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Some years ago I shared my first experience of an older woman, the first time I had seen a woman take it up her ass followed by the first time I had anal sex. Following on from that the woman, Bea, had been the first woman I shared with friends and for several years came a ‘fuck buddy’ for me.
I recently bumped into my old friend Ed and we reminisced about how Bea had allowed us to complete our sexual education.
When Ed and I were twenty-two, we were working in a local garden centre to get some money for a vacation after finishing college. The rest of the work force was mainly female from girls to older married women earning some pin money. We tended to get all the dirtier heavier jobs but also more overtime and a bit of fun with the younger girls over lunchtime!
Neither of us had really fantasised about older women, other than film stars, and certainly over none of the older women who worked with us, as they all looked rather plain in their overalls and wellies. However one Friday afternoon that all changed.
We had volunteered to work overtime when the others had left at lunch time and had just completed clearing a potting shed and come up to the office to report to the boss that we had finished when we heard grunts and moans. We looked in the window and to our surprise our boss; a guy in his early sixties had Bea (one of our co -workers in her early forties) up on the desk with her skirt up round her thighs and was pumping energetically between them. We watched fascinated as he obviously brought her to a moaning climax before shooting his load into her.
We were even more fascinated when he fell back into his big chair with his large cock still fairly hard and ordered her to suck him. Blouse open and small boobs hanging out, Bea obediently knelt down and grabbing her head the old guy started to ride her mouth.
Ed and I both had erections as we watched this totally unexpected sexual performance but I think we both nearly climaxed when he pulled her up and bent her over the desk with her rear exposed and roughly parted her cheeks. Ed grated through clenched teeth, “He’s going to give her it up the ass.” Surely enough the old guy tried to enter the head of his obviously renewed and very large cock into her ass.
We saw her try to wriggle away protesting loudly “That will hurt!”
But he was much bigger and stronger and he held her down firmly and as she resignedly held her rear up, we heard him mutter, “I’ve been wanting that sexy little ass since I hired you.”
Holding her buttocks firmly he rammed it home. We heard her muffled scream and she made low moaning sounds as he thrust his huge rod in and out of her rear exhorting her to “Take it you little fuck.” Until eventually we realised that she was now responding to his thrusts and he muttered, “I knew you’d love to be ass fucked!”
With nearly bursting erections, we saw for the first time a woman put up her ass to willingly let a guy sodomise her. After a bout of energetic thrusting at her bobbing ass, he obviously climaxed and with a grunt came off in her. Withdrawing he muttered, “That wasn’t bad at all – you’re as good a bit of ass as I heard you could be.” Before he lumbered off to the loo to wash himself.
For a few minutes she lay ass up on the table and I think both Ed and I would have given anything to have rushed in and replaced the old guy between those pert buttocks. Ed said, “Lets push off before he sees us.” So we went back down to the potting shed until we heard him call.
The boss had asked me to drop her off on the way home and I found out she was 42 and separated with three children. Prior to her marriage she had worked as a secretary and she had taken her current job until a secretarial vacancy came up. In fact she said the boss and she had been talking about the possibility of her moving into the office. I smiled when I heard this because I thought it might be more for her willing ass than her secretarial skills.
When I stopped to let her out, I plucked up the courage to ask her out that night – she seemed a bit surprised but eventually she agreed to go out with me that night for a drink – “to see how things went” and I agreed to pick her up about 7.30. When I called Ed he was quite jealous but told me I had to tell him all the ‘gory details’.
I thought she was going to cry off when her first baby sitter let her down but eventually she got another and I was delighted to see her transformation. She was very well made up and ‘dressed to kill’ in a slinky tight red lycra top with obviously no bra as her nipples were poking out in a most exciting fashion. This topped a very short tight black leather skirt with black stockings. A short black leatherjacket completed her outfit and it was with a very hard erection that I followed her out to the car.
This got even bigger and harder when I opened the door for her and as she swung her legs I got a fantastic glimpse of white creamy thigh above the lacy tops of her hold ups. She güvenilir canlı bahis siteleri caught my glance and murmured, “It’s difficult to be modest with short skirts but I know you guys like them.”
