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Biggest fuck up?

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By *ice_genuine_guy OP   Man
over a year ago

around

So Iv noticed on here recently there’s been a lot of chat about cuckold and hot wives, so I thought I’d share a little bit about my past and how o made what I consider to be my biggest fuck up. The start of this is true, I will say what I actually did and then I will play out the fantasy of people are interested?

I was 20 at the time, nothing special to look at, very ordinary really, I was also going through a dry spell. I was at a friends wedding when I saw sam she was beautiful, 26 years old, 5ft tall in gold heels and a lovely dress showing of her size 8 figure and fake 32E tits (she told me sizes later) she was with a guy so I didn’t go over when I first saw her. As the night went on we began talking, Iv have no idea how. I said I was staying at the hotel we were in, and invited her back, she accepted the invite. Maybe I’d d*unk quite a bit that night as even after an amazing blow job and eating her pussy I was able to fuck her lovely tight pussy for ages. Eventually cumming in her mouth, he request as I was bare back and she wasn’t on the pill. The next morning she dressed and left after I gave her my number. An hour or so later she text me asking if I was still there as she’d forgotten her bracelet, she came back to collect it. For the next few week we talked often, however we lived about 4 hours drive apart.

A few weeks later we decide to meet up as she was in going to be in Manchester, a bit closer, for a night out with some drag queen friends. I thought we had a good weekend with a bit of fucking, but I still didn’t cum in her and after the first night she bought some condoms, I think she got sick of swallowing my cum. After that weekend she decided I was too immature for her. We had a few weeks of not talking until she asked me randomly to go and visit her. Naturally I jumped at the chance. We had a lovely weekend, she was staying in a guest house so we were either out for food or walks, or in her room fucking once again, of course I was made to wear a condom.

We continued to visit each other every couple of weeks, but our routine was always very similar, but we began to get more comfortable in bed, we began to use her rabbit and butt plugs, she would dress up occasionally, she knew I loved stocking etc. We even began to talk about out turn ons and sexual pasts, she revealed that she could squirt and this was very new for me, but over a few sessions I managed to get her squirting. She confessed she thought a couple of my friends were hot, and that she liked spontaneous sex, and the best she’d ever had was while away in France in the middle of the Louvre with a guy she worked with called Phil. She confessed that she loved knowing guys fancied her, and loved attention. I was extremely turned on to hear all this. I thought we’re were getting closer, but we began to argue a lot, we were on and off all the time and I’d really wasn’t going well.

I gave her some space for a few weeks and eventually she asked me to go and see her again, I gladly agreed and took a Friday off, so I could be with her by 5 that evening. She message me as I was driving down to say that she would be meeting a friend so may be a little late back, but wait in the pub down the road and she would pick me up 6-6:30 ish. I sat alone in the pub on my phone drinking until she finally turned up at half 7. This evening attracted a comment from the bar man saying no wonder I was siting there looking miserable but he would have sat there too if he knew a girl like that was coming to meet him. Anyway we went back to hers and after a few weeks I was very horny so we were soon getting steamy, I took off her jeans and discovered she was wearing stockings, I was so turned on I didn’t question it, but as I kissed down her body, she stopped me, which was very unusual as she loves her pussy being licked. But she put a condom on me and we fucked a few times that night. The next day I began thinking, something was wrong. Sam was acting off and I didn’t know why. Being young and stupid at the time I decided to check her phone when she went for a shower. I found messages to phil, I went back a while but there was some very naughty texts there, there was a picture I will never forget too, Sam was laid on her bed naked and the text just said come and get it. My mind raced, I was angry, I was horny, I was jealous, I felt sick i didn’t know what to do. The final text was sent this morning, from Sam to Phil simply saying thanks for last night, you were amazing as always. I put the phone back and began to think what to do. Should I confront her? Not a minute later sam came back into the room fresh from the shower, I went to speak but she dropped her towel and I admired her body as she began to do her hair.

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By *ormladMan
over a year ago

Glasgow/ Kilmarnock

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By *inky grandadMan
over a year ago

Spain

👍

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By *J GeminiTV/TS
over a year ago

Northumberland

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By *cotlad178Man
over a year ago

falkirk

She letting only the other guy have her fully my man I'd have told her no from this point tbh as you know why she only wants condoms with you

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By *uiceyfruit99Man
over a year ago

malton

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By *ravelling_manXXXMan
over a year ago

Ormskirk

Never have a snoop on the phone, not worth the mental aggro.

