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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 Spouse -
Straight Male / 35

Is My Wife A Cuckquean?

My wife and I have been together for 12 years, and she is, well, lame when it comes to sexual exploration. It usually takes some drinking to get her to do anything crazy. The most wild thing I've gotten her to do is fuck on the hood of car on the roadside, and she was more than half drunk when I got her to do that.
About a month ago though we had some new neighbors move in. They're a younger married couple and the husband is away for work quite a bit. His wife and my wife have been hanging out from time to time. About a week ago they were in our house hanging out and watching TV and the neighbor wife was wearing a this t shirt and no bra. She has nice perky, probably c cup, tits. She's cute too, shoulder length blonde hair, slim, big round ass. I couldn't help but notice her and her tits bouncing around as they laughed and enjoyed their night. Turns put my wife noticed that I noticed. Later that night she was all over me and she said, "you like looking at her titties don't you?" I said, "of course I do, they are nice to look at." She started riding me and saying stuff like "you want to suck on her tits and bite her hard nipples don't you." The more she spoke about it and the more I told her I'd do to the neighbor the harder she would ride me. My wife kept going saying things like "would you force me to watch you fuck her in our bed?" "would you cum in her pussy and make me lick it?" "would you make me suck your dick after you fuck her?" By the time we got done she was fucking me harder than she ever had.
Now when we see her across the street my wife will say things like, "there's your crush" and grab my dick. She was sucking my dick this morning and said "too bad I can't taste her pussy on your dick."
This is really out of character for my wife. She has never been jealous when I check out other women and sometimes she even points them out to me, but she has never said anything like this before. I'm interested to see how she acts next time she hangs out with the neighbors wife.

5
# 63588 - by BigWhite / January 29, 2023
- My Spouse -
Straight Male / 36

Snorkeling Fun

Last year my wife and I went down to the Caribbean to celebrate our ten year anniversary. My wife is a sexy brunette who is about 5 ft 3 and 115 pounds. She has a great tight body and beautiful round ass that I love for her to show off.

We hung out on the beach most of the trip and had sex pretty much every night. We had a driver with the company I booked named Pierre and he was a young black guy probably in his mid 20s who lived on the island. He would drive us around when I called him and gave us nice tours of the island. Our second to last day there my wife mentioned to him that she really enjoyed snorkeling and asked him if he knew any good beaches. He said he owned a boat and even better could take us to this small island about 5 miles off the coast with great snorkeling so we took him up on the offer.
I’m not a huge fan of snorkeling but figured I could just stay in the boat while she had fun

So the next day we meet him at 10 am and he takes us out to the small island off the coast. No one was around the and it was a gorgeous day. When we get to the spot and anchor he strips down to a small speedo and I looked over at my wife and could see her eyeing him up and down. He was pretty ripped and seem to be pretty hung from what the speedo could conceal. My wife wore a cheeky bathing suit that showed off a lot of her ass which I could tell he seemed to be enjoying as well.
I snorkeled with them for a bit before I got tired and told her to stay in as long as she wanted. I went back to the boat to rest and he said they could swim around to the other side of the island to check out some sea turtles.

