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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:

- My Cheating Heart -
Straight Male / 30

My Wife Informed Me.

My wife has been on a work trip this week Monday through Friday. She’s been trying to move up in the company I know she’s worked hard towards the promotion and I guess she viewed this as an opportunity. So Sunday a few hours before she had to catch a flight she asked me to sit down and she needed to talk to me about something serious. She doesn’t lie about anything and it’s what I love and dislike about her at the same time

She told me while shes away for the work trip this week shes going to have sex with her boss and if the owner was on the trip she was going to have sex with him too. I opened my mouth to protest but she told me to stop that this is happening and I needed to find away to be okay with it. It’s a job she went to college for and basically her dream position. She said look I love you so much and this is why I’m telling you. I could have gone and done it and you wouldn’t have known but I needed to tell you because I love you and didn’t want to cheat behind your back.

So all week I’ve basically known my wife is having sex with her boss and probably the owner of the company. I’ve learned to accept it. We texted and talked all week and I’ve never brought it up until yesterday I could not take it anymore. I asked her so you and your boss did you. She said yes and began giving me details I didn’t ask for clowning the guy saying he was terrible and had a small dick. A sense of relief rushed over me. So I asked what about the owner and she said yes but got very quiet. I asked what about those details she said she couldn’t give those to me. I pushed and she said she can’t lie to me so please don’t ask (I’ve met him he’s a behemoth of a guy. At least 6’8” 250lbs) I had to know so I said no you tell me so she began telling me he had a big much bigger than me cock and that he was very good. I stopped her I said ok enough. As I was getting off the phone she said sorry but she was meeting up in his room again last night. We haven’t spoke again today yet but I’m torn I know this was legitimately to try and get herself ahead in the company but damn if I’m not bummed

10
# 77534 - by Got cucked / March 14, 2025
- My Cheating Heart -
Straight Female / 25

I Though I Could Change

I recently got married a little over a year ago. Guy I met Great guy that he would be able to settle me but nope. We have a busy life he works a lot I work a lot. After work on Fridays we both make time to hang out with friends from work for happy hour. I’m a short brunette 5 foot 3 curvy hips rather cute nice ass. I work in an office so skirts and pant suits is what I wear and I like to show the girls off a bit and I like to have people stare a little. It gets me off and my husband usually takes it when we get home. Well a few Fridays ago while out with coworkers having a few drinks one of the shop guys got flirty and handsy. He spoke to me really inappropriately not with any one around of course and would tell me what he wanted to do to me. I let it go didn’t say anything before he left he told me to wear a skirt next week. I wear skirts all the time so I didn’t think much of it. Friday came my husband text and said dinner at 7:30ish I said sure same as always headed to happy hour meet you at home. I’m in a dress loose bottom sliming blouse. I had a couple of drinks and here comes the bigger vulgar shop guy puts his hand on my lower back particularly my ass and grabs my hand and with lots of people pulls me through the bar and out the door. I’m asking him what he is doing. Takes me to the dark part of the parking lot and I feel him push me against a car slightly bending me over I said don’t and before anything else could be said I felt cold air then warm breath near my pussy lips then I felt his tongue push between the lips and I moaned fuck he licked me ass something I had never experienced then ate me out for what seemed like forever. All in all we where out there for about 20 minutes he shoved his rather large cock in me thicker than what i expected and brought me to orgasm on it. I was went home well fucked. This is my Friday night routine now it’s been a few times and I’m not slowing down. I feel bad

4
# 77869 - by Anonymous / March 28, 2025
- My Cheating Heart -
Straight Female / 33

