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:

New Years Eve

I am Katie, married to a military man, no kids and this is my confession:

When my husband was home for Thanksgiving, we had a heart to heart about our sexual needs. We decided to try having an open relationship. I will be honest and tell you that we both want this. We both need this. And we both are in agreement that this is something that should be done. We would communicate about it if and when it happens so there is nothing hidden. My husband has had one encounter so far.

I had my first encounter on New Years Eve. I was invited to a party that some other military wives and husbands were attending off base. The party was really just a get together - food, booze, stories and the ball dropping. I had figured this would be a great opportunity to find some sexual fun, but not being a slut, I find it hard to just go find dick. But make no mistake, I am tired of buying batteries for my toys.

As the night rolls on, I start to get antsy.

I approached the bar and asked for Stella. At the same time, the young man next to me asked for a Stella at the same time. It was like kismet…perfect. We chuckled and decided to find a place to talk. Turns out he, like me, was originally from Oklahoma. That was extent of our similarities.

He was younger, brash, built like a freight train and vowed to never get married. He loved the single and mingle life. In my mind, this was perfect! More talk, more Stella and now the clock turns to 2023.

He offers to share an Uber home and we immediately start making out in the car. He is all over me and I cannot get enough of him. My heart is racing. My pussy is alive and awake for the first time in about a month (my husband did me good when he was home lol). We decide to go to my place where I will be more relaxed.

We get to my house and this 22 year old boy undressed me before I even got in the door. We was not missing the opportunity to get married pussy. As we got in the door, I started to unbuckle his pants: boy was he ripped. His silky feeling boxers were next. Those were tossed aside to expose a perfect 7” cock. Hard, ready and attached to a fully built machine.

We got to the couch, he sat down and I mounted on his hard cock. I dropped balls deep and rode his cock like I was possessed. I will not lie, I am a bigger girl. Big tits, a round ass and a phat pussy. I am built for rough sex for sure.

Riding away and all of a sudden he says stop. With a little help from me, he stands up (still balls deep in my pussy), walks me to the living room wall and he proceeds to fuck me like no tomorrow. I am hooked on his cock and my legs are hooked into his arms. Basically he has my legs over his shoulders, but not quite there. My arms are hooked around his next. He is banging me for all I can take and it happens. I start to cum like a freight train. This one soaked all of my crotch. This one was a full body experience. I thought I may choke him out as my arms were so tight around his neck. He NEVER stops!!! He just kept hammering me until his legs got tired about five minutes later. He continued with me hooked on him as we walked to the bedroom, where he continued to fuck me until he finally pulled out and came all over my stomach. Happy New Year to me!

We fucked again in the morning too.

I have talked to him since and we will probably find time this weekend to play. I am looking forward to it.

The Brother-In-Law

After 10 years of marriage and spending most of our time together I started a new job and had to train out of state for several weeks. In an effort to save money, my wife moved home with her mother and we put all our furniture and belongings, other than clothes, in storage. The company provided me a place to stay but she couldn't stay with me because they hired another person at the same time and we were required to share the apartment. Lucky for me, he never showed up so I got the place to myself.

My wife, whom I'll call Lisa, is from Texas as is her entire family. I've met them but didn't really know them well. She has a sister who is 3 years older, and a brother who is 14 years older. Her sister, "Kay", is married to Richard or Rick. They had been married around 15 years at the time this occurred. They lived in the same town as their mother but on the other side of San Antonio. Lisa has always been fun but never wild. I took her once to a bikini contest in a bar, the ladies ultimately were topless and she was so shaken by it that I had to take her home. She'd never seen anything like it before and didn't know how to react. She was just a good girl who grew up in a Christian home. She wasn't a prude, but was definitely reserved.

After 6 weeks I was sent to the San Antonio office to work, at my request, and we rented a place about 5 or 6 miles from Kay and Rick. He and I became good friends over time and spent a lot of time together. Lisa was friendly with Rick but she and her sister didn't get along that well. Lisa had spent quite a bit of time with them while I was gone and they seemed to get on each other's nerves. Eventually, Kay got on Rick's nerves too and they split up, though they didn't get divorced for a few years. We continued to hang out with Rick and spent very little time with Kay. Rick made it clear that he was attracted to Lisa, he often hit on her and made "inappropriate" comments to her. She never got mad but seemed to be embarrassed when he did...at least until she had a few drinks in her then she'd actually flirt back with him.

