Watching me (FM) | 2016

I was reminded of this experience when I read this post yesterday. I thought I had posted about it, but couldn't find it in my post history, so here it is.

Some years ago I lived by myself in a 2-bedroom apartment after having endured a couple of flatmates the last few years. I was on a good salary, it was in a nice area but not too expensive, so I allowed myself the luxury of having the whole place to myself. Having bought myself a new bed recently, the old single bed was relegated to the spare room, and hadn't been used since.

My ex (we had an amicable break-up and were actually FWBs at that point) had a friend, who I also knew quite well, that was struggling in low-paid casual work and had worn out her welcome at the local hostels and was looking for a place to stay for a while. I volunteered the spare room at my place, though she was a little hesitant at first because I quite fancied her, and had asked her out in the past, only to be turned down. I assured her that I wouldn't be hitting on her or doing anything creepy, and she accepted my offer. In fact, I made a deal that if she did all the cleaning in the common areas, then she could stay rent-free. As a bonus it was fully furnished (she owned literally nothing) and was much nicer than anything else she could hope for. She was very grateful because her income was sporadic at best.

Let's pause here and I'll describe her. Sheryl had a slim athletic body, perhaps 5'8", blonde hair with a very cute face, and pretty much no boobs to speak of. Now ordinarily I'm a boob man, but she was so damn cute I was still smitten by her! She was also quite a few years younger than me, but I was in superb shape at the time. Since my ex became my FWB, all previously taboo topics were now fair game, and subsequently Sheryl was acutely aware of exactly how much I liked her and - more to the point - explicitly what I'd like to do to her. However Sheryl had made it clear that whilst she was flattered, we were never going to date. Fair enough.

When she moved in I made doubly sure to give her some space to allay any lingering doubts she may have had about my motives. After a few weeks she relaxed a little and after a few months she was comfortable enough to walk into my room for a chat if I left the door open. Although we were completely different people - the dating would never have worked - we clicked as flatmates and got along very well. In truth, I was quite accommodating and made her life a little easier than it otherwise would have been, so that likely helped.

One summer evening I was sitting in my study - a little sun room that opened off my bedroom - using the computer. Like she had done many times before, she wandered in for a chat, plonking herself down on my bed, propped up by pillows. From where I sat she couldn't see me, but I could see her legs. I didn't really pay as much attention to her as I normally do as she chatted away; I was distracted by a video of some game on the net. Suddenly she stopped talking and I realised I had no idea what she had said. There was silence for more than a few moments.

"Are you listening to me, or are you watching porn?" she asked. I was a little taken aback by that, as I generally kept that to myself. But then I remembered my ex, and concluded that she'd been talking to Sheryl. "Um, no." I answered, not wanting to sound too convincing. I saw her jump off the bed and rush to the door in an attempt to catch me out no doubt, and peered at my screen. "Huh!" she half snorted, although I thought I detected a little smirk on her face.

Now at this stage I felt that familiar twinge, though I had no idea how I was going to react. I recalled the promise I'd made before she moved in, and I certainly didn't want to screw that up. Fortunately, she made the next move. Sitting down in the only other chair in the room, facing me side-on, she asked matter-of-factly "What kind of porn do you like?" My heart skipped a beat. We'd perhaps been a little suggestive in fun when my ex was around, but nothing as direct as this.

I told her the truth. I was only really interested in amateur stuff, mainly threesomes or group sex. Professional porn stars going at it did absolutely nothing for me. As I explained this I was pretty sure she'd asked, or been told by, my ex before. In any case, I was getting more and more aroused as I went on. "Have you got any favourite videos you can show me?" she said calmly. By now my cock was making an obvious tent in my pants - and I was loving it! I pulled up a few videos that I'd filed away and played them for her. The last one was a girl trying to seduce her friend into having a threesome with her and her BF. "That was pretty hot!" she murmured when it had finished. I was certainly worked up from watching it, especially with Sheryl present.

Sheryl then looked at me, glanced down at my cock now standing at attention, and grinned. "Looks like you need to take care of something!" she said, with a very wicked look on her face. "Well, can you blame me?" I protested, playfully chiding her for getting me all worked up in the first place. Seemingly satisfied with her dirty work, she lay back in the chair and smirked again. "Would you like me to leave so you can relieve yourself?" she asked. I thought I couldn't get any harder, but I most certainly did when I heard that! I hesitated for a moment, then threw caution to the wind. "Not if you don't want to..." I blurted out, probably a little less confident than I'd hoped.

She said nothing but "Hmmm...." and simply sat there, smiling. I exclaimed a few times in disbelief and then, without any fanfare at all, stood and removed my pants in one swift movement. My cock sprung out in full view of Sheryl, and she repeated her approval. I sat down again, immediately grabbed my throbbing member, and started to slowly jerk myself off. It wasn't going to take long, but I was going to stretch it out as long as physically possible, and savour every moment. She suggested I replay the last video, which I did, but I was entirely focused on her, a million thoughts racing through my head. And then without a word, she parted her legs and unashamedly started rubbing her pussy through her panties. Fuck!

That was almost enough to tip me past the point of no return, but I fought back the urge, slowing the pace. I alternated between looking her in the eyes and watching her touch herself. She then smiled, bit her lip and pushed her hand into her panties, not diverting her gaze from my eyes. I knew I couldn't last much longer, but I wanted it to be perfect. I couldn't help myself. "Can I see your tits?" I managed to force out, ever so close to cumming. She just smiled again, stood up, lifted her dress over her head and tossed it aside. She then stepped out of her panties, sat back down on the chair, and resumed her fingering - completely naked. That was all it took, I gave out an involuntary moan, leaned back, and shot ropes of cum into the air. As I bucked with each throb Sheryl proceeded to moan herself. I'm not convinced she actually orgasmed, I suspect it was for my benefit, and to bring the encounter to a natural close.

We sat there for a minute or two, me recovering, Sheryl somewhat coyly writing in her seat. "Thanks Sheryl..." I said, "...you have no idea how much I wanted that!". Again she smirked. "I think I do, actually!", she retorted, and with that she bent to gather her panties and her dress. She then announced that she was going out, and disappeared out the door, her bare ass the last thing I saw of her that night.

Not long after that, she announced that she was moving out. My ex told me that it was a "parting gift" from Sheryl for all I'd done for her.