the track in full view, setting the tone for a day of doing it next to where we were set up instead of behind the bushes.

Given the openness of it all, later in the day I asked her if she enjoyed peeing and whether she had played with herself whilst wetting. She enjoyed relieving herself in bushes when out walking and often peed in the shower but masturbation or even touching herself was something she had never done.

I was aware from my wife they had a strict upbringing that had taught them that touching yourself was dirty and something you never did, so was not surprised Louise had never done it.

Our marshalling duty finished late evening and, as it was several hours drive home, had decided we would sleep over again.

Once we had finished we retired to the car and got ready to sleep over. The weather was warm, so Louise just strips off and throws a light blanket over herself. I strip off as well and already have an erection from seeing Louise naked, who is now staring at my embarrassment! She makes a comment that it must be her sexy body again and removes her blanket so I can get another view.

Looking at her pert breasts and vulva it’s not long before I’m leaking a small amount of pre-cum and Louise spots this, warning me that I’m starting to pee in the car. Telling her what it is, she asks how I make the erection go away.

At this point I’m wrestling with the mental conflict of being married and adhering to “look but not touch” and having someone next to me that I find sexually attractive and have fantasied about in the past whilst masturbating.

It was clear Louise had no idea about masturbation and her question was almost child-like. I answered that I just masturbate, and got an immediate response of how?

My mind exploded as I needed release and I make the decision that masturbation, either individually or together, would be OK but there was a hard line for anything further. I’m sure Louise wouldn’t want to risk anything either!

Asking her if we really want to get into this, it’s clear Louise is turned on by it and is up for exploring the feelings she’s experiencing.

I proceeded to show her how men masturbate, stroking gently as I didn’t want to orgasm yet. She is mesmerised by this and asks if she can touch my penis, so I guide her hand on how much pressure and how to slowly stroke. Managed to hold off for about 15 minutes, giving her time to understand the basics of masturbating a man, eventually letting her finish, and had one of the best orgasms I’d experienced for a long time.

After cleaning up I ask if I could touch her vulva. She opens her legs straight away and as I made contact it was like a jolt of electricity went through her body and she had a look of surprise/shock/terror/pleasure on her face as I started to gently massage her.

The next half-hour or so was spent gently rubbing and massaging various parts of her body, giving her feelings she’d never experienced before. I slowly increased my massaging and brought her to her first ever orgasm. It was a good job we were in the countryside, as she was shrieking when the orgasm took hold.

Once she’d come down from the orgasm high she asked for her blanket and promptly went to sleep. Also tired, I grab my blanket and was soon asleep as well.

Sometime in the early hours of the morning I was awoken by her moving and realised she had started masturbating. I moved my hand over onto her leg and she moaned that she wanted the feeling again, so whilst she fingered herself I massaged the tops of her legs. I didn’t take long for her to reach another shrieking orgasm, with a finger in her vagina and the other hand pinching a nipple.

I had already started stroking whilst all this was going on and once she had finished, began fully masturbating. She reciprocated with her hand on the top of my leg so I guided her to my testicles and got her to gently squeeze and massage the sack to help me to another explosive orgasm. Spent, we both settled down for the rest of the night.

Awoken about 6am by the sun reaching the vehicle, we lay there for a while talking about the night. Louise was still fired up and couldn’t believe what she had been missing all these years. A few choice words are said about her parents (dad in particular) in not allowing them to learn about masturbation. Needing a pee, she gets out the vehicle completely naked, stands facing me with her feet apart to pee, wipes up, jumps back in, and starts masturbating again!

I’m sexually exhausted from the night before so leave her at it, dress and start sorting some snacks for breakfast, just as there is another series of orgasm shrieks. I move to her side of the vehicle to find her limp in the front seat, panting from the experience with a huge smile on her face. She eventually finds some clothes and sorts herself out, then runs over to me, giving a big hug and thanking me for introducing her to orgasms.

On the way home we have a more serious talk about what just happened and are both very clear that it must never progress any further, or anyone else find out about what we are doing.

When I next saw Louise a couple of weeks later (the three of us often have a Sunday meal together) she quietly tells me that she’s been masturbating herself to sleep every night, and often again in the morning, managing to be a little quieter so as not to disturb the neighbours! She’d also tried rubbing in the shower whilst peeing and found it all feels even better with a full bladder.

So the scene was set for future events. Whenever it is just the two of us we pee in full view and in the quieter period towards the end of the event, Louise sometimes has her hand down her underwear pleasuring herself. I get aroused by what she was doing, eventually joining her masturbating if we can be certain of covering up in time if someone approaches.