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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:

- Funny As Fuck -
Straight Female / 37

My 2 Friends

We went to a party once and a young girl I worked with sat on my husband’s lap and I knew by the way she was moving she had him hard, my husband is quite large so I could see she was more than enjoying her time on his lap but I also knew I couldn’t get her to get off otherwise my other work friends would see how big he really was.
She slowly down and I knew he was still hard she got off and straight away my other friend seen the massive buldge, she looked at me and said my turn to sit on his lap.
I couldn’t stop her she was enjoying herself luckily the others moved to where the birthday cake was being cut.
I said get off him so he’s not going to be embarrassed, she looked at me and said how could he be embarrassed with something that big.
When the night was ending she said Carly and me are coming to stay with you for the night, I knew what was going to happen so I said fine as long as you don’t tell anyone?
She kissed me and said we won’t ever say anything.
They didn’t know what they were getting themselves into, Carly was the first one my husband took as she started it and was the youngest, I seen my husband absolutely wreck this 22 years old pussy then started on my friend.
I took Carly to bed to comfort her from what she had just taken, as we just laid in the bed we could hear our other friend getting the best sex she’d ever had, we eventually went to sleep then Carly woke me early hours to say can you hear Jodie making some more noises?
I patted her on the arm and said maybe you should go and rescue her? She gave me a hug and off she went. 2 minutes later Jodie was laying beside listening to Carly taking a massive dick in her.
Jodie asked me how on earth do I take that all the time? I pushed her hand and then her head to my pussy, she didn’t even stop she ate me as good as what my husband does.
An hour later my husband came into bed where Jodie and I were laying, his big dick on display and proud of fucking my 2 friends.
I went to check on Carly she was laying with her legs open the biggest cream pie I’ve seen and her pussy fully stretched.
She was so worn out I felt sorry for her but she instigated it, even Jodie said she’d never been fucked that hard before.
We’re still friends, it’s not very often they stay anymore but when they do I’m back in the spare room.

3
# 81262 - by Linda / August 7, 2025
- My Spouse -
Straight Male / 37

Wife Gives Handjobs To All My Friends

It started when we had Jim over, a mutual friend from college who was still single. We asked if he was dating anyone and he pitifully complained that he was going through a "dry spell." He said he was desperate for a woman, "even a handjob." My wife said, "I could probably help you out" and asked if I minded. The idea of her seeing and touching Jim's dick was embarrassing but also hot, so I told her to go ahead.

The way she did it was incredibly erotic. So slowly unzipped his pants and took out his thick, long penis. She said, "Ooo, nice" and looked is eyes with a sexy smile. She ran her fingernail up and down the underside and before long her sprang to attention. She started slowly, then vigorously jacking him off, occasionally running her finger around the tip, and whispering dirty things like "You've got a nice dick. Bet you'd like my pussy really bad. I love your big, hard cock." Before long he started breathing hard and then started spurting like a geyser. She put her face close and it got on her lips and hand. She tasted some and then wiped it on my lips and said, "Oh, tastes good babe," and giggled.

I thought this was a one-time thing with one friend. But now it's out of control. Jim told all of our mutual friends, and at least a dozen have requested and received handjobs. My wife says it's not cheating since they don't see or touch her tits or pussy. She loves to see them ejaculate and says she enjoys giving them pleasure and knowing that they think of her when they masturbate. She talks about their cocks when we have sex, "Oh God, I loved the feel of Rodney's cock - I wish it was in me. It would feel so good - wouldn't you like to see your wife pumped full of his cum?"

This is all pretty humiliating, but it gets both of us off. I've been teased by friends about what a great handjob my wife gives. The worst part about it is that she refuses to give me a handjob -- see says it's "just for friends." She taunts me as she jacks off my friends, telling me that I'm desperate to feel her hand on my cock, but I'll never get to.