One night, he and I were drinking and playing pool when he said he was "dying to fuck Lisa". I laughed and told him that would never happen. He then said he bet he could fuck her and it wouldn't take him long to do it. We went back and forth about it, I kept telling him he was full of shit and he wanted to actually make a bet. I asked what the bet would be and he said "If I can't fuck her in 30 days, I'll give you $500. But, if I can fuck her then I need you to give us your permission to do it again. Also, you can't tell her about the bet". Knowing my wife, I agreed to his bet and told him I was NOT going to let him welch on it. He seemed very confident that he would be successful and, after that night, he began coming around even more often. We went places together, partied together, spent most all our spare time together.

One Friday I got home from work late, around 8:00, and Rick and Lisa were already pretty buzzed, they had been drinking since 3:00 and it showed. Lisa was wearing shorts and a sports bra. She'd been out running when he drove up and had never changed. I went and took a shower then poured myself a drink. Lisa decided she needed a shower so he and I talked until she returned, neither of us mentioned the bet though. When she came back out, she was wearing a short night shirt and no bra. Her nipples sticking out were nearly obscene and this instantly got Rick's attention. He began teasing her wanting t see them, she'd laugh but refuse, and he continue to press her. I could also tell she had no panties on by the way the shirt clung to her ass cheeks. I had to admit I was also getting turned on looking at her.

I was soon as drunk as they were and before long we were about to pass out. I went to bed without telling them but Lisa joined me just minutes later. She took off her shirt and started trying to initiate sex with me, but I was just too drunk and fell asleep. I woke up a bit later to find Ricky on top of Lisa kissing her as he moved in and out of her. Lisa was kissing him back and would let out the occasional gasp. I could hear her getting worked up and soon they were fucking like crazy. Lisa cums quickly and that night was no exception. I heard her tell him his cock felt great inside her and then she let out a loud moan and shook all over. Rick didn't last much longer and told her it was his turn and shot his load inside her.

He slept beside her the rest of the night but was up and in the kitchen when I woke up. I went over and poured myself a cup of coffee as he said "Well, it's been 18 days. Looks like I win!" I shook my head and called him a mother fucker and we talked a bit. I then asked him how he knew he could fuck her. He said, "Because it's not the first time! I fucked her twice before you moved here. Once after playing strip poker, another time at her mothers house."

Well, THAT was quite a surprise and began a lot of fun!

Going Bald For The First Time

For our wedding anniversary my husband and I have decided to go on a cruise. An expensive one actually. It’s our 23rd anniversary. Our kids are old enough to stay home alone but my sister is going to stay over while we are gone. That gives my husband and I loads of privacy.

I personally have always had a bush down there. I just never thought about fully removing all the hair. The most I’ve done is shave my bikini line when wearing a bikini. My husband actually thinks it’s hot when I shave my bikini like. He likes the wide landing strip it creates. My husband is 50. He’s hairy too but in his 40s he started shaving his shaft and balls plus trimming his bush some. He did that as he got more into exercising and I think it’s hot. Better for BJs

Our sex life is good. We have plenty of sex and I’ve never once heard him complain about my bush. But I decided a few weeks ago to get waxed for the first time. Full Brazilian. Question was could I keep it a secret from my husband.

So this past Wednesday I got waxed. New experience for sure. Having my vagina out in the open as a woman made it bald. Plus got my crack waxed! Didn’t know that happened. But over all it wasn’t bad and boy was it a new look and feeling to me! The woman waxing me said it might feel weird at first.

Then the real task came. Hiding it from my husband. I wore bikini style panties instead of thongs to make sure I was covered. Didn’t want him seeing till we got to our hotel room.

Friday we flew down to where our cruise was leaving from. By the time we got to our hotel room I was ready to show him. I had on leggings and no panties. Felt amazing too!

After getting our room that we would be in till Monday morning I told my husband I need to change before we go out to get something to eat. I grab a sundress pit of my bag and start stripping. As I’m pulling my leggings off as I stood in my bra my husband noticed I was bald. He was lost for words as I put my sundress on. He was obviously hard in his pants too! He just said that’s new and a first.

I know he totally wanted to fuck right there and then but I told him you’ll have to wait till we get back. I don’t need cum leaking out of me while out with no panties on. And sure as fuck in the Uber ride to a restaurant his hand made its way up my sundress to feel my bald pussy. Then my classy husband pulls out his phone and texts me lol. He says your bald pussy has me leaking so much.

