Both this story as well as the first installment of "Friendly", which I forgot to name Ch.1, are inspired by real life events I know about except that both women were single at the time, so there was no husband involved. (Edited to protect identities.)
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I thought it over some more, reached a decision, and called Helen. I told her I'd thought it through and decided I wanted to make similar arrangements to those she had made when she watched Bobby and me, and watch Tim and her get it on when he got back in town. She hesitated a second and then just said, "Okay, I'll set it up. I'll see you before Tim gets here."
I made some excuse to Tim about leaving and told him I would see him when he got home. I tried to calm my nerves as I drove over to Helen's place and parked around the corner. I was only partly successful. Helen was dressed in a wrap around robe, and I noticed she had her hair teased up into a wild mane effect. Also she was wearing a pair of black spike heels with ankle straps and a half inch sole platform. I didn't comment, however, as she greeted me and told me where my hiding place would be. She said, "I should mention that I like it nasty. But remember, it's just fucking." I didn't know quite what that meant, but guessed I was going to find out soon. I heard Tim come in later and waited until I was sure they were back in Helen's room before I crept down to peek through the door which was open a few inches. Helen had left a light weight chair nearby as planned.
Tim was already naked and lying on his back on the bed. I saw his familiar cock about two thirds erect. Helen was standing near the end of the bed, and I noticed she had added a black collar with silver studs around her neck. She was still wearing the platform ankle strap spike heels. She was naked and I could see she preferred the natural bush pussy hair and had it teased up to some to seem even bushier than it was. With her hair teased up in the wild mane it was a pretty striking effect as she stood there with her hands on her hips and her legs spread for a few seconds. Then she sort of rolled her hips a couple of times and more or less slithered up on the bed to Tim's cock. She sucked it in her mouth and since it was not fully erect, was able to deep throat it nearly to the base. Helen pretty much attacked his cock with her mouth, sucking and licking it until it quickly grew to full erection. Then she deep throated it and sucked and smacked noisily. Tim was gasping and moving his head around as she continued.
Then she stopped suddenly and crawled up to mount his cock. I could see it slip into her pussy easily, and she started grinding on it with her body straight up as she tossed that wild mane and moaned. This continued for several minutes, and then she crawled off of him and reached for a bottle of baby oil. She jacked his cock as she smeared some oil on it and then knelt and smeared some on two of her fingers and quickly worked the fingers into her asshole. From the surprised look on Tim's face I gathered this might be the first time they had done anal, but he got the message. She turned over and put her head on a pillow with her ass up high. Tim rose to the occasion and soon had his cock at the entrance of her asshole. He slowly pushed it in, met some resistance, and then started again.
On my chair out in the hall, I was practically hyperventilating and was stroking my clit rapidly with one hand and pushing two fingers in my pussy with the other. My panties had been on the floor for some time. Tim was about halfway into her ass and Helen was looking back as she gasped with a mixture of pain and pleasure. He slid all the way in, and she groaned with pain but told him, "Don't stop." He started pushing his cock in and out of her as she was stroking her clit wildly with one hand.
With each stroke of his cock it seemed to get easier, and Tim gasped, "Oh baby your asshole is so nice and tight. I'm going to cum soon."
"Yesss, cum in my ass. Fuck me in the ass with your hard cock," Helen gasped. Meanwhile out in the hall I had already had a massive orgasm, stifling my cries, but I'm sure they wouldn't have heard me anyway. I was going to have to get out of there soon. Just then Tim shoved his cock up her ass to the balls and almost shouted as he spurted his cum in her. Helen went off too with a gushing orgasm, and it was time for me to sneak out and leave.
The experience of watching them wasn't that bad. Somehow I didn't have the jealousy and other emotions I thought I might. I think part of the reason for that is that with Helen it really is "just fucking". In a way, I was surprised she hadn't acted on her incestuous feelings for her son Bobby – and she may yet. I got some ideas from Helen. Tim obviously enjoyed the anal. I had a couple of bad experiences with that with my inept first husband, and when Tim acted like he wanted to do anal a few times with me I discouraged it. Maybe this was something I could work on with Bobby first.