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By (user no longer on site) OP     over a year ago

This is a 100% true story about my first roleplay meet. Happened in a town just outside Swindon, about 18 months ago. Mel and I had a previous account that was mainly mine as she worked up to doing it. I travelled down with her to Chippenham were her old company was based for a 3 day training course.

We stayed in a country pub with a couple of rooms above. Very quaint. I had taken my golf clubs down with me and mooched off to a golf club where they sent me out with a couple of members and after I was killing some time on FAB in the bar waiting for Mel to finish.

I did the old “who’s near” and got someone within a 4 minute walk. A couple in their 50’s in good shape. Anyway about 15 minutes later I get a text from Mel saying to go back to the hotel, she’s going out for dinner and drinks straight after training and will be back around 10 hopefully. I’ve now got 5 hours to kill and am on my own. I decide to look and see if there are any clubs nearby on the club review function. I log back in and have two messages…

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By *andy IanMan  over a year ago

cheshire/Preston

Keep going

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By *andyandmickCouple  over a year ago

chilwell

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By (user no longer on site) OP     over a year ago

1st message from the couple that were 4 minute walk. (As close to word for word as I can recall)

Hi. Saw you had looked at us and you are close by.

2nd message

Are you at the golf club? Fancy a coffee or a pint?

I quickly typed back that I was and indeed I fancied a coffee (I was driving and had already had one pint with my playing partners). Told the sender I was in the clubhouse and wearing a grey and green Footjoy sweater and was on my own near the window overlooking the 18th.

About 2 minutes later a gent looked at his phone, showed it to his companion and the couple got up and came over towards me.

The guy looked about 58/60 and his Mrs was a few years younger. Both in great shape and tanned.

He was super confident and said “Tom is it…?” I stood up to to greet him and shook his hand.

“I’m Tony and this is my wife Annie” she leaned in and gave me a gentle hug and a kiss on the cheek. We sat down and Tony made a joke about my golf and soon we were chatting quite freely about stuff in general and the fact I had 4.5 hours to kill. I was the first to mention FAB. They had about 70 veris and more they hadn’t displayed. They were seasoned players and loved the club scene. I had made specific mention to my love of roleplay and Anne said that’s what piqued her interest. They were running out of new experiences to try and fancied trying something new. I told them about a scenario I had in my mind that they said they liked the sound of.

Tony said that they lived on a house backing into the course and basically lived in the clubhouse. Did I want to drop my car at the hotel and join them for dinner at the club?

Great idea, I’ll just square it with Mel. I went outside to phone her and she had already had a couple of drinks. Sounds fun, will you tell me all about it when I get back??

Of course I will, you go and have fun and I’ll see you back at the hotel.

All set Tom? Asked Tony

Yes mate. I’m only a couple of miles down the road, I’ll drop the car, have a shower and get a cab back if you like.

Nonsense. Anne will follow you down and bring you back while I jump in the shower and put the clubs in my locker. See you shortly.

Anne followed me in her car and I realised that I now had this 55 year old woman with me and I wasn’t sure what to do!!

We parked up and I said “Do you want to wait in the bar or in the room?” I was a little nervous all of a sudden.

“I’ll come with you if that’s OK? I feel a bit odd in a pub on my own, I probably know half the locals so don’t want tongues wagging”

Anne followed me up but there was zero sense that this was anything other than just waiting for me. Not a single hint that it was sexual.

We got to the room and it was a big old room in the eaves the bathroom was massive and off to the side. Anne had a nosey around and sat in a chair by the window. I went to get in the shower and I heard “Tom, do you know if there is WiFi in here”

I came out in my towel and found the sheet of paper with the code on.

As I walked to Anne she stood up and took it off me and leaned in and kissed me deeply. Her hand found the gap in my towel and she moved it inside gripping my shaft. I went hard in her hand very quickly.

“Nice, not too big for me, just right in fact.”

She undid my towel as we kissed and it dropped to the floor.

“Let’s get you clean” she said and led me to the bathroom…

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By *ast_jjMan  over a year ago

Dublin and London

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By *mithy13Man  over a year ago

stoke

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By (user no longer on site)  over a year ago

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By (user no longer on site) OP     over a year ago

It was a waterfall type shower - Anne stood outside it and I stepped into the water. She had some shower gel from the side and when I was wet I stepped out of the water and towards her. She worked the gel on my body into a foamy lather and working down started to massage it into my balls, cleaning my exposed helmet and working my shaft with her soapy hands. My erection was full and hard as she moved her hands over my body and worked my soapy cock.

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By *oppy12Man  over a year ago

Swindon

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By (user no longer on site) OP     over a year ago

Anne turned me around and another cold squirt of gel went on my back running down my spine to the top of my bum. Anne held my left shoulder with her left hand and used her right to rub the soap into my back. She moved her hand to my thigh and worked up reaching through to my balls and perineum. She moved further up with her middle finger swiping up the crack of my arse. She did this a few times and squeezing more soap onto her hands this time as she swiped up my arse her middle finger sought out my tight hole and I gasped as with one movement she twisted and pushed her finger inside me. She put some pressure on my shoulder and I took the hint leaning forward a bit at the waist. Using the soap as lube she worked her finger in and out of me a few times reaching under me with her left hand to grope my tightening balls.

