My sister in law and I have always been pretty close, I was pretty much the one who protected her from my family when my brother did not have the balls to stand up for her at times with my extended family, my wife when she was alive always insisted I looked out for her when my brother wouldn't. It caused tension with my brother understandably but the conversations were quite simple with him "You do something about or I will".
Anyways Lani was 7 years older than me, very pretty, long brown hair, plumpy body and after 3 kids she was well put together and when my wife passed I would get calls every few days to check on my welfare. We were at a recent family event and Lani was struggling with a sore back and I said to her when we were outside by ourselves "You know I can help you out with that if you want? Being a masseur on the side I told her "It's probably stress but I can at least try if you want and if it doesn't work then go to a chiro"? With a laugh I said "I will give you a family discount $100/hr? Lani replied "Fuck off, you charge $70 for nobodies!!"
I laughed and said "OK no charge for you then you bloody tightarse". She said "Ok then" and for the first time ever with me she flirted and said "Thanks for noticing" as she quickly glanced at her arse. Shortly after I left and saying goodbye to everyone I was doing the kiss goodbyes to Mum and sisters etc and gave Lani a kiss on the cheek and said "Seeya" she grabbed my hand and gave it a squeeze and kissed me on the cheek and said "Seeya tomorrow".
The next day I got a txt at 8.30am and I was home cause it was an RDO and said "What time Stud and what do I wear?" "How does 9.30 sound? And wear whatever you want. Shorts and a tee, or yoga pants, it's up to you". She said all good see you then. 9.30am came and she walked in and I had no top on and Lani scared the hell out of me "Looking good there Matt, you weren't kidding you are taking this fitness thing seriously" I laughed and said "Piss off you pervert, don't you know how to knock?". I said "you want a shower or get straight into it?" Lani said "I had a shower about an hour ago, lets do this". I said "Go into the room and get under the towel and yell out when you ready". 2 minutes passed and she yelled "Ready to go". I went in and the empty chair at the entrance of the room was loaded with her yoga pants, her top and and a sports bra and shoes and she was lying done on the table with the towel covering her arse, One of her tits was poking out the side and they looked good. I got the oil out and poured on her back and went to work.
I started on her shoulders and worked my way down her back and after about 20 minutes and general chit chat she started with the heavy breathing. I was going pretty hard on her and had said "If its too hard, let me know and I will ease off". She said "Go as hard as you want, it feels great". I got down to her arse and her legs and said "You want me to do your legs as well? Sure might as well if you don't mind was the response. So I started on her hamstrings and was got mighty close to her pussy with was plump and gorgeous(good enough to eat) but did not touch. She wiggled her arse a little as I could tell she was getting a bit horny and was spreading her legs a little to give a look. Her breathing continued to get heavier as I massaged and I went down to her lower legs and finished off.
As I finished I said you want me to do your front? She said "In a few minutes, can you do a bit more on my hamstrings again? I said "sure". but this time Lani spread he legs more to give me full view of her wrapped up pussy in her cotton panties but this time the wet patch was the clue that got me hard. As I kept rubbing up her legs her heavy breathing turned into a quiet moan and constant wriggle. I said "This OK?" Lani took a deep breath and turned her head towards me and I could see in her eyes that she wanted me to play around with her and take it further "Matt you have no idea how good it is! Keep going for as long as you want". I was hard by this point and was getting toey as well and continued working on her legs and started rubbing he pussy a little and her response was immediate "Oh fuck Matt we are going to get in so much trouble for this but do it" as she moved her hand to my cock and started rubbing on the outside of my pants. I told Lani to roll over and she did as she grabbed my hand to pull me towards her as we made out. I felt guilty but this event was 20 years in the making and I was going to go for it. As we kissed I slid my hands down her pants and started fingering. Her kisses became more passionate as she was getting closer to orgasm. I kept going and started rubbing her clit as she started moaning for her first climax.
As we continued playing around as I was not finished so I went down and removed her wet panties and put my head in between her legs and gave her some teasing licks and then cover her pussy with my mouth. She pushed my head into her pussy as her breathing intensified once again. I removed my pants and told Lani to stand up and bend over the table. As she got up she kissed me again and whispered in my ear "If you fuck as good as you massage then you will have a client for life". I got harder at the mere mention of fucking Lani as she bent over and I slid my cock in. As I worked up a rhythm she was moaning again then I licked my finger and began teasing her arsehole as we fucked. This turned Lani into a pure sex machine as she began screaming in ectasy as I finished and pumped her with whatever load I had in me. As I took my cock out of Lani she turned and sat up on the table and opened her legs and I came in the middle of then as we kissed and she said "You are so fuckin good at this, you should offer this as a service with your massages!!" I laughed and said "I already do you idiot, why do you think I am always busy on a Monday's and Tuesday's? It's that happy ending package". She laughed and said "That's disgusting but you have another client now".
Lani came back a few more times before we put a stop to it as the awkwardness between us at family functions was getting a bit suspicious and we both felt a little bad about my brother. But she did recommend me to a few of her friends who became clients but none of them matched up to the experience I had with Lani.