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Derwood_lolly

Derwood_lolly Avatar
Gender: Straight Male
Age: 40
Relationship Status : With someone
Profile Visits : 331
Number of Comments : 55
Number of Confessions : 0

Derwood_lolly's Favorite Confessions:

- Embarrassing Moments -
Straight Male / 56

Wife Became A Slut

My wife was virgin when we married , I was afraid when we married she would cheat because she was a virgin and hadn’t been with anyone else, sure enough I suspected she was cheating and when i investigated I found she was having an affair with a guy at her office, he was an manager in customer service , I worked afternoons , and the guy fucked her in our family room several times , he’s been to outhouse when I’m at work , she broke it off after two months and was giving guys at the office blowjobs at lunch , so I knew this would happen , so i figured she would get over it sooner or later , so I went online and found a guy that had a big dick , he was married but his wife didn’t like sex , said his big dick hurt , I gave him information on my wife , he went to her work and met her on the elevator pretending he worked on the building , he did this every morning , it took two weeks then he got her to go to lunch with him , he ended up fucking her in the parking garage in the back seat , he recorded it and got some video , she loved his big dick , I checked her phone when shewas asleep , she told a. Friend that she didn’t find him very attractive but was in love with his dick , he continued fucking my wife in motels , my wife had no idea I paid for the rooms and sent him , one night when we had sex I said you like big dick don’t ya , she said it can only go so far in , so I said a fat dick is better hun , she said ya i guess so , the guy fucking her name was Stan , i heard the video recording the bed squeaking and my wife saying oh Stan oh Stanley , I love you cock , then her saying I’m cuming , I heard Stan grunt and cum in my wife , then he said suck my dick and he video her doing it and sent it to me , he told my wife we should let your husband watch me fuck you , my wife said no , he’s still fucking my wife , it’s been two years , we still haves ex and our sex life has inproved

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# 78821 - by Jr / May 4, 2025
- My Spouse -
Straight Male / 54

Engaged To Be Married

When me and my wife were engaged she was a virgin , we tried several times but she tensed up and I couldn’t penetrate her , we tried getting her drunk the same thing happened , she was applying for jobs and got a office job at an insurance company agency , the man that hired her was in his mid fifties , though he was a macho man , grey hair guy , open shirt grey hair chest and all , my girl was there for two weeks and told me the guy hits on the girls there, he invited my girl for lunch , in the car he would make passes , his hand on her leg , the other girls warned my girl to be careful around him , my girl told the other girls that she became friends with that there’s no worries I’m a virgin , my girl went to lunch with him again and he said he had to stop at his apartment for paperwork,he invited her inside to see his new apartment , she went in and was sitting on the couch when he started kissing on her and grabbed her tits , she pushed back , and he picked her up and took her to the bedroom , as he laid on top kissing and unbuttoning her blouse , she pushed him back but wasn’t strong enough , the next thing she knew he was pushing his dick at her pussy trying to gain entry , she tensed up but he pushed harder , his dick was big she said , he had the tip in and gave abig thrust pushing in , it hurt but he was in , as he made slow short strokes inside kissing her neck and squeezing her tits , he was all the way in and just stopped there , holding it in , then he began hummping again picking up speed with longer strokes , she said it felt better , the bed began to shake as he humpped , it now felt good , then he grunted and cum inside holding it in deep , my girl said she didn’t know if she should be happy he broke her in or upset he cum inside , she explained to him after our situation about not being able to penetrate her , her boss convinced her to do it more to loosen her up for me , he fucked my girl every day , then he invited me and my girl to his apartment , I showed up at noon for lunch with them , they were already there , I knocked on the door and he answered wearing a bathrobe , his grey hair chest exsposed , I was confused , I walk in and don’t see my girl , he said she’s in here as he led me to his bedroom , my girl in his bed nude , he dropped his robe and his high dick stood at attention , my girl said he helped us , he broke threw , I was like what , he penetrated me , her boss pointed to a chair and said have a seat , we will explain , then he climbed into the bed , I sat in the chair , my girl with her hand on his hairy chest said he penetrated me and he’s going to break me in for you , my dick grew hard, I couldn’t believe it , she pushed the sheets back exposing his massive dick , and said ok break me in , I said wait what are you doing , she said I’m doing it for use so you can penetrate me , she had his cock in her hand, then she said this is the way it’s going to be if you want to marry me , I watched as he sank his big dick in her , he had her moaning , I pulled my dick out and started stroken it , she looked and said that a boy as he fucked her she came several times then he grunted as she grabbed his ass and pulled him in , he rolled off and I saw his sperm rolling out of my future wife’s pussy , we got married and it’s a regular thing now , she loves his dick , she love fucking the old macho guy

