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 Wife And My Buddy In The Car

A few years ago a buddy and coworker were working a trade show together and my wife was picking us up at the end of the day. She's hot and has had several sex partners since we were married that I was good with as long as she told me about it afterwards. She showed up with our car{a two door}, he climbed in the back seat while I drove and she brought some beer. We had a couple beers on the way home and were all talking and laughing when the conversation turned to sex. My buddy was good looking and out of the blue said it was lonely in the back seat and my wife said she could fix that. She looked at me and smiled, climbed into the back seat and soon they were making out. He asked if I was ok, I said no problem and before long she had his cock in her mouth. I adjusted the mirror so I could see what was going on, he said wow she's good at this. I said she was good at everything and somehow he worked his hand in her pants and was fingering her which wasn't easy in the back seat. Before long she pulled off her shorts and climbed on top easing his cock inside her, we were getting close to home so I took a detour as they were clearly having fun. He started moaning and exploded inside her, she climbed off and they both got dressed in time for us to drop him off. I hurried home to get sloppy seconds which felt awesome. We got together later for a few threesomes but that's another story.

Should Had Done It Elsewhere

Last night was girls' night out. I seen Brad a old boyfriend from my high school years. They knew quite well what would happen. Sure, enough dinner wasn't over. Brad, and I were out in his car. Suck'n his dick like we're on a third date. After returning back inside. My besties they all brought me a fresh beer after I admitted that I swallowed his load and gave him my phone number.

Older Experience

My wifes friend from work comes to us on Saturday at least twice every month . To have a meal with us . I take her home at arround midnight . My wife heads off to bed when we are leaving . One time she surprised me by taking her knickers off in the car when i was driving . Then taking hold of my free hand lifting her dress and putting my hand on her wet pussy . She is 68 but having her doing that made me horny . I fingered and rubbed her pussy . She had an orgasm . I couldn't resist doing it . She had been divorced for years . When we reached her house . I always went in to check that no one had broked in . This was my wifes orders . One time she asked the oldest person i had sex with . It was an older girl of 24 when i was 18 . She asked how would you like to try an older woman . I told her i never had the chance . What she said next both shocked and excited me . She asked if i wanted to fuck her . Not thinking about anything else i said yes . My cock ruling my mind . She took me upstairs and we both undressed . I always imagined old women to have plump bellies and saggy tits . Her tits were firm and she had a flat belly . On the bed i licked her pussy and sucked her clit . When she had her orgasm she was almost screaming . It made me feel good to have done that to her . When i fucked her i kissed her . Before i left she asked me if i wanted to have sex when ever i took her home . I told her yes please . I looked forward to the Saturdays when she was coming for a meal . One week my wife was awake when i got home . She wanted to know why i had taken so long . I made a lame excuse and she was happy . The next Saturday i told her friend we could only have a quicky . She undressed and i dropped my trousers . Fucking her on the couch . She told me that was not what she wanted . She wanted us to be able for us to take our time . I needed to be able to spend the day with her . I planned it so that i could do it on a Sunday . Not every Sunday but when we could . I would turn up in the morning and leave in time to get home for tea . The sex was great she would try anything She was the first woman who let me fuck her butt . I was sad when she sold her house and moved away .

I'm Looking At My Future With An Unplanned Baby

I forgot that when messing with a man, he can become very aggressive and dominant on you. I should have listened to my inner voice, not to mess with him. I walked away nursing my ego, carrying his baby. I have instructions not to try anything, he wants me to have the baby, and learn my lesson.

I'm not sure what he expects of me, I'm not exactly a young woman.

Teacher Teacher

Many years back, when I was 16, my best buddy Scott and I were fucking around in our art class in high school. The teacher, a Miss Cox, was a flower child hippy type, got very upset with us, said she had had enough and we were to attend detention after school. We showed up and took note that she had arranged it so the two chairs we sat on faced her desk. She was wearing a gold loose knit sweater and a kilt like skirt just above the knee. She was giving us the what for about our behaviour and sat on her desk top cross legged. Bit Scott and I noticed right away that she wasn’t wearing panties and her hairy muff was starring us in the face. After about a half hour of looking at her c**t Scott got up from his chair and said hey John, I think we need to service the teach. He put a lip lock on her with his hand up her skirt finger blasting her. I lifted her sweater up and off her with her being braless her little flat B cup tits were there for the sucking. She stopped us and said let’s take it into storage room so we won’t be found. Well with her on all fours, she sucked my cock while Scott fucked her pussy. We facing each other with big smiles on our faces. I blew my load in her mouth and Scott blew his in her pussy. I wanted her pussy bad so in a short breather later with her laying flat on her back on a table I plugger her love tunnel and fucked her to orgasm before I came. As it were, Scott would drop by her place regularly to fuck her. I didn’t because I had a girlfriend at the time and didn’t want to push it. Great memory though.