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By *ice_genuine_guy OP   Man
over a year ago

around

This is still true, who would like more?

We spent the day together, but I couldn’t enjoy it, knowing I’d been left in the pub after a 4 hour drive while she was getting fucked by Phil. That night I was able to confront her, I asked if she’s been fucking him, she said no, I told her I’d seen her phone and she just started crying and apologising to me. She said she didn’t want too but couldn’t resist him, that he was the best Fuck she had ever had, he was the only guy who had ever actually made her cum. I tried to be grown up and mature about this, saying that I was pissed off but we could work through it, she seemed relieved. They night we were very close, it felt like we’d moved forward in our relationship and we’re becoming stronger. I went home the next day feeling great about me and Sam. Sadly it was short lived, we soon began to argue again, I was surprised a couple of weeks later when she asked if she could come and see me early Saturday morning, usually when we met it was on a Friday due to the drive, of course I said yes and she arrived a few hours later we had a few drinks and began to talk, she apologised but admitted she’d seen Phil again a couple of days before, but I needn’t worry, he’d text her last night saying it was off he wasn’t prepared to leave his daughter and gf for Sam. I didn’t know how I felt again here, on one side I was happy as I had her to my self, but a couple days ago she’d fucked Phil, again. But we had a good few day together, we fucked as we used to, with me bagged up, I though we even got better, I told Sam not to fake, to tell me what she liked etc so maybe I could make her cum too. We departed happy and resumed regular visits. We started again on what each other liked and began to get more compatible, she confessed again to liking being spontaneous, I kept that in the front of my mind. We even did a meet the families, she stayed with my family for Xmas and new year, it mostly went smoothly apart from one argument after we’d had a few too many drinks, but we soon made up. A few weeks later we were on going food shopping, on the way into tesco I pulled her into the disabled toilets and pinned her against the wall kissing her, seconds later she was bent over the sink as I fucked her hard and fast, cumming in her for the first time ever. We carried on with our shopping as though nothing had happened, until we got home, Sam went ballistic that I’d cum in her! She said she wasn’t on anything and phil was the only guy who could cum in her......

We had a blazing row, I said that I thought all that was over, she said it was but she still loved him and felt a connection. We eventually tired ourselves out arguing. Again I thought I’d be mature, I said that I wasn’t going to try control her, if she wanted too she could fuck anyone she wanted, but she had to make them bag up. She had hinted earlier in the relationship that we could be open, or rather she could and I’d be faithful, this was reinforced on NYE as I’d had 2 girls flirting with me while we were out and Sam hadn’t liked that. I said that if that’s what she wanted then so be it. Over the next month we drifted apart, when I know it was coming to an end I thought I’d be selfish and asked for some movies off her laptop (these were the days before Netflix) she said that was fine. To save time I dragged and dropped everything across. This happened to include more than films, there were some old photos from about 2 years before, of her with her ex, who actually looked very similar to Phil, I knew who is was as shed done some private topless ones that shed shown me and I’d seen these by accident and asked about them. I couldn’t wait to get home and be able to see them all, any time I wanted! Needless to say we didn’t last much longer and finally decided to call it a day. We saw each other 18 months later as I moved near her, and she moved away 2 weeks after (to get away from Phil) so we only had time for a single meal date and a kiss, nothing more, but she did tell me that Phil had got her pregnant but she had an abortion to save his relationship, we stayed in contact for a week or 2, then I asked her about a Facebook comment from one of her ex’s, she said I still needed to grow up and we haven’t talked or anything since. I still have those pictures and can’t help but blow my load is seconds when I see them.

That’s the end of the true bit. Should I go I to a fiction bit?

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By *ice_genuine_guy OP   Man
15 weeks ago

around

For the fantasy but we will assume that we began speaking again a month later, Sam is now settled in her own house and new job, I have settled into a flat and my new job too, we are only 2 hours apart now so hope we can see each other more.

