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Older woman asked me to take her anally
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By (user no longer on site) OP
over a year ago
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A few years ago now I was in my local and a group of use were talking and somehow it came to a discussion on sex acts. One of the group a divorced woman of around 65 years old said she had never had anal sex. Responses were varied from disgust to amazement she had never had any. As the night went on the group dwindled and by the end it was just us two left.
She was still going on about anal sex so I said jokingly that I would pop her anal cherry but only if it were bareback. She said yes and grabbed my crotch and squeezed it hard and said tonight. I said ok and she went to get us another drink. After she came back I said if you serious go to the ladies and remove your bra and undies. She got up like a shot and headed for the ladies. 10 minutes later she was back and smiled and showed me the inside of her handbag and she taken them off. We finished our drinks and headed for her house. As we walked she held my hand and said she was excited. I told her if you are open your shirt and let your tits free. She did and they were amazing. Both firm, the same size and small nipples. Nice I said. We arrived at her house and as soon as we got in we started kissing and ripping our clothes off. We were soon naked and feeling each other. We ended up on her living room floor having a 69 with both of us taking turns to be top. After a while she went on all fours and said now please. I got behind her and told her to open her cheeks. As she did so I tongued her and her gasps were loud. I then fingered her slowly and she rocked back and forth. As I got my fourth finger in she begged for my cock.
I teased her a bit before entering her slowly. I built up a steady rhythm and went deeper into her ass. I could feel her tense and her inner muscles clenching around my cock. She started to moan and shout loudly that she was cumin. I felt the bedsheet get wetter and wetter as she climaxed. I continued to fuck her until I shot my load into her ass. She wasnt spent as she told me to fuck her mouth. So she got on her knees and sucked and licked my cock clean.
We then fell asleep in each others arms. Not for long though as we fucked three more times that night and once in the morning. |
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By (user no longer on site)
over a year ago
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When I was in the army stationed in Chatham I had a 67 yr old . I was 19 at the time . A great fuck as well . I went back a few times for more fun with her . |
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By (user no longer on site)
over a year ago
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Reminds me of an older woman I was seeing for a while. Loved it up her bum. Once we started kissing on the sofa, middle of the afternoon, with her teenage daughter upstairs studying. Clothes came off, we went down on each other before she knelt on the sofa with her arse out towards me. I slid inside her pussy, which was a lovely dusk pink colour, matching her nipples. She was quite petite, still good and tight. Her butterfly lips gripped my cock as I filled her then she reached around and slide two fingers into her arsehole. Her moans were stifled by the sofa cushions as we both filled her and I could feel myself getting close. Then she pulled her finger out and held her hole open, my cock was wet from her cunt so I slid in easily, going balls deep in a few strokes. Her other hand went up her pussy and neither of us lasted long after that. She raced upstairs to the bedroom with cum dripping down her leg before we got caught by her daughter. One of the horniest experiences I've had. |
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By *bextraMan
over a year ago
near A1 and 14 |
I had a friend for some time, just friends and we ended up working on a project day, that over ran. So she invited me back to her flat, for a take away, which then got accompanyed by a bottle of wine. You can’t drive home she said you can stay here.
But you need a bath first... so she ran me a bath and I slipped into the bath, after 5 mins she walked in and sat on the loo to talk to me... with my cock peeking out of the bubbles.
After a few more mins I got out and she undresses in front of me, and got in with myself on the loo.
As she got out she towelled herself dry with me watching ... then told me to follow her, into her bedroom. She sat naked on the floor drying her hair, whilst I lay in her bed.
She joined me and we kissed and cuddled but didn’t fuck just play and lick, as we were meant to be friends and work.
We fell asleep, only to wake up about 2 am, my cock was stiff and inside her and she was pushing back..... deep in her ass. She started to wake up, still pushing back onto me.... and then shocked that I was inside her. She pulled out slowly and rolled over to kiss me that this was the most amazing first time.
This was the start of 2 years of adventures, and fun, where she also learnt to orgasm which she had never done at the age of 25....
Great experiences |
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By (user no longer on site)
over a year ago
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I knew a lady that it didn't matter what we did, she had to be finished off anally. She found it more enjoyable than normal penetration. Who was I to say no lol |
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By *.jellyMan
over a year ago
jacksonville |
I remember when i meet a 60yr old on the chat line talked a lil an set up a meet at her place when her roommate left. When i madr it to her house she was still in good shape after chatting fora bit she took mebacjk to her room we both stripped down her eyes grew from seeing my dick. She gabe good head tight pussy then that nice tight ass. We continued for awhile an she started wanting me to fuck her bareback was a lil nervous fearing getn her pregnant but she wanted me to cum in her so her bf could see how i used her an suck out the cum. I miss that slut  |
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By (user no longer on site) OP
over a year ago
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Before leaving in the morning we agreed to meet up at hers at 6pm that evening for a drink before going dowm the pub.
