Author: DRedman1993

MIL[F] Katie Returns to [M]e: Our Erotic Times Are Renewed

Sometime in early 2009, Katie, a married mother of three I had shared some truly marvelous adventures with, re-discovered her erotic side and came back to me. Well, in a manner of speaking. She was never truly mine and became less and less mine as 2009 unfolded, even as we romped in hotel rooms, my office, her van and elsewhere.

We had first met when she responded to my craigslist ad about two years earlier looking for an ongoing erotic friendship. I have described our get-togethers and frolics with other another man and another couple in earlier posts you can find easily by clicking on my profile name. The first phase of our togetherness ended when she became pregnant with her latest boy. He was now about a year old. I soon learned his mother was eager to hurl herself back into the world of sensuality, to taste and explore and experience as much as she could manage given her manifold motherly and wifely duties. She wanted it all and she wanted it soon. Read more »

[M]arried Man Confesses: I Have Two [MMF] Threesomes As MILF [F] Katie Has A Baby Boy

I have now told on this forum many tales from the first phase of my time with Katie, a mother of two I had met through an ad I placed on craigslist, looking for a married woman for a long-term affair. Now that she was pregnant with boy #3, our togetherness tapered off. She warned me I would be in a world of woe if the newborn resembled me — a biological impossibility since I had eliminated my ability to procreate through a well-know medical procedure years before — and fortunately it did not resemble me, nor did it resemble that other man she had recently fucked. The baby was the spitting image of her husband, just like their first two.

I assumed Katie and I were done, and felt some regret but also relief that I had survived, along with a sense of accomplishment for all the erotic adventures we had shared. It was like nothing I’d ever imagined. Without question she was more into me than I was into her during this whole time, and had written me once when I could not see her for a while, Oh I understand, but darn it! I really like you! For all her dalliances with other men, whose full extent I only discovered later, I was the only one she was seeing on an ongoing basis. Read more »

MILF Katie [F] Takes Me [M] to Cat Lady’s House and Offers Slutty Confessions

Here is another installment in the chronicle of my times with Katie, a married woman with two and soon three children who had answered my ad on craigslist, whereupon we launched ourselves into a frenzied exploration of our erotic selves, many times with each other, once with another man, and once with another couple in a kind of foursome manqué. It was sordid and glorious. But I had growing misgivings about her and about my own judgement, the more so as I learned unsettling details about her other escapades.

Katie was not as discreet as I thought she needed to be. During breaks in our threesome, she told the other man tidbits about herself — the name of the small city she lived in, where she came from, that she was a published poet, this and that. It was enough for him to have learned her real name and address, everything, with a little effort at a computer keyboard. This is what I would have done. You may find this creepy but for me it is simple curiosity and a bit of due diligence. I told her this but she shrugged it off. Read more »

Confession: MILF [F] Katie and I [M] Have a Not-Quite Foursome and a Bona Fide Threesome

Katie and I had gotten together more times than I can remember since she responded to my craigslist ad some four months earlier. I hosted her in my home once, returning the favor she had done for me in hers. She wrote a fine little poem about wanting to be a mouse in my backyard, drinking water from my rain barrels and so on. She sent me another poem about seeing me — actually someone who resembled me — in a renowned local restaurant as she dined with her husband and their two sons: “I Thought I Saw You at xxxx”. It was not her best work but meant something to me and contained the line, “I want you, and all I can say is I want you.” I wanted her too and we were having plenty of each other. She was insatiable and I was only a little behind her.

We met a time or two in my office, once inside a big Dodge Ram van on the rooftop of the parking garage as the sun set over the hills, and a few times in a hotel. The sex was grand. Read more »

[M]arried Man’s Confession: MILF [F] Katie Fucks Me in My Office and Invites Me to Her Home Where I Fuck Her With My Foot

Katie and I had now had a pair of encounters since we connected via craigslist, the first in a run-down hotel and the second in a public park. She was slutty and we were doing slutty things together and I liked that but what really left me wanting more was her poetry and her artistic flair. The words in her emails seemed to dance across my screen, lilting and light. She pointed me to the on-line poetry forum she had created and curated where she showcased her own works but mainly that of others, and sent me a few of her poems; later she wrote a couple about me.

