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:

Bad Breakup

A recent bad break up has led me to acting out sexually. Basically, since my ex boyfriend broke up with me about a month ago, I have fucked 8 guys. Yes, I know…fucking slut. But I do not care. This guy made me so mad that all I want to do is use other men for my pleasure. I have two more scheduled for this week and I cannot wait.

Is this behavior sustainable, no. Am I stopping now, no. Sometimes you just have to be about you. That is where I am at now.

Gang Banged

My husband has been role playing me being gang banged for years. I told him to set it up and I would allow it to happen. The other night, he got his wish.

Five men joined me (and my husband) in a hotel room. We met them through our local fetish group and it was the time of my life. These men knew exactly what to do to me and have me do to them. I was positioned in every way possible. So much cum!!!! So much cum!!! The entire night lasted about five hours and we cannot wait for the next time we all meet.

My Son’s Friends

As a teacher, I have my summers off. As of now, I am relaxing most days by our pool. Most days, my kids and their friends take advantage of our pool as well.

Last year at this time, my son’s friends got the best of me. My son does not know (at least I do not think so) but his friends all continue to have me at their whims.

It started as a normal day by the pool. Danny (my son), Brent, Cole, Timmy and I hit the pool around 11:00. At noon, Danny’s work called and he was asked to work. He told them yes and proceeded to get ready for work. He was gone by 1:00. This left me with three 20 year old boys swimming and sunbathing half naked in my pool. My pussy started to wake up. I tried desperately to quell her desire, but she was having none of it. At one point, I excused myself to ‘use the bathroom’ as I needed to touch myself. Fuck, I found a creamy mess between my legs. I was in trouble.

I tried to occupy myself inside by making lunch for everyone. It was just sandwiches but nonetheless, a distraction. As I made lunch, I could hear the boys talking about girls and how they all needed some pussy. (Here I am, 50 feet away soaked to the core….if they only knew!)

After lunch, with my pussy on fire, I went back outside. The boys were hugely thankful for lunch. I was happy, but very horny. As I set there reading my book, I realized the boys were all at the edge of the pool, probably doing everything they could to look between my open legs. I decided to play along and even engaged in talking with them.

Before long, the day at the pool finished and I went inside. I changed into a sundress. As I came out of my room, the boys were all sitting in the living room - I could hear one say ‘shush, she is coming!’ I asked what that was about, only to be told nothing Mrs. P. I said come on, what’s up? Cole blurts out Danny would kills us, but you are a milf. I turned dark red, felt my pussy melt and chuckled. A milf, I asked? Timmy and Brent both agreed. You are smoking hot, you look great in a bathing suit, etc.

In trying to deflect a bit and be the adult here, I said you do know what milf stands for right? They all said the same words - mother I’d love to fuck! I ask is that totally true…do you really want to fuck me? Silence for a few seconds until Cole says, yes, I would love to fuck you. Timmy, then Brent, yes, I would love to fuck you too. Does Danny know this? No fucking way but he knows you are a good looking woman answered Brent.

Mrs. P, you are smoking hot. We have all talked about this since we started getting hardon’s!

So how would it work??? Would you just want it one time? Would you tell anyone else, including Danny? Do you think you can keep up with me? Cole, being the most assertive says if I fuck you today, I will want it again and I am sure as fuck not telling anyone. They others agreed.

Within a few minutes, I locked the front door and told them to come to my bedroom. We stripped and one by one they kissed me. They were normal sized cocks, but rock fucking hard. I wondered how long they would last. The answer…they fucked me all afternoon - all the way until 6:30 or so.

To this day, they all still fuck me. I don’t think anyone knows.

I Was Caught On Camera

My husband and I have an open marriage. For the most part we have other people join us or let each other know when we are going to play with someone else.

Last month we went away for 5 days and I had him setup the cameras in the house s owe could keep an eye on the cats. When we got home he never rearranged them and I forgot about them. We were home about a week and we had someone come to repair the washing machine. When he got to the house I was in awe. He was so handsome and in great shape. I showed him where the machine was and told him if he needed anything to call me.

I was getting so excited just thinking about him and how he must be in bed. I put on my skimpiest bikini and a robe. Every so often I would check on him and ask if he needed anything. After the 3rd or 4th trip he said he was almost done. I offered him some water and while he was drinking I loosened my robe a little so he could get a better look.

He definitely noticed me and I noticed him. Before I knew I had his cock in my mouth. He began moaning and I didn't want it to end that quick so I stopped and took him by the hand to the bedroom. I undressed him and we laid on the bed kissing and touching each other. I went be to sucking his cock while he fingered my pussy. I need him inside me so I got up and put a condom on him and got on all 4's and told him I needed to be fucked. Oh boy did he fuck me. He grabbed my hips and just pounded me like there was no tomorrow. When he told me he was going to cum I told him I wanted it and he pulled out, took the condom off and I sucked him a little more until he grabbed his cock and jerked all of my face and tits.