He Wants To Watch

After lots of fretting and sleepless nights about it, I finally told my husband I'd cheated on him During the Christmas period with a guy from work.
There was a little bit of annoyance from my husband, but after the initial shouting he began asking me for details about who it was, what's he look like, how big his cock, did I suck his dick, what positions did we fuck in and did he cum in you, and was your pussy all creamy when he did.
And what's more, is my husband definitely got an erection when I gave him all the answers.
That night in bed he fucked me like we were teenagers again and when he came in me, he went back down on me and licked out all his own cum.
I had two orgasms during the sex and it was one of the best times we've had together sexually.
The following morning he even got up before me and made us both breakfast.
We ate and talked and he admitted it turned him on thinking of me being fucked by another man, and that in turn turned me on so I gave him a blow job at the breakfast table.
At the end of January during sex we were having in the garden work shed, my husband asked me if I'd had sex with my colleague again. When I said no, he said "Oh, I thought you might have". He sounded a little upset that I hadn't so I just blurted out "Would you like me to fuck him".
Again the sex was amazing and as he took me from behind my husband said "Yes, I'd like you to be with him, then come home to me".
That Friday afternoon I had sex with my colleague in his car down a quiet country lane.
When I got home my husband seemed super excited and had me tell him everything. At the same time he gave me oral sex and I swear it's the best tonguing he's ever given me.
I climaxed half a dozen times and even rode his face at one point before he fucked me from behind calling me a cheating slut as he did.
Since then I've had sex with my colleague a couple of times a week and each time my husband has eaten out my pussy and recently my arsehole after my colleague fucked my rear.
This coming weekend we've arranged for my colleague to visit our home. I'm apprehensive, but also excited about it, as my husband cannot stop asking me how and where I want him to watch me being fucked.

8
# 78026 - by Olivia / April 1, 2025
- My Spouse -
Straight Female / 48

I Wanted To See His Reaction After All These Years Of Marriage

We are certainly not as sexually active as we once were but we try, I know most of it is me and this damn thing they call menopause, just amazes me how my sex drive seems to have just gone away. I was reading a book and got an idea from it, he was going to either run right over to me or ask what the hell I was doing. I got on our bed laying on my back about the time he comes home from work, heard him coming into the house and slid myself so my head was off the bed waiting for him to come into the room and see me laying there with my mouth open ready for him. My first guess was right as I saw him almost tear his pants off getting out of them then his balls filled my view in seconds has he put his cock right into my waiting mouth. The whole thing turned him on immensely, he got an erection quickly and caressed my breasts the whole time telling me this was incredible and would have never thought I would do this for him. I enjoyed just seeing him act like he was in his twenties again and felt very desired by him, I did the next day and have repeated it several times ever since. He has even come home and I see the look on his face and tell him to give me a minute or two then I go upstairs and get into position for him. It all may seem silly sounding but eventually I will get back into my sexual desire and I think this is helping me to get there also.

4
# 78048 - by Shelly / April 2, 2025
- Embarrassing Moments -
Straight Female / 39

