Oh Yes, She’s Cum A Long Way!!
Another redbruce story, again totally factual, describing the development of a shy friend’s sexual interests
This journey started for us a bit over five years back, when I was still very active here on the site, and serving as the “dogging” moderator. As a regular author and contributor of stories, many of them about dogging, I was, on numerous occasions, approached by folks wanting to know more, seeking specific information, or else hoping to join those of us who were having dogging fun in Gauteng.
One of the messages I’d received was from a couple (Mr & Mrs S) wanting information about dogging “out East” (Eastern Witwatersrand), and I’d told them about the dogging spots I knew of, and in particular suggesting President Park as a very suitable venue. They were keen to find out more about dogging, but hesitant to give it a try. They both had hectic business commitments, making it difficult for them to do much during the week, and their young family meant it was also difficult for them to have fun on weekends and evenings. And the fact that they are prominent members of their local community meant that they needed to be very discrete. They were thus very limited in terms of opportunities for fun.
They’d also had very little by way of sexual experience at that stage. They had been together since their high school years, married quite young, never having had any other sexual partner, and having only ever had one same-room sex experience with one other couple at one “naughty” party they went to.
We agreed to meet up whenever next they might be available, and for a long time I heard nothing further from them. Then one day they made contact again, keen to make something happen.
Although they were wanting to try dogging, because of lousy weather conditions (it was the middle of winter!) on the day that they would (very unusually) be free to have some early-morning weekday fun, we ended up in a Formula 1 hotel. The arrangement was for just one friend and I to watch them having sex while she watched us wanking. No touching, nor was there to be any expectation of any sexual involvement on our part, nothing more than just watch and wank (she enjoys watching guys wanking, apparently).
Friend H and I first met up with the hubby in the car park of a local shopping mall so that he could suss us out, before H and I went off to the hotel to wait for the couple to arrive.
This first meeting and encounter is described in detail in my story “What A Wonderful Watchful Day – Part 1: Early Morning”, published here on SH on 6th June 2018. But here’s what transpired, in brief form…
She was extremely shy! At first she avoided eye contact with H and I completely. While they hugged and kissed and started touching, to start with, she kept her back to us. Then as things progressed, and she ended up naked on the bed, she kept her eyes closed much of the time. He’d told us she wanted to watch us wanking for her, but despite this desire she hardly looked our way until they were fucking, missionary style, and she sneaked a quick peek to see if we were indeed watching them (of course we were!).
But then later, when she rode him in reverse cowboy position, supporting herself by holding onto the upper bunk-bed above the double, and I was standing watching (and wanking!) from my position at the bottom of the bed, with a brilliant view of the action, her hairy pussy sliding up and down on his dick, she looked me in the eye and smiled demurely, looking perhaps a little embarrassed, but aware that we were all enjoying ourselves. She then shyly but openly continued watched me and H wanking as they continued their love-making, while we enjoyed watching them.
She’d requested that H and I do nothing more than watch and wank, and we respected that, making no effort to touch her, even when hubby had invited us to sit on the bed next to them, or when she squeezed past me (naked) on the way to the loo once they were done. They seemed happy with how things had worked out for a first encounter.
We stayed in touch, chatting on Whatsapp from time to time. They were still very keen to experience some dogging activity, saying that initially, though, they would just want to be watching, to see how things worked… But every time I invited them to join us at the park, whenever we had something arranged, they were unavailable… work always got in the way… and then Covid came along…
Our next physical interaction only happened when a few of us got together at President Park for one of our “small gatherings”, early in 2021 once Covid regulations allowed a bit more freedom of movement. A friend had asked me to organise a dogging (outdoor) gang bang for his missus. I contacted some of my mates, and also Mr & Mrs S, letting them know that there would be action at the park, just in case they might be available and wanting to watch. Again, I wrote a detailed account of the fun we all had that day…
Most surprisingly, they were able / made a plan to join us on that day. But once again, they (she in particular) were being shy, and preferred to sit in their car at a bit of a distance, watching the action from there (while unfortunately being “bugged” by one of the guys who kept hanging around near them, hoping to see them playing as well). I went over and spoke to them, encouraging them to get out and come and join us, and watch the action from closer by. After a while he convinced her to do so, and they walked over and joined the group of us standing around the blanket on the ground where the gang bang was in progress, screened from public view and the rest of the park by the car. Mr S wanted to play, trying to get Mrs S to stand in front of him so that we could see him fondling her boobs through her blouse while they watched, but she didn’t want any of it. Instead, she half hid behind him, watching the activity over his shoulder.