2
# 78823 - by Tj / May 4, 2025
- Anything Goes -
Bi-Sexual Male / 31

Amazing Bank Holiday

What a bank holiday I've had so far.
On Friday driving home from work I decided to go to a place I'd not cruised in over a year.
Within ten minutes of parking up and entering the woods I was sucking on an older mans cock.
He didn't last long and he came all over my face.
Before I could even get up from my kneeling position, another guy I hadn't seen, walked over and thrust his cock into my mouth. His dick wasn't as big as the first man, but when he came holding my head so I couldn't move, he literally flooded my mouth. It was like a fountain going off and I didn't have a choice but to swallow his huge amount of cum.
At home my wife decided we should go out for a few drinks.
Almost before closing time we both saw one of my wifes ex's. It was obvious they still liked each other, so after finishing off our last drink I walked over to him and asked if he'd like to come back to ours.
We arrived at our home about eleven thirty.
He didn't leave until around one am, and by then I'd watched him fuck my wife several times.
She absolutely slutted herself for him and I found myself wanting to suck his much larger dick. But I didn't because my wife doesn't yet know I enjoy cock.
I didn't get to fuck her on Friday night, but I woke up with a morning glory and had my wife suck me before I fucked her doggy.
Her pussy was still creamy from her ex's cum and it felt incredibly good.
Yesterday (Sunday) my wife was on shift at the hospital where she's worked for four years.
Not expecting a delivery on a Sunday, a guy caught me having a wank in our conservatory. He was delivering a parcel for my wife which I had to sign for.
There was no hiding what I'd been doing, so I opened the door to the conservatory to sign his electronic device.
Only he wasn't just interested in me signing.
I'm not sure what nationality he was, but before he got back in his van, I'd drained his brown cock and balls and spat out his jizz on the side border to our home.
I'd not cum before my wife got home and we began discussing what had happened with her ex. It got us both horny so I fucked my wife while she still wore her hospital uniform.
This morning before she drove off for another shift she let me know she'd like to have sex with her ex again.
I know he'll be in the pub later, so I'm going to invite him back. Only I'm also going to see if I can suck his dick, because it's time my wife knew I've gone back to enjoying cock again.

2
# 78832 - by Jasper / May 5, 2025
- True Sex Confessions -
Straight Male / 56

Slut Wife Love Dick

My wife was cheating , so I found a guy online with a big dick to fuck my wife , she had no idea , I gave him information on my wife , it took a while but he fucked her , I kept an eye on her phone when she was asleep , I also looked at her computer email , she told her friend a guy she met fucked her good , she said he fucked my pussy up , the sex was awesome , I initiated sex that night , she demanded to be on top when I’m always on top , as she slid down on my dick I could feel she was swollen inside , I cum quick , she continued fucking the guy daily , hasn’t me videos without her knowing , bed shaking and squeaking the headboard hitting the wall and my wife talking dirty like I never heard before saying fuck my pussy , and sucking his dick saying it’s so big I love your dick , when fucking she would say oh cum inside me , and she would pull his ass in as he cum , I saved the videos he sent , when we had sex I played the videos , my wife was shocked and trying to explain at first saying that’s not me , but her face picture showed it was , I said stop , and said "it’s ok" just suck my dick , we watched the videos as I fucked her and said "man his dick is big , you better enjoy it because I sent him."

3
# 78822 - by Jr / May 4, 2025
- My Spouse -
Straight Male / 44

Wife Sent Accidental Nude To My Brother

My wife sent a pic of her ass with her pants and panties pulled down to my brother by accident. Her text said "I can't wait for you to get home" and then immediately sent a response "AHHHH! SO SORRY, I meant to send that to James!"

My brother responds with two emojis of the guy slapping himself in the face. He says "It's okay. we can just pretend it never happened"

My wife responds with "'I'm so embarrassed!"

He says "There's alot worse people that could have went to. Don't be embarrassed hope ya'll have a fun night! lol"

I took a picture of the text. The crazy thing is she was so turned on by being exposed that we had some great sex tonight. My brother never texted or said anything. He probably doesn't know that I know.