The Big 100

Every single week for the past four years (We've been married ten years) I've watched my wife being fucked by other men.
Sometimes it's the same guy each week for a while, but in total there has been ninety eight guys who have fucked my wifes mouth, pussy and arsehole in front of me.
Of those I've been fucked by twenty two of them, something my wife got me into.
This coming weekend I've arranged for two extremely well endowed men to visit our home to celebrate our wedding anniversary and to bring her 'notches' up to the big 100.
She thinks it's a different family type celebration I've organised.
Can't wait to see her face when the men arrive to fuck her.

Adult Shop Visit

I am Nick. I am a 36 year old, physically fit male. I am 6’2 200 pounds.

I was at the adult shop a couple of nights ago and in walks a 30 year old (approximately) white couple. They were shopping for a dildo. They spent all of their time on the large black ones. They noticed me and the guy says hi. We started chatting and they explained what their goal for the purchase was. The woman says she has always desired this.

More talk and before I know it they are asking me about what dildo to get. I am trying to remain a good guy but there is something odd about this. Out of nowhere the guy says to the woman who needs the dildo when we found the real deal.

Twenty minutes later I am in their bed banging the female. Just like that.

Turning The Tables.

Since I found out by pure chance five months ago, my husband had cheated on me the week before we got married eight years ago, I've had revenge sex with four different men.
After the first, a one night stand, I felt incredibly guilty, but also exhilarated too.
The sex was amazing and the guy was extremely well endowed, so much so when my husband wanted morning sex the day after, I had to make up an excuse.
The thing is that afternoon my older sister called round and all I could think about was her sucking my husband's cock then being fucked by him.
My older sister has always been jealous of me, and whenever possible she's tried to take what I have.
And that meant my fiancé eight years ago.
As far as I know they had a brief month long affair which lasted until the week before I got married.
It doesn't matter how I found out, but I did.
And that's why one of the men I've had sex with is my older sisters new ish boyfriend. He wasn't hard to seduce either, and given his liking for being fucked by older men too (I've just found that out), she's welcome to him.
The other two guys are men I know from the gym I attend. They're not seeking a relationship and probably both see me as an older easy fuck.
But I don't care because when they're both fucking me together it's such an overpowering feeling of revenge for me.
And during these five months I've been having sex with them, I've made damn sure when I've gotten home, my husband has eaten out my pussy after they've fucked me.
That's because my sister apparently bragged that I'd probably sucked my husband's cock after he'd fucked her arsehole.
In a couple of months time I'll be leaving my husband. And it's then I'll tell him what I've confessed to here and much more.
I think my sisters wedding day in two months will be quite the event.

Satisfying Saturday Morning

Right now I'm still laying in bed reveling in it. My husband and our friend just left to go golfing and I'm laying here full of the 2 loads they gave me earlier.
Both came deep in me and after they showered and left, I grabbed a dildo and fucked myself senseless to an incredible orgasm. Thick frothy cum covering and leaking out of my pussy.

When they get back, I'll be on my knees begging if I have to, for them to rail me again.
Living my best life!

Girl At Work

I'm a man in my fifties. Recently we have had a new girl start at work. She is in her early twenties fresh out of university.

She dresses casually, but not sexually if you understand me. She is very friendly with everyone, quite bubbly, almost flirty, but again nothing sexual. Whether this is her natural personality, or just trying to get on at work I couldn't say.

Although she has been friendly and chatty with everyone, I feel that she has been particularly friendly with me, seeking me out at break times for chats and so on. I know she I engaged, but I don't know anything about her partner. I admit to forming quite a crush on her despite my age.

Recently I gave her a lift. We got chatting and I admitted a bit about my attraction to her. I parked up to talk further and it ended up with her masturbating me and giving me head, although briefly and sadly not to completion. She never undressed and I didn't touch her despite this. She seemed very up for it and she left in a friendly manner.

However I feel she isn't the same with me anymore at work, and although I still see her I get the feeling she is avoiding me when she can. I don't know whether it is guilt, or that I should have gone further with her.

I know I am not a teenager anymore, but it is still getting me down.