As long as I could remember I had a massive crush on one of my friend's Mums. I think that's pretty common but Mrs Grant really was something special. She'd had Mick, my friend, when she was 19 so when we were in our teens she was only in her thirties, and she had kept herself in really good shape, still dated and went out regularly. Compared to most Mums I knew her slim figure, large breasts and youthful, often tight outfits were light years apart. All of Mick's friends fancied her and I'm sure she knew it.
There wasn't much we could do about it, she wasn't interested in her son's friends, obviously, even though we were now pretty much grown up and going off to college, so we contented with watching her when we were round his house, hoping she'd choose to wear something particularly revealing or bend over in our sight; the usual stuff. We used to kid ourselves that she got dressed up for us sometimes, but she was almost always made up and with her hair done nicely, that was just her style. I was a more obsessed with her than most, though, I think, and despite having had a few girl friends she still formed the bulk of my fantasy life.
I had also started to realise that the idea of being exposed to women really turned me on. I'd seen a few things on TV where some guy ended up naked or half naked in front of a neighbour or his girlfriend's mum or something and, without quite knowing why at first, I'd found them really exciting. After a few experiences like that I'd gone looking on the internet and found an entire fetish dedicated to this called CFNM and the various sites fed and deepened my fantasies. I'm sure this desire to be slightly humiliated contributed to why I was still so obsessed by a friend's parent, an authority figure, even if she was much more attractive than the average mum.
It was the summer after we graduated from high school, and for a little while every time I was round at Mick's house I tried to think of a way I could be naked in front of her. I could think of plenty of ways to just flash her, but none where it might seem slightly accidental and where there wasn't the chance that Mick or other friends might be there too. I racked my brains but nothing seemed to present itself. I became resigned to having to just stick with my fantasies.
One morning I went round to Mick's house to see if anything was going on and was told his mum had hired a large pool for the next few days. It had been scorching for a few weeks so this was one of the best ideas she'd ever had. Mick was about to head out to round people up but told me I was welcome to stay behind and jump right in. I said sadly that I didn't have a bathing suit but he told me to just borrow one of his, so I headed inside. I hadn't really thought about his Mum yet but when she greeted me in his kitchen I realised I was about to get changed in her house whilst we were alone, this was surely exactly what I'd been hoping for.
She was as immaculate as ever wearing a white top with a hint of cleavage, and a knee length checked woolen skirt with black tights that both hugged her figure. Her black wavy hair was up but with a few strands hanging down framing her face. My mind was racing as I told her what Mick had said and she seemed fine with it, she told me to head up and find a pair in his bedroom. She also told me that I needed to shower before getting into the pool so to do that as well. This all seemed very promising for my purposes but still not quite what I needed, then, as I headed up the stairs she gave me hope.
"Oh, you'll need a towel too. Head up and I'll bring one."
I went in to Mick's room and found a pair of shorts, my quickly developed plan was to start changing immediately and hope she walked in on me. It wasn't great, but I figured I could say I thought I'd be done in time or something like that. As I hesitated before actually stripping I realised I could say I thought she'd just put it in the bathroom, which seemed like a far better excuse. In fact I now worried that she might actually do that and considered rushing through there to change instead. In the end all the uncertainty was too much and I distractedly started to take my clothes off, still trying to catch the sound of her coming up the stairs.
I got naked pretty fast and then picked up the swimming shorts I'd found. I put one leg in and then stopped, intending to wait like that for her and pull them up once she came through the door, it seemed like the most innocent way to play things. As soon as I stood waiting though I got extremely nervous, my plan seemed ridiculous and something she'd see through it in a second, why was I even putting the swimming shorts on before my shower? I just felt exposed and embarrassed.
Just as I decided to get dressed as quickly as possible, though, I heard footsteps on the stairs. It sounded like she was climbing them very fast and, in a real panic now, I knew I probably didn't have time to try anything other than pulling on the trunks. At this point I was praying she would take the bathroom and I tried to sort of hop round to one side to not present everything to anyone entering the room. As I was part way through pulling them up my legs I heard the door start to open.
"OK, Jim, here's the towel ... oh, my!!"
I could tell she'd stepped in to the room, I had slightly lost my balance and had only managed to pull the shorts up to just below my bum before having to stop and reach out and steady myself. I was maybe three quarters on to the door and there was every chance Mrs Grant could see everything. Finally balanced again I turned myself quickly away from her and yanked the shorts up.
"Oh, er ... sorry, Mrs Grant ... I, y'know." I spluttered not really knowing what to say. My plan has succeeded, though it didn't seem quite as satisfying as I'd hoped. "I didn't think you'd come in here."
"I said I'd bring you a towel, didn't I?" As I turned round she had a sort of bemused expression on her face, she was looking me up and down. I was beginning to realise that the shorts I'd picked up were not really big enough for me and felt quite tight. Her expression and the situation was also starting to be pretty exciting for me, probably exacerbating that problem.
"Well, I figured you'd leave it in the bathroom, that's what my Mum always does with our towels."
"She does, does she?" She was still looking straight at me.
"Yeah." I looked sheepishly at my toes, it was tough to keep eye contact with her whilst she had that extremely confident smirk.
"OK, I suppose no harm done, it's nothing I've not seen before." She chuckled and left a little gap before continuing. "Are those the shorts you picked, they seem a little small?"
"Yeah, I just took the first ones I found."
"I see, in a bit of a rush, were you?" Her smirk seemed to get a little bigger, but she walked over and sat on the bed not far from me. "Let's have a look, I think they might be an old pair."
I couldn't quite get my head round what was happening, but I was beginning to realise I was stood in front of Mick's mum wearing not very much and she was ordering me about. This was pretty close to various fantasies I'd had. I stepped over to her and she reached out and put her fingers into the waist band of the shorts, pulling it out slightly.
"Yeah, these are really tight, I don't think Mick's worn them for years."
"Oh, right." I looked at her lamely, she had kept her hand holding the shorts out a little bit and didn't seem in a hurry to retract it. Her beautiful face was about a meter from my bare chest, she glanced at it before once again looking right into my eyes with her smirking expression. She smiled and then looked down at her hand holding my trunks, I don't think she had pulled them far enough away to see down but it was a massive thrill for me to watch her eyes looking in that direction.
Keeping her eyes down she pulled her hand out further for just a little moment, tugging me towards her slightly, but then let the trunks slap back against me. I could feel the beginnings of an erection which pressed against the too small shorts.
"Well, we'd better find you a new pair hadn't we?" She looked down again, I was starting to get very turned on and you could tell. "Oh, yes, definitely, we don't want to cause a scandal!"
With that she bounced up from the bed and rummaged through the drawer I'd opened. She turned back round to me after a few seconds holding another pair of swimming trunks, they were fairly big but also seemed designed to be tight-ish to the skin.
"Here you go, they'll do, I think."