4
# 81269 - by Tim / August 7, 2025
- My Spouse -
Straight Female / 24

I Became A Submissive Slave For My Husband.

I think that my problem was that it took quite a bit of foreplay to get me ready for sex. Hub was often tired by the time I was ready. When ready, I loved sex. One Friday night, he caught me nude in the bedroom before I could put on my PJs. He pulled my hands behind me, and I heard first one click and then another. I was handcuffed naked. in steel handcuffs. When I demanded that he release me, he laughed. He said that he had a big weekend planned for me. He put a smooth steel collar on me and attached a chain leash. He clipped the leash to the footboard of the bed. He said I could make to the bathroom when needed. Then he left me there all night while he went somewhere else.

The next morning, he showed up with clippers and a razor. He said that slaves should have bald pussies so that their owners could tell when their pussy was wet and ready. He clipped my pubic hair first. Then he shaved me. He said that he could see how wet I was. He undressed and showered me. His touching made me ready for sex. I told him so when he dried me. He used his fingers to excite me. Just before I was ready to cum, he removed them. I begged him to fuck me. He said later.

He put my sneakers and socks on. He grabbed my leash and led me downstairs to the garage. He put a blanket in the trunk and put me on it. He drove for quite a while, then the car went from paved road to gravel. Soon, he stopped and opened the trunk. He lifted me out. We were in a wooded area. I was so horny that I begged him to fuck me. Again, he used his fingers to almost bring me to an orgasm.

He led me naked down a wooded path. It is hard to walk on uneven ground with your hands cuffed behind you. As we approached a parking lot, he said that it was a dogging spot. When we got close, I could see some men milling around the cars. He fingered me again almost to an orgasm. He asked me if I wanted him to let some of the men fuck me. I said that I would do it for him if he wanted. He walked me to a picnic table, bent me over, and put his wonderful cock in my pussy. I was in heaven.

When some of the men heard me moaning, they cam to watch. This turned me on even more. I lost count of the number of orgasms I had. He finally spun me around and shot his load all over my slave face while they wanked watching. I loved it all. He led me back to the car and put me back in the trunk. When we got home, I confess how much I loved being treated like a slave.

Every Friday, I shower, fix my hair, put on slutty makeup, and put on my collar. Then I cuff myself and wait for him. I get teased and used like a sex slave. It is wonderfu!

3
# 81284 - by Slave In Love / August 7, 2025
- Embarrassing Moments -
Straight Female / 40

Window Cleaners

I just had something happen yesterday that I thought was appropriate for this forum. This is what actually happened so forgive me if it is a little tame by comparison to "stories" on here.
My husband and I live in a few different places, so we are constantly moving around from each of our homes. One home, the one we are currently at presently, is on a high floor of a tall building. It is a very new modern building with floor to ceiling glass windows. We have been traveling a lot most of this summer, so we haven't been here in a few weeks. Due to the travel, I had fallen out of the loop regarding the schedule for our building.

Yesterday morning, we woke up early because of the time change, and my husband began to feel my body as we laid there waking up. Him playing with my nipples and rubbing my pussy got me very horny. We had forgotten to turn the air conditioning cooler, so the room was stuffy, and we kicked off the sheet. The blinds were not down, since we live on such a high floor and nobody can really see in due to the semi mirrored glass, unless you are pretty close. We were playing around, and I was really enjoying it as he was licking me and playfully slipping a finger inside my bottom as he did so. I am embarrassed to admit it, but I really like anal sex. The only problem is that my hubby has a very large head of his penis so we don't do that very often. Yesterday however was different.

I reached into my bedside drawer and got the bottle of slippery lube and rubbed it all over him and got on my hands and knees as he slowly "popped" his quickly swelling head inside my behind. I was moaning as he sat there for a little while allowing me to catch my breath, and I could feel him swelling completely inside me. He began to slowly and gently thrust into me, when suddenly there was a thud at first bedroom window! I had no idea that they were cleaning the windows on our side of the building not having been there. I froze! I felt hubby stop and I'm not sure if it was stage fright or what, he was totally stuck inside my bottom, and with him fully engorged and erect, there was no way that we could pull him out until his swelling went down! There was also no way for us to get off of the bed or walk to the bathroom with him inside me like that. I tried to grab the sheet, but all of the covers had fallen on the floor at the foot of the bed!