We went back to dating, we met each weekend and always did something together, we had a good laugh and grew closer. I was falling I love and controlled my urges to try and fuck here, but she always looked amazing, I was wanking like a horny teenager to try and control myself. Sam seemed happier in herself. Her new job was going great, I was hoping she wasn’t talking to Phil anymore after the way he treated her. We got to the stage where I was meeting her friends, some male some female but we seemed to be progressing along nicely with an actual relationship. All was good for the next few weeks and we finally began having sex again, with me being made to wear a condom natually. I didn’t like too but was to scared to question this with her as it was going so well. Well I thought it was anyway, 1 weekend my suspicions were aroused however......

She said not to go down until Saturday as she was going out with her friends, I found this odd as we usual do that together. May have been my suspicious mind, but I drove down anyway and got a hotel not too far away, I took a taxi to her house and crept round the back, it was about 7 now and she was getting ready, sadly I could only see the down stairs of The house from so close and to stand away may have aroused suspicion. She left about 8 in a taxi looking gorgeous and slutty, she had on her black and red laboutins and a tiny skin tight red dress, it hardly covered her lovely ass and it was only the silicone implants that kept her tits in. She had never dressed that revealing for me before. I saw the taxi drive away and decided I had a few hours and was lucky enough to find and open window, I climbed in and began to look around, there was nothing out of place down stairs. Moving up stairs nothing jumped out immediately, her underwear drawer was as usual, I took the opportunity to look through some of the drawers, I found check her sex you drawer, again nothing was different. Then I noticed a box sticking out from under the bed, I pulled it out and opened it, it didn’t contain many things, a few lingerie sets, I had never seen and 2 other dresses of a similar fashion to tonight’s ensemble. I noticed her washing basket was unusually full, I began to hunt through looking for her worn knickers, again nothing odd, just a few more pairs than usual. I began to doubt myself, was I just being paranoid? I unlocked her laptop and looked through her email and social media, there were a couple of convos on going with people but nothing worse than a flirty banter with the ex I’d already asked about. I found receipts in her emails from Ann summers and Victoria secrets accounting for the new underwear and dresses. All seemed to be in order, I sat on her bed for a while and thought, about a hour passed just sitting there thinking, I decided to leave and try and easy my mind with a drink, I left through the same window, I began to walk away when I saw a taxi pull up at her house, it was a bit after 10 now......

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By *ice_genuine_guy OP   Man
15 weeks ago

around

Sam stepped out of the taxi along with a tall guy, I snook back round the house so that I could see Into the window without being seen. I recognised the guy as I’d met him before, he worked at the gym that same uses. He was about 6ft 2 with dark spiked hair, wearing a stretch fit shirt with and unnecessary number of buttons undone showing off his large chisels chest and broad shoulders. They were kissing as soon as they were in the door, his large hands went right to sams lovely ass, lifting her dress to reveal a matching red thong, the dress was so short there was hardly any point in lifting it, her hands rubbed his shoulders and chest, they looked tiny on him. She broke the kiss and led him to the sofa, sitting him down to go and get some drinks. I moved round to see her enter the kitchen, she poured 2 glasses of wine and took off her dress, leaving her in just her thong and heels before she headed back though, with an extra wiggle in her step. As she entered he rose and removed his shirt and shoes, before taking the glass from Sam. They sat and talked, sipping their wines, sadly I couldn’t hear what they were saying it only took a few minutes before the touching resumed, he was stroking her leg as she was feeling his arm. The glasses were put to the side and they kissed again, they stood and Sam unbuckled his jeans, she dropped to her knees and began to ease them down, his boxers followed, he hard cock sprung up. It was 7.5 inches Ish in length, a little bigger than my 6, Sam immediately grabbed it and began stroking it. Sticking out her tongue she licked the whole length, leaving a string of saliva and pre cum from her mouth to the tip, she opened her mouth and took him to the back of her throat, vigorously working her mouth on his shaft. His head rolled back with pleasure, Sam stood after a few minutes, even in 6 inch heels he she was tiny compared to him. She grabbed him by the cock and led him to the living room door, leaving his jeans and boxers on the floor. I thought the show was over, my cock was straining in my jeans, my heart was beating like a jack hammer, I was gutted and immensely turned on, I was so confused. Part of me wanted them to stop, part of me wanted to see them fuck. As they reached the door he grabbed Sam, spinning her round and kissing her again. I thought what would happen if I was there, I text her saying “night baby, love you and can’t wait to see you tomorrow” she broke the kiss and checked her phone which had been in her bag, before throwing it on the sofa and resuming their kiss.......