Together they watched the bonking, muffing, fingering and squirting that was going on on the blanket, but she was at the same time keeping an eye on the rest of us guys in the circle who were wanking as we watched the activity. She took a particular shine (I heard afterwards) to the youngest guy in the group, young Jayson, wanking his nice big cock. After a while it became evident to me, standing opposite them in the circle and keeping an eye on them too, that Mr S had his hand behind him, having lifted up the front of her skirt, and was fingering Mrs S as she stood there behind him. And she appeared to be enjoying it!
But then the gang bang and their fun was interrupted by the arrival of a cyclist, and we all stood around as if nothing was happening. Mr & Mrs S left us and walked back to their car. When it was evident that the gang bang was now over, I walked back over to their car, to chat, and ask how they had enjoyed it. I stood at the door on her side of the car; her window was open. When I got there, he had his hand inside her half-undone blouse, and the hem of her skirt was pushed up to mid-thigh. With just me there close to them, she didn’t object when he opened her blouse up, popped a boob out of its bra cup, and played openly with her hard nipple. I asked if I could do likewise, and she was happy with that, and popped the other boob out of its cup for me to play with, through the open car window. She has beautiful large, full and firm boobs, with big dark areolas, and eminently suckable nipples!
She asked to see me wank for her again, and so we opened the car door and I stood close, wanking just a couple of feet away from her face, while Mr S played with her boobs.
Then Mr S placed his hand between her thighs, pushing her skirt higher up, and said to me “Bruce, you should feel how wet she is!” Of course I wanted to, but knew that it was up to her as to whether it could happen. I asked if she would be okay with that, she nodded shyly in agreement, and slid forward on her seat, parting her legs as she did so. This caused her skirt to hike up even further, exposing her panties. I rubbed her pussy, initially over her very damp panties, and then, as she moaned in enjoyment at the attention, moved the gusset to the side and fingered her pussy, which this time was neatly trimmed. It WAS very wet, just like he’d said! She was obviously turned on by what she had been watching, the fingering that I had noticed while they’d been standing in the circle watching the action, and probably by what they had been doing here in the car too. That was a most enjoyable encounter, as she relaxed and allowed me to touch her for the first time, and they had played a little in public.
On another occasion Mr S messaged me at short notice, and said they were going to the park “to see what’s happening”, and asked if I could join them there. Unfortunately I was not able to make it, but I happened to know that Stan and Hayley were at the park at the time. I played Whatsapp matchmaker, and arranged for them to find each other there. Mr & Mrs S then watched Stan and Hayley fucking out in the open at the park, initially from a little distance (again watching at first from inside their car, while playing themselves), but then getting out and going over and interacting with the other couple. They seem to be getting a little more comfortable with this dogging thing…!, and less concerned about safety or being “discovered” by someone who knew them at the park, which had been an issue for them.
Some months later he again message me, asking if I was available to join them, as they had the day free and she was “feeling horny”. Would I like to come and muff her? We could meet up somewhere. Of course I wanted to do so, but the timing wasn’t right for me and I sadly was again unable to join them that day. Instead, I suggested young Jayson as a substitute, knowing that she was keen on him, and also that he was keen to meet up with them. They agreed, and so I put them in touch with each other, and they ended up spending part of an afternoon (sadly, it was much too short a time, I understand) at a local guesthouse that offers “day rest” (rooms available for naughty daytime use!) facilities.