3
# 78911 - by LIkeToShowHerOff / May 9, 2025
- Anything Goes -
Straight Male / 40

My Wife

My wife likes to watch people having sex . It started in the summer when we were out for a walk in the woods . I took her to look at my favourite place . It is the top of a hill next to a field . With a hedge behind it . It can be reached by walking out of the wood and across a field . Without having to climb the hill . When we reached there we could hear a couple having sex . We looked over the hedge watching them . My wife was arroused . When we were back in the wood she wanted to walk through the bracken . Not on the paths . She stopped dropping her pants and lifting her dress . She wanted me to rub her pussy . This made her cum . When she was cumming she sagged at the knees . Then i fucked her . Now she likes to watch people dogging . I took her to watch she got out of the car to join in . I watched her talking to a guy . Then she was bending forward with him fucking her . Now she wants to go every week . I have joined in . Fucking a few women . It gets my wife excited when she sees me fucking them . Later when we get home her pussy is still wet with cum . We have sex . Knowing i am fucking her and another guy has left his cum in her pussy . Gives me stong orgasms . We never know the name of anyone . It is anonymous sex that turns us on .

5
# 78934 - by Les / May 11, 2025
- My Cheating Heart -
Straight Female / 32

Business Trip Temptations..Should I Give In?

I'm on my first business trip. After a long day of meetings and events I got drinks with a few of my coworkers at the bar. I'm happily married with my husband for 4 years and have only heard of the cheating that goes on during these work retreats. It's just raw passion and nothing else from what I understand.
Now I'm back in my room and feeling really horny all of a sudden, something about a hotel room really makes me wet. I'm pretty sure some of my coworkers this trip feel the same. There's one guy in particular who gets on my nerves at work, but really knows how to flirt when off the clock. I'm starting to understand why cheating may be a thing when people travel like this.

Looking for advice or tips from all the working wives out there. Is mindless sex common on your trips? Please share details.

10
# 78825 - by Daboondocks / May 4, 2025
- My Cheating Heart -
Straight Female / 32

Business Trip Temptations...I Gave In

I got so many dms asking for an update from my last post that I feel the need to share what happened. I’m a wife and love my husband, I just don’t know what came over me during this trip. From the dms I received it seems like a common phenomena among women who travel for work. The work trip was a week long. I was so horny the first night, and as tempted as I was to approach my coworker, I decided to stay in my room and “rub one out”. I called my husband after and told him I missed him and loved him very much.

The next day was filled with meetings as well. In the hustle and bustle of it all all my scandalous thoughts faded. As we started our last seminar, the coworker that annoys me sat next to me. He’s always asking for unnecessary reviews and prolonging the meetings we have with the most redundant questions. The type of peer that makes everyone sigh when he enters the room because we know he’s only going to add more to the work we already have for the day. Outside of this, he’s a smug bastard. He’s always giving us his opinion on things we never ask for. I even bitched about him a lot to my husband before.

Just as the seminar was coming to an end, he put his hand on my thigh and asked if I wanted to get a drink with him after. It was as if all that aggression in me towards him turned into horniness at once. He’s made flirtatious comments about me in the past but I’ve always just brushed it off as a work colleague trying to make conversation. He was only repeating this behavior pattern on the first night when all of a sudden I had the hots for him. He really must’ve noticed something to be more upfront that time.

I decided to invite a few of my other coworkers to seem less suspicious. We all went to the bar after, and one drink turned into another. It was about an hour in or so when I started sneaking some eye contact with him. It was all in the midst of conversation so hopefully I was as stealthy as I thought I was. At first we’d quickly look away but then we started holding each other’s gaze for a bit longer, until finally it became apparent to the both of us what was happening. I immediately felt a rush of excitement and excused myself saying I wanted to get some rest for the night considering how busy the day was.

They all seemed to believe me, and I just went up to my room. My pussy was so wet. I decided I needed to shower and call my husband for the night. A part of me did it to convince myself out of my wicked intentions, but the rest of me did it so he wouldn’t call again until the morning.

Sure enough about 35 minutes later, I hear a knock at my door. To no surprise, I open the door to my smug ass coworker just smiling at me. I asked him what the fuck he’s doing there. But instead of saying anything he just stepped inside. Although I hate this about him in general, in the moment I love that he already knew what he wanted and was being cocky about it.