Almost as quickly as she started she stopped, turned me back round. Leant forward for a kiss as she rinsed her hands in the shower.

“Rinse off and come and get your towel, you’ve left it in the bedroom”

I did as I was told and when I got back she was sat on the bed holding the towel. She beckoned me towards her. She took my still hard cock in her mouth, looked into her phone and took a selfie. She what’s apped a photo of my swollen helmet in her mouth to Tony and wrote “won’t be too long xx” the blue ticks were almost instant and a message of “take your time, I’m having a pint with Jason and Andy, haven’t had a shower yet” came back to her within seconds.

“Hmmm. Take your time? I am guessing he’s not meaning you doing your hair there Tom. Come and sit next to me.”

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By (user no longer on site) OP     over a year ago

I sat next to Anne on the bed and she gently started towelling me dry. I told her how sexy she looked in her golf clothes (golf and gym wear are little turn ons of mine. She gently lay me on my back and straddled me. Kissing me deeply as I reached up for her boobs. She was wearing a tight golf top and my hands made their way inside finding a functional but no way sexy bra. I reached behind and undid it her boobs falling out. They were bigger than they looked in her top, the bra clearly doing the job it was built for. She did that thing that all women seem to be able to do and took it off whilst keeping her top on. I wanted her in that golf gear. She had a golf skirt on with Lycra shorts underneath and matching calf high socks. Elegant and very very sexy if that is your thing. And as I said it is mine. I kissed her more and lifting her top up got access to her tits. They were by no means amazing but for a woman of her age and small frame they were very sexy indeed and verging on the larger side. I gently nibbled her nipples and this made her groan. I moved her off me and next to me. Leaning down I continued to suck and nibble her boobs and moved a hand up her thigh to her crotch. I could feel that she was already damp and her pussy was warm to the touch. I stroked her a few times. Hearing her moan and feeling her back arch encouraged me and through her Lycra panties I stroked the area I thought her clit might be. I got lucky early as she gasped and putting a hand on mine held it in place and encouraged me to increase the pressure and speed. It wasn’t long before she was going to cum but. I stopped and she told me off but I moved so I was between her knees and reaching up gripped the top of her shorts pulling them down. I looked down on her. Petite but curvy, dark hair, tanned, full breasted and wearing golf gear but without any underwear. My cock was straining. I lifted her knees up and her skirt fell back exposing a small triangle of neatly trimmed dark pubes. I moved my head towards her pussy and she said she’s not showered after 9 holes of golf. I don’t care I said as I moved down and licked her pussy without hesitation. The aroma was so so sexy. My cock strained as I moved my tongue in between her lips seeking out her clit. I knew I found it when again she groaned loudly. She held my head in place as I ate her pussy. Soon I had a finger then 2 in her searching for her gspot as I licked her soaking cunt. It wasn’t long at all before she was pulling my head in harder and telling me she was going to cum as I fucked her harder and faster with my fingers. I felt her tighten around my fingers as she let out a loud moan then a deep scream as she came hard.

Don’t stop Tom, I will cum again straightaway

She wasn’t lying. Within 20/30 seconds of the first orgasm she was crying out again as she came hard.

She took a breath and as I moved away she raised up and pushed me onto my back…

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By (user no longer on site) OP     over a year ago

Reaching behind her Anne grabbed the base of my cock and it slid into her wet pussy easily despite it feeling as tight as someone 30 years her junior. Rising up until it was almost out again she sank down onto me hard. Her arse slapping on my thighs. She rode me for about a minute but with everything that had gone before I knew I wouldn’t last too long.

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By *arriedLookingMan  over a year ago

Dumfries

Keep it going.

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By *irAndBalayageExpertCouple  over a year ago

Essex

Very kinky

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By *rgasm4u69Man  over a year ago

Warrington

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By (user no longer on site) OP     over a year ago

I had to stall as I didn’t want her to think I wasn’t worth the effort so I lifted her up and moved her pussy onto my face. Licking her to another orgasm was my plan. But it went a little differently. I gripped her bum cheeks and she lifted up a bit and put her weight backwards moving her arse into my face. Without trying my hands were spreading her cheeks and she pushed her exposed arsehole onto my mouth. I pushed my tongue in to her. Rimming her as deep as I could. She had been noisy but not vocal but this seemed to change her. Maybe her cue that I was up for anything. “Yes Tom fuck my arse with your tongue” I rimmed her as best as I could and I could feel her rubbing her clit. She was soon cumming again grinding her arse down onto my face. I knew I had to cum soon. So I flipped her onto her hands and knees, lifted up her golf skirt and pushed my hard cock into her soaking cunt. Within another minute I was ready to come again. Anne told me to cum on her tits and she got off pulled up her top just in time for me to finish myself off all over her tits.

“Pity Tony isn’t here to clean me up” she said giving me a glimpse into what I could expect later on.

It has taken me a lot longer to write this than it did doing it so part two will follow soon after we have been back to the golf club then strolled back over the golf course and into their house after a few pints and glasses of wine.