Subsequently, they bumped into each other out at President Park quite by accident (i.e. not arranged – I knew nothing about either of them being out there), and this time they had some car fun out there with Jayson… which I heard about afterwards.
Another most enjoyable, and this time a “different” interaction with Mr & Mrs S, was when we had a Whatsapp video call late one evening while they were away on holiday in Balito. Once again they were horny and wanting to play. Fortunately I was alone that evening, and so we made an arrangement to do a video call once their kids were asleep. It took a while, and I waited impatiently, but it was worth it in the end!
As soon as the kids were sound asleep, and Mrs S had showered, she came through into the bedroom where Mr S was already waiting, he and I already chatting on video as we waited for her to appear. He then set the phone up on a small tripod on the dressing table, and I was able to watch them as they spent the next half hour making love in different positions, including lots of oral sex, which she seems to really enjoy. Mr S moved the phone a couple of times to give me different views, always mindful of whether I could see them clearly or not. I’d hoped that he would do some hand-held close-ups, showing me detail of boobs and pussy, and maybe even some penetration close-up, but what they did, allowing me into their bedroom intimacy, was beautiful...
(The story that I wrote about that event has had another wonderful knock-on benefit! Another couple in a distant city read that story, and were so turned on by the idea that they contacted me, and asked if we [they and I] could do something similar. And we have – on many occasions, usually in the mornings once their kids have gone off to school! Some of the times have been with them together as a couple, where I have been able to watch them playing and fucking. But there have also been numerous times when he has had to be at work and not available, and she and I have had super phone or video sex (with him knowing about it), as I have lain in bed and wanked for her on video while talking dirty to her [that’s how she likes it!, even if it’s not really in my nature], as she brings herself to orgasm! She likes me telling her what to do to herself, what I want her doing, how I would love to be doing it to her…!)
But it had been a long time since Mr & Mrs S and I had physically been together. The problem was inevitably about our mutual availability… when I was available, they were working or had kids around… and when they were available and keen, I wasn’t, for various reasons. Things just weren’t working out.
And then one day last year the stars aligned for us! He let me know that they could arrange to have a morning free, and Mrs S was horny and very keen for me to muff her – something she enjoys, and which we had often talked about, but not yet done. And I happened to be free and available…!
He trusted me enough by now to invite me to join them at their home, and provided their address. He asked me to phone and let him know when I was in the neighbourhood, as he would first need to get rid of the maid, surprising her by giving her the rest of the day off in mid-morning. I had to hang around for a bit in the vicinity, but then he let me know he was taking the maid to the taxi rank, and I could join them when he returned.
As he drove back in and parked, I pulled in behind him in the driveway and he closed the gate.
Mrs S was waiting in the hallway as we entered the house, and we greeted. She was wearing a simple knee-length dress, and it was evident from the shape and the way that her boobs thrust against the thin cotton that she was not wearing a bra. I could see the little bumps raised in the material by her nipples.
I reached out and briefly fondled her boobs as we stood there chatting, confirming the absence of the bra, loving the feel of her breasts and her nipples instantly becoming erect through the thin material.
They suggested something cold to drink before we got started, and I made use of the opportunity to quickly visit the loo as she poured the colddrinks.
When she returned to the lounge with the drinks, we again chatted very briefly. Where were we going to play, I wondered? In here? But he suggested we take our drinks with us upstairs, to the bedroom. Good idea! We were wasting valuable time sitting chatting, even though it was good to catch up…
The three of us undressed at the same time. I watched her as she undressed, lifting her dress up and over her head, her full breasts lifting and changing in shape as she did so. This time she was facing me as she undressed, and not at all self-conscious. She left her cotton panties on, though, and lay down on the bed, in the middle, leaving space for Mr S and I on either side of her. Her old shyness seemed to have dissipated!