The rest of night was filled the most passionate hate fucking I have ever experienced. We barely spoke to one another, it was animalistic. Just grunts and moans for what felt like hours. Everytime he’d try to say something I’d put my hand over his mouth. I didn’t want to hear his voice I just wanted to fuck. He filled me up so good. After he made me cum, he took over. The rest of the night became a hot wet blur. We 69ed that night for a while too, which I never do with my husband.

This was just the second night of our 5 night work trip. The rest of the trip continued as you would expect. We kept it professional and were back to our normal selves during the day, but at night we would transform into sex crazed animals. I found myself liking things I never quite did before, such as a thumb in my ass, another kink I don't do with my husband. The sex only got rougher as the days went on. I felt like a young college girl again. I'm pretty sure people could hear us from outside my room. I think because it was such a “no strings attached” situation we felt free to explore and experiment sexually.

I don’t have any feelings for him outside our physical arrangement. There is nothing about him that takes me there, it's purely physical and everything I really wanted. Can’t wait for the next trip.

6
# 78898 - by Daboondocks / May 8, 2025
- My Family -

My wife and I are in our early 40s we started young and have been together all our adult lives, and have always been faithful.

Our 2 daughters are grown, our oldest, Tammy is 23 and our youngest kaylee is 21. Tammy is married to a young soldier named tim
Who is also 23 and kaylee is engaged to a 19 year old college football player named Jake.

Over memorial day weekend we invited the girls and their mates to go up north and stay at a campground with us. They would each have a small cabin, however the shower and bathroom facilities were shared.

The weekend was going great, we were all laughing and joking and just having a great time. Our first night was a late one, but we all had so much fun.

The next morning I wanted to make breakfast for everyone but reized I'd forgotten to get eggs in town. Everyone was still snoozing so I figured by the time i made the 20 mike riund trip, everyone would be ready for breakfast.

When I got back, I looked in the cabin to see if my wife Julie was still sleeping. The bed was empty so I figured she went to shower...

I grinned with naughty anticipation as ivaporoached tge facilities. I'd sneak in and have a fun time in the shower with her....

But as I slowly opened the door I heard a rhythmic "oghhhh oghhh oghhh, accompanied by a slapping sound... "smack, smack, smack"

I was puzzled and alarmed, as I stepped in the shower room, my heart stopped, I was frozen and not sure if I should be angry, or if I should join in...

I was nervous, yet so utterly fascinated as I watched my two sons in law bring my sexy wife, twice their age, to several orgasms. Damn they really put it to her good... She stifled her moans so as not to wake our sleeping daughters who's men she was enjoying so immensely.

0
# 11474 - by Anonymous / June 2, 2012
- Anything Goes -

I am a 26 year old single female. I assist in running a well known retirement home in my area. I met some guys they are roommates in my apartment building several years ago. I live on the first floor they live on the third. Soon after meeting them I started dating one of them. Actually I'm not sure that I would call it dating. We never really went on a date. I guess you could say we are more like fuck buddies. We have a very strong sexual attraction. From the moment we met.

We started our little "relationship" a few months after we met after some cocktails at his place one night. I always think that it's just sex and that's that. It's a different type of "relationship" because we don't admit that we have one. No one knows other than his roommate that we have been fucking regularly for the last few years. We are very comfortable together and spend most of our free time together. Just not advertising it as a couple. We both have a love for porn. According to him you don't find too many women who like porn. I find that hard to believe. We like to watch it during fore play and while fucking. I have quite a selection and so does he and his roommate.

One Friday night we were up at their place looking through the porn picking one out for our highly anticipated fore play & sex. We had had several beers. All of us had. His roommate was playing a video game and asked if he could watch us fuck. My first reaction was uh no. Then I looked at my fuck buddy and I could tell he was turned on. While he was stating his case I started to get turned on too.

The video game went off. My buddy popped in a porn. He guided me to the couch opposite his roommate. We started kissing. We were rubbing each other. Taking off our clothes. Watching the porn. I almost forgot his roommate was there. My buddy was licking my pussy, I looked up and his roommate was stroking his dick. Right then seeing the way he was watching and the way he was stroking himself. I was so turned on.