After I ate , I started to feel better and decided to go for a walk around the little island. I walked around for about 15 mins until I got to the other side and saw my wife and Pierre snorkeling close to the shore. The island had a lot of trees so they couldn’t see me from where I was. When they got out of the water to my surprised Pierre basically grabbed my wife and started to kiss her passionately. At first she pulled back and looked around and he whispered something to her. She looked him up and down and then decided to return his kiss. They were passionately kissing and had their tongues down each others throats while their hands roamed all over each others bodies. Pierre undid my wife’s bikini top and started to suck and lick on her tits while she pulled out his large cock and stroked it. He looked to be at least 8 inches and very thick. I was feeling pretty pissed off but at the same time my dick was rock hard seeing my wife with this young dark black man. She then gets down on her knees with her tits on full display and starts to lick and suck on his huge cock. He is running his hands through her hair and squeezing her nipples. After about 2 mins he looks as if he is going to cum and she stops and kisses her way up his chest. She then walks over to a nearby tree and seductively removes her bikini bottoms and shakes her juicy white ass at him. He doesn’t waste any time and moves behind her and starts to rub his bbc up and down her slit teasing her until he slowly starts to penetrate her. I can see her eyes rolling back as he gets deeper and deeper inside her. Once he gets balls deep so starts to spasm with her mouth wide open and eyes rolling back in her head. I knew she was having one hell of an orgasm.
He then started moving his hips really fast and fucked her like a jackhammer. Her ass was bouncing up and down with each of his thrusts and he was really giving her all of his dick. She could only hold on to the tree as he used her pussy. He gave her his dick from behind for about 5 mins or so before I could see his body clenching up. She was talking to him and I’m sure she was telling him to cum. He really picked up the pace and started to smack her ass until his ass cheeks started to clench and he pumped her full of his cum. It must have been 8 or 9 big pumps inside of her. His big dick then plopped out of her pussy and she fell to the ground in orgasmic exhaustion
To my surprise she then went over to his cock and sucked it some more to clean him up. I have never seen her act so slutty. They then got back in the water after putting their suits back on and made it back to the boat about 30 mins later as if nothing had happened.

That night she thanked me for a great trip as we were scheduled to depart the next day. I asked her if she had fun snorkeling and she said it was great and Pierre was an amazing guide. I didn’t push it any further. We went outside to have drinks and look at the ocean and while we were standing ton the balcony she pulled down my pants and gave me a long sensual blowjob and even let me cum in her mouth which rarely happens.

3
# 63695 - by Matt / February 4, 2023
- If The Boss Only Knew -
Straight Male / 33

Visit To Bosses House

I am good with computers so when my boss asked if I could come over to her place on a Saturday to look at an issue she was having I told her I could but it might be until later in the day. She was fine with that. I managed to get there just after noon and it was very nice large house. Her husband answered the door and I told him who I was and explained she probably wasn't expecting me this early. He said it shouldn't be a problem and led me out back to where she was. She was tanning topless and I saw her very nice breasts which she quickly covered up. Her string bikini bottoms didn't hide much either. She is in her early 50's and her body looks fantastic. I apologized about what I saw and she seemed cool with it saying I can't unsee what I had seen.

She took me to her computer that was having an issue and explained the problem. I began work on it and we started talking. She asked if seeing her topless made me uncomfortable. I told her she was probably more uncomfortable than I was. She asked me to show some professionalism and just keep that I saw her topless to myself and not tell anyone at the office. I agreed. When she told me seeing an old woman's breasts like hers probably grossed me out I replied that she had fantastic breasts and a great body and she wouldn't gross out anyone.

She left me to work on the computer while she went outside to do more tanning and told me to come out when I was done. In about half hour I was done and went out back. Her husband had speedos on and she only bikini bottoms, was face up with breasts fully exposed with no attempt to cover them this time. She asked me if I wanted to stay for dinner and then insisted I do. She asked her husband to loan me one of his swimsuits and was led inside. Most of his suits were not the most concealing but I put one on which probably showed my bulge off more than I really wanted. Given my boss was topless I figured I better not worry.

It was getting close to dinner and my boss she was going in to shower. Her husband and me began to talk. He brought up she must really be comfortable with me to leave her breasts exposed the way she did and asked how I liked seeing them. I told him she has a great body and he asked if I wanted to see more. I asked what he meant. He made me promise to tell absolutely no one what he was going to show me and told me to go with him. He showed me pictures of her naked. They showed every inch of her and a lot of her in some very explicit poses. I asked if he really should be showing me these and he said I seemed to really like her body and he figured he would show all of hers to me and once again reminded me I promised to tell no one about this. He then said this is something he thinks I will really enjoy and starts showing me a video. She is naked and posing very sexy and explicitly. She then begins to masturbate and does so until she is squirting. I was really turned on watching this and he said he could tell I was. We went back outside to wait for her to be done her shower.