Sam was picked up and held under her ass in his strong arms as her legs wrapped round him, she reached down pulling her thong to the side and placing his cock at her entrance. He slowly slid her down, as she did I could see her grab his back and begin to dig her nails in, he gave her a few seconds before he bounced her on his cock, I could faintly hear her moans from where i was, I couldn’t help but take out my cock and wank, I came within a few seconds, they hadn’t even got to full speed when I came loads on the ground. I continued to watch Sam get bounced on his cock for a good 10 mins before Sam was taken off his cock and went back to her knees, opening her mouth as his cock was rammed into it, a few sucks and he was coming in her mouth, which she readily swallowed. I thought that might be the end but he went to go upstairs. Sam got her phone and I received a text “night baby, love you too, I’m still out dancing but can’t wait too see you tomorrow. Text when you set off x” she then proceeded up stairs.

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By *ice_genuine_guy OP   Man
15 weeks ago

around

I doubted I’d see any more tonight, I needed a drink and another wank. I got back to my hotel room just before mid night. I poured a whiskey and had a wank, then cried. I thought about what to do next knowing how much I loved Sam but I didn’t think she’d stop cheating. Maybe if we agreed to be open then I could have a bit of a say over it...... but if I told her I knew about her she’d never trust me and I’d never get to watch again. Wtf was I thinking, watch? Not fuck her, not love her but watch her be fucked? I decided to insure myself against any break up, I sat up till gone 3 and spent a fortune ordering hidden cameras, phone bugs, mics etc. I finally crashed and woke up around 9 the next morning, feeling aweful! I text Sam saying I was setting off in the next hour, as I’d just been for a run. I quickly showered and got a cab to near sams, it was daylight now so I had to hide a bit better to not be seen. I managed to get back close to where I was last night, I was able to see the kitchen and through into part of the living room, it was now 9:45 so I had about 1 and a half hours, luckily I didn’t have to wait long until Sam came down stairs, now naked, god I loved those tits! Sam began making breakfast, I was guessing her personal trainer was still there. She poured 2 coffees and then luckily for me opened the window, giving me great view, but also meaning I could here he shouldn’t that coffee was ready. Her lover appeared in just his boxers, they kissed as Sam gave him his coffee, he sat as they made small talk, nothing exciting really until Sam served him his bacon sandwich, I saw her hand drop as she did stroking his cock. He began to eat as she went to her knees freeing his cock to be sucked, her head bobbed on his cock as he ate. Once finished he pulled her up and bent her over the table, forcing a moan out of her as his cock entered her fucking her hard and fast as he pulled her hair, when he was getting close he grabbed her coffee cup and pulled out, shooting his load into it, which she readily drank as she thanked him again. They headed off to get dressed and I was able to get out of my hiding place and return to the hotel, ready to drive to sams.

I arrived at sams just after 12, she was fully dressed now in jeans and a t shirt. We had a normal weekend together, there was no sign of her deprived evening with her stud. I was very conscious of her her movements and made a mental note of what she did so I could plan out where to put the cameras once they arrived, I was determined to get some good footage before I confronted her. We had sex once that weekend, I didn’t see her in any of her new underwear, I was made to wear a condom as usual, I noticed there were 9 left in her bedside table. We made arrangements for the following weekend, I would travel down on Friday evening as usual, we had a bbq at her brothers house planned. Maybe I could get her d*unk and chatting about her sexual fantasies. I booked Friday off work to try and get the cameras installed, I stayed in the same hotel, and travelled there Thursday evening. I thought I’d chance my arm Thursday and see what she was doing, I made sure to wear some dark clothes and make as though I was out for a walk, I passed her house and noticed nothing unusual, I carried on to the corner shop so as not to stand out. I decided on the way back I would revisit my hiding spot in the garden, I could see Sam in the living room, she was alone and watching tv. I thought I wasn’t going to get to see anything this evening maybe she was behaving, I found I was disappointed I wanted to see my goddess in action...... again.

