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The Journey into Cuckoldry

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Hi there …. Where to begin? I am an average guy, who got a lucky break. I am 52, divorced from a sexless and loveless marriage. I was drifting along when I met Clara, a 32 year old half Asian half European siren. We fell in love and married. People were all saying “wow man you are a lucky guy!” yes it was very true. Clara is 5ft 6” with a 36D-26-38 figure. Additionally she loves sex, daily, more if we have time. We were living in total bliss, on all levels. One day it changed drastically. Clara got a new job and was settling in well, she enjoyed the office and people where she worked. We got invited to a BBQ and I was nervous that there would be competition from the younger guys in her office, nothing was further from the truth, a really nice crowd. We met Thelma a 51 year old divorcee who was charming and we chatted a lot to her. We told her how we met, fell in love and how the age difference was as the cliché goes, just a number. When Clara was off socialising with her colleagues Thelma said she wanted to ask me a personal question, I didn’t have to answer it if I didn’t want to, but she was curious. With a fair bit of red wine being taken I said “go ahead! You won’t shock me!” She asked me if I had issues satisfying Clara in the bedroom. I was a little shocked but said “NO!” She said sorry for being nosey but her Ex had left her for a younger model and had rediscovered his mojo. I said sorry to hear that for her, but she said it happens! She then excused herself and disappeared off in a taxi. I didn’t really think much more of that conversation until about 2 weeks later Clara said Thelma had asked us to dinner. We went and it became apparent Thelma had a thing for younger men, there were several photos of her with younger men and she was dressed differently than at the BBQ. Gone were the jeans and sweat top of the BBQ, she had a leather skirt, white lacy top and seamed stockings with some impressive Louboutin heels. She was very charming and again turned the chat round to sex, she apologised for looking a bit washed out as she had been clubbing with a new young b/f! and that the after club fun had been a bit wild. We all laughed and acknowledged the feelings she had. Our socialising with Thelma grew and became more frequent. We all went to a wedding of one Thelma’s and Clara’s colleagues. She was alone and was on her cell a lot obviously talking to a guy. I asked her if she wanted us to cover for her to disappear to be with her guy. She said no its ok she could wait. Clara was dancing the night away and I sat with Thelma and she said “I got one of those questions for you?” I said “OK shoot”. She said “would I let Clara date another guy for fun?” I said “Why would she want to? She has me!” The conversation went on, she said but in principle would I have an issue with her just meeting a younger guy for a night of dancing and fun? She pointed out that I was no dancer and that Clara loved it. I said yeah if he was gay! We both laughed. Clara got back exhausted from her dance floor exploits and we left for home. I asked her if she wanted to go out dancing with a younger guy for a night. She said why? I said something Thelma talked about that’s all… had she mentioned it to her at work? She said no but she had heard about Thelma’s toy boys and that she seemed a wild one. We went to sleep but I was a little worried about her friendship with Thelma. As time went along Thelma became more and more a social contact, not just as a couple but Clara often went for drinks after work with her. Thelma’s name cropped up more in our life but we were still very much together. Then one day Clara came home after a few drinks with Thelma, she said she was going on a week’s course and would be away out of town from Sunday to Friday. I was a bit upset her being away, but she said Thelma was going too…. And that they might have some fun. I said it would be good to have company but was a little troubled. As the time drew close Thelma had to pull out of the course inside I was more than a bit relieved. During the week she called every night and announced that on her last night they were all going to dinner as a group from the course so she would see me Friday and she couldn’t wait. On the Thursday evening Thelma called round with a bottle of red wine. We sat and chatted and she said she wished she was there with Clara as the last night parties were a blast! I said oh well she will have fun. Thelma said had she mentioned Mark? I said no and who was he? She said no big deal shouldn’t have mentioned it. I said come on you can’t drop half a story! She said refill her glass and she might tell me……. We had two more glasses of wine and she said Mark was an ex fling of hers, young office stud from another area. I said ah that’s why she was sad not to be there! She said yes and would I be turned on if someone else lusted after Clara? I said I know a lot of men do. She said would I like to see a text message from Mark to her about Clara? My heart was racing, I said sure it will be only fun and banter………she fumbled with her phone and passed it to me……… it was a message from mark to her….. “God T u weren’t joking about C! Just seen her tits her nipples are massive! Want to do her real soon!” it was a big shock to read it. I said can I read the rest? She grinned said no it’s private. I said oh ok. She then brought up a text conversation between her and Clara. I started the thread … it was normal chat then it got interesting: T: naughty girl you been flashing them boobs off in the sauna? C: blushing here how you know that? T: I know everything lol