6pm duly arrived and I got to hers. She let me in, guided me to the living room and said make yourself comfortable wont be long
and with that she went upstairs. A few minutes later she came back downstairs and was naked. I looked at her greedily and she came over and kissed me on the lips. I returned the kiss and ran my fingers down her back and in between her bum cheeks and slid one finger into her hole which was not as tight as the previous evening. She gasped and grabbed my stiffening cock. I lay back on the sofa and watched as she straddled me and slid her bum hole down my rigid cock. She then proceeded to ride me while playing with her tits. After a while she arched back and I knew she had cum as I could feel her wetness dribbling down my cock. I couldnt hold back and with a final thrust deep inside her I shot my load into her. As she leaned forward to kiss me she said fuck the pub we are going to bed but first we are going to shower |
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By (user no longer on site) OP
over a year ago
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So she led me by the hand upstairs and into the shower. As the water started to run we faced each other and our lips met and our hands started to explore each other. We broke the kiss and I looked down at her heaving inviting breasts and took a nipple in my mouth and started to suck gently at first then roughly. Yes she said as her hand cupped my balls and started to massage them. I stopped sucking her erect nipple and then started on the other. Her massaging my balls become harder and my cock responded. She took my hardness in hand and started to stroke it and she went down on her knees. She looked up at and smiled still stroking my throbbing cock and wrapped her tongue round the shining bell end licking the base. God she was good. She looked up at me with eyes that said fuck me. I got her back on her feet turned her round so her face and breasts were pressed against the shower wall. With my knee I spread her legs and rubbed my bell end against her ass hole. She said yes so I entered her slowly drawing gasps from her as I slid deeper into her and started to fuck her. As my rhythm built up I could feel my climax building up and soon shot another load into her hole. She came soon after not as intense as previous fucks. We dried off and headed for her bedroom and lay on the bed legs and arms entwined and deep tonguing each other |
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By (user no longer on site) OP
over a year ago
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I must have drifted off to sleep for a while as I was woken with the sight of her face down on my groin. She soon had me hard again. She stopped sucking and began stroking and ran her tongue up my body and onto my nipple and started to suck. I got hold of her hair and held it as she moved on to the other nipple. She stopped after a while and began kissing my neck then my face and then my mouth. Our tongues met and her hand began to rub my erect stiff nipple. We stopped and just lay there |
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By (user no longer on site) OP
over a year ago
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As we lay there tweaking each others nipples and gently biting each others necks she asked me when we fuck next fuck my pussy as my ass is sore. I responded by climbing on top of her and kissing her hard. She responded by clawing my bum cheeks and parting her legs. My bell end teased the wet lips of her pussy and I entered her gently. She moaned and dug her nails hard into my bum cheeks. This acted as a catalyst and I built up a rhythm where every thrust was deeper into her welcoming wet valley. She tensed up and closed her legs tight trapping my cock in her and bit my neck. I responded by biting her back and she started to buck and she climaxed and I felt her juices run down my shaft. After she was spent she relaxed and I was able to finish fucking her and shot my cum deep into her |
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By (user no longer on site)
over a year ago
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"When I was in the army stationed in Chatham I had a 67 yr old . I was 19 at the time . A great fuck as well . I went back a few times for more fun with her . "
Hurrah Ubique lol |
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By (user no longer on site) OP
over a year ago
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A few days later I received a txt with a attached picture of her masturbating with a message that said "mine tonight 7pm"
7pm duly arrived and I knocked on the door. She opened the door wearing just a open dressing gown. I kissed her and we went to the living room. As I sat on the sofa she threw her dressing gown on the floor, walked towards me, got hold of my hand and placed it on her wet crotch. Finger me now she said. I used my thumb to circle her pussy lips then slipped two fingers into her moist valley. She moaned softly and stood there as I massaged her internally. After a while I slowly slid my fingers out, pulled her closer so her fanny was close to my face and started to tongue her. Her inside tasted sweet and she started to tense as my tongue went deeper. She got hold of my head and pushed it against her crotch forcing my tongue deeper and stretching my tongue muscles to near breaking point. She moaned loudly and climaxed keeping my head in position and her juices flowed over my darting tongue and into my mouth |
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By (user no longer on site)
over a year ago
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I met a 52 year old last night she said about me taking her in the arse, we have arranged another meet for Wednesday so hopefully I should be balls deep in that arse
Do I cum up there or pull out and put it over her face ?? |
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By (user no longer on site) OP
over a year ago
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"I met a 52 year old last night she said about me taking her in the arse, we have arranged another meet for Wednesday so hopefully I should be balls deep in that arse
Do I cum up there or pull out and put it over her face ??"
