I [M] entered the world of debauchery and fucked some escorts [F] [MF]

This happened in my mid-30s during the tail end of a second failing marriage. The spark was gone and I was at my lowest. Felt like I was stuck and just accepted that this is how it will be the rest of my life. I sought different ways to address it: drinking a lot (became a Scotch and Bourbon snob), going out late with the guys all the time, and watching porn a lot. None of that filled the void.

One day, I came across an online ad for escorts. Clicked on it and fell into the world of escorts. I learned as much as I could about it: what to expect, how to be safe, how much, learned all the lingo and shit, etc. Found an independent local provider online and contacted her. Went through the screening process. All clear. Made appt for next day in the afternoon at a local hotel.

Arrived at the hotel and knocked on the door. Door opens and I walk in. She’s hiding behind the door wearing just a bra and panties. She’s a cute young black girl with a nice, athletic body and round ass. This appointment nothing special: I shower, set the $250 with envelope on the sink, we chat a bit, no kissing, covered blow job (ugh), straight missionary covered sex, then outta there in under an hour. While I got my release, I wasn’t satisfied.

Found another provider online. This time it was through an “agency”. Passed the screening. Made the arrangements for next day. This one was at an apartment. I was instructed to navigate the maze using the stairs instead of the elevators quickly and to knock just once. I knock and the door opens. Hiding behind the door is a hot brunette in her late 20s wearing just a bra and thong. This one was a PAWG with tiny tits (A cup). Her ass is big just swallowing that thong. She has a great smile. She’s much more engaging and talkative. We hit it off nicely talking about different things. She’s genuinely cool to talk to. I shower and place the $250 in the envelope on the sink. I come out and she’s already naked. She pounces on me quickly and kisses me. This one was more memorable: passionate tongue kissing, bareback blow job (she does this trick where she deepthroats you and tickles your balls with her tongue at the same time WOW), covered missionary and doggie fuck, and outta there in an hour. I found out later she went into porn. It’s weird to see someone you’ve seen before be in the many porn videos you watch.

After seeing several more providers, I realized that I was getting more satisfaction with those I’ve made some sort of connection.

Found another provider through mega agency based out of Miami (side note: they got raided and shut down – I was sweating for a while thinking my info might get released). They sent providers all over. This one had fantastic pictures (face blurred out) showing a 5’4” Latina with bleached blond hair, perky C cups, curvy body, with a bubble butt. This agency was known for having fairly accurate pictures so I trusted the pics. Went through the screening and made appt for next day in the late afternoon at a downtown hotel (fucking traffic!). I was nervous about this one because this was a very busy hotel. I walk right through the lobby and head straight for the elevators.

I get to the room and knock. Door opens and I walk in. Hiding behind is a beautiful Brazilian in her early 20s wearing a sheer bra and thong. Holy fuck! The pictures were very accurate about her curves. She smiled and laughed because she saw my jaw drop. She said thank you and touched my face with her hand. She then gives me a peck on each cheek while telling me her name. I shower and place the $300 in the envelope on the sink. When I come out, she has a huge smile, grabs both my hands and pulls me to the bed. She asks me all kinds of questions in her broken English and accent. Every so often, she keeps touching my face, shoulder, or knee. I gotta say that her overall demeanor was just so welcoming, warm, and genuine. As I try to explain slowly so she can understand me, she holds my hand in both of her hands with her big smile and kisses my hand. She moves next to me and kisses my cheek then ear. She pulls my face to her and kisses me deeply. Our tongues battle in each other’s mouths.

She pushes me onto my back, removes my towel and straddles my legs while sitting up. My dick is sticking straight up in front of her. She unhooks her bra, tosses it to the floor, and revealing a set of beautiful perky tits. They were D cups with the nipples that point slightly upward. I squeeze them with both hands just admiring them. She giggles and says “very good surgeon!” I say “really? They are fantastic! I can’t even tell! No scars!” I devour them with my mouth and tongue. I switch to the other and back again. He nipples harden and stick out. She moans while cradling my head in her arms. I grab two handfuls of her ass. They are so round, slightly firm but still kneads to my touch. “No surgeon!” She says while giggling. I flip her over onto her stomach and remove her thong. It was amazing seeing her with her round ass sticking up like that despite her lying flat on the bed.