I Cant Believe He Kept Quiet All This Time

My husband and I moved in to this house about 10 years ago. We had no kids and had no plans for kids. I am a teacher and took summers off occasionally working summer school for extra money. Our neighbors to the left of us was a father and son. The right had a retired couple that where hardly ever home always taking there RV for a ride. We often watched over there home while gone. The father son neighbors were black. Very nice when we moved in he was 17 and looked like a 27 year old. Tall muscular very attractive looking when ever my friends saw him they would make comments on how I kept my legs closed around him and I would tell them his age and some would say so what. He was a nice guy as well easy to talk to very polite as his dad was as well. His dad always chatted me up if I was outside. He made little jokes and commented all the time how good I looked i noticed the first time when I did yard work that he would always bee outside as well. I didn’t mind I liked the attention made me feel good. I am still the same have c cups very large nipples that poke out when I’m turned on. I like to have my husband play with them and a good pinch and tug gets me to open my legs rather rapidly. The dad was a rep and would be gone sometimes for a few days but always home on the weekends. Andre his son was a senior in high school that first summer. We where both home and my husband in the spring decided to have a a pool built. That spring it was put in a en a few months later we finished doing the landscaping.m and it looked great. My first day of summer vaca was a Friday. My only plan was to spend the day by the pool and lay out. I had a special bikini for this. It hardly covered my boobs as the areola was rather large and the out edges of the areola was visible. The bottoms was a thin life of material that was tied on my sides. My plan was to un tie them to avoid tan lines. It was close to noon I had been on my lounge with glasses enjoying myself and decided to have a early afternoon cocktail since it was Friday. I made a rather stiff vodka concoction vodka seltzer water and a squeeze of lime. No lunch small breakfast stiff drink had me feeling it. I hear a noise and poke my head over the fence and there’s Andrea had been doing some yard work supposedly later confessed he watched me for a few hours. Boozed up and brave I asked him over and he jumped at the chance in 30 seconds he was in my yard no shirt in swim trunks. Feeling he had this planned. He was smooth a talker and asked me if I could put lotion on him. To my disbelief I did it. I rubbed his abs arms chest legs back muscles on top of muscles. With out asking he took the oil and rubbed me down. Before I knew it my top was off my bottoms where on the side of the lounge and I was on all 4s and In pure bliss. I never knew a tongue could be so deep inside a persons. He ate me for what seems like hours. He had me lay on my back and kissed me he licked my nipple and saw me twitch he took it on his mouth and bit and sucked them I was in heaven when I felt this massive cock stretching me I mean stretching my kitten and this pain pleasure thing I never felt before. Pounded me that afternoon into a nap. I woke up in my own bed under a blanket naked and very crusty down stairs. We didn’t see each other until the following Monday morning. My plan was to say it was a 1 time accident that would never happen again. He came over close to 9 and 5 minutes later a bj would be the last then he ate me then a fuck by the pool. It was a non stop daily fuck. Soon my ass was getting slapped and fucked as well. I was his play toy and i absolutely love it. Sex with my husband was vanilla I did it to please him. He does not make me cum. Andre makes me squirm and squirt. It was a weekend and are other neighbors had taken the tv for a long trip. I told my husband I was headed to water there back yard. Andre had texted me to meet him back there for a quickie. I wore a very short skirt that he liked because my ass hung out and a g string. No bra just a tank top as little as possible. He came over and on there couch I was on all 4s getting plowed. I’m mean he was slamming into me making my ass clap with the force. I never hear anyone or anything when i made eye contact with his dad. He sat as his son fucked me I to next week. He pulled out and stuck it in my ass I moaned and couldn’t make a complete sentence. About 30 minutes later we left that was 2 summers ago and the dad did talk with me and said that if I did him he would not tell my husband. Once a month he would take a day off from work to fuck me. The son moved away but still has me visit and the dad still gets his monthly allowance. Lately the dad has been getting more since Andre moved away. I guess it’s true that once you go black you never come back. I wish his stamina was like Andre he fucked me for hours. I make the drive a few hours away to get the proper fucking I need. Well worth it.

5
# 78001 - by HottieteachAlyssy / April 1, 2025
- My Cheating Heart -
Straight Male / 42

Neighbor

My next door neighbor is a single mom in her mid to late 20s. She's a solid 6 or 7 to be honest, but she's got a decent milf body, some nice tits and a cute face and long black hair. I've always got along with her but she's miserable to live next to because she is always yelling at her wild ass kids. They're a couple of real shit heads, always tearing shit up. I come home about a week ago to see the older boy lighting things on fire in the back yard and promptly got onto him and told him to go get his mom. She's walked to the door, fresh out of the shower holding a towel around herself. I told her what he was doing and point and when she saw the big scorched patch of grass she went ballistic and started spanking the boy. Her towel dropped by the second wack and he took off inside. She followed bare naked swinging at him the entire time. Tits were flopping ass was jiggling, it was quite a sight. After a few seconds she walked back towards the door and when she saw I was still there she quickly covered her tits with her arms, but left her bushy pussy uncovered. I picked up her towel and handed it to her and she started laughing and apologizing telling me how embarrassed she was. I assured her there was nothing to be embarrassed about in a flirtatious tone. She sat at the door and continued to talk to me for about another 2 minutes just holding the towel over her front and rather low. Since then she has been chatting me up anytime I'm outside when my wife is away. Bottom line, the wife is going to visit her mother with the kids for a week and I'm 95% certain I'm going to pound this hot little piece of ass while she's gone. I know I should feel bad about it but I rarely even get pussy from my wife anymore.