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By (user no longer on site)  over a year ago

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By *ormladMan  over a year ago

Kilmarnock

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By *ADSPARKY200Man  over a year ago

Watford

Please continue

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By (user no longer on site)  over a year ago

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By *_new_memberMan  over a year ago

Tewkesbury

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By *iscoman7771000Man  over a year ago

birmingham

Love this scenario

More please

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By (user no longer on site) OP     over a year ago

So I got showered and Anne brought me back to the club. She dropped me at the clubhouse and said she was going back for a shower and to drop the car would I tell Tony she’s be 40 minutes. We started drinking and Tony said “right young man. Tell me everything, Anne messaged me when you were in the shower. She’s made up, she loves being rimmed and it doesn’t seem to happen often, it’s not my cup of tea”.

I asked Tony about the local area and where they meet. He said they often go on golf trips together with one or two other couples and always seem to arrange them near a club like Chams!! There was also a club near them in Chippenham. He said he loves to play but he prefers to get his pleasure watching Anne. He does enjoy trying new things and as role play isnt easy in a club he is looking forward to what I have in mind. I knew I had to stall a bit as I was still recovering from round one at the hotel. We got a couple more pints and then the door opened and a loud wolf whistle was heard

“Knock it off Jamie you pervert.” I heard Anne’s voice and turned. Holy fuck. She looked amazing. Tight top, a knee length skirt over boots. It was September and started to get chilly. Her nipples were trying to burst out of her top.

She sat down and leant across and mouthed “I’m not wearing any knickers”.

Just then a woman appeared and said “who is your boy toy Anne?” (I was 43 at the time lol).

“Evening lady captain? This is Tom…”She gave a little backstory and said she was just showing me hospitality. I never got Lady Captains name but did find out there was a rumour that she got fucked by two members in the groundskeepers hut one evening and got caught by a committee member who also happened to be her husband and who also didn’t want the embarrassment of it getting out. She was self aware enough to tell him to get out and refused to leave until the two young bucks had finished!! Anyway, we drank, laughed, chatted, ate and drank some more before Tony suggested we get a couple of bottles of wine to take with us and cross the 18th fairway and head in through their back gate.

10 minutes later they were both stark naked in front of me in their lounge. But that’s for tomorrow.

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By *oppy12Man  over a year ago

Swindon

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By (user no longer on site) OP     over a year ago

So this was the roleplay and one I am looking to do all over again with a couple / single fem or sexy TV.

I played the part of a sex therapist and each of them were looking for therapy in order to tap in to their deepest desires and what they wanted to do. The premise was that they would be hypn0tised (obviously they weren’t but that was part of the game). So we poured a glass of Chablis and I left the house. Waited 30 seconds and rang their bell.

Mr & Mrs Barnes? I’m Dr Taylor…

Come in Doctor, thanks for agreeing to see us..

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By *_new_memberMan  over a year ago

Tewkesbury

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By (user no longer on site) OP     over a year ago

OK so have you both written down what you want from this, and neither of you have seen what the other has said?

Yes Doctor.

Please call me Tom, and do you mind if I call you Tony and Anne?

Of course not.

Right let’s see what we’ve got shall we? And see how many barriers we can break down today.

Tony’s list:

1 Anne has a beautiful body, I want her to embrace it and not shy away from it. We always play in the dark. I want to see her naked and also enjoying sex.

2 Anne insists on me leaving the room when playing with others, I don’t want to be a cuck but I want to see her enjoying pleasure. It won’t make me feel inadequate

3 Anne is amazing in bed, I would like her to be more dominant in the bedroom

4 Anne enjoys anal play but I am not great with it. I’ve never seen her do it but maybe if I did I might do it if I knew how much she liked it.

5 I want to try anal but Anne won’t allow it

(Anne quickly shut down number 5 and said maybe another time)

Anne’s List

1. I know Tony likes the idea of MM fun as I’ve seen his search history. I would like to share his cock with a gent and also see him play with one.

2. I don’t believe that Tony will enjoy seeing me pleasured by another gent. I would like the truth about this

3. I would like Tony to explore my body more. I may not want a penis in my bottom but a finger and tongue is nice.

4. I would like Tony to be comfortable naked in front of others. Even at the golf club he changes in the corner I’ve been told.

OK guys. What I’m going to do is put you in a semi trance. The idea is that your sub conscious does the work for you. Your brain won’t let you say or do anything that you don’t want to. So I’m not going to be able to make you walk around like a chicken or for Anne to enjoy anal if you don’t want to. It doesn’t work like that.

I got them to relax and went through some things I remember from when I was under to give up smoking. Right I’m going to give you a phrase to use to say out loud. If either of you think it’s going too far then say “pitted olives” and both of you will be back in the room 100% and fully aware of what has gone on. It’s not like on the telly, I can’t make you forget.

When I count slowly back from 10 you will drop into a semi trance state and be suggestive to me only.

10,9,8,7,6,5,4,3,2,1….

OK guys. Welcome. Let’s see where we are. Anne, stand up. Come here and sit on my lap…

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By *eed AttentionMan  over a year ago

Oxford

Very nice

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By *ussyeater692Man  over a year ago

Wrexham

Excellent start, please continue

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By *ormladMan  over a year ago

Kilmarnock

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By *_new_memberMan  over a year ago

Tewkesbury

Looking forward to reading more

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By *ricky09Man  over a year ago

Gloucester/Cyprus

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By (user no longer on site) OP     over a year ago

OK Anne let’s work on your assertiveness and Tony’s lack of openness I want you to demand he strips naked right now. Slowly in front of us.

