My Favourite Life

January 29, 2010

Back to Kathy

As I have said, I have been too busy to write lately, but I have a little time now. I started seeing Kathy again after New Year, and I tried to cut back to once a week. I am hoping I didn’t connect with the wrong person. When we met on a Tuesday as usual, I discussed how busy I am and suggested we just meet once a week. I didn’t tell her that my wife and I were enjoying more sex especially over holiday. My suggestion went over like a lead balloon. Now I am sort of worried because she has become so clingy and needy, it seems. I feel like if I ever tried to break it off, she’d flip out. Meantime, though, it was just a lot of pleading.

To make a long story short, we agreed to continue twice a week, but I told her that we’d have sex together once and I we could play sex games and she could get off on the other days. I told her that I was afraid that my wife would ask for sex on a day we had already had sex and that twice a week might just be pushing it. She agreed with this arrangement. I told her that “today” we’d have sex together. She seemed to perk up a bit a that.

She pulled off her pants in almost a perfectly rehearsed fluid motion and immediately pointed out that she had remembered to shave herself freshly that morning and wanted to show off her wares. I was pleased, and I dove in to eat her until she came. Without hesitation I climbed up and mounted her to the hilt, and told her that she felt great but that I wanted to fuck her in the bum again. She agreed, but I was so comfortable, I told her I would just stay in her pussy, but I wanted her to get on all fours so I could do her doggy style.

Once she got into position, I slipped back in and lubed up her ass and started fingering it, and then two, and then three. In no time, I told her I couldn’t resist, so I wanted to fuck her bum after all. She was prepped and lubricated, so I managed to side in fairly easily. I think I got a little too rambunctious because at one point I slipped out and ended up back in her pussy. I apologised, but she sad whatever I wanted she was OK with. I told her that I didn’t think that back to front move was very hygenic—and especialy since she hadn’t even prepared with an enema—, but she said she wasn’t worried. Nonetheless, I re-situated myself back into her ass where I finished.

 When we met again on Thursday I mentioned that I’d like to watch her with a cucumber because I didn’t want to cum per our arrangement. We stopped at the grocery on the way and picked one out. I purposely got a larger one. Her eyes got big when she saw it, but she didn’t protest. I didn’t tell her about my wife’s recent veggie exploits. When we got back to her place, we did get naked together, and I told her I wanted to see her masturbate with it. 

Her pussy was still very bald, and it was sexy watching the cucumber part her pussy lips. I wanted to eat her a bit, so I asked her to insert it as best as she could. A lot of lube and a little time later, she managed to get it in pretty well. It was a challenge to get to her clit, but I managed to navigate. Suddenly, it crossed my mind that I should try to see if I could fist her. I asked her to put aside the cuke, which she said she was enjoying, and let my use my fingers. The cuke had already paved the way, and I was able quickly to get in four fingers. Then I got more lube and was ready to go for gold. I was eating her all the while and asked her frequently how it felt, and her answer was always “great.”

I curled my fingers into a fist and with a bit more pressure, I was fully inside her. I am not sue why I felt like doing this. It is not like it does anything for me, but I have to say she seemed to love it. In no time she came, and though I had told her we could only have real sex once a week, I was extremely horny, so I climbed up on her to screw. Unfortunately, she was a little, let’s say, overextended for the time being. I told her that what I really wanted was a blowjob, and she was game. She hungrily finished me off.

When things settled down, I asked her how she liked it. She said she loved it and asked how many fingers I was using. I think she cringed when I told her I used my whole fist, but she reiterated how great it felt.

Anyway, we’ve gotten together over the past couple of weeks, too. She week following, she was on her period again, but we screwed anyway. She got herself off on that Thursday. This week, we traded oral, and she did deepthroat—I coached her to take the same position as my wife discovered, though she didn’t masturbate this time—, and yesterday I just ate her. She tried to convince me to get a blowjob. It was a tempting offer, but I was able to decline. It is kind of funny to me how disappointed she gets when I decline sex. I it not an easy task.

Anyway, enough of that. I need to retire for the evening. I’ll try to keep this up to date as best as I can.


  1. Post more, thx.

    Comment by thoughtful — February 24, 2010 @ 9:18 am | Reply

  2. I have no idea why a woman would want to be fisted, and over-extended and then suck the cock of some pathetic married man who gets off on watching a woman probably, painfully, insert a cucumber into herself. The whole scenario is repellent and abusive.

    Comment by Anonymous — July 20, 2010 @ 4:52 pm | Reply

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