I took her to a local hotel and was pleased by the number of guys who showed an interest in my date. A few large G&Ts later she was telling me how much nearly all the girls and woman at work fancied me and how she had been really flattered when I asked her out. She said she hoped it wasn’t just for sex. She admitted to having had a few guys since her separation and said one of these had blabbed about how hot she was and she had a lot of guys ask her out simply ‘to get into her knickers’.
When I jokingly said “how hot?” She smiled and said her ex husband would be surprised at some of the things she had done since she was married as he had thought she was frigid. After a few more drinks, when I pressed her again about “how hot?”
Pressed again she admitted that she had been a little wild initially after the separation, she had lost a bit of weight and bought some sexier clothes and when she had gone to stay with her sister, had slept with her brother in law and a couple of his younger friends. She also admitted having slept with four or five guys locally and the boss.
When I said, “Mmmm that does sound fairly hot, what have you not done?”
Seeing her sitting back with her small breasts and exciting looking nipples on display and allowing her skirt to ride up over her stocking tops I had never seen anything more desirable. She wasn’t as pretty or didn’t have as good a figure as some of my previous dates but she looked totally available and with the thought of what the boss had done with her I wanted her. She smiled and murmured “Gone to bed with a really nice young guy like you and with the right guy there really isn’t any limit!”
I suggested we go and the drive back to her house was a blur with her hand on my cock and mine up her skirt. We literally flew up the drive of her house and I almost ripped her jacket off – I was ready to take her in the hall but she said “Let’s do it in bed.”
Grabbing at her little pert ass as we made our way up the stairs, I threw her on the bed, rucked up her skirt to expose fantastically ripe creamy thighs and a pretty trimmed bush. She was as keen as I was and her cool questing hands guided my rod into her hot and welcoming pussy. I had never had such a willing partner. She was like a live animal under me meeting my thrusts with the most exciting pelvic movements, telling me how lovely I was and how wonderful it was and as she moved towards her climax shouting and moaning in obvious pleasure at being impaled on my rod.
I felt and heard her come to climax and with a sense of relief let the flood gates go and pumped into her. As I came to a very long climax in her she gripped me tightly with her vaginal muscles literally pumping me dry. As I rolled off her she was on top of me kissing and fondling me and telling me how wonderful it was before getting up and stripping off to reveal a very taut trim body with high riding small perky breasts with exciting inch long erect nipples (from feeding her kids) – a very trim waist line and a nice small tummy (albeit with a few stretch lines) and truly superb trim yet muscular thighs and legs well presented in sheer black hold ups. AND what was truly magnificent was her smallish but very pert and protruding rear, which I knew she could use to very good effect.
I murmured – “You look really fantastic.”
She smiled and said, “I’m glad you think so I’ve had to work really hard to get back into shape. Now let’s see if you look as good without your clothes as you do in them!”
As I got up to strip I felt my cock stirring again at the thought of what this very sexy woman and I were going to do. And as I stepped out of my boxers I heard her say ” You are really beautiful, I’m really going to enjoy making love to you.”
I had never really felt a woman want me as much if not more than me and I found it strangely exciting to let her take control. When I lay down she knelt over me to firstly lick my cock and balls before taking my throbbing length into her mouth.
As she did so I couldn’t help see her little raised rump in the dressing table mirror and pulled her round so I could knead it as she give me truly excellent head. As I thrust to meet her bobbing head, I felt her hand go between my hips and I raised myself to find an exciting fingernail test my anus. When my probing finger found hers I found it had been well lubricated but she moaned, “Gently I’m a little tender there.”
When her probing finger entered me, I was gone and I climaxed deep into her throat. As we lay impaled on each other’s fingers, I lay pumping into her mouth, which was greedily sucking the last drop of my ejaculant.
Seemingly quite insatiable she laid back legs apart and said “Your turn.”
