I posted a true tale on here about a week ago entitled “A Gallon of Cum”.  This was as a result of rereading some old diaries of mine.   This story also comes from those diaries and involves another married woman who I met online in 2006.   At the time she was just coming up to 50 and in an open relationship with her husband and I later found out they advertised on a couples website and attended swinging clubs.   Many years later I even found a video of her in the dunes of a beach being fucked by several guys whilst her husband looked on.  They were obviously unaware of it being taken.  I recognised her clothes and the sound she made when one guy slipped his rather large cock into her.

But to wind back – Jane (name changed) was about 5’ 2” and a curvy size 12 with shoulder length blonde hair.   For me her best features were her nipples which when she got aroused grew and changed colour so they were like raspberry jelly tots.   I spent a lot of time licking and sucking them.

Out of bed we found we also loved live music – something her husband hated and we would often go to gigs together.  In our time we saw the Rolling Stones and Blur at Hyde Park, Meat Loaf at O2 and Muse at Wembley as well as lots of smaller clubs across London.  We would then often spend the night in a hotel.

In these nights we explored what we liked and had lots of fore play.  The meet up before the time referred to in the title we had spent a lot of time in a 69 and because I was a fair bit taller I would bend my head over her pussy which was either closely trimmed or bald and start licking her arse.  Which she loved.  I started sticking my tongue up inside and she started to moan loudly.  It was obvious her arse was a sensitive part of her body.  She immediately rolled me over and mounted me and rode me to my sticky climax.

We were together again about a month later and was hoping we could take it further as at the time I was an anal virgin.  She was on her knees grasping the bedhead whilst I licked her from behind alternating between her pussy and arse.  Whilst working on her arse I slipped a couple of fingers into her wet pussy with a plan as to what I intended next.   Withdrawing my tongue from her arse I began to rub her hole with a finger before slipping it up to the knuckle.   The reaction was immediate – “Oh my god” she cried and then an expletive as I eased a second finger alongside.   After sliding in and out for few minutes I thought my time had come and removed my fingers and got my very hard cock positioned to take their place,   It was then she said “I really want to but I’m not allowed”.   It turned out whilst her husband was happy her to fuck other men he saw her arse as his sole possession.  I was slightly deflated which she tried to make up by grabbing my cock and sliding it into her pussy.  I set to and tried to imagine what it would have felt like in her arse.

Move forward another 6 or so weeks and she can come to spend the night at my house as her husband was off with another woman for the weekend.  As we heading to bed having been fooling around on the sofa for a while.  I watched her naked arse as she climbed the stairs in front of me.  She paused, looked back and saw me staring with a fixed gaze.   She then said the magic words “I regretted what didn’t happen last time for weeks – do you have any lube”.

Well I wasn’t in the boy scouts for nothing when I was a kid and remembered to always be prepared.  I nodded and then she said “come on then, quick before I change my mind”.  I almost overtook her in my rush the climb the last few steps.  Whilst I went and got some baby oil from the bathroom she positioned herself in the same position as the previous gripping the bed head and pushing her gorgeous arse up.  I worked some oil  into her puckered hole and smothered my cock in more.  Positioning at the entrance – she eased herself back and the top of my cock disappeared up her arse.   She paused and then said go on push it in.  I duly obliged.  Now whilst I have an average length cock it does had quite a big girth.  She let go a big scream as I went in further.  After a couple of pauses I got in balls deep.  “Take it easy “ she said “you feel so much bigger than my husband”.   I tried to do so but before long I was pounding away.  I would like to say I fucked her for ages – in truth the excitement got to me and I lasted a couple of minutes before pumping what felt a large load into her.   As I pulled out a gob of cum dropped out onto the bed covers.  We were both exhausted by it and fell asleep quickly.

Over the next 10 or so years I probably fucked that arse 100 or so times. She would always say when I met her “Hope you brought some lube” and I knew her arse was in play.  But it was always in the night never on the following morning.  Whether her husband liked to lick out the cum from her pussy I don’t know – but I know she never told him.  I knew not to touch her arse in the morning so would usually lick her to an orgasm and then fill her pussy with as much cum as I had left.

I last saw Jane in December 2019 when she was 62.  We had gone to a piano bar in London and then back to a hotel.  I was in the bathroom whilst she got into bed.   As I came in the room.  She kneeling on the bed, bent over with her hands pulling her arse cheeks open.  “Come on lover” she said “I am all ready get that big cock in the arse and fuck me senseless”.   I did what I could and for the first time had it twice that night.    Unfortunately she got ill during the pandemic and died.  A great shame but some wonderful memories.  She will always be the one who took my anal virginity.