C: Really how? T: you have an admirer lol my ex C: Mark? T: yes lol C: he is very dishy lol T: just dishy? C: His thingy OMG T it’s huge T: you saw it in sauna? C: couldn’t miss it I got damp and tingly T: is that all? I was soaking when I first saw it lol C: it is lovely T: he can really use it believe me C: I can imagine lol The rest of the conversation went back to office chatter. I sat back a little shell shocked. Thelma broke the silence “You like her being lusted after?” I said its natural she is a stunner. She looked at the obvious bulge in my jeans and said it thrills you? I coughed and shifted trying to hide my excitement. I said well I guess flirting could add some spice for us. We drank in silence then it was burning me up inside I blurted out did he write anymore about her? She took my hand looked me right in the eyes said do you want to really know? I said is it bad? She grinned depends on your viewpoint? If I show you it’s between us two? You will not throw it in her face? I said I cannot promise that…… she said promise me and I will show you what he wrote? I gulped and the words I promise croak out of my now drying throat. She set up the phone and passed it to I was visibly shaking now. I read it and put the phone down. She had put up the whole text conversation it was playing in my mind: T: she saw your cock M: good comments? Lol T: she liked it let me know if you progress? M: just been to movies as a group tonight taxi back made progress lol T: dirty boy lol M: not major but good signs T: do tell? M: placed her hand on my cock thru trousers… she didn’t pull it away! Nice grip dirty cow lol T: nice M: got my hand in her tights and panties….. soaking wet… whispered I was going to fuck her soon….taxi ride over boo hoo…. Will crack it Thursday night T: lucky girl got me jealous M: I will do you soon too T T: promises promises keep me posted? M: you bet Again we sat in silence. It was broken by a text message to her phone. She read it and replied showing me as she did. I looked at the time it was now 2:30am. The message read: M: mission accomplished T what a night She replied: T: you horny dog want to tell me about it? I am very horny right now….. Call quickly if you have the energy? Lol We sat and stared at the phone, Thelma smiled and said if he calls do you want to hear what he did to her? If you do? I will put it on speaker? I sat not believing what was happening to me but as Thelma pointed out I was looking very turned on, my insides were burning with nausea but I felt like a moth to a flame, I needed to know. The phone burst into life it was him calling, she looked and I said speaker please. She said ok but be quiet, I nodded agreement. She answered it. T: hi darling M: hey babes His voice very self- assured and confident I feared the worse already. T: so what happened tonight hun? M: I think you know but wow what a dirty bitch! T: do tell all? M: you dirty old cow getting off on it? T: you know me darling M: well we met as a group for drinks before a last night dinner for all the course attendees T: like a normal course end party? M: yes you know what I mean T: and Clara was there? What was she like to you after the groping fun of the previous night? M: well during the course today very cold to me T: oh? M: yes but tonight she was dressed to impress T: how so? M: red lycra dress black hold ups and some killer heels T: nice, what happened? M: I went over to her complimented her dress sense she thanked me I said sorry for last night but I got carried away she giggled and said its ok and that she was missing home a bit and liked the attention T: no refusal or bad vibes then? M: nope! I then asked her if she fancied a chat quickly in private to clear the air she looked a bit puzzled and said I could say what I had to right there I said it would be better a little more private? She said where? I said in my room? T: straight to it? M: I thought she was going to blow me out then and she said 5 minutes….. T: did you go to your room? M: yes T: wow so quick and easy? M: amazing I know I got her to the lifts and once inside I made my move T: so naughty! M: I kissed her and got my hand straight in her thong two fingers……soaking T: oh my! M: I put her hand on my bulge and said this is why you came with me isn’t it? T: wow M: she said yes Thelma told me you were big but I need to see it and want it! I got her in the room rolled her dress down… no bra, tits were fucking huge she had yanked her dress up I made her kneel in front of me I told her to get it out T: did she? M: fuck yeah! She sucked and wanked it rock hard like a real hungry slut I told her to finger herself as I was going to stretch her married cunt right out I then got her on the bed it was like popping champagne she was very wet and didn’t need much stretching out! T: she cum a lot? M: like a train T: lucky bitch M: lucky guy! Fuck I came in her after 20 minutes then we went 3 more times! All over the room fuck Thelma she is a real slut T: well our plans to seduce her together didn’t come together but at least you got lucky! You can tell me more another time? I guess you need your rest stud! M: yes babes we will all have fun one day take care T: take care bye We sat in silence after the call. Thelma said she was too drunk to drive home and she would sleep on the couch I sat in the chair opposite stunned I asked her why? and What for? She then explained how this all happened, few years back her hubby left her for a younger model, since then she has taken her own revenge by sleeping and dating with young hung men. She explained Clara had got interested in this and she explained the fascination. She said she had tried to tempt Clara a few times to take the plunge and try. Then