My Anal Wife and Girlfriends

“So he had you from behind, I suppose you bent over the sofa like this?”
“I was at his place in London, he went down on me, then I sucked his cock”
“Did he make you come?”
By now I had her skirt up knickers round her ankles.
“Yes he did, twice”
I asked her to hold her bum cheeks apart which she immediately did. And I began to lick her anus. We had done it before and she really liked it. This time she was a bit salty as she had just come in from work, but I ate her arse anyway.
“Did you let him lick your arsehole?”
“No”
“After you came did you bend over for him?”
“Not straight away, he had me to the bed, when he ate me out, then I sucked his cock on my knees in front of him, then he stood me up and laid me on the bed and we fucked”
“So did he fuck you on your back until he came?”

What I wanted to know was if he got a crack at her arsehole, it seemed as tight as usual so I was quite confident that she didn’t take him in her arse, anyway she wasn’t that kind of a girl, was she? During our phone sex it was agreed that I would be having the pleasure of her tight little arse on my return, so I wasn’t keen on the idea of some other bugger drilling her arse, when it had taken me 2 months to get an invite. I was getting anxious ????

“So did he fuck you on your back the whole time?”
“No I turned over for him” “Getting jealous are we?”
“Yes a bit”
“Good!”
“So you liked it when he took you from behind, did you stick your bum up in the air for him?”
“He really fucked me hard, then I kneeled on the bed and we did it doggy, he really gave me a good seeing too”
It was then I dawned on me she had dated him a few times in the month I had been away, so he’s had her maybe 6 times, she must have done all her favourite positions with him?
At this point I told her about Donna again, she seemed to be a bit jealous too, she asked me what we did, I told her all the usual. Then she asked out right?

“I bet you did anal with her, you kinky bugger?”
“Yes I did only the once though”
I asked how many times she fucked this other guy?
“Load of times, he was a randy bugger!”
I didn’t like the sound of that “randy bugger” I was getting worried now, mad as that seems as I had potted the brown with my ex only a week before. I was having a male performance anxiety moment; I had to know had this other fella been hitting my new lady in the seat in my absence?

I put some of my new lube on the slim dildo and started to work her anus with it, she did seem to open up a little as I put the end in her brown eye. I had to know now?
“So did you take him in your arse?
As I slipped the shinny toy across her arsehole it opened invitingly, I had answered my own question, I slid the slim Jim up her bum, it went in with very little resistance. Anne sighed, I asked?

“So you took him in your arse then?”
She eventually owned up embarrassed about it I think.
“We did it up the bum 3 times”
“When did you do it last?”
“Last Friday night”
It was Tuesday evening so 4 days ago someone else had been drilling my best girl in the shitter!

She began to tell how she hadn’t done it for months because Keith hadn’t touched her, and how this guy Rod had always fancied her. She told me that all sloanies were kinky as hell, (Which got me wondering how many she had dated?) and how one of her girlfriends Milly had dated this guy Rod’s and how this guy popped her anal cherry for her, so roughly that she had difficulty sitting down the next day, Milly knew Anne did anal with Keith (as did Rod I hear) and teased her how she would probably like Rod. I asked her if Rod had injured her, she said no not really, but that on the previous Friday he only wanted anal, and he was a bit rough with her, and would I mind if we didn’t do it tonight, as I had a thicker cock than Rod or Keith.(Another big ego trim for me, I’ve got the fattest cock she ever had !)

We fucked in her pussy and I asked if she was planning on doing this with anyone else? She replied no its all for you from now on, and if I was gentle I could have her up the bum tonight if I really wanted to. I declined the offer out of respect for her abused anus. I was a bit disappointed to be honest but she was the one for me, and as much as I wanted to screw her the same way Keith and Rod had, I didn’t want her to feel pressured into it.

We had finished fucking now, and she was sitting in her bra and pants with her stockings on looking fantastic. We got talking, we had already exchanged most of our war stories, I had been with 9 girls she had been with 6 guys, including me and Rod. She hadn’t really talked about loosing her cherry, claiming she couldn’t remember the event? Um I was wondering why she was so coy about it, and now I pressed the issue.

Turns out when she was 18 her and her best friend Jane were dating two Scottish brothers, Anne was with the younger, and Jane the older. Anne and Jane had just left school and were about to go to college latter that year. Their school was a church of England school and although not a girls school there was segregation, so basically they didn’t see the boys at breaks and meal times. Jane had been dating the older brother Mark for a few months and he had been pestering her to have sex with him. In those days the school literally preached abstention and gave no advice to the girls regarding birth control, Jane didn’t really want to, but she also thought she should before she went to college so at least she wasn’t a virgin, when she got there. Anne felt the same way about John and again she didn’t want to be the only virgin at college.

Both girls decided to lose their cherries to their current boyfriends before heading off to college, but were clueless about birth control, Jane had a French friend Gislane who had done it with her boy friend at 16 so she asked her what she could do to avoid getting pregnant she told Jane that she used anal sex to avoid getting pregnant! Jane asked her if it hurt Gislane apparently said no as long as you are slow and use plenty of lube, she said she used butter the first time like last tango in Paris!

Anyway Jane thought she would like to be on top and she lowered her self onto Marks cock impaling her buttery rectum. Jane is a much bigger girl than Anne by the way.

Jane told Anne how it had gone and despite not really having a wonderful time Duuu! She claimed it didn’t really hurt. Anne is clearly a more submissive girl than Jane and she decided to let John have a crack at her virgin arsehole laying on her tummy. God she was cute when she was 18 so John like any man when offered a tight girls arse decided it was an offer that was too good to miss. Anne finally told me the whole story as you have read, adding that John who was not a virgin tried to fuck Anne’s virgin arse like he would a pussy. Suffice to say young Anne was biting the pillow all the way through, wondering what Jane had meant when she claimed it didn’t hurt! She said it felt like a red hot poker had be rammed up her arse, and afterwards she couldn’t sit comfortably, She said it was worse than getting the cane at school, (Yes they caned the girls at her school) And she had been caned twice on her backside, I wondered if this is where she got her submissive tendencies.

So the two girls went to college technically virgins, Jane offered her bum to her lovers and surprise, surprise most took her up on the offer. Anne on the other hand had vaginal intercourse with a bloke in her year for the first time, and was more of less as un-impressed as she was when John tore up her arsehole. Of course she lost her cherry from behind.

Later that year she met Keith and started living with him soon afterwards, and he fucked her properly in the pussy, making her cum for the first time. She told me about a year latter they had anal sex, and he was very considerate and she actually began to enjoy it, and it became a regular part of their love making for the next 7 years.

We got married six months later and moved to the US soon after, for a couple of years after we got married, we had our wedding night in the Lygon Arms hotel, we had decided to save if for the wedding night, and I eventually screwed her very slowly in the arse bareback on our wedding night, almost 7 months after she had offered me her bottom for the first time. She hadn’t even had so much as a finger up there so she was pretty tight, it was worth the wait and we screwed in the arse for an hour. I actually shot my load up her bum in the end, I was lucky that Keith and Rod had trained her bottom well for me, she is the best anal fuck ever bar none.