I watched as the window cleaner lowered himself down as he cleaned the window, and I tried to quickly thrust against my husband to make him ejaculate squickly so we could extricate ourselves. All that did is drive me closer to MY orgasm! There was no way to hide or speed up the process. I have semi large breasts, and we were completely nude, so the window guy got an eyeful of me on all fours, with my breasts hanging down, and hubby buried in my bottom as I tried to pump against him! The cleaner finished one window and moved to the next, which there were 4 of in the room. Each window being 7 feet tall by 5 feet wide, so it felt like the cleaner was in the room with us. All of this took maybe a total of 5 minutes for the cleaner to finish before moving to the living area windows, but hubby was stuck inside me until I finally pumped against him enough to get his to orgasm in me and pull out!

The reason I write about this is because, being vulnerable like that, and being seen in that way, caused me to orgasm like I've never before! I'm embarrassed but also want to feel like that again! Strangely conflicted but also turned on by this experience!

4
# 81282 - by H / August 7, 2025
- My Cheating Heart -
Straight Female / 33

Yesterday

Yesterday morning my husband wanted a blow job before he set off for work.
I sucked his cock in our kitchen and only a minute after starting, took his load down my throat.

At lunch time my boss asked me if I'd stay back when my colleagues went out to eat.
As usual on a Monday I knew he'd be horny and I found myself lay across his desk having my pussy tongued before he stood up, turned me around and thrust up my pussy from behind.
He fucked me for no more than a couple of minutes, then came inside of me before pulling out, leaving me feeling very frustrated.

After work I should have been going straight home like a dutiful wife. Instead I headed over to Roy's home.
Roy is an older man I met some years ago during a very hedonistic holiday.
He's a very well endowed gent who just so happens to enjoy fucking me when I need his cock.
And after being used twice yesterday, I needed to orgasm myself and wanted no strings attached sex.

Roy welcomed me into his home, then spent forty five minutes giving me one hell of a fucking, after he'd already made me orgasm twice tonguing my pussy and arse.
The thing with Roy who's fifty one, is he isn't a clingy man at all. So once he'd cum up my arse, filling my rear hole he told me to leave.

I left to drive home finally sexually satisfied and Roys cum leaking out of my bum.