It was an amazing afternoon of lust. He cleaned up, got dressed and left. I just laid in bed with his cum on me until I fell asleep. When I got up I showered and began making dinner.

When my husband got home he gave me a big kiss and asked me how my day was. I told him it was amazing and he pulled out his phone and said it sure looked like you had fun as he showed me the video of me and the repairman fucking.

I was embarrassed and he said he enjoyed watching us. Charles left me his number and my husband told me to call and see if he wanted to come back this weekend.

BF’s Best Friends

This is not my proudest moment, but it was a very fun night.

Last month, me and my boyfriend met up with three of his college buddies while we were on vacation in Las Vegas. The night was fueled by vodka, gin and tequila and it did not end well. My boyfriend passed out in the bathroom - literally out for the count. The other three guys convinced me to give them lapdances (being in Vegas and all), so I did.

It did not take long for my clothes to be off completely and their dicks to be out of their pants. What’s a girl to do…I am horny as fuck, boyfriend is passed out and I have three hard and ready dicks to play with.

Right there in the living room, they all took me. Every hole, every position, cum everywhere. They fucked me like a Vegas whore for a few hours. Most of the time I had an eye on the bathroom door - at some point my boyfriend would wake up - but he never did until the next morning. It was thrilling, filling and something that I obviously had a desire to do. I even fucked my first black guy…yay! I cannot wait for the next Vegas trip with these guys!

And no, my boyfriend does not know anything!!!

My Neighbor Isn’t The Problem, I Am.

Okay, so, I’ll start off that I’ve never done anything like this but I have to share because I feel horribly guilty…

It doesn’t help that I’m short. Fairly thin. But I look really young. I’m the one that gets carded when we go out for drinks. Never fails. Everyone assumes I’m about 15 or 16. I just have a baby face I guess. And it’s really ruining this whole weird neighbor thing for me..

Every evening, I go for a walk around my neighborhood. Lately I’ve been going down a different street than usual.. it’s not busy where I live.. I actually have to cut through the woods to even get to a new street..

but on the third time taking this road (pretty long walk compared to my old path).. I saw a neighbor I never knew I had. And he’s oddly hot.

He’s probably in his 30s.. sorta chubby, tall, not long hair but not too short either.. absolutely not the type of guy I’d imagine I’d find hot.. but obviously I do because I’m here making some fucked up confession to strangers on the internet.

I now take this path every time I walk.. literally just to catch a glimpse of him. I’ve never spoken to him. I don’t even know his name. Hell, he could be married.. but I’ve only ever seen him.

He’s waved before. I wave back.. but that’s it. I think the fact that we don’t know each other is why I think he’s so hot.

But it’s becoming a problem. All I think about is hooking up with this guy. I don’t even fucking know why! I want him to pull my hair. But at the same time I just want to talk to him. It’s not even about fucking anymore. I’ve manifested this weird semi-crush on a dude probably 12 years older than me..

If he ever talks to me I’ll probably burst into tears..

For reference, I never dated in high school and it’s not because no one asked me out. The guys my age never really interested me and I’m not open about liking girls too.. so imagine my horror finding out I have a thing for possible dads who wave to be polite.

This is the fucked up part.. I almost don’t want to share because I feel dirty..

I started thinking about him and masturbating. And not like.. innocent touching.. like full blow thinking about this random dude plowing me. And I’ve never thought like this. I don’t know what the fuck happened to me all of a sudden..

I just used a vibrator while I was on my knees.. leaned my head against the headboard of my bed.. thinking about a guy I don’t even know the name of..

If he knew he’d probably hate me. Think I’m some fucked up little creep. I don’t think I’ll walk by his house anymore. I keep thinking about what if he’s married. If he has kids. It’s so fucked up.

But I still want him to fuck me. I think.

I don’t hate my neighbor.. but I think my neighbor would hate me.

My First Threesome

My husband encouraged me to share this. We had our first threesome and it was with another guy. We had talked about it a lot and really wanted to give it a shot. He arranged for a guy he knows to meet us as a bar near a cheap hotel about 40 minutes from home. Now we did go through with it. From start to finish it took about twenty minutes!

I dressed to feel sexy, tight black jeans, loose white crop top, one piece white baby doll underneath. I'm very slim, with small, but firm breasts and a very nice ass (my best feature) and pretty in a bitchy sort of way when I put my face on. I was nervous but wet before we even met the guy. So we are at the bar, and I'm feeling good because guys are blatantly checking me out. I went to the ladies room and two guys just stared between my legs. At work I'd be feel insulted but in that bar it made my pussy ache.