My buddy slid his dick in my wet pussy and slammed me hard. He guided me on top for a ride. He was spreading my ass cheeks wide for his roommate. He was saying things like "watch me fuck this sweet pussy", "look at this ass". His roommate would just moan. He flipped me around for my favorite position reverse cowgirl for my favorite kind of ride. I was staring right at his roommate stroking himself, riding my buddies big hard dick. We were all moaning we were all about to cum. I was grinding and pumping my buddies dick faster and faster as his roommate stroke his faster and faster.

I came so hard. I didn't stop riding I just kept going. It felt so good. My buddy was about to cum when his roommate shot his load. It turned me on to see him cum. He was rubbing his balls and it was so hot. I was riding my buddy faster when he came. We all laid around for a minute after. Everybody covered up with a blanket. No one really talked about what just happened. My buddy and I just curled up there on the couch and went to sleep with his roommate on the opposite couch asleep. We all slept naked there in the living room that night.

The next morning my buddy woke me with the usual morning hard on. He was gently massaging me sucking on my tits. Slid his finger in my pussy and "whispered fuck me". I said we should go to his bedroom because his roommate was sleeping. He said "lets do it here he's already seen us fuck who cares?" Before I knew it he had my legs in the air and he was giving it to me good. I heard movement on the other couch and his roommate was watching again. Hard, stroking, watching. The morning sun was shining through the windows and we could see each other so much better than the night before.

Once again there was alot of moaning. I would look at the roommate for a minute then look at my buddy for a minute. It was even hotter than the night before. When I started to cum it was almost like an out of body experience. My buddy came soon after. I looked over at his roommate and he had already cum. My buddy likes to rub my clit and play with my pussy sometimes after a good fuck. My buddy told him to come over and look at my pussy. It turned me on so much to have my buddy showing my pussy off like that. He was spreading my pussy lips showing off my clit. He was rubbing my clit with his roommate looking right at it. I was so turned on. His roommate was saying things like "does that feel good?", "tell me how wet her pussy is". My buddy said out of nowhere. "I don't care if you want to touch it do you?" I just smiled and shook my head no.

Both of them had their fingers on my pussy. On my clit. On my tits. Then both slide a finger in my pussy. The pussy my buddy just came in. The thought had me so horny. So horny that they both had their fingers in at the same time. In my warm cum filled pussy. They were both hard again. I reached out and began to stroke my buddy. He said after a few strokes "don't forget him". I reached over and wrapped my hand around his roommate's dick. It was very hard and it was thick. I was so turned on by all the hands on and in me. Someone said "lets go to the bedroom". We were up and in the first bedroom we came to. My buddy starting licking my pussy as he instructed his roommate to rub my clit. I couldn't believe this was happening. Then out of my mouth was "just fuck me please". My buddy came up to my ear and whispered "will you please let him fuck you?". I smiled and nodded yes. My buddy held my legs back and the roommate was in me. It felt so good. His thick dick started slow and went faster. My buddy rubbed my clit and sucked my tits while his roommate pounded me good. He flipped me over and pounded me doggy. He layed down and I rode him until we both came. My buddy was stroking his dick and rubbing me and kissing me every chance he got. They were both talking dirty. It was a very intense orgasm I experienced.

I was laying next to the roommate catching my breath and my buddy whispered in my ear "let me have some more please". His dick was so hard he had it in his hand he was really horny after watching and joining in with his roommate. I just said yes. He is very vocal during sex. He wants to tell you all about what he's feeling. He likes to ask questions. All in a dirty porn kind of way, I like it. He slid his fat hard dick in my pussy and he starting talking. He said "aahhh yes that pussy is warm" that turned me on. He said all kinds of hot dirty things like "I can feel all that cum on my cock" "Your pussy is still so tight" all while pounding me hard. His roommate kissed me and sucked my tits while my buddy fucked me hard. I was rubbing my clit while he pounded my pussy and he said "let him rub that hot hard clit" I moved my hand and his roommates hand went down and began to rub my clit. We all just watched what was happening down at my pussy. There was so much moaning and sloppy wet sounds. It was so hot. He got me up and had me reverse cowgirl on the bed. I really love a good ride. He was on his knees and my legs were spread bouncing on his fat dick. His roommate was on his knees in front of me. I had my hands on his shoulders using him as leverage and balance. He kissed me deep while he rubbed my clit. My buddys dick was so deep in my pussy, it was such a turn on. I came. Harder than before. Soon after my buddy came.

We laid there all three of us with me in the middle for awhile. I kept saying how I ..(continue confession)

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# 9674 - by Anonymous / February 27, 2011
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