the course came along and when Thelma couldn’t go she thought that was that but she knew Mark might try to seduce Clara and now she felt happy for her. I was a little stunned still but saw what had been happening. She passed me her phone and said she was off to sleep but as a treat for me there were a few pics of her, Mark and another g/f just to give me an idea of what Clara had enjoyed! I looked through the pictures the first few were of Thelma and a young girl I recognised from her office, dressed only in stockings and garter belts, then I exhaled loudly it was Thelma looking at the camera huge smile and what looked like a photo shopped cock draped over her shoulder. She glanced over and said oh you getting to the good ones! He isn’t even fully hard there! I went through about 7 more pictures till Thelma stopped me said the next one is my fave! I revealed it Thelma had both hands on the shaft of this monster 3 inches of shaft still showing and her mouth barely covering this apple sized head. She said sweet dreams………….. I tossed and turned all the images and ideas racing through my head, I felt I would never sleep. It was to my amazement that I felt Thelma nudging me with a cup of coffee….. Wake up sleepy head she said. I sat and realised I had slept a fair while, I tried to think if last night was a dream or nightmare after too much wine. Thelma quickly made me aware of what had happened. She picked up her phone that was next to me, re lit the screen and the picture of her with Mark and his monster, and she said did you have sweet dreams of it and how Clara will have loved it? I said we don’t know that for sure? Thelma grinned maybe I should text her? I said NO firmly……. She said oops no need 3 unread messages. We read them together all from Clara: “Morning T!!!! have you heard from Mark?” The next: “ T it happened ..better than you said!” Final one: “ I am just bursting to tell someone how amazing I feel! I will try to call you later? “ Thelma sent a reply saying whenever she wanted to dish the dirt and share what happened it would be her pleasure. Thelma said did I want her to take the call privately? Or was dickie twitching to hear it on speaker again? I had no time to make a choice the phone lit up with an incoming call. Thelma hit speaker: T: Hi Clara a good night? C: OMG he is better than you described! T: how so Hun? Tell me what happened? C: I dressed as you suggested although I didn’t need to tease him we were in his room in less than 5 minutes! T: naughty thing you! So out of 10? Cock size? Stamina? Technique? C: Fucking 11 for everything! It’s bigger than you said! He fucked me like for 4 hours came 4 times I came for hours on it! T: mmmm you are making me jealous but I am happy it was as good as I said! C: BETTER! We have an early finish on the course so I want to go again this afternoon just getting him to work on a late check out for his room! T: believe me he will Hun! How are you feeling tush wise? Sore? C: good sore I couldn’t sleep for an hour after it was all tingly and it felt like a telegraph pole had been inside me I was wide open then about half a pint of cum oozed out even this morning there are trickles T: yeah those balls pump out a lot of baby juice Hun…. Listen lets catch up over the weekend and enjoy this afternoon….. C: oh I will bye She ended the call. She turned to me “oh I don’t think she liked it too much?” I sat head in my hands not believing what I just heard my lovely wife besotted by a big cocked love machine. I said I better get to work its late, Thelma said do you want to have a real experience? If I can get it arranged? I said “what would that be?” She grinned said “go to work but leave ill and be at my place by 1230 sharp you know the address.” She left and I went to work unable to concentrate half of me wanted to drive to the course hotel and confront Clara the other wishing it were a dream and I would wake up any minute. Around noon I left work with a ‘headache’. I drove to Thelma’s place. I arrived and she said go to the bedroom put on the clothes laid out for you there. I walked in the bedroom there were some items of female lingerie on the bed, I said there is some mistake? Thelma arrived said “no mistake, strip and wear them and hurry you don’t want to miss this” I stripped as ordered and picked up a pair of pink satin panties they had 3 holes all highlighted by turquoise satin rings I put them on there was a hole at the back and two at the front I worked out for my cock and balls to protrude through I glanced at the back side in the mirror in blue writing were the words “SISSY BOI” above the hole. Then I noticed at the front the word “CUCKY” above my cock. I picked the matching bra and put it on. Then I put on some very old and very thick white lacy hold ups with pink bows front and back. Then I saw the kitten heel pink fluffy mules I put them and ungainly made my way to the lounge. Thelma, nodded her approval said stand in front of the computer and give Mark a twirl….. She said “hey Mark this is the cuckold loser whose wife you are about to fuck!” He said “hey sissy fuck wad hope you going to enjoy the show!” She told me to sit and adjusted the controls on the computer and dimmed the room lights. She said right now we have front row seats we can hear and see them they won’t hear or see us even if you shout the place down! Don’t you just love technology?” We sat for about 10 minutes. Thelma took off her robe and underneath she was in a bustier with black stockings, she grinned at me, “so you don’t feel overdressed cucky boi” Then we heard the doorbell on the computer. I froze inside yet felt surreal and turned on immensely what would happen next? I heard Clara’s voice and then saw her