I'd been seeing a married woman for about 10 years. When we met she was mid 40s (a little older than me). She told me that she'd only ever slept with her husband and that she needed an adventure – I was happy to oblige – an attractive woman of middle eastern origins with a fabulous figure and a great sense of humour. Both of us being married, the situation suited us both, we’d meet about once a month in a hotel or in my car. Despite fucking each other for a decade, we’d never actually spent the night together (although we’d tried on a number of occasions). The only thing I found a bit frustrating is that she wasn’t terribly adventurous, so the sex was fun but a bit vanilla. She’d never let me cum in her mouth and certainly wouldn’t let me anywhere near her rosebud :) Then the awful news came that her husband was terminally ill. Understandably her attention switched and I hardly saw her for the best part of a year but would keep in touch with texts and phone calls to keep her spirits up whenever possible. Eventually he succumbed to his illness. I got to see her about a month after the funeral. We just had a chat and coffees & hugs for a few hours while we became reacquainted. To be honest, I felt that the nature of our relationship had changed completely to one of friendship. I’d have accepted that. But a few weeks later we agreed to meet up again at one of our old haunts – this time for an overnighter - she needed a change of scenery. We met in the hotel in the afternoon and within half an hour were naked in bed. After some missionary style fucking I turned around to a 69 position. ‘stay here’ she said but I told her that her wet pussy needed licking and I climbed on top her. I could feel her fantastic tits on my torso and she took my cock in her mouth, somewhat reluctantly, as I embarked on nibbling her inner thighs and clit. I knew this would get her excited. I tried to slip a finger into her arse but she pulled my hand away, so I focused on licking her and began to fuck her mouth. I could tell she was close to coming from my licking her, so I increased the intensity of the mouth fuck. By now she didn’t seem to care and for the first time in over 100 fucks I emptied my balls into her mouth. There was spunk everywhere. She later told me that she’d swallowed some but there was just too much. I quickly turned around and kissed her spunky mouth, rubbing some spunk into her protruding nipples. Mission 1 accomplished, we went out for dinner. Dinner was a boozy affair, I made sure of that. We’d been out for lunch a couple of times early on in our relationship but that was all. Usually we just met up, chatted, fucked and went back home to our spouses. When we arrived back at the hotel I suggested we had a shower together. It was clear that my recently widowed friend was a little bit worse for wear so I ran a bath instead. We both got in and as she lent back onto me I soaped her tits and pussy while nibbling her neck. I even managed to soap her rosebud and slipped the tip of my finger in as I did so. She turned over to face me, her ample breasts on my chests “what is it with you and my bum?” she asked. “it’s very sexy” I said “and I’ve always wanted to fuck it”. “you're naughty” she said “no one has ever done that”. “you might like it” I said. “hmm” she said “one day maybe I’ll try”. I felt a bit deflated but she kissed me deeply then got out of the bath “are you getting out?” she asked as she dried herself off before disappearing. When I got the room she was in bed, lying face down. I climbed in alongside and started to massage her thighs before letting my fingers slide into her wet pussy. After a little while, she took hold of my hand and drew it up a little towards her arse. I took this as a cue to slip a finger into her bum hole, using her own juices to lubricate. I then used my thumb with two fingers in her pussy like a bowling ball. Eventually with a combination of her own juices and my saliva I had two fingers in her loosening bum. She was ready for a cock. I slid in between her legs and slowly guided my cock into her hole. Once the bulbous part of my cock was in, I paused. I felt round to her pussy and massaged her clit. She seemed to be enjoying it and eventually she pushed back onto my cock. It was a fantastic sight to see my cock slip into her arse. Once I was in to the hilt I started to pump slowly. I’d let some saliva slip from my mouth onto her arse to help the lubrication. I gripped her hips and started fucking her hard. She was now biting the pillow and I came hard into her. she squealed a muffled squeal into her pillow. I just stayed there until my cock softened and slipped out and the spunk started oozing out. I scooped some up and offered it to her mouth. she licked my fingers greedily. “did you enjoy that?” I asked. “kind of” she replied with a smile. Then she kissed me passionately. Mission 2 accomplished. Little did I know what might come next…