5
# 78017 - by Sampson / April 1, 2025
- True Sex Confessions -
Straight Female / 37

Impasse

My husband and I (collectively) have been sharing me with other men for about 6 years. Recently, a wife sharing event turned into my first full fledged gang bang.

As the playtime started with our friend (my bull) Carter, he asked me how open to play I was. I was confused as I was laying in the same bed with him stroking his dick….seems open enough. He then asked me if I would be open to multiple men (more than two) at the same time. I pondered it, looked at my husband and said sure, as long as he is okay with it. My husband, being a little overzealous, says he would be totally open to it. Carter then says, what about right now? My husband defers to me and I cautiously ask how many? Carter says him plus four. My mind goes chaotic and my husband says that would be hot. I reluctantly agreed.

15 minutes later, four of Carters friends walk into the hotel room. The sheer number made me nervous. They were all much bigger than me, so I was concerned how much I could actually handle. It started with me on my knees and all of their cocks in front of me. I had never been in the presence of so much dick, not to mention them all being black. A lot of head ensued. Then one of them found my pussy. I was afraid of this because I have no ability to stop once my pussy is ready. I had been ready since that morning, so now I was a five alarm fire. They all took turns on me, over and over. I never tapped out or asked for them to stop. They eventually left….all of them. I was left in a comatose state of sexual bliss with my husband asking if I was okay.

Okay? Really? Okay was the understatement of a lifetime. The only words to describe how I was doing were ‘completely satiated!’ They had fucked the need, the horny, the desire right out of me. They basically took all of me and fucked the desire out of me. I was in heaven. A few minutes later I fell to sleep.

The next day was like having a hangover from drinking. My holes ached. My body was stiff. My mind was cloudy. All from a fantastic evening.

I have spent the last week or so reliving that night. How did it happen? Why was it so good? Why did my husband allow this to happen? When can we do it again? Am I allowed to do it again? There is no clarity except this: they fucked the desire out of me, that desire has returned in an exaggerated way, I want them to all fuck me again. I wasn’t supposed to be so over the moon about it. But I was, I am and I want that so badly now.

3
# 78006 - by Nicole / April 1, 2025
- Embarrassing Moments -
Straight Female / 39

Feeling Guilty, Embarrassed And Very Stressed

Recently I was out of town with other people from our company for a seminar.
The evening before the seminar we all had dinner at a nice restaurant near our hotel. Afterwards we went back to the hotel lounge for drinks.
While having drinks one of the younger guys from the company’s host cities and I chatted having a great conversation. After a couple of drinks we all went to our rooms.
I got ready for bed watched TV for a while then went to bed around 10:30.
About an hour later there was a knock on my door and when I cracked the door to see who it was it was the young guy I had chatted with.
I’m 39 years old, married for 17 years and never had given a thought of being unfaithful. However, before giving it another thought I opened the door and let him in.
We chatted for a few minutes with him telling me he had been attracted to me so I reminded him I was married but at the same time being very flattered.
When he leaned over kissing me on the cheek I told him we couldn’t do anything but he put his arms around me kissing me on the mouth and I didn’t resist.
Before long we ended up on the bed making out then I let him have unprotected sex with me.
I’m on birth control so that wasn’t a problem but now I feel so guilty because my husband is the only person I’d ever let cum in me before that.
Then to make matters worse when we opened the door for him to leave one of my female coworkers was walking down the hallway seeing him come out.
She hasn’t said anything but the next day and ever since she gives me a big smile when she sees me. I am so embarrassed and stressed that she will tell others and it may get back to my husband.amoknxp