enter the room, Mark in just joggers and a t-shirt got her in shot she was oblivious to the broadcast. They kissed for over 2 minutes. He broke off and said: M: were you able to get what I asked you to wear? C: with some troubles but hopefully you will approve? (She had a raincoat on) He moved her to the best camera spot and said “well come on let’s see you?” She peeled off the raincoat. M: fuckin hell YES BABE! She stood in pink stockings matching thong and garter belt with a tartan micro mini that covered nothing. Her boobs were in a 1/8 cup platform bra which made them look even bigger. Mark whipped off his joggers and his cock obviously liked it. He the positioned her on the bed on all fours, her face right in shot. The next 45 minutes went in a shot. He fucked her like a rag doll. I wished the mic was off at some points he was getting her to yell all sorts of stuff. Then he pulled out and started fucking her mouth and throat gagging her. Then pulled back so we got the view, and he ejaculated all over face and hair. Thelma said count the spurts? At least 12! She was plastered in cum. They sat and the cum was drying she looked a real slut her make up all run big white patches of cum on face and in her hair. The sex went on and on all different positions, including a very big close up of him “working on her tits” as he put it……….she was astride him and he was sucking them like crazy, then he gave her two huge love bites one on each boob he was really biting as she was screaming as he did it. He stopped and looked at his handy work making her show him the bites which were well above the bra line…… He said a gift for hubby or you better get some cover up! He then said it made her tits look like a real woman’s. He then shot off deep inside her. I sat mesmerised to the screen, I felt Thelma squeeze my cock she said cucky you didn’t cum with him? I said my cock is too sore she laughed and said oh cucky how many times has it spurted now? I said many 5 or 6 times? She said yes quite a mess on your cucky panties and hold ups! She reached down and put on some lacy gloves and began really tightly wanking my cock, telling me to look at the screen, as if it was scripted Clara knelt in front of him and began “Cock worship time” as Mark called it, doing the double hander on the shaft and sucking the head. I shot in seconds at the sight. My balls really ached and hurt as I did. I said thank you Thelma She just said you aren’t done yet I am going to drain your balls and make this cock red raw so even if you want to you won’t be able to fuck her for days cucky. She got me off twice more during the prolonged sucking by Clara getting more into it as she went on. Mark made her stand up there was talking but I couldn’t really hear it and I thought my ordeal was at an end, he told her to take her stockings off and lay on the bed. He tied off the stocking to the ankle and then looped it round her wrist and pulled her now tied ankle and wrist over her head and tied it off to the bed head, repeated it with the other leg and wrist. The sight made me rock hard which really was hurting. Her ass now sitting up defenceless he said are you sure you want me to do this? Her words shocked me “Mark I want to be your all hole slut fuck my ass” He took some lube and played and toyed her hole with his fingers. He then deliberately stood up and lubed his cock. He began ploughing her pussy, there was no resistance as he slid it in. Every now and then he would pull out and nudge her asshole with the head, getting it deeper each time, she looked up at him and suddenly commanded “get that fucker inside go on… hurt me!” . He duly obliged. Amazingly Clara was very quiet during this attack on her virgin ass. Finally he raised himself half of his monster cock wedged in her ass he said “believe me this will hurt me as much as it does you Hun. You are very tight…..” he then visibly slammed his hips forward he shouted wow it’s there Hun all of it balls deep! Well done! “ he then reached up and pulled something from her mouth it was her thong she suddenly let out a huge whoopee noise she said “fuck Mark my ass is on fire burning inside but the best feeling ever! I never knew you could cum so hard through ass sex” He kissed her and said “I will untie you now I had to keep you down so you wouldn’t chicken out!” She said “NO leave me tied I love feeling helpless to your cock” He then fucked her really long and slow in her ass she was very vocal through this he came deep in her and they lay her legs had broken free in the fucking and she looked exhausted. I felt Thelma’s hand now, it was like having sandpaper rubbing my cock so painful but my emotions betrayed me, I came but all that appeared were 2 little spot lets of clear water and balls screamed in pain. She grinned and said “you feel drained Hun? Now go get changed”. I duly took the respite and changed I wanted to wash my cock but it was red raw and really hurting even in my boxers. I returned to see Clara fresh from the shower applying cover up to her boobs she dressed in her normal lingerie and put on thick grey tights, knee length grey skirt and a big baggy grey sweater. She finished packing her bag and gave Mark a long kiss goodbye. Thelma said ah now she’s coming home to you hubby cuck.. how do you feel? I said not sure Thelma then got Mark’s attention and said to me Now thank him! I gruffly said thank you And he said enjoy the show? Thelma said oh yes he is doing well in cucky training A+! And they laughed I was then sent to prepare for Clara’s homecoming. How would I cope? What would I do? TO BE CONTINUED
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Written by legluvva

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