I roused myself and knelt between her thighs as she eagerly güvenilir illegal bahis siteleri put her clit and pretty little cunt up to be tongued. As I tongued her she was extremely vocal and obviously really enjoying what she was getting. As I tried to bring her to climax with my tongue and fingers she suddenly murmured “I know what you would like.”
And moving through 180 degrees she moved beneath me until I was kneeling on her chest and while I lapped at her pussy from the reverse angle I felt her hands parting my hips.
Her exploratory finger in my rear, gave me an immediate erection which found a home between her pert little breasts and was matched by mine seeking her rosebud. This erection went to almost immediate bursting point when I felt her tongue start to explore my anus. I was frantically finger fucking her in both orifices and licking her clit, and riding her boobs while she tongue fucked me. As I felt her come to climax I knew where I wanted to have my climax and turning her round I parted her upturned buttocks.
As I tried to mount her anus she moaned “Oh Tom, take it easy I really am sore there.”
But I am afraid I could not take no for an answer.
As I entered the head of my cock she screamed “Take it easy I’m ripped.”
Easing back I said, “Well you ease on to me.”
Very gingerly she eased her buttocks slowly back on to me gradually inch by inch impaling herself slowly on to my waiting rod.
Eventually her soft cool buttocks were resting on my balls and with a sense of satisfaction I savoured the fact that I had my cock in a woman’s ass for the first time. Savouring the moment I pulled her back against me and with one hand fondling her breasts I pulled her round and kissed her.
She murmured “I’m glad I don’t usually let guys take me like this but I love you inside me- I’d let you do anything!”
Gently pushing her forward into a kneeling position again I slowly withdrew gently before plunging my whole rod into her again and as she moaned with a mixture of pain and pleasure I really enjoyed buggering her fantastically prominent butt.
As I came off she fell forward on the bed and once again I enjoyed the sensation of her tight anal ring milking my cock dry. Once again she said “I hope you enjoyed that because I don’t really let guys take me there – in fact you are only the third guy to have me like that.”
When pressed she admitted that she hadn’t even let her hubby have her ass – it was only her brother in law and the boss had her like that. I feigned surprise that the boss had her and she rather shamefacedly admitted to having him that afternoon.
As we lay having a drink after our exertions, I said that it was hot her having two guys in one day, she admitted that she had indeed felt rather risqué thinking of having the two of us in one day.
The thought of my having this fully sexually liberated woman really did stimulate my imagination and I spent the rest of the night coupling with her including making full use of her anus a second time. I also found that the stats of the figure I had been enjoying was a girlish 34b 26 35. When I eventually left the next morning I had extracted another date for that evening but I thought I might like to give her a real surprise that is to share her pleasures with Ed.
The next night when I picked her up in a taxi she was obviously dressed keen to please in a black totally sheer see through blouse and a black very short tight skirt with a split up the thigh which when she walked clearly demonstrated she was wearing stockings and suspenders. When I commented on her outfit she smiled and said, “Well you’ve seen all I have to offer – so I thought I might as well get a few clothes today to keep you turned on.”
I took her to a pub in town and her outfit got quite a few looks from the patrons especially when she sat down and the split showed thigh, stocking top and suspenders. I had told Ed to let me get a few G & T’s into her before he arrived and she was well into her third double when he arrived and pretended it was quite a surprise to see us.
When he went to get us drinks, she said she hoped he would be discreet about seeing us on a date as she wouldn’t like the boss to hear about it as she wanted the office job. I said I would sort it out.
When he came back with the drinks she excused herself to go to the loo. I saw him admiring her pert jutting rear in the tight short skirt and on the way back her small tits with their exciting long nipples. He said “She’ not bad looking at all when she is ‘done up’ and she’s not afraid to show off what she has got.”
When she came back in she obviously liked the attention she was getting from two young guys as she crossed her legs on the side of the split in the short skirt to show acres of ripe mature thigh, stocking top and suspenders.
After her 5th large G&T Ed went to get her a 6th and I suggested to her that we might invite Ed back to her house for güvenilir bahis şirketleri a drink. I was obviously ‘pushing at an open door’ because she smiled and said “That sounds like fun.” I suggested getting a bottle of gin and heading back.
