Wholesome sluttery AKA the time I pleasured a lonely widower off of Craigslist [FM]

Remember when Craigslist Casual Encounters were a thing? I sure do. I got so much mileage out of that service. It got addictive to hit refresh and see what the latest posts were, and it was a really fascinating cross-section of people from all walks of life connecting over their primal urges. Myself included.

As time went on, there was an increasing amount of spam and flakes, but still some gems out there, if you didn’t let the cynicism stop you from trying.

One day, I spotted an ad that particularly caught my eye in the m4f section. It was from a much older man who claimed he was a lonely widower, and was looking for some physical affection – and as with many of these ads, “NSA”. I saw signs that he had been reposting it for awhile, but maybe he hadn’t found a match?

I crafted a thoughtful reply, hit send, and thought I could go about my day – but he replied so quickly. There was an obscured photo saturated with blue light, featuring him in a London Fog-esque coat. Enough to intrigue me. He expressed interest but some understandable skepticism, because he had previously had promising leads that were fakes. He said he knew how to tell a real woman, and I don’t know if this was being overly boastful or if he was being earnest. Something told me it was the latter.

I encouraged him, that if he was comfortable, I could call him, and if we felt good about it, we could meet. I left my digits, hit send again. Nothing was setting off my “red flag” senses, and we were texting moments later.

When I did ring him up, the first thing I noticed was he had a hearty, generous laugh and a deeper voice than I expected (my mind was trying to piece together this person). We got on really well, and he was forward – and asked if I’d be up for having lunch at his place.

Something felt right, so I took the bus over (his place was conveniently located near a main route I’m familiar with), and he was there to greet me. The sun was so bright and the wind was cool, and his hug felt so fulfilling.

When I got a good look at him, his features were distinct – tall structure with some pudge, strong jaw, keen eyes behind his glasses, balding head, and the warmest smile.

He made us PB&J sandwiches, slightly toasted. Comfort food. Despite the fact I don’t really like peanut butter all that much, I didn’t want to be rude. He also gave me coffee. It’s true, it’s all about the beans. He laughed when I made a David Lynch joke. Shared about his many adventures in the business world and community, and how life was like after losing a woman he’d been with for over two decades. I couldn’t imagine.

We exchanged banter about how much luck we’d had on CL. Me, lots. Him, some.

I was not the first girl to meet him from this ad. But maybe I’d be the first to want something more? I told him I couldn’t promise him prematurely, just enjoy the sunny day and our time together.

I felt aroused at how he conducted himself, that he was both approachable yet there was something intimidating about him. He was direct, not so much as to be crass, but knew how to cut to my core and bypass the BS. (But then again, isn’t that how it’s supposed to go from Craigslist?)

I curled in close on the couch. He wrapped an arm around me. His other hand unzipped himself. Without so many words, I gave him a knowing look. He pulled himself out – he was already so hard for me. Bulging purple head, uncut cock, curved somewhat to the right. This older man’s hard tool, aching for my touch.

“You know what to do…” a wry laugh.

I nodded and pulled his foreskin back, put my hair back in a ponytail, and began to suck. He had a strong, musky taste. Used my soft, glossy lips to please him. He drifted his hand down and began to rub along my jaw. What’s strange is, I love having this spot touched, and I normally have to tell guys about it.

“Good… good…”

“Mmmhhhphh…”

“Keep doing that and you can suck the life out of me, you petite princess.”

We were connected together like that a long while, my face joined to his dick. A leisurely, no-watching-the-clock blowjob. My young body delivering pleasure to his elder form. The sun was shining in through the windows. From time to time, he’d let out a contended moan, but I was happy to do my thing and focus on working my mouth to please him.

Eventually, I repositioned down onto the floor, on my knees, where it was more comfortable. He thoughtfully took a couch cushion and placed it under me. I resumed my blowjob.

“Such pretty eyes…”

He rubbed on both sides of my face, on my jaw… while I bobbed my head up and down. Then he gripped my ponytail in one hand and declared “It’s time -“

I moved my head faster.

I felt him tense up and release his pent-up load into my mouth. Hot, thick, gooey, very strong-tasting. He intensely jackhammered and I choked a little, until he let out a deep sigh and withdrew his softening prick.

“Show me.”

I opened my mouth and made direct eye contact. I wanted to ask him to not facefuck so suddenly next time (if there was one), but he cut my thoughts off –

“Swallow.” he said, tiredly.

I obeyed.

We looked at each other. I think in that moment, we understood our dynamic, and what we couldn’t go back on now. There was no undoing the fact I, enthusiastic Craigslist slut, had just swallowed his nut.

I hopped back on the couch and curled up in his arms. We snuggled for a bit.

“Thank you,” he expressed gratefully.

“The pleasure is all mine,” I said cheekily.

“Is it now. Show me the rest of you.”

I blushed, hopped off and hiked up my skirt, exposed my bare body to him.

“Turn around, bend over, spread.”

I did as I was told, lowered my panties to ankles, opened my shaved cunt for the old man. I could smell myself from here, fragrant and inviting.

His soft cock was still out, and I giggled. He stroked himself, leaned in.

“Intoxicating.”

“You wanna do more… ?”

We tried. But I had really spent him with my oral technique. He looked disappointed but not defeated.

“I guess today’s not in the cards, we’ll need patience, little girl.” He laughed again, playing up the significant age difference between us. “But may I have a souvenir?”

He motioned towards my panties, and I complied, slipping the pastel bikini briefs into his hands. He took a deep sniff of his new trophy, wrapped them around his flaccid penis for a moment.

“Where are my manners – I’ll show you out,” he said, ever the gentleman, and zipped back up.

As I was headed back home, sans panties, I got a text from him, asking if I had fun, thanking me for being there with him, and wondering if I’d like to come play again.

Well, the second time I came over, I brought cookies and a care package.

The third time, he used my ass and paid for my rent.

We’ve been together over five years now.

Source: reddit.com/r/gonewildstories/comments/frxmso/wholesome_sluttery_aka_the_time_i_pleasured_a