Needless to say we had great sex that night. And plan too the whole cruise.

Huge bonus was my husband decided to fully shave! What a sight! Honestly we both are thinking about keeping the areas hair free now. Now we understand why people do

Hannah's Vacation

My wife, Hannah, and I gave been married 5 years and dated 5 years before we got married. We met in college, I was a senior, she was a freshman and beautiful. After graduation, I took a job for an engineering firm about an hour away. This made it possible to still see each other a few times a month. She joined a sorority and made many close friends. She graduated and found a job near mine and we married shortly after. We had a child a year later and the routine of our lives set it. Not that we weren't happy, but the nonstop sex had dwindled down to once a week, then once every couple of weeks. We both saw it but neither really knew how to fix it. We tried date nights and other things but we still seemed stuck in a bit of a rut.

Hannah came to me one day and said a few of her old sorority sisters were taking a trip to Mexico together and she wanted to go. She had already arranged for her parents to watch our daughter, I was traveling for work 3 days that week, so I told her to go ahead. When she got home I found it really seemed to help. She seemed rejuvenated and our sex life returned to what it had been a few years before. We were back to sex at least twice a week and even started sharing fantasies in bed.


About 2 years later I was browsing through some porn sites, yes I know...how horrible! I saw a couple of videos that were titled as spring break party girls or something similar. I recognized a face in the brief clip as a sorority sister of my wife's. I clicked on the video and sure enough, there was my wife and her "sister" on a stage in a wet tshirt, eventually topless. I found a couple more taken on a different night, based on the shorts she was wearing, The 2nd video showed her making out with her "sister" and then off stage making out with multiple guys.

I waited a few days before showing her the videos. She was a bit freaked out by it but did admit to getting a bit wild there, but swore she didn't actually "hook up" with anyone. Whatever the real situation was, it clearly helped. After discovering the videos we decided to take a trip to Mexico ourselves and even invited a couple of her sorority sisters as well. It was a very fun time, but tame in comparison to some stories here since there was no swapping or sharing.

Husband Wants To Share Me

We are in the throes of sex a few weeks ago and my husband blurts out that Curt and Robbie (his best friends) want to fuck me. I was like where did that come from? Apparently it has been for a long time.

I am an open minded girl and I have done multiple men before so we talked about it. Basically, they would come over for the day to watch football and, if all parties agreed, they would all fuck me.

We set it up for Saturday. I would dress comfortable and I would allow whatever happens to happen. It took a few hours for me to be open minded enough to do it, but it happened. One by one, two at a time and yes, all three at a time took me. Both guys were pretty hung (Robbie is a black guy - he fucked me good and he was my first bbc) and it was a good time for everyone. They used condoms to fuck me but when the came they could cum on me or I swallowed.

They all want me again, so I agreed. Remember, I had just as much fun!!! They want me bad so we are doing it tonight.

Here is the Pandora’s box problem. Robbie has asked my husband if he would be okay with him asking me to play with him and a couple of his friends (all black). My husband approached me about it and I wanted to think about what this meant. Remember he shared me in the first place. I am compelled to agree to it if Robbie asks, which I am sure he will tonight. I know what this means: I will become a hotwife and eventually will probably only want bbc. That isn’t a problem for me and my husband seems completely comfortable with it as well. I will update everyone tonight.

Husband Wants To Watch Me

My husband has had a fantasy for many years of watching me with other men. I enjoyed him telling me his fantasies while we fucked or while I masturbated and I figured it was just a fun fantasy to liven things up. He never hinted he wanted to actually see me with another man until this past week.

After dinner we came home and He confessed to me that he wanted to see me with another man. I thought it was still just a fantasy to him but he said he has thought about it a lot and would like to try it for real.

We are going to New Orleans in November for a few days and he said that would be the perfect opportunity away from home with a stranger we would never see again. I told him I wasn’t sure and am super nervous about it. He told me he could find a guy who gives an erotic massage to take it slow as I wanted and if I’m not vibing with him no pressure.

I admit it all sounds good and I have thought about it a lot. I’m turned on by it but worried it will change our relationship forever.

Do you think I should go through with my husbands request and have a guy give me an erotic massage while he watches and see where it goes? I’m also worried my husband will get jealous when he actually sees me having sex with another man. Thanks for the advice