I was hard as a rock. I kiss her ass cheeks and worship her ass. She makes sounds that tell me she likes what I’m doing. I kiss my way up her back. This causes her to arch her back. I move her hair away from her neck and kiss the back of her neck all over. She moans louder. She says something in Portuguese but I have no idea what. She rubs her ass against my dick. She arches so much with her ass angled high that she was rubbing her pussy lips against my shaft. She was wet and kept rubbing up and down on it. I was enjoying to pussyjob she was giving me when she flipped over and put her mouth on me. She focused heavily on my tip slurping with lots of tongue all around the head. This was driving me wild.

I reached over and starting fingering her ass. I shoved my middle finger all the way in and she was wiggling her ass all over. Her tongue was driving me close to the edge and I was tensing up. I gently tried to push her head away but she grabbed my ass with both hands tightly. I bust my nut into her mouth. It was intense and she never disengaged. She kept sucking and sucking. I fell back on the bed. She popped up in front of my face with a huge grin. She clearly swallowed it all. “Mmmmm sweet!” She laid her head on my chest and we talked a bit while she played with my dick just rubbing it lightly with a feather touch.

Apparently, she’s trying to go back to school and came to USA for just this work for a quick buck. She said she expects to make in the thousands before she goes back in two weeks. She says she loves sex but so far hasn’t enjoyed it with everyone. She said she liked me right away, loved that I was friendly, that I was patient in genuinely trying to communicate with her despite the language barrier, and found me much more attractive than everyone she’s seen. She even said that the name she gave me was her real name. I scolded her for that one and that she should be using a fake name like others. She said she forgot and accidentally told me her real name when she saw me. Soon, I was hard again. She looked up at me and grinned “Go again, yes?” I feigned disgust and exhaustion. She laughed and urged me while bouncing up and down on the bed. She reached over, grabbed a condom, and put it on me. She made eye contact with me and with her two fingers, she pointed at me then back at herself. She kept her eye contact as she turned around and straddled me reverse cowgirl with her sticking her ass out more at me.

“I know you like. Very much.”

“Fuck yeah. I like, I like!”

She grabbed my hands and placed them on her round ass cheeks. I spread them apart so I could see her push lips. She lowered herself onto me. She wiggled her ass as she went all the way down. She started go up and down in way I’ve never experienced. It’s like she was giving me a lap dance, twerk show, and fucking all at once. I had grip on her ass cheeks and stuck a thumb into her asshole. She was moaning louder. She picked up the pace and her ass cheeks were bouncing all over. Soon she stiffened and gasped. She shook a tiny bit then jerked her ass a few times and slumped to my legs.

That angle was hurting my dick a bit so I tried to adjust. She turned around to face me and mounted me. She started back up bouncing up and down on me. Again I had both my hands full of her ass cheeks. I bent my head down to suck in a nipple but kept missing. She’s bouncing up and down hard now. I’m trying to keep my dick positioned just right so as to not have an accident with my dick. Quickly she stiffened again, shook a bit and jerked her ass. “Wow” I said. She smiled at me, “sorry!”

“No, don’t be sorry. It’s sexy.”

She starts grinding on my dick as it’s still hard and I haven’t cum yet. She says “wow, you go a long time.” I throw my hands up silently with “no idea” look on my face. She pushes me back down flat on my back and lays her head on my shoulder. She relaxes her legs down to both sides of mine. I’m still in her and she’s totally relaxed laying on me. “So nice,” she says. I point to my watch, “you okay on time?”

“No more appointments today. You stay with me,” she says to me in a drowsy smile. I nod and we doze off.

I wake up to her blowing me. “Good morning,” I say as she smiles back at me. I look at my watch and it’s like 10:30pm.

Anyway, I will end it here for now. These were my debauchery days of seeing escorts and sugar babies (I swear it’s like over 90 of them). If you want me to tell more of my story from this time in my life, I can.

Source: reddit.com/r/gonewildstories/comments/m25b3q/i_m_entered_the_world_of_debauchery_and_fucked