I do was almost disappointed she wouldn’t be cheating on me again that evening, I waited half an hour or so and returned to the hotel, making sure I had everything I would need for tomorrow. I was ready the next morning, nervous and excited. I parked a little away from her house and entered through the back door as I knew where the key was hidden, I set up the hidden cameras and microphones in the living room, kitchen, her bedroom, spare room and bathroom. I checked the links and feeds to make sure they would work, checking again I made sure they couldn’t be seen. I hid the modem transmitter under the stairs where hopefully she wouldn’t notice it, I changed her phone charger for one with a bug in it so that every time she plugged it in to charge it I would receive all the data to my laptop, looking at my watch it was 11 already! I knew Sam finished at 12 but figured I had another half hour or so. I checked the lingerie box again, another set was missing, it wasn’t in the wash basket, maybe I would get to see her in it this evening...... I was definitely dreaming here. I heard a key in the front door, I jumped out of my skin and began to panic, as silently as possible I moved and slid under the bed, reducing my chances of being found. I could hear her on the phone as she walked upstairs, I had no idea who too but it sounded like a guy. Almost luckily she came into her bedroom and m put the phone on speaker it was another guy she was talking too it was nearing the end of the conversation, “oh I can’t wait till you get here, Iv got my new lingerie on just for you too.” She said “my cock is straining in my pants just thinking about that tight pussy” I heard the guys voice say “just come in when you get here, the doors unlocked and I will be waiting for you how you like” she said “2 mins babe” he replied before hanging up. I wondered if that was her PT again. I waiting in anticipation too find out, also nervous about being caught. Sam climbed on the bed I could see her hair hanging down so guessed she was on her back with her head over the edge of the bed. The door opened downstairs, footsteps as the stairs were climbed, he pushed the door open and entered the bed room. “ mmmm that’s what I like to see” he said as he kicked off his shoes and unbuckled his pants, walking over to stand in front of Sam, he was inches away from me as I heard him slide his cock into sams waiting mouth. He began to slide in and out of her mouth as she Gagged a little each time. I saw his shirt hit the floor and he stepped out of his pants and boxers climbing onto the bed, I heard him move between her legs.

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By *ice_genuine_guy OP   Man
15 weeks ago

around

I heard a beauty moan from Sam as his cock was pushed into her, in no time at all he picked up the pace, causing the bed to creek and Sam to make some amazing noises, Iv never heard her moan like that, certainly not with me and not even with her toys. Soon I heard those fateful words I’d never heard her say before, they cut me very deep, “oh my gad babe, don’t stop, I’m fucking CUMMING, AAAHHHHHH FUCK” the pace of their fucking didn’t slow even slightly. But the sounds changed, it sounded wetter and sloppier, my cock was aching, becoming painful as it pressed into the floor. I washed I could see them fucking. I heard them slow and move around, “ bend over slut” he said and I heard her spank her lovely ass, then move behind her, her moans resumed, becoming muffled as her head was forced into the pillows, I could hear their flesh slapping together, his balls slapping off her clit as he mercilessly pounded her slutty pussy. A few minutes later I heard him grunt, animalistically, Sam spoke again “YES, cum in me, fill my pussy”. So not only was Sam cheating regularly, not only was in made to wear a condom where others weren’t, but she was now letting them cum in her, not only letting them, but asking for it. They were both breathing heavily as they came down from their sexual highs, I heard more movement as they moved to lie next to each other. “I love you babe” she said “I wish we could do this more”. “You know I can’t leave, for my daughters sake, but I wish we could too” I put the pieces together and realised it was Phil who had been fucking her......again. She spoke again “I know and I understand babe, but your just so fucking good, Iv never been fucked as good as you do” “you just make sure your available when I want you and no one else cums in that pussy” he said. “Don’t worry babe” she said “the guy I’m dating wears a condom and I hardly ever fuck him, he’s nothing compared to you. Just lucky for him he’s nice and has a good job. But I’m always going to need you to fuck me!” My heart was beating like a drum, I’m surprised they couldn’t hear it, hearing this I felt sick again, how was I not going to let on the I knew this? And most importantly is was I going to get out and then be able to “arrive” at sams in 2 hours time? I decided to risk it and text her, “sorry babe I have to work a few hours extra this afternoon, won’t be there till 7ish. Can’t wait to see that beautiful face” I heard her phone buzz and she picked it up. Sam spoke again “ah, looks like we have a few more hours, unless you’ve got to go home?” “Mmmmmm you keep stroking my cock like that I may never leave, but gimmie 2, I’ll tell the ball and chain Iv gone fishing after work and wort be home till 6.” He began to text and I heard the sounds of sucking. He was getting a bj from Sam while texting his partner! How was he like this? Then he spoke again “smile for the camera baby” he said I just heard Sam giggle in her playful and horny manner then her sucking resumed, and he put the phone in the side. God I wish I could see that picture! “You gonna join me in the shower babe, i need to clean up before you pump a second load into me” with that Sam stood up I say her bra hit the floor, and she slid down her thong, I watched her walk out as Phil stood and followed her. This was my chance to get out, I waited a few minutes to make sure they were in the shower, i slid out and began to make my escape, however I couldn’t help but pick up her thong and look at the massive load of cum in it, I further couldn’t help but sniff it, smelling their coupling. My hard cock reminded me to get out and wank. I left the bed room and heard the banging of glass and sams moans coming from the bathroom, as much as I wanted to see I had to escape and manage to get out and back to my car. Time to get back to the hotel and check the feeds on the cameras.