After she had downed her drink, I called a cab and I saw the driver do a ‘double take’ when a slightly drunk Bea slipped into the back seat showing a lot of thigh and stocking top. I was surprised at how forward she was when she suggested Ed join us in the back and murmured “How lucky am I, being taken home by two handsome young guys.”
She was obviously up for it as we both ended up snogging and groping her while her hands were busy at our crotches. She was obviously as keen for action as we were.
By the time we arrived back at her house her blouse was open to the waist with her small tits exposed and her skirt rucked over her thighs and it must have been very obvious to the driver that this mature woman was going to take some cock. As Ed paid him while I got Bea up the path to the front door I heard him say “I think you guys are in for a good night.”
I took her key and opened the door to let us in. As we followed her into her living toom I asked her would she like a drink. She smiled and said “Ok, I’ve glasses laid out in the kitchen and there is tonic in the fridge, but from your erections in the cab, I thought you guys would want to get me into bed.”
I suggested Ed pour us some drinks and while he was getting them I kissed her and said “There’s no real hurry as we have all night but I think Ed would like to see that fantastic body I have been raving on about.”
As we kissed, I eased her jacket off and as Ed came out of the kitchen pulled off her blouse to leave her small pert tits and fantastically long erect nipples on display.
Ed put the drinks own and moving forward grabbed a handful of tit, muttering “You weren’t kidding these are pretty little breasts and these are seriously sexy nipples.”
As I handed her drink I smiled and said “Yes Bea has a good body but you haven’t seen the best bits yet.”
At that I released the waist of her skirt to leave her standing in front of us in g-string, suspenders, stockings and heels. Standing back to admire her I murmured “I think she has great thighs, a pretty cunt and a superb butt. And she knows how to use them!”
We were soon kissing and groping her during which she lost her rather sodden g-string to reveal a freshly shaven little cunt. She was tumbled on to the sofa with her thighs spread and I thought Ed was going to mount her but muttering “I want to eat that bald cunt”, he was soon lapping at her pretty little pussy.
She started to respond but I suggested we take it up stairs.
He was quickly up the stairs after her ripe little bum while I gathered up the drinks to follow. They hadn’t wasted much time as she was on the bed, thighs splayed and he had released his cock from his jeans and mounted her.
I watched as he pumped energetically into her while she writhed below him both eventually climaxing.
He and I lost our clothes and we spent the rest of the night making good use of her very willing body. We had her in various combinations of oral, pussy and anal including us both experiencing dping a woman for the first time. She was fairly insatiable and her little ass took some pounding, as it was dawn by the time we had finished with her.
We slipped out of the house after arranging to see her at work on Monday.
We were surprised not to see her in the greenhouses but when we had our break but later at lunch time and went to see the boss for our afternoon work we found her in a smart suit working in the office.
We smiled politely and said ‘hello’ and the boss informed us he had promoted Bea and we should report to her for our projects. Ed and I shared a grin when I said we would be very happy to work with Bea.
When I called her that night for another date, she said the weekend had been wonderful, firstly by having great fun with me, even better fun with Ed and me and then the boss calling her on Sunday with her promotion. When I pushed her for a date she said she needed some time to recover, the boss had suggested they might celebrate by going for dinner during the week and that she would be expected to ‘work’ Friday afternoon so it would have to be the following Saturday.
Both Ed and I were disappointed as we really did fancy another session with this very sexually willing and adventurous woman. It was interesting to see that while she was dressed smartly in the office her skirts and dress was much more conservative than our night out and she was quietly professional with us.
When I called her Wednesday to confirm our date, she said it was Ok but she couldn’t chat as the boss was taking her out to dinner that night and she needed to get ready. She suggested I call her on Friday evening to confirm the date was on.
Whether through accident or design the boss had sent us to work on a project in the next town and we didn’t get a chance to see Bea until we popped into the office for our wages at lunch time on the Friday. When I asked did she want me to drop her home, the boss said he would drop her off as she had still to do a few things for him!
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