So after a couple drinks the guy shows up. He's younger, about 30. Nice looking guy, outgoing and complimentary. Soon his hands are on me and I can feel all the eyes in the bar staring at me as I slut it up in public. And my pussy went from aching to desperately needing relief. I was ready and made it clear I was ready to head to the hotel.

The guy offered to pay so my husband and I went to the hotel room and told him to meet us. We left the door propped open and started to get frisky. We kissed a bit, his dick was steel so I helped him get naked then laid him back on the bed and sucked his dick. I was sucking when the other guy walked in. I heard the door open and close and focused on my husband's dick, figuring I'd just let the guy take the lead and do what he wanted.

He was soon feeling me up and taking my top and pants off. He played with my tits and ass, fingered me, rubbed my clit, and sucked on my pussy while I kept sucking my husband. After a couple minutes, my husband pushed me back to where I was sitting on my knees on the floor and he kind of just handed me over to the other guy. I was like here we go, then the guy, who was already naked with a hard on and holding not hand cuffs but a short chain connected to two black leather cuffs strapped them to my wrists had me suck his cock. I loved it. The cuffs were a surprise and the new cock was a treat I enjoyed for about five minutes before he brought me onto the bed and attached my hands to the headboard. I could move around but not freely. This was very exciting.

While I was laying on my back, he spread my legs wide, fingered me then slid his cock right in. he fucked me missionary for a bit, then pinned my legs over his shoulders, then rolled me over to fuck me doggy then back to missionary. I was squirming around, almost cumming a few times interrupted by him changing positions.

Then he got serious and fucked me hard and steady in missionary. I held my legs spread wide (I like spreading) just right so my clit was getting the action and I started to moan my ass off it felt so good. He fucked me steady until he was ready to cum then it was fast and furious and that was it, I was cumming hard. So hard. Then he finished, pounding as fast as he could and grunting as he unloaded in my pussy. We had discussed condoms ahead of time but none us ever thought of them once we got started so there I was with him slowing down and finishing up deep inside me. It sounds silly but I felt so relieved I was able to make this guy cum.

He rolled off and within a few seconds my husband was inside me before I could even close my legs. He was so ready he couldn't wait and just fucked my cum filled pussy and pounded me for about 30 seconds then rolled me right over and fucked me as fast and hard as he could in doggy. I came fast (yay) and he followed quick. When he pulled out the two guys commented on all the cum and the other guy spread open my pussy and they got a thrill seeing how cummy I was. They stared for a bit before I rolled over to relax. The guy gave me a few nice kisses, got cleaned up, dressed and headed out. I lay on the bed with my husband for awhile just enjoying the afterglow.

So it was technically my first threesome but really I just fucked two guys one after the other a point I later made clear to my hubby. I loved it though. I loved sex and was so pleased my husband let me enjoy another guy (thanks J!)

It only lasted twenty minutes tho so e intend to try again hopefully with the same guy and this time take it a lot slower so I enjoy both guys at the same time.

Hotwife

For all impression of the current day, I am a happily married woman. I am, but I have a secret. I am a hotwife. I fuck ‘bulls’ on a regular basis. My husband is a cuck and he allows this. Most of the time, my husband is not present. Occasionally, he is allowed to watch and or help service the bull.

This started about 10 years ago when I was away from home on a major work related project. I was gone extensively over a one year period and the sex (or lack there of) became an issue. My husband and I decided to allow each other ‘freedoms’. I was in my 20’s, horny, hot, no kids, living alone on the road in a hotel room for weeks at a time. I needed dick in the worst way. I did some online dating and found a site that catered to interracial dating. It took no time and I found more dick than I ever could want or need….or so I thought.

The first guy was so so.

The next guy was terrible.

The third guy, Clayton, rocked my sexual world to the core. This man fucked me inside out until I laid listless in a puddle of my own juices. When he came, he pulled off his condom and sprayed me from the top of my pussy to my chin. He literally covered me. Without any hesitation, he pulled his cock hard and drove it balls deep into my engorged pussy making me cum like NEVER before.
I met him regularly (almost every night for three weeks). Every night, he left me in my hotel room fucked silly.

One night, he asked me if he could bring a friend - Josh. Our meetings became very comfortable, so I willingly agreed. If this man, who could do these things to me, had a friend, that was capable of the same, how could I not want to try this out at least once? That night, boy that night, change me forever. These two men took me to places I had never imagined were possible. They fucked me, seemingly, in every position imaginable all night. I never went to sleep. I showered, with them, and we all left my hotel room the next morning.

