I’ve been doing this since I was 26-ish and Craiglist was a thing, having since moved onto dating apps like Tinder and Bumble.
I’d put out an ad or create my profile to be straight forward and detailed. The CL ads would read something like:
“I’m 6ft 1in, white male, handsome, green eyes and dark hair. Respectful, dominant, and straight forward.
Looking for a woman that would enjoy being my pillow princess. Come over, have a drink or smoke some weed while we break the ice, then let me lead you to the bedroom where I’ll strip you down, give you a massage from your shoulders to your feet, and ultimately provide a sensual release complete with expert oral and gspot massage.
BBWs and Older women are encouraged. I have no race hangups, all are welcome.”
I would get a decent amount of responses and lots of bi/gay men asking to reconsider the offer only being for women.
I did meet one girl that I would meet up with regularly. When we first connected it was off CL and she was 23yrs old and married. She was by far the most beautiful girl ever to respond to the ads and it took quite a bit of conversation and some convincing her I’m not a psycho to get her to come over. When she did we smoked some weed and she nervously asked “what now?”
I told her either she could follow me to the bedroom or I could bonk her over the head like a cave man and carry her there over my shoulder, hoping some humor would ease her. She laughed and said, “fuck it, cave man me.”
I picked her up and carried her to the bedroom. She was about 5ft 3in, slim Colombian girl with perfect C cup tits with dark brown nipples, a shaved pussy, and a deliciously juicy round ass. I put on some music and told her to get naked and lay on the bed. She did and I proceeded to kiss her lightly from her shoulders, down her back, to her ass. I spread her wide open and got a view of her tight wet pussy and virgin ass (something I’d find out later), and planted some soft kisses on both her holes. That made her giggle and moan some. I could tell she was getting more comfortable.
I gave her a long back and leg massage with some coconut oil while we made chit chat. I took the opportunity to give her ass some attention and kneaded the soft globes while occasionally running my hands over her pussy or ass to tease her some.
After I asked her to turn over, I leaned forward and again lightly kisses from her collar bone, down to her beautiful breasts. I took some time to suck and kiss on her nipples which caused her to start taking deep controlled breaths. She had her eyes closed and was in another world as my lips continued their trek to her pussy.
When my head was between her legs I gave her inner thighs some light bites, sucking on the soft flesh. I kissed her damp slit and pressed my face into her wetness. She smelled amazing. I took my time licking her pussy, sucking her labia into my mouth and doing the same to her clit. I was fucking her pussy with my fingers and progressively went from one to four fingers. I was blown away by how much her pussy stretched and she was loving being almost fisted.
She was going wild and screaming “Yes!” And “oh fuck”. Her pussy was wetter than any I’d ever felt and she was gushing her juices, the natural lube running down to her asshole. I boldly took the chance to use my other hand to suggestively rub my middle finger on her asshole. She didn’t seem to protest so I used the wetness from her pussy to help guide the tip of my finger into her ass. I continued sucking her clit and using her pussy as a hand puppet while I eased my finger into her ass until it was knuckle deep.
At this point she was moaning and screaming incoherently. Both my arms were like pistons and I was finger fucking both her holes as hard and fast as I could, sweat starting to drip down my forehead like her cunt juices were on my chin.
She was apparently multiorgasmic because by this point she’d told me she’d cum twice already. I started to feel her 3rd building and slipped a second finger into her ass. She came again gripping down on my fingers as best she could while I continued to work her holes.
I slowly retracted my hands when she’d cum down and gave her underside a few kisses before standing up proudly, grinning at her. She asked me “oh my God, what did you even just do?” An equally big grin on her face.
“Jesus my whole body is vibrating that was amazing” she exclaimed, satisfied.
I thanked her for the compliment and went to the bathroom to wash my hands and face while she got dressed.
As I was walking her out she turned and asked “how many fingers did you put in my pussy?” I told her four, she seemed surprised.
“And my ass?” She inquired. I told her only two.
“Oh… Only two!” She said incredulously, rolling her eyes. “That was the first time I’ve ever had anything in my ass.” She confessed.
I asked if she liked it and she said she did. After walking her to her car I let her know she could reach out any time and waved her goodbye.
She ended up getting divorced and I continued to see her for 6 years, sometimes while she was in a relationship but mostly when she was single and horny. I pushed her boundaries and exposed her to certain kinks but only had sex with her once (anal) in all our time. I would play out a similar scenario of getting her high, rubbing her down, and using my mouth along with toys or my fingers to please her.
She’s re-married and in a relationship now, but confessed to me once that I ruined head for her and she always thinks of me when her husband goes down on her. That it does the job but isn’t as intense. I just enjoyed blowing her mind with my skills and the ability to make the situation about her and never asking for anything in return.
Source: reddit.com/r/gonewildstories/comments/zsx2yj/mf_i_36f_like_to_spoil_women_by_providing_them
THISSSS.! 100%
Yes! Sign me up!
Doing the lords work 🙏
For a few years I (M) did this same exact thing and loved it! I met some amazing women this way. Things would occasionally go past just servicing them orally, which was always at their request. I have one story in my profile and many untold stories.
I would love to hear more of yours!