He tells me she would probably like a look at me but would never admit it. He asks me how I would feel giving her a peek. I didn't know about that and he tried to convince me. He said all I had to do is go have a shower and a quick "accidental" little towel drop should be all it takes for her. Consider it payback for her showing you her breasts and all the pictures I showed you of her, I agreed to do it.

She came out wrapped in just a towel and said she was done. Her husband told her I wanted to grab a shower too. I was very sweaty and he mentions to me to hang my suit up to dry before I go in. I didn't expect to flash her at that point but when she said to go head and mentioned I didn't need to be shy around them I didn't know what to think but I did it. I took off the swimsuit and hung it up which left me fully exposed to her. I went in to shower but what was I was expecting to be a quick flash turned into a lot longer. I went into the bathroom as did she. She began toweling off in front of me as I was about to step in the shower and I saw her pussy which got me erect almost immediately and a look from her. She said she wouldn't want her her husband catching her looking at me when it was like that so she better go and quickly exited the bathroom.

I showered and got dressed and we had our dinner. Not much happened after that but my boss doesn't know I have seen her pictures and video which was a lot more that her seeing me with an erection.

5
# 62842 - by Aaa / December 26, 2022
- I Did It For The Money -
Straight Male / 32

Football Bet

A few hours ago my wife lost a bet to my two best friends. She bet that Brady would lose today. Well, that did not happen so they were able to fuck her. And they did, for an hour and a half, in my bed. When they finished and left, I went to check on her. I found her naked, balled into the sheets, condom wrappers on the floor, in the room that smelled like sex. They obviously gave it to her multiple times. When she saw me all she could say was ‘I am sorry babe.’

6
# 61928 - by Chris / November 13, 2022
- My Spouse -
Straight Male / 37

Wife With A Good Friend

We have a good friend that we have known since before we married. My wife and I got married after I graduated college and she finished college after being married two years. We both worked and decided to start our family. After 4 years she finally got pregnant. Our friend came over almost daily after the birth and was actually a big help. I got suspicious noticing my wife would bare her breast in front of him during breastfeeding. He would often sit beside her watching her feeding. She would even let bare breast hang out in front of him. After birth due to doctors orders and my catching the flu it had been most of three months before we had sex. She enjoyed her milk breast being squeezed and sucked during sex. I unusually came home for lunch one day. My wife was strattle our friend on the sofa. With both hands he was squeezing one breast and sucking it at the same time. My wife was in orgasm and loud. They didn’t hear me enter so I walked over and asked what is going on. My wife stands up and his cum falls on the floor. I walk outside to get my thought together. My friend walks out and talks with me. He discussed to please not let this break up our two marriages nor our friendship. I go back inside to my wife waiting to talk. No excuses just discussing their ordeal. My wife asked did he tell me? Then said he fathered our daughter. My wife then tells me she is pregnant again and was his child. We both knew I had low count and none swimmers and would be lucky if I could get her pregnant. She wanted us to have a family so she asked him to have sex with her. She said she got pregnant the first month they had sex. Did DNA and he fathered our daughter. She admitted that he was obsessed with pregnant sex and breast feeding breast. She knew I didn’t want to hurt her or baby. She admitted they had been having heavy sex since she got pregnant. They resumed sex three weeks after birth while I followed doctors order and then had the flu and stayed at my parents two weeks. After a week of small discussions and getting my thoughts together I accepted this was an acceptable way to get children. After a month she asked to talk when I got in from work. She wanted me to take our friend back as before. They also wanted to resume sex together with my permission. After a few days of thinking I really didn’t like how relations where now and would like things like it was before I walked in on them. I knew both families may be broken if not so I agreed. After the birth of our second daughter my wife got the three year birth control implant. Our friend had two older daughters who loved his two daughters by my wife and didn’t know they were hanging out with their half sisters. He had been having sex with my wife for 5 years when he discovered his wife was in an affair. She somehow knew he was cheating with my wife. She agreed to stop her affair if he would stop sex with my wife. So the cheating drama ended. My wife has been off birth control the remaining time and I haven’t fathered a child yet. The drama of all of this hasn’t been easy. I find my wife crying at times. I will say my wife no doubt enjoyed sex with two men while it lasted. She has trimmed up and keeps me having sex at any available opportunity. We have had sex in dressing rooms, store restrooms, vehicles, and even in my office during lunch breaks. She still hopes to have a child by me. Wow what a wife.