Anne took a breath and in a steady voice said Tony stand up there and strip for me slowly.

Tony did as he was told. As he was doing so I whispered to Anne that she needed to push him further

Leave those underpants on and come here

She leant forward and stroking his cock got it into a good semi.

Now take them off slowly and show me that cock

Tony slipped out of his Hugo Boss boxers and stood naked in front of us. His cock was impressive. Already starting to swell and about 7” and girthy.

Tom will you give it a squeeze please? Anne asked.

I said I would in the interest of the therapy

Tony come here and let Tom feel that gorgeous dick

Tony stepped forward and I picked up his tool, it actually felt quite heavy. As he tensed I felt it fill more and actually grow in my hand.

Tony took a step back. His cock was now fully hard and looked good. Girthy and about 7.5” pointing straight out. Helmet exposed and shiny.

OK Anne I said gently - I picked up my phone and picked a mid tempo song from a playlist. Tony and I would very much like you to strip for us. I think he would also like to see you lap dance for me.

Anne did as instructed. Slowly removing her clothes and stroking my thighs. She had changed and was wearing a black underwear set. Sexy but not slutty

Removing her bra she straddled me her back to Tony

She was putting her tits into my face and gyrating on my lap. She pulled my hair back and kissed me deeply. Tony made some appreciative noises and encouraged her. Telling her how beautiful she looked. I nodded to Tony and he understood. Telling her to take off her knickers and show me her cunt.

She got off me, turned to face her husband and bending at the waist slipped her knickers down I was looking directly at her pussy and she locked eyes with Tony as she did this.

Remember Anne you are in charge here I said.

Tony come here and give me your cock.

Anne knelt down, gripped the base of Tony’s rock solid cock and took nearly all of it in her mouth before removing it and licking from his balls to the tip. All the time looking him straight in the eye.

That’s good I said…

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By *rgasm4u69Man  over a year ago

Warrington

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By *_new_memberMan  over a year ago

Tewkesbury

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By *andy IanMan  over a year ago

cheshire/Preston

Urhhmmm more please

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By (user no longer on site) OP     over a year ago

I leant close to watch and reminded Anne that she was supposed to be more dominant than Tony. She surprised me and turned to me and said

Tom, as our therapist you need to be more involved so I suggest that you remove your clothes too.

I nodded my approval and took off my clothes. I was already hard and she told me to stand next to Tony

I felt a tad inadequate as next to him I was an inch shorter and less girthy than him. Anne seemed to get on to this and said right, let’s see if this tastes as good as I remember. Cupping my balls she took my swollen bellend in her mouth and slowly began to suck my cock.

I realised I was losing control of the scenario after enjoying Anne’s mouth for 20/30 seconds

OK Anne I think it’s time that we show Tony just how much you enjoy the things he’s not happy doing. I would like you to bend over and put your hands on the seat of the couch. Tony sit next to her and look at her face.

They did this, Anne was stood bent at the waist with her hands planted looking at the back of the couch I sat on the floor underneath her looking up at her pussy. I pulled her hips down a bit so her pussy was on my mouth and gently began to lick at her clit and between her lips. Her response was instant and she began to let out moans of pleasure. Tony leaned in and stroked her hair, kissed her neck and mouth and played with her nipples. Her tits were hanging loose and he was able to freely play with her nipples squeezing and tweaking them which seemed to make her push her pussy towards my face.

OK Anne, I said moving my mouth away from her soaking cunt I want you to play with your clit now. I took up a position kneeling behind her and she began to rub her clit gently. Using my left hand I pulled her left arse cheek as open as I could and with my right hand I put two fingers inside her. I almost buried my face in her arse as my tongue sought out her ring and my tongue pushed its way into her tight anus. She moaned loudly and rubbed her clit harder and harder.

Yes Tom yes. Fuck my arse with your tongue. I had turned my fingers round and was applying some pressure where I thought her g spot was, my tongue greedily using her arse hole as she really went to town with her fingers. The moan soon became a scream and I felt her pussy tighten on my fingers and she collapsed forward shout yes, fuuucckkk yessssss fuck yes. Oh my god that was amazing. Tony I want your fat cock in me now. Tony didn’t need telling twice. Her arse was in the air and her cunt was exposed. Spitting in his hand and rubbing it on his helmet he entered her in one go. Balls deep in one swift thrust. He bottomed out balls deep and thrust into her just four or five times before grunting and gripping her hips as he came inside her pushing her further into the couch.

He muttered a sorry.

Again I spotted an opportunity as a “therapist” to push the roleplay on.

Tony, don’t worry and don’t apologise. That doesn’t necessarily have to be the end of your fun. Just the start in fact…

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By *andy IanMan  over a year ago

cheshire/Preston

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By (user no longer on site) OP     over a year ago

Anne whispered to me “can you teach him and me I guess to talk dirty? As naughty as he is he can’t do it”

OK - Tony Anne has mentioned that she would like you to learn how to talk dirty. Anne, do I have permission to take out therapy further?