In her |
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By (user no longer on site) OP
over a year ago
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Roll on a few weeks and we had got into a routine of mid week and weekend sex at hers.
On this particular Saturday evening she had stayed in rather than go down the pub. I went over to hers and found the door locked. I knocked and as she (J) came to the door she said behave I have a guest. Ok I said following her to the living room. The guest was a old friend of hers (R). Introductions were made and I sat in my usual seat. After some small talk R asked if I knew who was fucking J. Before I could answer J came over to me sat on my lap and snogged me. I think that is my answer said R. J got up took me by the hand and said lets go fuck and R can watch.
We went upstairs and as R stood in a corner of the bedroom J and me got on the bed and started kissing and stripping each other. J told R to get naked if she wanted to watch and R duly obliged. Very nice I thought to myself (think Kathy in Eastenders for a idea of her build). As J went down on my stiff cock I kept my eyes on R. She had one hand playing with her breasts and the other was in her pussy. J noticed I was watching R and told me to lie back on the bed with my head hanging over the side. I did as was told. J looked at R and said stand over his face and squat over his mouth. As R did this J went back to work on my cock with her mouth. |
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By (user no longer on site) OP
over a year ago
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My tongue darted around R's clit then went into her wetness as J sucked my cock down to the root and massaged my balls. J stopped sucking and mounted me and I knew it was her ass that was now enveloping my cock. She started to ride me and as she did my licking of R's pussy got more intense. R became excited and I felt the tenseness within her and knew she wasn't far from climaxing. She came fast and her juices ran down my throat. This caused to thrust harder into J's ass and I emptied dee in her. As I did her bum muscles tightened and she came in 3 short intense bursts. All 3 of us were covered in sweat so we showered together and then got into bed with me in the middle. |
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By (user no longer on site) OP
over a year ago
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As we lay in bed, J told R you can have any part of him apart from his cock that is mine and mine alone and with those words she mounted me, held my cock in her hand and guided it towards her back passage. As the tip of my cock touched her hole she said thrust and I obliged thrusting it hard into her still wet hole. She moaned aloud and begged for more. R just lay on her side watching us fuck then leaned in to kiss me hard. I withdrew from J's bum and told her to grind her pussy on my stiffness. She obliged and started to ride me hard. R broke off kissing me, stood up, watched us fuck and started to finger herself. |
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By (user no longer on site) OP
over a year ago
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R was finger fucking herself with 3 fingers up her. As she amused herself she looked at J and me, smiled and gushed. She slumped to the floor and said enough for me and went downstairs. J still continued to ride me alternating between her pussy and by now her slack well use bum hole. |
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By (user no longer on site)
over a year ago
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Skip forward a few months and by now J and I were fucking 3 times a week and weekends were spent in various hotels or guest houses well away from where we live. On the weekends we were at home R was a monthly visitor and spent most of her time watching us or riding my cock. J still did not allow her to be fucked anally by me. Anyway one Saturday evening at home it was only J and me and having spent all day in bed and J getting all her holes well used we decided to go for a drink. We'd been in the pub for a few hours talking to friends when J's daughter walked in (call her Z). Now Z and I had been in the same primary and secondary schools but I was 3 years ahead of her. We also shared some history as we had seen each other naked a few times and touched each other as part of dare games after school. Z sat by us and after her mum had gone to the bar she asked me if I knew who her secret boyfriend was as she wouldn't tell her. I said no idea and left it at that. Closing time soon came and J and I walked home, my hand down the back of her short skirt and my finger massaging her bum hole. We got to hers and as soon as we were inside it was up to her bedroom where we hungrily kissed and stripped each other. I got her up on the bed on all fours and started to finger and rim her ass getting her ready for her anal fuck. I stood behind her and my throbbing cock slid easily into her welcoming hole. As we fucked my arms went under her and started to play with her nipples. |
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By (user no longer on site)
over a year ago
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As my rhythm built to a climax J did as she usually did when she was ready to cum, she dropped her head down and clenched her ass cheeks together. We climaxed together and collapsed on the bed bodies spent and sweating. j faced me and we started to kiss and caress legs entwined. Our caressing was brought to a abrupt halt by a voice saying "mum what the fuck". Unknown to us Z had let herself in and had come upstairs looking for her mum. Her mum just looked at her and said nothing. I just looked at Z and said now you now who her secret boyfriend is. I got off the bed and said you 2 need to talk I'll be downstairs. As I went past Z she moved sideways to let me pass and as I did so she gave my bum a slight slap and winked. |
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By (user no longer on site)
over a year ago