4
# 63600 - by Surprised husband / January 29, 2023
- My Spouse -
Straight Male / 58

GLORY HOLE

My wife and I are into the swinging scene. One night at the club she asked, 'Can we try the glory hole'. I wasn't feeling it and didn't want to spoil her fun and so agreed. The glory hole was different in that she lay on a table and then it was slid through an opening and a shutter dropped over her waist. I held her hand as she told me her panties were being removed. 'Ohhh', she gasped I looked at the monitor behind us to see a guy lapping at my missus. She was gripping my hand and breathing heavily. 'Some-one's in me'. I looked at the screen and sure enough the guy was using her pussy which was confirmed by the movement of her body. I released her tits as I love watching them jiggle. They were rapidly bouncing, and I knew what that meant he was about to cum in my wife's muff. She pulled me down and I kissed her lovingly as he filled her with his sperm. I watched as he pulled out and wiped his cock on her dress then wrote something just above my wife's clit. I lifted the shutter and pulled her back through ..he'd written his number and the words, "clean her up useless." 'Well', she barked, and I proceeded to clean his spunk that was oozing from her. 'Well done', she smirked and took a picture of the message on her iPhone.

2
# 62445 - by Jack / December 5, 2022
- My Spouse -
Straight Female / 35

Cautionary Tale

For much of my married life, my husband has been trying to get me to fuck other men. Yes, true cuckhold kind of behavior.

After a night of fucking my black dick while he watched and helped, I told him I would do it. We discussed the logistics and we moved forward.

Within a couple of weeks, I basically had an entire ranch of bulls that I could choose from to fuck me. Every size, color and shape. My husband did not care who it was, as he left it my choice.

It started with an older white guy who we met at a motel. It was uneventful for me, but my husband got his wish.

The next guy was also white, my age and he was thick. We met at a motel. He stretched me good, I came hard and my husband got his wish.

The next guy was an older black guy. He was a bigger guy and not what you would call physically fit. We met a motel and this man fucked me like whore. He used my body for hours and I willingly gave it to him. When he was done, he got dressed, said his goodbyes and arrogantly said he would be expecting my call. Again, my husband got his wish. And yes, I called him again and he used me like a whore.

This same type of thing happened for about a year. I was a hotwife. I made my day as a marketing manager and I made my nights as a sex vixen of a cucked husband.

I guess about three months ago, one of my bulls approached me about getting gang banged. He had some friends that would participate and everyone would have some fun. I had some apprehension as I was not really sure if I wanted to give up my body to more than one man at the same time. I asked my cuck about it and (maybe too happily) agreed. I went back to my bull and we set it up.

The day started at a chain restaurant watching college football. Me, my cuck and six other men. It must have seemed like an odd set up to the server, but it was good and fun. After the game finished, we all drove to the motel. It was awkward until the original bull says to my husband ‘undress her.’ In like one minute flat, my naked body was on display for these six guys to do as they wished AND my husband would get the ultimate cuck wish - his hotwife in a gang bang. My pussy had been horny all week and by design I had not allowed her to cum until this event.

It started by me being on my knees giving all of them head. My pussy was fucking dripping and when one of them figured this out, they ‘decided’ that my horny pussy needed some dick. And boy did they give me some dick. I was mercilessly fucked for the better part of four hours. I took such a pounding that my legs were jelly into the next day. My pussy was beaten down and ruined that day. I had learned to control my gag reflex enough to ‘swallow’ a 9” dick. Practice makes perfect I guess. Out of true sexual depravity, they took all of my holes and I allowed them to cum everywhere and they did. And yes, my cuck husband got his wish.