Yes of course Tom

Right, get your cum soaked cunt over here.

Anne moved to where I was, a trickle of spunk running down her thigh

Tony you too please. You’ve made a mess here and it won’t clean itself up. And Anne this cock won’t suck itself either. Get me hard again, I want you to feel me growing in your mouth.

And you need to watch carefully too Tony because you will be sucking this soon and you best be as good as your slut wife

(I leant down and asked Anne if that was OK or too much) she said it was fine and took my semi in her mouth. I felt it swell inside her mouth, she pulled my legs a bit so I was perching on the end of the couch rather than sitting on it.

Come on Tony clean my pussy like you’ve been told.

Tony reached for a tissue

Not with a tissue you fucking moron. Your mouth.

Tony was very hesitant but from what Anne had said earlier I knew he wasn’t a stranger to cum.

Relax, Tom knows you like cum now fucking clean it.

Seeing this side of her made my cock fully hard and Anne clearly enjoyed that as she started really going to town on my dick.

She looked up and gripping it in her hand said “do you like that doc? How do you like my slut mouth on your hard cock?”

Fuck yes Anne, it feels great. Don’t stop, suck my hard dick you dirty bitch

It was then I realised why she had pulled me closer using some of the cum from Tony she lubed her finger and for the second time today rammed it right up my arse hole

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By *j and c 2Couple  over a year ago

mullingar

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By (user no longer on site) OP     over a year ago

Writing this makes it sound like it was some kind of epic session so always conscious of that but the reality of it that from starting the role play to this point had only taken 15/20 minutes!!

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By (user no longer on site) OP     over a year ago

Tony look how much Tom is enjoying this. You know you will enjoy it too.

Tony looked on as she bobbed up and down on my straining cock and fingered my arsehole. It wasn’t long before a light fingering had become a full on finger fucking.

Turn over Anne told me. I placed my hands on the back of the couch, arse in the air and spreading my cheeks Anne dived in. Burying her tongue into my tight hole. She spat on my exposed ring and pushed two fingers into me. She was now standing behind me and reached down onto the couch and took out a bottle of play lube and pumped it onto my exposed arsehole. It was really cold. She put her fingers together and eased them back into me. Pointing them down she applied pressure to my prostate.

Fuck that’s good I said.

Anne reached Under with her left hand and started to work my shaft. Greasy with lube her hand worked me expertly.

I told her to stop and placing a towel on the couch sat back up.

I rubbed more lube on my cock and said right Anne you are going to fuck me now. Tony you need to watch this. Look into your wife’s eyes as I enter her tight cunt. Look at the pleasure on her face as she enjoys my hard cock.

Anne faced Tony and lowered herself onto my well lubed prick. She gasped as she slid down in one slow movement until I was balls deep.

Looking him square in the eye she said Oh My God Tony, his cock feels so good in me.

Anne started to move gently back and forward on me. I wasn’t really going in and out of her but it was more back and forth. Tony sat opposite his limp but impressive cock being worked in his hand. Anne was almost grinding on me and was furiously rubbing her clit that was slick with her own wetness and the lube.

Oh my god Tom I’m coming again. Do you like seeing me cum Tony? Do you like watching Tom making me cum?

Yes Anne cum for me please let me watch you cum.

Tony had only just finished his sentence when Anne let out a loud yell and I felt her tighten around me as she came. She slumped back on me and my cock came out brushing her clit and making her shiver. I moved her so she was on her back and straddled her. Wanking my slippery shaft my helmet pointed towards her chest. Reaching under me she pushed her middle finger back into my arse and pushing down put pressure right on my prostate. I let out a loud moan and the cum I had wanted to shoot onto her tits shot out in a single thick ribbon up and hit her chin and mouth stopping just under her eye. Tony came over and took a photo on his phone, I moved up so that my helmet was resting on her lips. Her face with a long stream of cum shining in the flash. They put that photo up on FAB in their friends only shots straightaway.

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By *j and c 2Couple  over a year ago

mullingar

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By *andy IanMan  over a year ago

cheshire/Preston

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By (user no longer on site) OP     over a year ago

It was still relatively early and the sun was just thinking about setting so we got semi dressed and took a glass of wine outside

Anne said she was going for a shower and so Tony and I chilled on the patio. His back gate opened onto the 14th fairway of his club so we looked and the course was deserted. We took a couple of wedges, a putter and a few balls and had a bit of a chip and putt around the 14th green. Tony said that he loved Anne and loved seeing her enjoy sex. Anne was doing it to my mind to make Tony happy. They had an amazing life. She had retired in her 40’s when Tony sold an engineering company and a parent he owned on a piece of tooling to a big competitor. He remained there keeping his hand in as a part time consultant to keep busy and in the game. I asked him would he be willing as part of the roleplay to play Therapy Truth where we all lay our cards on the table and see where it takes us? He was more than game he said if it opened up more avenues for fun….