3
# 81210 - by Zoe / August 5, 2025
- True Sex Confessions -
Straight Male / 34

He Should Have Reconsidered

I have known my buddy Tim and his wife Shannon for close to 10 years. I was at there wedding and have seen there 8 year old son grow up. We are close in age I’m older then one younger then the other but not by much. Tim was in shape but of late has gotten a little pudgy but nothing grotesque. Shannon looks exactly the same as when I first met her. Shoulder length black hair very pale skin B cup tits tall around 5 foot 7 nice tones legs and a round plump ass. Even after having there son she went back to having the same body. Tim confided in me since we are close that he fucked around on her a few times. I never judged her just said he couldn’t help it liked the thrill and chase feeling. He had mentioned on wanting to convince Shannon to go to a party and had. He never told her that it was a wide swap party and she ended up getting really mad and walked out. I laughed when he told me and that was it. He said that she said no if she would ever consider it she thinks she would want someone she knew not some random freak. I got this feeling that he was going to ask or hint around and I made him flat out ask me if I’d be interested in Shannon. I thought really hard on how to answer. I wanted to say hell yes but didn’t want to seem to eager and piss him off. I asked questions are you sure about this. This is what you want ? Won’t it be weird ? That question was asked over and over. He said she wanted to be only 1 guy at first and then maybe she would let him in and it would be her first 3 some. She said baby steps and after they talked my name kept coming up. He pulled his phone out and started showing very obscene pictures and videos of her. Toys sucking her toys an ass plug ok he left his phone while he went and took a leak and I scrolled through it. I agreed when he got back and he explained what and how it would happen. She and I would be left alone he would leave or be in the room and he wanted to record it and watch it later. I came over Saturday afternoon Shannon opened the door she was in a fitted dress nothing fancy it looks like a tight shirt that’s super long hugs her curves comes down to around her knees. She looked normal I had seen her wear this before but today I was going to take it off. Buddy left we talked she sat next to me and we stared to kiss. Wasn’t hard to get into it seconds later she was ropes in her g string. She went to slip it off I told her to leave it on. I just moved it to the side not much material and I started to finger fuck her. I felt her breath on my dick when she pulled it out I heard her say I knew it. This fucker is long and thick. There was a camera behind us and one in front of us. The hottest thing I ever heard and felt was when she slid down on my cock. Half way down she looked at me and the camera and said it’s only half way down and I’m getting ready to cum. She ground her hips on it and pushed down and I felt a gush from her pussy. Stretch and own that pussy we went at it for a while she found her spot and would grind around and cum she did this a few times. Towards the end she was sore and tired and finally admitted that she couldn’t take it anymore and then I just kept pumping away. She shook violently as I finally blasted in her. We fell asleep and was woken up by her husband my buddy. I heard him come in and I kept sleeping he asked her to come to the room she said for him to get out they would talk tomorrow and went back to sleep. The next morning I woke her up with my dick shoved in. No warning face and tummy down I stuck it in and pumped away. Bed was soaked from the night before it was soaked even more. I got up showered left her in the bed and went home. Saw her husband a few days later and he asked what I did to her. She was sore and couldn’t do much after. I asked didn’t you watch the video. She had taken it and not let him see it. We just fucked is what I said. Thinking back she didn’t wasn’t him to hear everything she said. She called me and asked me if I knew how to edit videos. He ended up seeing it and she was right. He heard the whole own it it’s yours never be felt this before she didn’t know that she could cum so easy guess she needed a real man to fuck her with a big cock. He wants the swap she says no she wants more time with me. So now it’s weird Shannon stopped by and I gave in. She showed up to my place in this tiny skirt and crop top The skirt was so short her panties and ass where visible I asked her is he knew she said no. I was close to resisting until she said if I made her cum she would let me fuck her ass. She could hardly walk when she left but said I could have it again she would get used to it. This is going all bad for him and I can’t keep my dick in my pants

3
# 81213 - by Nick / August 5, 2025
- Anything Goes -
Straight Female / 29

He Wants Me As His Work Wife, He Gets Me 24 7.

I am 29 and my boss has decided that I'm the one to be his work wife. I have a lot of added responsibilities. He won't let the cleaning service in his office, so I have to do his desk clean up. If the cleaning woman is there I supervise her while she vacuums. I have a key to his office.

As his work wife I don't have my personal space anymore. He is in my personal space, continuously. Holding my thigh while I'm beside him. He's pulled me around for him to sniff me between my legs. I get kissed, and I don't mean some peck on the cheek, I get kissed and felt up.

We went to this ballgame. He had seats from a vendor and we had club seats. Other men were there with their 'ladies'. Not to be outdone, he had me sit in his lap with my arms around his neck, let them know he had a 'lady' of his own. I didn't want to him to have to serve himself, all the other ladies were doing the serving of their men, so I did the serving along with them. I made 'friends' with the other 'ladies', not all of them work wives, some were for hire. Being a work wife has a lot of benefits.

I give him sex, and I make sure he's dressed well and his shirts are pressed. I keep a change of clothes at my place. I read about this girl who served her man a plate of oysters at the table. I went to the spa and got all 'cleaned' up for him, and served him his oyster platter. As long as I'm the work wife I get the privilege of being his morning ritual.