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I must have been downstairs for about 10 minutes when I heard the sound of footsteps coming down them and Z walked into the living room. She looked at me shook her head and left. I waited 10 minutes then went back upstairs and to her mum's bedroom. J was lying on the bed naked. I lay down beside her and asked "what now". She responded by kissing me with a intensity she had never shown before and she held my cock and started to wank me. We broke off the kiss and she said nothing's changed apart from one thing. Oh yes I said. Yes came the reply. From next week Z will be coming here at 6pm every Tuesday until midnight and I will be going to hers to babysit so you two can fuck. |
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By (user no longer on site)
over a year ago
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So Tuesday duly arrives and I arrive at J's at 5pm. She looks at me and says Z is already here and is upstairs. She gets her coat kisses me hard and said see you later and with that she leaves. I went upstairs and found Z naked in her old room. She looked at me and asked if her naked body reminded me of something. I said yes and she replied good now strip off and come to bed. I obliged and once in bed we kissed and talked a bit about the dare games. As we remembered those time Z had started to touch me all over and our lips met again. I turned on my side to face her and my fingers went down inbetween her legs and once they had found her wetness they slipped in. As I fingered her I kept my eyes on her heaving breasts and on her pert nipples. She turned her head to face me and mouthed suck them. With that I ran my tongue over one and sucked and nibbled it until hard then did the same to the other. I stopped fingering her and lay on my back. She turned on her side and kissed my neck then worked down to my cock and kissed it from tip to balls before running her tongue back to the tip round the helmet then took it in her mouth |
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By (user no longer on site)
over a year ago
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While Z was good at sucking her mum was even better. Where Z beat her mum was in the tits department. Whilst her mums were pert with small nipples, Z's were big as were the nipples and they bounced up and down as she moved. After sucking me for a while Z clambered on top of me and said fuck me as you fuck my mum. You sure I said. Yes came the reply I want your cock in my pussy. It ain't your mum's pussy I usually fuck. Oh she said then take my anal virginity and with that she started to sit on my cock and ride it with her tits bouncing up and down |
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By (user no longer on site)
over a year ago
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I continued to fuck her ass on and off until around 10pm. After the last fuck we lay side by side facing each other. We got talking about the dare games after school and she confessed that she had hoped I would have asked her out as she would have said yes. Sorry I replied. Never mind came the reply this was worth the wait especially as it is now going to be a weekly thing. We leant in to kiss only to be interrupted by her mum arriving home. We got dressed and went downstairs to meet her. |
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By *AM2214Man
over a year ago
Manchester Area |
"When I was in the army stationed in Chatham I had a 67 yr old . I was 19 at the time . A great fuck as well . I went back a few times for more fun with her . "
Not the only person who wnet to Chatham and stomped  |
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By (user no longer on site)
over a year ago
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We got downstairs and her mum just looked at both of us and said Im off to bed lock up as you go out and with that she went upstairs. Z said you going up to which I said not tonight. Good she said holding my hand you can come home with me. With that we got into her car for the 5 minute drive to hers. We arrived at hers and making sure not to wake her kids we crept into her bedroom. Now she said lets continue from where we left off at mum's. |
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By (user no longer on site)
over a year ago
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So we continued where we had stopped at her mum's only this time it was her pussy that was fucked. As I pounded away she dug her nails into my back and dragged them down to my bum cheeks then back up. Dont cum yet she said I want you on all fours. Intrigued I went on all fours. Right she said Im going to finger and rim that ass before fucking you with my strap on |
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By (user no longer on site)
over a year ago
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So she went behind me, opened my bum cheeks and started to rim me. You like that she asked. Yes I replied. She continued for a while. Then stopped and I felt a cold sensation at the opening of my by now wet bum hole and realised that she was lubing it. With that realisation I felt one finger enter and start to probe inside me. I started to moan in pleasure as she pushed her finger in deeper. She then slowly withdrew it. Over the next half hour she used all her fingers individually and in pairs. It was so good and I was so close to emptying my balls. Now she said for your fucking meet Joe. Joe was a thick 9 inch yellow strap on. I thought no way is all that going in. She put it on, lubed my ass and the dildo and started to enter me. I felt the head go in slowly then a bit more came in until suddenly the whole dildo was up me and she was banging away. I didn't last long and shot my load on her sheets. Good boy she said. Now for some sleep. She withdrew the dildo, took it off, snuggled up next to me and we drifted off to sleep. |
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By (user no longer on site)
over a year ago
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Following morning duly arrived I looked at my watch and saw it was 7am. Right better get a move on. I turned to face Z and she was not next to me. So I got up, dressed and went downstairs. Z was in a tight dressing gown getting breakfast ready for her kids. Give me a couple of seconds she said just to get this done. She finished getting the table ready held my hand and led me back upstairs. She closed her bedroom door opened her dressing gown and said this could be yours daily instead of weekly you just have to stop fucking my mum as I dont share. What do you say? I walked up to her, kissed her and she gasp |
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