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By (user no longer on site) OP     over a year ago

*patent not parent

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By *_new_memberMan  over a year ago

Tewkesbury

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By (user no longer on site) OP     over a year ago

So we refilled our glasses and went back in

I was in shorts and a t shirt, Tony similar and Anne was in a fluffy dressing gown. Right I said, let’s get you two back under we are going to play a trust exercise. We will all be able to take a turn to ask anyone hear a question and the answer must be honest. We need a pact though that there are no repercussions and we are in a safe space. You can tap the table and you can swerve a question if you are not comfortable answering.

I went through the whole countdown and we started

Me - Right I will kick off. My question is to Anne. Anne, why are you lacking confidence, you are clearly a beautiful woman.

A - it’s only with Tony. He’s well off, successful and you show me someone turning 60 this year who looks better. I’m worried he may be attracted to younger women. He’s a massive flirt.

Me - OK. I’m going to stay in the chair here and ask Tony how that makes him feel…?

T - a bit sad. She’s beautiful. Not just for a 55 year old, just beautiful. I pinch myself. There is not one guy in that golf club young or old that wouldn’t want to have her by their side.

OK you two that needed saying. Anne time to realise what a catch you are. Own your beauty and your style. I think Tony is right in everything he says. You are stunning. Truly you are. Right let’s dive deep. Let’s see if we can unlock a fantasy or two…

Your turn Anne.

A - Tony why do you enjoy seeing me with other guys?

T - seeing you enjoy sex in ways that would t cross my mind makes me as happy as it makes you. Seeing you with young guys makes me feel young again and lucky that a 27 year old gym bunny wants my wife. Seeing you with older guys makes me feel, well superior i guess. And with the younger guys there is an element of that too. I am probably a big smug that everyone in the club, swingers club not golf club, wants you. Some might get their 10/20 minutes with you but i get to take you home. They might get to fuck you but I get to make love to you.

Tony I think that was a lovely answer and you deserve a reward. What would you like.

T - I would like a kiss from my wife.

Anne kissed Tony on the lips and sat down

Your question Tony

T - Anne do you enjoy fucking guys or do you do it because you think I like it?

A - at first it was because of you but after I hit 50 the truth is that I love it. It makes me feel confident for a while, desirable and yes I do enjoy the sex. I enjoy men doing things you don’t or won’t do and I like making men happy. I love the feeling of a cock inside me and thinking that if only people knew how naughty we were outside this little community of snobs we live among. I love that the lady captain is sneaking around in sheds behind her husbands back but we are able to explore our fantasies and desires in front of each other with no dishonesty.

Good answer Anne and honest. As Tony had a reward it’s only fair you have one too.

A - I think my reward is for you two to be naked for me to look at when we carry on.

Tony and I stripped and sat back at the table.

My question then guys. It’s to Anne. Anne, what is your biggest frustration with Tony and your sex lives?

A - dishonesty and fear. I know he likes the idea of guys and I suspect he’s played bi more than he lets on. It is a massive turn on for me and I just want to see him enjoy life with no shackles.

OK Anne you’ve earned a question for Tony

A - Tony do you enjoy playing with cock and why don’t you do it if you do?

T - yeah I do. I love sucking guys. Not sure about full on sex but I do love cocks. I don’t fancy guys. Shemales are a massive turn on for me.

T- my turn. Anne, if Tom let me would you like to see him suck me or watch me suck him?

A - easy answer, I would get so horny watching either of those things.

A - my question. Time for you to answer Tom, if I asked you to would you kneel down in front of me and suck my husbands dick? To completion with me too. Share his spunk?

Me - wow, that escalated quickly!! Yes I would Anne. I think the same as Tony to be honest. I love the feel of a cock in my mouth. And I like the taste of cum too.

Tony said OK then Tom. I think Anne has earned seeing that as she has been really honest.

Anne pushed her chair back Tony got up and stood in front of her. As I knelt down Anne opened her robe and her legs and started to gently rub her pussy. Tony’s cock was flaccid but still quite chunky. I looked Anne dead in the eye as I lifted it up and took the head of it into my mouth.

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By (user no longer on site) OP     over a year ago

Tony grew hard in no time. I kept eye contact with Anne as I worked his shaft with my hand and sucked his helmet. It wasn’t long before she joined me. Her robe on but open. I was working Tony’s hard dick whilst Anne licked and sucked his balls.

Fuck your wife Tony then come here and let me taste her on you. Tony bent Anne over on the floor and put his dick in her slowly making her moan with pleasure. I watched them fuck and reaching under played with Anne’s sensitive clit.

Tom do yo think you can get there with your tongue?

Maybe if you go on top facing me. Anne climbed on Tony in reverse cowgirl I got between her legs and began to clumsily lick her clit but also Tony’s balls. I soon got in sync and it wasn’t long until Tony said he was ready to come. Not yet said Anne. She leant back and with Tony in her told me to lick her clit. Tony held out and soon Anne was making noises so I knew she was coming. Crying out again as she did and squirting a little. She was a bit shocked as that was very rare for her but I lapped up everything I could from Tony’s balls. I need to cum Tony said.

Anne climbed off him quickly. In Toms mouth Tony she said. I sank my mouth onto him just as his balls tightebed and his sticky load shot into my mouth. I don’t mind cum but I’m not a swallower so it was a relief when Anne kissed me deeply and was happy to receive her husbands load. It was apparent that Anne wasn’t a swallower either as she made a point of dribbling it out down her chin and onto her tits.