3
# 78016 - by Mindy / April 1, 2025
- True Sex Confessions -
Straight Female / 46

Taken In Dark - Covid New Year Eve

The party was a subdued affair—COVID restrictions meant only a handful of us, all "in our bubble," gathered at our family friends’ house. My husband was away for work in Johannesburg, leaving me alone in a room full of couples. The air smelled of spiced wine and faint cigarette smoke, the kind of night that should’ve been forgettable

The wine swam in my veins, a warm, golden haze blurring the edges of my judgment. The music pulsed like a second heartbeat, bass thrumming through my body, making me sway where I stood. The night was too alive, too intoxicating. I knew I should slow down, Pity! my hubby was 1500kms away,

And then there was him. The hosts’ son—mid to late -twenties, all sharp smiles and lingering fit, handsome with model looks. His gaze had been on me since I walked in—heavy, possessive, a predator sizing up his prey. He didn’t just look at me; he devoured me with his eyes, stripping me bare with every lingering glance.

While everyone else was absorbed in pool games or some loud movie, I nursed my wine, boredom gnawing at me. He slid into the empty space beside me, his knee brushing mine. "You look like you’d rather be anywhere else," he said, voice low.

I laughed, too tipsy to care about his smirk.

The music in the side room was loud enough to drown out hesitation. He leaned in, lips grazing my ear. "Come outside with me. Just for a smoke." I didn’t smoke but I followed anyway. Following him out onto the deck where the night swallowed us whole.
I should’ve said no. But the wine had made me reckless, and the way his fingers brushed my wrist sent a jolt of electricity straight to my core.

The second the door closed behind us, his hands were on me—rough, demanding, no pretense left. His mouth crashed against mine, hot and insistent, his tongue claiming me before I could protest. And oh, God, I should have protested. But my body betrayed me, arching into him, my muffled whimpers lost between his lips.

"Fuck, you taste good," he growled, his fingers already pushing my thong aside, slipping inside me with no hesitation. I gasped, my hips jerking against his hand, my mind screaming no even as my body clenched around his fingers.

"We—we can’t—" I tried to say, but the words dissolved into a moan as he curled his fingers just right inside me, stealing my breath.

"Let’s go to the sunroom," he murmured, licking his fingers clean as he pulled back.
I should’ve run. But I didn’t.

The second we crossed the threshold, his hands were everywhere—gently pushing me onto the couch, yanking my skirt open, his mouth searing a path down my throat. My bra came undone without thought, my nipples pebbling under the cool air before his mouth closed over one, sucking hard enough to make me cry out.

"Someone will see—" I panted, even as I lifted my hips to help him strip my thong away.
"They’re busy," he murmured against my thigh, his breath scorching my skin. "You’ve got time to be my good little slut."

Then his mouth was on me, in me, tongue fucking me deep while his fingers teased my clit. I writhed, my legs spreading wider, my fingers tangling in his hair as I ground against his face shamelessly.

"You’re dripping for me," he groaned, lapping at me like a man starved. "Gonna fuck you so deep, you’ll forget your own name."

This is wrong, I thought, even as my hips arched toward him.He didn’t ask. Just kissed me,
I should’ve said no.

But when he surged up, his cock pressing against my soaked entrance, all I could do was whimper. "Tell me to stop," he challenged, his voice rough with lust. I didn’t. He sheathed himself inside me in one brutal thrust, mercilessly, stealing my breath. My nails dug into his shoulders as he set a punishing pace, each snap of his hips dragging a broken moan from my lips.

"That’s it, take it," he growled, his teeth sinking into my neck. "You love this. Love being used."
I did. God, I did.

The room spun, pleasure and guilt twisting together until I couldn’t tell where one ended and the other began. When he came, it was with a groan against my lips, his cum flooding me as my body clenched around him, milking every last drop.