Mr S and I each started off playing with a boob, and those wonderful nipples hardened again to our touches and nibblings! I quickly moved my hand down to her pussy, and Mrs S obligingly spread her thighs so I could get my hand in, rubbing her pussy through her panties. Those panties were already damp, and we’d hardly got started! She moved her hips in rhythm with my stroking, and started making soft “mmmm” noises, indicating her pleasure.
I knew she particularly wanted to be muffed – he’d told me so – and I needed to get those panties off! I sat up, moved down on the bed, and eased her panties off, with her raising her bum off the bed a bit to assist me. This time her pussy was clean-shaven! I lay back down between her spread legs, my erection hard beneath me on the bed, and gently opened her pussy up with my fingers, admiring the moist pinkness and the protruding clit as I pulled back gently on the hood. And then I was in there with my tongue, lapping at her pussy, caressing and sucking on her clit, and probing as deep as I could with my tongue into her intimate depths. And from all the noises she was making, she seemed to be enjoying the attention!
Mr S, busy with her boobs, asked me “So how does she taste, Bruce?” “Like honey!”, I answered, and muffed her with gusto. I then alternated muffing with fingering, initially just one finger as she was extremely tight (despite having had three kids!), then later getting two fingers in as her pussy walls relaxed. She had a big orgasm as I licked her, clamping her thighs around my ears and shaking the bed as she came, and then pushed my head away as she became too sensitive for me to continue.
I crept back up to her side, and returned my attention to her boobs. Mr S, on the other side of her, then crouched over her, so that she could take his dick in her mouth, and gently face-fucked her.
Not too much later her sensitivity had reduced sufficiently for me to start fingering her again. And so we carried on playing in this fashion, Mr S and I both lavishing our attention on her, fingering until she asked us to stop, massaging her boobs and sucking on her nipples.
Mr S decided that he wanted to take some videos of the activity, for them to keep as a personal record, to look at together afterwards. I’m not a fan of videos or photos, and we agreed that there would be no faces or identifying features visible, just close-ups of the action… my hands massaging her boobs, my fingers tweaking her nipples, and then my tongue licking her clit… mmmm… I’d quite like to see those videos myself, one day!
And then his phone rang… It was the guy from Tracker, at the gate, come to install a tracking device in his car downstairs. He’d only been expected in the afternoon, and here he was, way too early. But he’d seen the car in the driveway, so there was no point in Mr S trying to pretend they weren’t here. Damn this interruption! Mr S pulled on his shirt and a pair of shorts, and disappeared downstairs to let Mr Tracker in so he could get started. He didn’t seem too concerned at leaving his lovely wife alone and naked with me in their marital bed!
But I’d agreed to their rules, that there’d be no attempt at penetration or kissing, and so Mrs S and I carried on having fun on our own while he was downstairs. He did come back up and re-join us for a while once the Tracker guy had got started, but had to go back later and settle up and let the guy out once the installation was completed.
So I didn’t get to fuck Mrs S. Mr S did, as I watched from just inches away!… but no penetration for me, other than with my tongue and fingers, but we had a most enjoyable time playing, muffing, fingering, wanking, and lots of boob play… over a period of a couple of hours that morning.
And then we needed to call it a day. He would need to go in to work, and she would need to pick the kids up from school… And so I cleaned up, and dressed again, and we said our good-byes. He and I headed downstairs so he could let me out, leaving Mrs S to have a shower, and presumably put on a bra before she left to fetch the kids.
My, but she has cum a long way! From the extremely shy, almost timid woman who had been so nervous and embarrassed, yet quietly wanting to be more sexually adventurous, to the almost wanton woman I’d experienced that day, some five years later. Mrs S – I salute you! And thank you for allowing me to be a part of this journey of your sexual exploration, and your sexual blossoming. May you have a LOT more naughty fun!!!!