Tony said wow!! I’m done! I don’t think I’ve got anything left in me and laughed.

Anne said we’ll get comfortable because I’ve got plenty in the tank still and I’m hoping Toms not in a hurry to leave…

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By *yTreacleMan  over a year ago

Winchester

Wonderful

So not just snobs at the golf club then?

Carry on please

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By (user no longer on site) OP     over a year ago

Anne was still ready for more and I had to get the role play back on track.

Anne I want you to take control now. I want you to treat me how you want to treat Tony and how it sounds like he wants to be treated.

Like more dominant? She asked.

Assertive is a better word. I said.

OK I can do assertive. Come here Tom. Sit next to Tony so I can see your cocks. I did as instructed and told Anne she was doing well. Tony had gone totally flaccid but it was still a bit bigger than my 50% semi member.

Wow. I take him for granted. Look how impressive his manhood is. If only he had your stamina.

Now if you recall my stamina wasn’t great. It was all smoke and mirrors with me just switching things up and taking sneaky breaks and using my tongue / fingers / toys instead. But I don’t want to shatter the illusion!!

She held both our dicks and mine started to grow whilst Tony’s remained limp. Working mine she slowly took it in her mouth as Tony watched.

Do you like watching me suck Tom? She asked Tony.

Yes I do.

Do you want to watch him fuck me?

Yes I do sweetheart

Tom I want you to get me nice and wet again, front and back and show Tony how much I enjoy a finger in my bum at the same time as being fucked by your young hard dick.

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By (user no longer on site) OP     over a year ago

Now young is pushing it but I guess it’s all relative!

I pulled Anne on to the floor and she put her head between Tony’s knees and her hands on his thighs. Her arse was in the air so I spread her bum cheeks and gently spat onto her exposed ring rubbing it gently with my finger. She gasped and I leaned down and snaked the tip of my tongue over her brown star. She writhed and pushed back onto my tongue. Licking her arse went out the window and I pushed my tongue in as much as I could. She was very tight but it started to give way as I pushed into her. Reaching under her I stroked her pussy. Running my fingers up her lips I could feel her wetness. I gently slid two fingers into her moving them in and out slowly as I tongue fucked her arsehole. I was able to reach around with my other hand and search out her clit. She asked me to stop as it was oversensitive still so I did.

I was still recovering so not fully hard. This meant that Anne’s arsehole got a lot of attention and I had to change things up a bit as my tongue was tired. I nodded to the lube and Tony passed it to me. Pumping a few blobs of it directly onto Anne’s anus she gasped with the cold. I reached for her arms and made her hold her cheeks apart, her face buried in her husbands crotch. Tony watched on as I slid my finger up and down the crack of her bum stimulating her ring as I got lube onto my middle finger. I positioned it right by her tight opening and told her to take a deep breath. As she breathed in I gently pushed my finger inside. Another breath and another push and I was soon knuckle deep.

I started slowly at first. In and out with a little twist of my finger. I worked up the tempo as Anne got used to it and soon I was fingering her arse at quite a rate.

I want you inside me Tom she said

I looked down and little Tom was fully recovered. I knew this wouldn’t be quick, second time is usually longer.

Anne I am going to fuck you hard and long. I hope you are ready.

Yes Tom. Fuck me. I want to feel you inside me.

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By *_new_memberMan  over a year ago

Tewkesbury

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By (user no longer on site) OP     over a year ago

I used the lube and rubbed it into Anne’s pussy knowing she was sensitive still. Wiping the excess on my cock I slipped into her. Holding my cock balls deep in her tight pussy I pushed my finger back into her well lubed arse. It always amazes me how you can feel it on your cock as you push it in. I struggled to find a good rhythm but soon did so moving my hips and fingers at slightly different times.

I was going for a while and Anne asked if she thought I could get my cock in her arse, she had never done anal before. We got the smallest dildo in her bag and that was a tight squeeze. It hurt at first but she pushed back onto it and it entered her with a bit of a struggle. I got back inside her tight cunt and holding the dildo in place started to fuck her harder and harder building up the pace. I was starting to flag a bit so asked if she wanted to try anal. She said she did. I pulled out of her and removed the toy. I replaced it with 2 fingers and opened them a bit inside her to see if she could take even my average sized dick. I squirted a load of lube on to her arse and onto my cock. Positioning the head at her hole I told her to tell me straight away if it was going to be too much. My helmet spread her ring and she let out a bit of a yelp but told me to carry on. She took another breath and I inched into her. Her arsehole stretched tight around me. About three inches in she gasped and it felt like I had hit a wall. Deep breath I said. As she inhaled I pushed on. There was a popping sensation and the rest of my 6.5” prick was swallowed by her arse. She let out a long moan and we took a breath together. Holding me inside her tightest of tight places she pumped lube into her hand and gently started to caress her clit. I slid back out about half way and gently slid back in. I did this a few times as she continued to rub her clit.