Within a month, Clayton, Josh and another friend named Byron, were fucking me every night. Sometimes one, sometimes two and sometimes three. These men, these bulls, owned my pussy. I could not get enough. This went on until my project ended. My husband knew of my freedoms and encouraged it.

I was home for a few months (and I found a couple of local bulls) until the next project. This meant I was away again, and yes, I found bulls in the next city.

Hotwife, yes, I am still a hotwife many many years since the first bull entered my tight and unsuspecting pussy. I cannot tell you how many men have fucked me, but I have no intention of stopping.

Utterly Confused How I Feel

My wife Anna and I were outdoors having naked sex in a wooded area. It's something that Anna loves doing and something we've done many many times during our relationship.
We've fucked there quite a few times before, so we were comfortable and enjoying ourselves as I was fucking my wife from behind.

That's when my wife saw an older guy watching us from about fifty feet away. But he wasn't just watching when Anna pointed hom out, he was masturbating too.
Usually in the past we've gotten our things and walked back to the car, but Anna did something I'd never seen her do before. She beckoned the guy over.

Not asking me, or ever saying before she'd do anything like it, my wife took his extremely large cock and began sucking on it.
I'm not sure why, but seeing her obviously enjoying his larger cock, turned me on incredibly. So much so I only lasted another few strokes before I came up my wifes pussy.
No sooner had I pulled out, the guy spun Anna around and I heard my wife say "Yeh, fuck me. I want it".
And that's exactly what the older man did over the next fifteen minutes, fucking my wife doggy at first, then switching to her riding his cock as she had him lay down.
Finally he flipped them over and watched his arse bobbing up and down as he pounded Anna.
And my wife didn't stop moaning and orgasming throughout.
When he said he was cumming, Anna had him pull out and come all over her small tits.

He then leaned in and kissed my wife hard on the mouth, with her responding.
And that bizarrely, more than him fucking her, is what made me say "Ok enough, time you went mate".
Within a minute he was walking along the same trail we'd entered woods.

We spoke about what just happened on the way home, with Anna saying the guys larger cock felt incredible when he fucked her.

And this is where I'm confused.

Throughout them having sex, I was happy my wife was enjoying the stranger fucking her. And even hearing her telling me his cock was making her orgasm much harder.
I also have to admit I'd sometimes wondered what Anna's previous boyfriend's were like. And sometimes tried to imagine them fucking her.
But seeing her kissing the guy made me a little angry.
I know Anna is very attractive and I'm lucky I'm married to her. I'm even and I have to own up to this, turned on by the thought of other men fucking my wife.
She tells me she'd never fuck a guy behind my back, but then says she'd love to experience something similar again.
I'm tempted to see where it goes, but I'm not sure I want the men to be intimate emotionally with her. In other words them kissing. And it's confusing the hell out of me.

We're going on holiday soon. Anna has already suggested when we're in Spain, we find older men for her to enjoy.
And I'm not at all sure how I feel about it. Totally mixed up feelings.

Husband And My Friend

Some years ago me my husband and my friend were staying at the beach house for a few days just enjoying ourselves. One night we were drinking a fair bit and my husband doesn’t wear underwear much, so we’re sitting around and I could see my friend looking in his direction so I looked and I could see his cock was half on display I just smiled as we kept drinking knowing I was going to get some later.
After about 20 minutes my friend went to the bathroom and I said to my husband she’s checking out your cock, he looked surprised so I said you need to get half hard he looked at me and I just said do it. He has these injections that make his cock hard for around 3 hours so he went and injected himself.
He came back about 10 minutes later and sat down again and straight away my friend was checking him out little later his cock was hard and started to poke out of his shorts she looked at him and me and then said fuck your big cock is looking at me, I laughed and said would you like a look and she just nodded so I made him stand and told her to pull down his pants, as she did it hit her in the face she just looked at it until he pushed it into her mouth. It doesn’t take a woman long to want dick when it sitting right in front of them and they’ve been drinking.
I said give it to her baby as he was sliding it down her throat, I moved behind her and went to remove her panties and she didn’t have any on. As this point I knew she was getting fucked tonight and possibly not me.
I led her to the bedroom and my husband followed I lifted off her dress pushed her onto her back I spread her legs as I watched my husband slide himself into her, she let out the biggest scream I myself was dripping wet as he made her scream, I said enjoy I’ll talk to you both tomorrow morning.
I knew she was going to be fucked for hours as I’ve taken it after he injected himself before.
Next morning I heard my husband riding her again before he came out to me, I said how was she he just smiled and said you’ll find out later.
I spoke with my friend during the day when my husband went for more alcohol and she said she could hardly walk how do you handle it I just said thanks to you I might not need to take it all from now on.
I said he’s getting more drinks for tonight so be ready she said only if you want me too? I said oh yes I’m glad I’m getting a rest from him.