The next night, yes, the next night, my cuck husband says thank you for doing that for me. You fulfilled a wish. It seemed like he closed the door on this so I asked him about that and he said yes, my wish has been filled.

Update from the current day: he doesn’t like it, but I still fuck other men. He let this genie out of the bottle, I am enjoying it fully and there is no end in site for it stopping. The cautionary tale: be careful what you wish for, as you just might get it.

3
# 62704 - by Catherine / December 19, 2022
- My Spouse -
Straight Male / 36

At My Wife's Request

The other night my wife and i were wrapping gifts in the basement when out of nowhere she asked me to whip out my dick so I did. She asked me if i could slap her face with it So I did. She started fingering her self and asked me to take off my pants get on my knees and start jacking off as she wanted to watch me do it while continuing to finger herself. This out of left field but incredibly hot and sexy. She took her pants off still going at it asking me to put a finger in her butt which I did not hesitate to do Nd she let out such a big sexy moan. I told her i was ready to cum she said me too. She told me to push my finger deep in her ass and she started to cum and I started to cum on her pussy hair, belly and tits. She was shaking from cumming so hard and I made a total mess on her mid section.

Very hot

5
# 62794 - by Austin / December 23, 2022
- My Spouse -
Straight Male / 43

My Wife’s Friend

My wife’s best friend is a single mom with two kids. She got divorced a few years ago. She’s a really beautiful woman and a great sense of humor. Plus a rocking body in a bikini too!

Christmas afternoon after our kids opened their presents I went to take a shower. My wife decided to join but before we showered my wife gave me a great bj. She gives me a bj every Christmas. After we shower we had a few Christmas’s to go too.

Then later that night after our kids were in bed we had sex. After cumming all over my wife’s pussy and stomach we hopped in the shower together. As we are showering she tells me that her and her friend talked about me on Christmas Eve. So that had me curious. I ask what did you talk about and my wife said your dick.

I about said of course you did. Turns out my wife mentioned to her friend for the first time that I’m uncut and even showed her pics of my dick. Both my wife and her friend have unusually high sex drives. As we showered my wife gave her pussy a fresh shave then handed me my razor and told me to shave too because her friend was coming over tomorrow to see my dick in person.

Do what!? I said. My wife said my parents are coming to get the kids tomorrow afternoon and my friend will be here around 3. So as my wife left the shower my dick got rock hard. I gave the whole area a fresh shave and got out of the shower. Dried off and got in bed.

So Monday afternoon her Friday came over. My wife and her friend quickly stripped down to just their thongs. All I could do was stare but then my wife took my shirt off as her friend pulled my pants down. Standing there in just my briefs my wife’s friend said it’s big too. Then off came my underwear.

My wife kissed me and watched as her friend played with my uncut dick. Her friend was saying stuff like how different it is from a cut dick too how easily it is to jerk off. She was fascinated by the foreskin. As she’s giving me head I’m moaning. My wife’s friend was so good as sucking dick!

But then my wife’s friend got on top and rode my dick! Her pussy was so tight and wet. My wife kissed her friend then me as my dick was balls deep in her. She was enjoying all the extra skin my dick had.

2
# 62884 - by George / December 28, 2022
- My Spouse -
Straight Male / 28

Wife Wanted Someone To Watch Us Have Sex

We've only been married a couple years and my wife has always be pretty kinky. She recently binged some show called the great where people are pretty open about sex and I guess servants are always around while people are fucking.

Anyways, she brought up the idea of letting someone watch us and I told her that was fine with me. The next night her college friend Robin is over and my wife is all excited.

Long story short we kept the lights low and my wife pulled my pants down in front of her friend and started sucking my dick while she sat in our recliner watching. We end up with her riding me on the couch while her friends watches the whole thing.

My wife moaning and riding me harder than ever, clearly showing off for her friend. It was fucking hot and I've requested we find a guy to watch us as well. She's a bit hesitant but I want to show her off so we will see.

7
# 63066 - by LuckiestGuy / January 5, 2023
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