I drove like a mad man back to the hotel, I ran up to my room and opened the lap top, I could see on the live feed they were in the living room, cuddled on the sofa together. They looked so natural together sitting naked cuddled up together. All the other cameras were working as designed and I could hear in all rooms too. I looked back through the recordings, I was pleased to see that it’s had all recorded and I could save any bits I wanted, a weeks worth or data would be recorded before being overwritten. I watched their earlier session back again, it was amazing! I was so glad to be able to see it all rather than just hear from under the bed. I loved the black and red lingerie she was wearing, and how he pulled her thong to the side to Fuck her. I watched the shower session too, I couldn’t see through the shower glass but I could see her ass pressed against the glass and she took another pounding, I loved the noises she makes as she gets fucked properly and cums for Phil. I listened back into their convo as I wanked my dick. They were discussing me:

P: “so this guy your dating can’t fuck you right? Why do you bother?”

S: “he’s just young and naive, he’s a nice guy and get paid a lot, plus I have control over him. When he found out we were fucking ages ago he forgave me for cheating right away. But he now thinks we don’t talk anymore”

P: “haha what an idiot, I could never give up this pussy”

S: “it’s yours any time babe, I just wish you could stay. Did you like me dressing up for you?”

P: “ good, just remember I’m the only one that gets to cum in you! Even if you do Slut it about! Yea course I did, nice to have someone make the effort tbh.”

S: “I can’t help it If you don’t fuck me enough! Plus you love me being wanted! What would you like next time?”

P: “If I could I’d fuck you’ll all the time and you wouldn’t need others! Hmmmm how about stockings and suspenders, with bra and thong set, in pink.”

S: “ok babe, anything you want, I’ll go shopping now. Haha you destroy my pussy I’m not sure I could handle it is often as you want!”

P: “that’s ok there’s your mouth and ass too”

S: “you know my ass has never been fucked! Your cock is def too big!”

P: “we’ll get some toys and get used to it, I am gonna fuck your ass”

S: “ok, your making me horny again!”

P: “come here then”

With that Sam straddled Phil on the sofa, kissing and rubbing her amazing tits on him, soon Phil was hard again and Sam raised up, placing his cock at her entrance again before sliding down on his cock. A few minutes of fucking and I heard Sam cum again for the second time ever, I blew my load right there, but Phil kept on moving her up and down on his cock. It was obvious it wasn’t his first round today, he kept going and Sam came yet again. As she came down she flopped forward into Phil, exhausted. Phil picked her up and spun her round, bending her over the sofa and slamming his cock back in with one push. He continued to fuck her hard until he grunted and came again in her. Sam collapsed on the sofa, Phil went upstairs to get dressed. When he came down Sam was still on the sofa, he walked and she just exhaled “Fuck that was amazing” she said, he went to kiss her and she grabbed his pants, unbuckling them again and sucked his soft cock, “don’t want you going home with my pussy all over that lovely cock do we?” He shook his head and pulled away walking out to go home, she looked like a baby who’s just been pulled away from their mothers breast. Sam laud there few a few minutes before going to get herself cleaned up, it was almost time for me to go round.

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