watching [m]e jack o[ff]

This is a quick(ish) one. I was only reminded of this by another (excellent) recent post in GWS.

This happened about 20 years ago when I was in supreme physical shape. My ex and her flatmate (Kay) had been FWB's since we broke up some 6 months previously. They'd had a drunken night of debauchery with another friend (Kaz) who I'd met that involved stripping for each other and a roll of film. I was actually invited before the fact but as it turned out, declined.

About a week or so later, I was invited over by Kay to check out the photos from the night. I'd never seen Kaz in any state of undress before and it turned out there was one photo where all three of them were topless. I was pretty excited about that, to say the least.

Before I go further; Kay was my ex's BFF whom I'd known for years before we split. She was now my FWB, and as far as FWB's go, she was awesome. There were no secrets between us; she knew what got me off, and loved engineering those situations for our mutual enjoyment!

I don't think she arranged this particular situation initially, but she did take full advantage of it. When she had invited me over to see the photos, another friend, Heather, was at her place looking at them too. Heather was a petite and attractive girl with quite large breasts, and Kay knew how much I'd like to see those, amongst other things. So when I turned up, the two of them had been looking at the photos.

Of course I thumbed through them all with interest, but it wasn't until I came across a topless Kaz that I really pricked up (so to speak). In fact, I put that photo aside whilst I went through the rest, looking (fruitlessly) for more photos of Kaz in some state of undress. There were plenty of Kay and my ex of course, even naked, but nothing I hadn't seen before. I handed the stack of photos back to Kay, and then picked up the one topless photo. That one, I didn't want to give back!

Well Kay made a joke about checking my pockets when I left, so I asked her if I could borrow the photo for the night. She wasn't entirely sure that Kaz would be comfortable with that, so she said she'd have to ask her first. I was pretty turned on by now, and without Heather there I would have made absolutely no bones about it, but I was a little nervous when I asked if I could then borrow it for 10 minutes! At that point Kay knew what was up, and gave me a wide grin with a twinkle in her eye. I then asked her if I could use her bathroom for a few minutes.

The look on Heather's face was priceless! She knew of the FWB arrangement but there had never been any suggestion of any sort of sexual interaction on her part at all, which made it particularly exciting for me. Photo in hand, I stood to go to the bathroom when Kay suggested that I could just "take care of business right here"… "if [Heather] didn't mind of course". An example of how fucking amazing an FWB she was! Heather looked shell-shocked but clearly found the prospect attractive and had no objections.

After grabbing a box of tissues from the bathroom I returned to stand in front of Kay and Heather, both sitting on the floor against the lounge. Kay was in jeans and a large T-shirt, Heather a light summer jacket over her trademark stretched taught black singlet and skirt. Without ceremony I undid my jeans and stepped out of them, removed my shirt and, photo in hand, pulled my underpants down to reveal what was now an almost fully erect cock. Kay was grinning from ear-to-ear and Heather looked like a deer in headlights. I thought this couldn't get any better.

I started stroking myself, concentrating at first on the photo although fully aware of the gaze from Heather. It didn't take long to get fully hard and now it was a matter of getting into a rhythm to bring on orgasm. At first I occasionally looked at the girls but it was becoming less about seeing Kaz topless and more about being watched, particularly by Heather, jacking off. As if Kay read my mind, she suddenly exclaimed something about 'the real thing' and proceeded to remove her shirt. I dropped the photo and watched her remove her bra, releasing her perfect B cup breasts for me to see. Heather was stunned at this point but clearly getting into the mood. I worked more on my cock and edged closer to Kay, still keenly aware of Heather a few feet to my right. I started praising Kay's breasts and saying how I'd love to cum all over them as I pulled on my now throbbing cock.

I could feel myself edging closer to the point of no return, when all restraint and good judgement abandons you! I blurted out how I'd fantasised about Heather's breasts and how I'd explode if I saw them right now! I could sense Kay looking at Heather and then all of a sudden she was a flurry of motion. Seconds later she was reaching around to unclasp her black lace bra, and then her DD's fell out of their cups as my jaw hit the floor and my hot cum exploded! The first rope erupted over Kay, right across her right breast. The second was more powerful, hitting her in the chin and dribbling down onto her left breast. I looked at Heather and just knew from her look that she was giving me permission to shoot a load on her, so I turned to her and emptied my cock over her massive tits. When I was spent, I took a few steps back and simply took in the scenery – my cum dripping down two magnificent pairs of tits.

Too quickly, the girls rose to clean up and left me nursing my now deflating cock. Once we'd all gotten dressed I thanked them both profusely and Heather commented on how hot that was. The conversation then was remarkably non-sexual for the remainder of the time Heather was there. Once I had Kay on her own I thanked her properly – she really was awesome – and in appreciation I went down on her. That really was another fantasy I could tick off my list. Thanks to Kay!

Source: reddit.com/r/gonewildstories/comments/2zou40/watching_me_jack_off