Then, just like that, it was over.

He pulled out, tucking himself away while I lay there, dazed and fucked-out, my thighs sticky with the evidence of my betrayal.

When it was over, I was reassembled—skirt smoothed, bra fastened, wine glass untouched beside me. The house was quiet. 1 AM. I stumbled back inside, my thighs sticky, my mouth sour with the memory of him.

He was at the dining table, eating a sandwich like nothing had happened. "Hey, you fell asleep on the couch," he said loudly, grinning. His mother called from the kitchen, "Everything alright, dear? you need another sandwich?"

Rage burned through me—at him, at myself, at the slick heat still dripping between my thighs. Because even as fury coiled in my gut, so did something darker.

NEED

And I knew—knew—I’d be back for more.

7
# 77815 - by Mnbabe4fun / March 26, 2025
- Fetishes and Kinky Sex -
Straight Male / 23

Convinced My Wife To Fuck My Brother

I convinced my wife to suck my younger brother‘s dick. I told her that I wanted to see her suck another guy’s dick. At first, she was opposed to it, but the reason she gave me why she was afraid I would be jealous. It wasn’t that she didn’t want to do it. I finally convinced her that it wouldn’t affect how I felt about her and that I really wanted to watch her suck his dick. The first time she did it I ended up fucking her doggy style. Wow she sucked him off. We both came in her at the same time. When I saw he was nutting in her mouth. It made me have an orgasm in her pussy. It was such an incredible turn on to watch her suck his dick and fuck her at the same time. After that night, we started doing it on a regular basis. My brother loved it. Of course he is young and horny all the time. After we had done it two or three more times I ask her if she would like to feel his dick in her pussy, especially since he was a little longer than me. I told her that he could reach deeper than me and make her feel really good. Again, she was opposed and said she only wanted my dick in her pussy, but after a little convincing, she agreed to it. Of course, my brother was ready to fuck her so we ended up doing it on the living room floor. She got on her hands and knees and he fucked her doggy style. Wow I got in front of her and fucked her mouth. I can’t describe how much of a turn on it is to have your wife sucking your dick while you are watching another man pound your pussy from behind. Search down, we have tried a lot of different things with my brother. He has laid on the bed, completely naked as she has sucked his dick while she had locked eyes with me. She kept her eyes looking directly at me until he had an orgasm in her mouth. I stood at the foot of the bed and jacked off while I watched her sucking his dick. That was really kinky. I also fuck licked her. I laid on my back on the bed and she climbed on top of me in a 69 position and started sucking my dick while my brother mounted her doggy style and started fucking her while I licked her clit from underneath. I can see everything. I could see his hard dick sliding in and out of her pussy while I licked her clit. He slipped out of her pussy a couple of times and I actually put his dick in my mouth and sucked on it two or three strokes. He kept fucking when his dick would come out and then I would pull it out of my mouth and put it back in her pussy, and he would continue fucking her. He ended up coming in her pussy and pulled out. After he came out, kept licking her clits until she came. I also licked her pussy hole that he had come in and could taste his cum. It was incredible to lick your wife’s pussy after another man had cum in it. This is really great. I love my wife and she loves me but she also loves sucking dick and fucking and I love watching her please another man sexually and being able to see another man fuck her pussy and her mouth. It’s also incredible to fuck her at the same time, another man is fucking her. There’s something very arousing knowing that my wife is making another man’s dick feel so good that he orgasms in her pussy or mouth. This is also dirty and nasty and taboo and that really turns me on to know how wrong it is to fuck my brother in front of me. I’ve been thinking about how hot it would be to watch her suck off a black dick I’m trying to get the courage to tell her that I wanna watch her do that and get fucked by a black man. I think she would really get turned on by that as well. I have a feeling she’s probably already done it and I know the saying once you had black you can never go back so if she has had black dick, I know she’ll want more. I’m hoping that she has.

2
# 77766 - by Jim / March 24, 2025
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