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By *rgasm4u69Man  over a year ago

Warrington

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By *idLTMan  over a year ago

Leeds

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By (user no longer on site) OP     over a year ago

Her tight arse and the motion of her rubbing was bringing me close

I told Anne and she said don’t you dare cum yet. Keep your cock in me. I want to cum with you filling me.

I reduced my motion so they were minimal movements to hold off cumming but I could feel my orgasm building. Anne too started to pant and moan. Suddenly she started shaking and really moaning I felt her squirt, again just a bit, not like some women in the past that have gushed. Cum inside me Tom she demanded.

I pulled nearly all the way out and half forgetting I was in her arse I slammed back in balls deep. She screamed again in a bit of pain but mostly pleasure as I dumped my second load in her arse. I stayed as deep as possible and her twitching arse milked every last drop from me. And made my sensitive cock twitch uncontrollably.

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By (user no longer on site) OP     over a year ago

I slumped out of Anne’s arse and her anus twitched and my cum started to dribble out of her.

She gingerly stood up, excused herself and Tony went with her to clean her up.

It was about 10pm. I checked my phone and Mel had messaged me to say she would be late in. She said that it would be very late as they were heading into town for a late drink. She was clearly d*unk and having fun. I checked my Whats App and there were 3 photos from her night out. One of these was her sitting on the knee of a mixed race guy in a pub / club with a comment of don’t wait up and the wink emoji.

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By (user no longer on site) OP     over a year ago

Anne and Tony came back. We continued with the role play and did the whole “back in the room thing”

We had a debrief still “in character” and I asked them how their session went. They were really pleased about it. Anne said that anal was something she loved trying but she felt a bit sore and wasn’t something she would necessarily do again but she thanked me for taking her on that journey. They both agreed to be more confident in their skin and Anne said she would be more forceful and initiate sex more. Tony said that he would definitely like to try more cock fun and they would get a sexy TV involved in their play for sure.

We ended the role play with a kiss and hug from Anne and a handshake with Tony which seemed odd.

I told them about Mels evening and they said well we are not rushing you off, would you like a shower and another drink. I accepted the offer and went for a shower.

We started to have a little scan on FAB when I came back down and started hotlisting some TVs for Tony and some younger guys to enjoy Anne.

We opened another bottle of wine and Tony and I started chatting golf and Anne took her phone into the other room.

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By (user no longer on site) OP     over a year ago

Anne said come and look at this

We went into the sitting room and Anne was watching a guy fuck a TV hard.

I held the phone so the front camera was on her tits that she had freed from her robe. The messages started pouring in “show us your cunt” “rub that snatch for me” etc Anne opened her legs up and I moved the camera down

She parted her lips with her left hand and gently rubbed her clit with her right.

Tony was sat on the couch watching

When I looked over again he was fast asleep. Anne took the phone off me and typed “hubby asleep on the couch. Shall I fuck my new friend…?”

The messages blew up and Anne said “give the people what they want Tom…”

“I’m not sure I’ve got another one in me Anne” I said

I was wearing a towel and Anne said “your Willy begs to differ” my cock was almost at full mast and the towel was tenting.

This bit doesn’t make me proud but I used Tony’s legs as a camera stand for the phone and went back to join Anne on the other couch.

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By *rgasm4u69Man  over a year ago

Warrington

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By (user no longer on site) OP     over a year ago

Anne and I played more. Sucking / licking and fucking for about 45 minutes. I didn’t think I was going to be able to cum again although Anne did a couple more times although a lot more gently than previously. Eventually I was going to give up when Anne climbed off me once again and got between my knees. She sucked my cock, I was in fear of losing my erection up until then but she snaked a tongue under me and flicked at my exposed arsehole with her tongue wanking my cock gently. I felt my orgasm building and she swapped. Playing with my ring with her finger and sucking me deeply. I came in her mouth. She sat up and kissed me deeply my own spunk in her mouth coating my tongue. There wasn’t much and in fact I was surprised there was anything.

I got dressed and called a cab that was there in a matter of minutes. I said my goodbyes leaving Tony asleep on the couch.

I was back in the hotel for about 12, probably 15 minutes after cumming for the final time with Anne.

I decided to jump in the shower and whilst in there the door opened and Mel came in appearing a lot more sober than I expected, although still very merry.

“Ooh I will come and join you…”

Mel got in the shower with me and held me from behind.

“I thought you would be having fun with your friend from the photo ?”

“Nope turns out he was a fucking knobhead. When it was clear I was up for some fun he said “I’m going to fuck you so well you won’t want to go back to your cuck husband” I told him my cuck husband was probably balls deep in a gilf he met at the golf club and no one could fuck me better, he then said has he got a cock like this and a tongue like this and grabbed himself and poked his tongue out! What a prick. His dick did look massive though, and his tongue to be fair..”

“Ah no way babe gutted for you.”

“Well I’m here with you now and really fucking horny. Tell me about your evening, blow for blow..”

“I’ll tell you in bed”

I sighed and thought I hope you fall asleep when I’m telling you as I literally nothing left in the tank!!

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By *rgasm4u69Man  over a year ago

Warrington

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By *_new_memberMan  over a year ago

Tewkesbury

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By *ormladMan  over a year ago

Kilmarnock

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By *andy IanMan  over a year ago

cheshire/Preston

Lol know that feeling

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