Two years or so before craigslist suspended its personals ads, I got with two different women for sexual play in my office and with a third woman in her apartment not far away from my office. I was already in my 60s, all three women were in their 20s, and I met all three thanks to those personals. Here is the story about the first one.
My office is a short walk away from a major university in a large Texas city. As I mentioned in some of earlier posts here, the Great Recession forced my employer to lay everyone off except me and close our office back in late 2009; I worked from my home and from cafes for the next two years. Somehow I managed to bring in enough work to re-open our office and add new staff in late 2011. By the time these encounters happened, I’d say sometime in 2016, we had 10 or so people working with us at any given time.
The work we do often requires most of the staff to clear out of the office for meetings by mid-to-late afternoon, so I would typically be the only one there by 3 PM. On some days, I’d put in a good 6 hours of nonstop work, eating lunch right there at my desk, and by mid-afternoon my mind would begin to wander. Then I’d cruise the craigslist personals, and sometimes I’d even watch porn, which is of course strictly forbidden by my employer — but my supervisors are all out of state. And one of my favorite kind of porn is office porn, office blowjobs being right at the top of my list. I am guessing it is also forbidden to masturbate at work, though I never seen that explicitly stated in the employee manual. But I have jacked off hundreds of times over the years, right there at my desk.
So of course I would post an ad on craigslist Casual Encounters from time to time looking for a woman to drop in on her way home from work or whatever and give me an office bj. I’d also offer reciprocation if they wanted. Mostly these ads got zero responses, though I did get one from a woman in a northern suburb who fantasized about going down on a man in an office, but she could not find her way down to meet me. Too bad, she sounded cool. Finally one ad drew a response from a young woman very close by. Success!
I gave her the complicated instructions she needed to find our place, and find it she did. I first walked to a nearby convenience store to get some condoms in case she was up for more, and I swallowed a couple of small sildenafil pills (the active ingredient in Viagra) I keep in my desk drawer that my doctor had begun prescribing for me. A quick word about my ED: I can get hard quickly and easily, but can’t stay hard for very long any more, and I cum quickly and easily without meds. This is good when you expect nothing beyond a quick blowjob, but doesn’t work well for fucking. The maximum number of these pills you can take is 5, and I only take that many when a hotel tryst is in the offing. I will take 1 or 2 if my wife and I have something planned — she never wants much in the way of intercourse — and 3-4 if a lover and I are talking about a get-together of an hour or so. Four really does the trick and 5 keeps me rock hard for longer than most women need.
By the time this young woman arrived — I’d put her age at 25 or 26 — the office had cleared out except for me. I escorted her down the hallway, locking the door behind us, and into my small office, closing that door too. She was a short and shapely brunette, hair flowing just past her shoulders, with wide hips, large breasts, lovely lips, and a nice smile — your classic small BBW. She was lively and clearly enjoyed herself from the moment she crossed the office threshold, a take-charge sort of lady. We kissed and caressed a bit, and then she slipped out of her white outfit, bra panties everything, and dropped to her knees. She unfastened my belt, pulled off my pants and boxers (my shoes were already off), and went to work on my little man. I stiffened as she stroked licked and sucked me. I did not want to finish too soon, so after a few minutes of this I pulled her up by her elbows and sat her down on my desk, dropping to my knees so I could do one of the things I most enjoy — eat pussy. I pulled off my shirt and went to town. She was completely bare, very wet and — what can I say? You can insert your favorite cliche here. She tasted great and loved what I was doing, and came in short order, my finger inside her and my tongue on her clit. Then she asked me, Do you have a condom? You attentive readers know that I did, and I pulled one over my by now very hard cock and she laid herself down on her back on my desk. Then I slid into her wetness.
My desk — such a wonderful piece of furniture! I bought it on craigslsit for a mere $75 when we re-opened our office. It is smallish, made of oak and stained rusty brown; but best of all it is the perfect height for fucking. At least it is for me. What do I mean by this? Well, if a woman stretches herself across its length with her ass at its edge like this young lady was doing, then I can open her legs and push myself into her while standing there without needing to bend my knees or stand on my tiptoes. It makes for easy, almost lazy fucking, and I can go slow and soft or fast and hard, or mix it up, and I can easily drop to my knees again and eat away without missing a beat. And I can do this for as long as I can remain standing, and that’s a long time, longer than a woman typically wants to have her bare back on that wooden desk. I did not select the desk with this in mind, as this all came as a pleasant surprise for the very first time with this young woman; perhaps she recognized the possibilities as soon as she took my measure and saw that desk. This is the use that we put it too now, and I have done it many more times since.
After 5 minutes or so of me pushing into her, sometimes shallow sometimes deep, she came again and I was getting close. I asked her, Where do you want me to finish? and she said, Bring it to my mouth and finish on my tits. So I peeled the rubber off, took no more than a few steps to my left so I could feed her my cock — my ad was all about an office blowjob after all — and she slobbered licked and sucked, still lying on the desk, till I was ready to bust. I pulled out and aimed my cock with my left hand so I could squirt my cum all over those blessed breasts.
She cleaned herself up with a towel I keep squirreled away in a filing cabinet, sipped leisurely for a few minutes from a glass of water I had ready for her like the gentleman I am, got herself dressed, thanked me for the wonderful time, and slipped out of my life forever. This for me is a beautiful, secret, delicious little memory. I have two more like it I will share in the coming days.
Source: reddit.com/r/gonewildstories/comments/ir3j8a/a_craigslist_confession_a_young_women_f_sucks_and