Katie cut an odd figure. She was a frumpy dresser, typically a bit disheveled and If a man ran across her at a shopping mall it would not occur to him that this a woman he should try to seduce on the spot. She was larger than most women, tall and stocky, the opposite of modelesque. I never knew her to wear makeup or lipstick. Yet she had amazing erotic power. She praised my love-making and I know I pleased her mightily but I don’t think I or any other man could ever fuck her to a point of complete satisfaction. Read more »

A [M]arried Man’s Confession: MILF [F] Katie Lures Me to a Park, And I Lure Her (again) into a Motel

Here is the second of my confessions on my times with Katie, a sweet MILF I met on craigslist and had a long and raucous affair with. As I reported in my first post on her, she was conflicted in ways I only came to understand later. As a married man in a mostly dead-bedroom relationship with my good-hearted friend-of-a-wife of 30 years, I craved sensuality but did not want to change my circumstance. When Katie responded to the the ad I had placed on craigslist looking for a married woman for a long-term affair, I thought my hopes had been answered. She was 15 years younger than me, a mother of two and married to a university professor. She came from a highly educated east coast family, was herself a poet and blogger, and had keen artistic sensibilities and school-girl’s taste for doing naughty things — like fucking me in seedy motels. She craved experience for its own sake and for the literary material it provided. Read more »

[M]arried Man [52] Confesses: I Fuck MILF [F] Katie [37] for the First Time

This is the story of how I met Katie (one of her many aliases), a delightful yet conflicted woman I fucked regularly for some 4 or 5 years, aside from an interruption when she had her 3rd child.This went down when i was about 52 and she was around 37. Katie was the most sex-hungry woman I ever met, and we invited another man in to help me fuck her twice, got with a couple another time, fucked in my house twice and hers once, in my office 3-4 times at least, a few times in a big work van I had access to at the time, and many times in hotels. This does not include the times she sucked me off in my car, or the time we did the dirty in a public park. It was a rollicky ride that ended abruptly and had many sad and sordid phases along with loads of memorable sex. Read more »

I [M] Fucked Two Craigslist MILFs and my Wife in Two Days.

This happened on a Friday and Saturday, back in the 2008. I was 55 years old at the time and involved with a married woman and mother of 3 (I too was and still am married) but it was winding down and we both knew it. I will tell the full story about her in a service of confessions later. My office was closing, a victim of the Great Recession, and I was alone, sorting out furniture to be sold on Craigslist. My lover popped in for a nice quick afternoon fuck — I was using blue pills regularly and able to stay rock hard a lot time — me sitting in one of the office chairs that would soon be gone as she straddled me. She said, This is the best fuck I’ve had since the last time we fucked. It was a compliment but also meant she’d been fucking other men, so it stung. Read more »

Before There Was Craigslist, There Were Chat Lines: Married White [M]an Confesses to Eating and Getting Sucked by Black [F] Lover, Many Times Over

I have now shared 4 confessions on erotic encounters with 4 different women, but now I want to go back a little earlier in time and describe some encounters I had with woman I met on telephone chat lines. In the late 1990s and into the next decade, this was how I’d try to meet women. The services ran ads in the back pages of the local alternative weekly, Quest and Nightline being the two most prominent. Men were expected to pay for their time, but I discovered that first-time callers got a certain number of free minutes, and this sent me scrambling around town in search of phone booths — yes, they existed then in abundance — to get as much free time as I could. I even called from all 6 of our office lines, and the fax line too. Sometimes after a few weeks, the chat lines would expunge their record of which phones had already used up their free minutes, so you could start all over again. I did not want to pay for a chat line service, as my wife might discover this on our credit card bill. Read more »

A Married [M]an’s 4th Confession: My First Viagra Fuck, With a Craigslist [F] Stranger on the Road

This is the story of my first post-viagra craigslist encounter, a most enjoyable one that took place on a road trip. There probably were some craigslist misfires between this one and the one I described in my third post, but I don’t remember them. But craigslist assisted me in more ways than one, for this and subsequent encounters. How I miss craigslist!

As a man in my early 50s, I was experiencing the effects of ED more and more. I was not ready yet to discuss this with my doctor, fearing my wife would notice the pills and ask about them. We weren’t intimate often and I did not really need them to do the same old things she and I were up to … me eating her till she came then fucking her for a short time until I came or she puckered out. She never came that way. And we never fucked more than once a session. Read more »