3
# 81217 - by Cello / August 5, 2025
- My Cheating Heart -
Straight Male / 64

Breeding My Friend's Wife

This happened 38 years ago but I remember it clearly. I had fucked Donna a few times but figured that was over when she got married. She hadn't yet moved in with her husband and was still living alone in her own apartment. She asked me to come by to "talk."

When I got there she was wearing a nightgown. I sat next to her on the couch and she didn't waste time giving me a big kiss, sticking her tongue down my throat. I was surprised and a little naive, thinking she'd regret what she was doing since she was married now. When I told her my concern, she told me to "shut up," unzipped my pants, and licked my cock until it was hard. I reached up her nightgown - she wasn't wearing panties and I started fingering a very wet pussy. She laid back, demanded "fuck me!" and guided my dick into her.

She was wild, thrusting her hips, telling me to stick it in deep, and to pump her full. She told me, "You fuck so much better than my husband," which was such a turn on. I flooded her with my semen. I could feel her c**t pulsing in an orgasm. I remember being relieved that she was married at that point, because her husband would raise the baby if she got pregnant. Breeding a friend's new bride was so hot. I know it's wrong, but I got some smug satisfaction knowing that he'd never have exclusive married pussy. I may even have gotten to his new bride before he did!

I didn't think much about it, but did know that Donna had her first son nine months after that. Just recently I went on an ancestry site that I had sent my DNA to. I put in their last name and found I'm a cousin of someone with that name. Pretty sure I have a 37 year old son.

So that's my favorite sexual memory - fucking and breeding a friend's wife, watching her orgasm like crazy, and knowing that I changed their marriage, sex life, and family forever.

7
# 81221 - by Tom / August 5, 2025
- Anything Goes -
Straight Male / 25

She Is Bisexual

I had known my girlfriend since she was 13 . By 14 we were having sex . When i was 20 my parents went away for 6 weeks . My girlfriend moved in with me when they were away . We had great sex . On the second Saturday i had arranged to spend the day with my pals . We were going to drive to the coast . We met up at 9-00 . One of us was delayed by a problem at home . In the end he was ready at 11-00 . As we were waiting my pals were joking and asking each other about what sort of bathers they were taking . I realised that i had forgotten mine . I nipped home to get them . They were in the airing cupboard on the landing . The front door was locked so i guessed my girlfriend had gone out . When i went when i was climbing the stairs i heard something . When looked across to the bedroom the door was wide open . My girlfriend and her best friend were on the bed naked . My girlfriend was between her friends thighs licking her pussy . I walked in to them . When i asked what they were doing . My girlfriend admitted that they had been having sex with each other since they were 11 . But they also had sex with boys . They were not lesbians . They were bisexual . She had always kept it secret from me . Being scared to tell me . In case i dumped her . This got me feeling horny . I phoned my pals to tell them not to wait for me . As something had come up and i wouldn't be joining them . I asked if i could join them . I undressed and got on the bed . We had a threesome . I licked my girlfriend and her friend crouched over her mouth with my girlfriend licking her . Over the day i licked them both they licked each other . I fucked them both cumming in their pussy . From that day we all slept together and had sex . The girls let me watch them having sex . I had sex with both of them . They did what i wanted them to do . I had one riding me . With the other crouching over my face with her pussy on my mouth .

1
# 81227 - by Kevan / August 5, 2025
- My Spouse -
Straight Male / 38

Wife Is Insatiable

I guess most people would say I'm living every man's dream. My wife has a majorly high sex drive. I keep up fine because mine is fairly high itself, but I don't just want to be keeping up.

It's been said "Men think they want a lot of sex, until they find a woman who wants a lot of sex".

I strive to be the best lover I can for my wife, I just don't want to burn out before she's done. I'd hate to let her down.

4
# 81228 - by Just Joe / August 5, 2025
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