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Massaged and fucked by a brother - sister combo M[40], M[25], F[23]
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rileykinky is age 23
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So as background to this event, you have to understand that I have been having erotic massages for years. Almost exclusively by women, I'm definitely more into pussy and not attracted to men per-se, but I do enjoy from time to time getting pegged by a real cock. I discovered my prostate with a buddy when in my teens and all through my adult life I've continued to enjoy the joy of ass play. If that offends you, please close the story now.

So this all kicked off pre Covid. I had discovered a new Thai private erotic massage therapist just around the corner from me. She advertised on Locanto. I saw her a couple of times, and had fun, nothing more than a rub and tug and some light prostate massage. On about the third time I saw her, she offered more, but I didn't take it up.

A few weeks later I was skimming Locanto and saw that a male Thai erotic therapist was also locally offering services for men. It had been a while since I'd had a male therapist, but I decided to go see him. Which is when i discovered they worked out of the same place; they shared a unit setup for massage services only, neither lived there. I saw him twice, the first time a simple RnT, the second time I let him fuck me, which is where i learnt that this tiny little Thai boy was packing 8" easily. It was a little uncomfortable at first but eventually very orgasmic.

I asked him if he ever did joint sessions with the lady that he shared an apartment with, he was like "oh no dude, that's my sister!". I was like "ah damn it, but that makes total sense".

Then lock-down hit. We weren't supposed to leave the house for any reason, and they reached out via Whatsapp asking if I needed a massage. Funny enough I did, so I rocked up to their place to find they had now moved in, were basically sharing a bed and were not doing so well with the sudden lack of income.

I saw them individually a couple of times, but not that often when one day he messaged me, begging me to come over. They were totally skint and needed customers. I was like "sure" and went over. They asked me on Whatsapp who I wanted to see, and I was like "both ;-)", expecting them to laugh. But instead I could see they started the reply but didn't send it for a good 10 minutes.

Eventually he said "how much". And i offered about 5x the normal price. They countered slightly higher, I caved, and went over.

Well the session started slightly awkwardly to be honest. They both massaged me, starting with me lying on my front naked, she was doing my top half, him my legs and glutes etc. It started quite legit, I'd say the first 20 mins was totally legit massage, but as they relaxed into it, they started meeting in the middle.. literally. He'd massage up to my ass crack, brushing my cock and balls, and then she'd lean over me replacing his hands as soon as they moved, her crotch hard against the back of my head. They both knew i loved a little ass play, so soon it was his finger, then hers playing with my ass, then as it ramped up, both at the same time.

It was time to flip, so i rolled over and they stripped off. She seemed quite nervous again, so I reassured her that it was just nudity and she relaxed a bit. I asked her to come to the table and kneel over me so i could eat her pussy.. which she did but turned away from her brother. As i chowed down on her pussy i felt her brother take my cock into his mouth and down his throat. Damn that was amazing. I could feel her start to get super wet as i licked her pussy, and then i felt him slide two fingers in my ass and rub my prostate. OK, it was obvious they were trying to get me to cum quickly.

I asked them to stop and had her lie down on the table. Her brother looked away as i spread her legs and went back down on her, lifting her up so I could lick from her ass to her clit.

He took my lead and moved in and started rimming me from behind as I brought his sister to her first orgasm, honestly it suddenly just came from nowhere. I was in heaven as her brother rimmed and stroked me.

I gave her a minute to catch her breath, then had her stand leaning on the table. I stood behind her, leaned over, and entered her from behind. I said "my turn too" and he walked behind me and repeated the favour to me. As I felt his huge cock enter me, i had to do my best to not explode, luckily there was just enough pain there to help me hold it back.

It took a little bit of time to get the rythm right so it wasn't awkward, but eventually we two guys were both pounding away like mad. I knew I was getting close, I lent forward and turned her head so we could kiss and I felt her pussy start to contract. Next thing i was cumming and I think I clenched hard as I then felt him start to explode inside me too.

We all collapsed on the bed, me in the middle with his big cock in one hand and her pussy in my other. I kissed both of them, i don't normally kiss guys but this had been amazing. After a couple of minutes she hopped up and went to the shower. We all took turns and at the end they thanked me but were like "that's a one time thing".

A few weeks after, the restrictions started to lift and they got enough clientele back to turn this unit back into a work only unit and moved out. I did try once to do a repeat but they didn't seem keen. They weren't awkward about it, just were like "no we shouldn't do that again".

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5 months ago