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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:

- Anything Goes -
Straight Female / 28

Sharing Me For The First Time

My asshole is still so sore right now.
My husband invited two of his drinking buddy's around two nights to watch an English soccer game. Only my husband got horny and wanted a blow job. It wasn't the first time he'd had me suck him off in front of other men, but it was the first time he began fucking me.

His friends took their cocks out and my husband had me mount his cock facing him. He then invited his friends to fuck my ass.
Both men took turns to take me anally until first my husband came, and in a frenzy of thrusts, my asshole was filled by the first man, then his cock was quickly replaced and I took a second load deep inside my ass.

But that wasn't the end of the sex. At games conclusion (My husband's team lost) one of the men wanted round two, and my husband said yes.
We went outside onto the rear porch, where I was fucked on our swing seat. Again it was all anal (Risk of pregnancy) yet he managed to fuck me to two wonderful orgasms.
When they'd gone, my husband gave me one of the longest kisses ever and told me he'd love to share me again.

I'm not sure about that, but it was fun, even if my asshole is still smarting.

0
# 67364 - by Zia / August 29, 2023
- Anything Goes -
Straight Male / 40

Watching My Neighbours

i own two adjoining houses one ii live in the other i rent out. New tenants moved in a few weeks ago. they are in their early 20s. a nice couple. The arrangement of the kitchens is that they are both i n extensions facing one another. To cut a long story short it was early evening and just starting to go dark and i went into the kitchen for a can of beer, Ididnt need to switch on the light but noticed the light next door was on. I soon noticed that the girl was leaning over the sink and her partner was stood behind her and it looked like he was fingering her pussy as his hand was moving up and down. She then noticed me watching her and smiled at me. I smiled back at her.He moved closer to her put his hands on her bottom and then moving even closer easing his cock into her.She took a firmer grip of the sink as her started moving in and out of her. This turned me on and i took my cock out and started wanking. moved a little b ack from the window so she could see me with my cock in my hand. I didnt last too long an d soon came but he carried on pumping his cock deep into her until he was ready to come when she turned around and fell on her hands and knees to take his cum in her mouth. A couple of minutes later he left her there, She got up off her knees and grabbing a kitchen towel to wipe the spunk off her face. She waved to me as she left the room. I spoke to her the next morning but neither of us spoke about the night before, To finish i have seen her fucked quite a few times in the kitchen and I would like to be a fly on the wall in their bedroom while he gives her a good fucking.

1
# 67358 - by Dave / August 29, 2023
- True Sex Confessions -
Straight Female / 47

Shared

After 24 years of being married and only having access to one cock, my husband (Tommy) shared me with his friend (Brian) a few weeks ago.

This all may sound cliche, but this was a long time coming. We have a strong marriage. We have adult children who all have moved out of our house. We are financially stable. We are even in a healthy sexual relationship. So why do this?

We did this because it is something we have always wanted to do. We did this because we can. We did this because I have always been interested in sleeping with a black man. We did this because my husband and I want each other to experience everything in life we can.

We haven known Brian for many years, so he sounded like a safe person to explore this with. Tommy has seen Brian naked dozens of times at the gym so he knew I would enjoy what Brian could potentially bring. Tommy spoke with Brian about a month ago and he was happy to know I was interested.

We invited him over for dinner and fun. The dinner part never materialized as the fun part started upon him entering the house. Tommy had recommended to Brian to kiss me as soon as he got there and I would go along - and I did.

We quickly ended up in our bedroom. We all got naked and started to play. The feelings encompassed the full range - nervous, scared, excited, horny, comfortable, ready.

Brian’s cock was a shiny dark brown. He was a couple of inches bigger than Tommy. His sack was tight to his body. He was fit, just like Tommy.

As we laid on the bed, they worked the upper and lower parts of me - with one eventually ending up in my mouth and the other in my pussy. The feeling of being full in two holes is insanely naughty. When Brian fucked me, he wore a condom. When he came, I pulled it off and he shot his cum on my tits once and in my mouth the other time.

After Brian left, I thanked Tommy for setting this up and allowing me this experience. He was happy I enjoyed it. We do not know if we would do this again. Tommy has asked for an experience with me playing with another woman, so maybe this is next.

5
# 67315 - by Gabby / August 27, 2023
- True Sex Confessions -
Straight Female / 28

Away Football Game

My ex boyfriend, his three friends and I traveled to an away game for our football team last year. I knew this would become a problem and I should not have gone with them.

The quick story is this. They all fucked me that weekend. Since that weekend, I have broken off the exclusive part of the boyfriend relationship and I am sleeping with all of them. None of us are married. None of us are in exclusive relationships. So this is not a problem for anyone.

I am also fucking a few other guys on a regular basis. The football trip guys are feeling like they opened me up to this and should have right of first refusal when I can meet to fuck. That is not how I roll and it is starting to piss me off. Why not just be happy with the time you get to play instead of worrying about when you aren’t? Boys will be boys I guess.

6
# 67345 - by Justine / August 28, 2023
- My Spouse -
Straight Male / 30

HELP NEEDED

I've had this fantasy for a long while. I want some guy to creampie my wife so I can have sloppy seconds. I need help to realise my dream

4
# 67348 - by Dreamer / August 28, 2023
- My Spouse -
Straight Male / 29

My Wife Wants A Massage

Well we are married since 2 years and dated for 5 before that. Recently while having sex the topic of a third person came up. While my wife totally denied about having sex with another person she wanted to have a naked massage and maybe get oral sex on our next vacation. Im excited about the whole thing but its our first time doing something like this. Please help if anyone has had a similiar experience.

2
# 67339 - by New Guy / August 28, 2023
- True Sex Confessions -
Straight Male / 28

She’s Amazing

I have been seeing this women I met at the gym. She is in her mid 30s blond hair green eyes about 5 foot tall stay at home mom. I go to school in the evening and workout in the mornings. Usually it’s early but one day I decided to sleep in and ended up going around 8:30. Beat decision I ever made the gym was full of these hot moms that literally had just dropped their kids off and had gone to the gym. I was on a treadmill and started a conversation with Lynnette. She was married with 1 kid stay at home mom. Married for about 10 years. She was 36 years old. Great little body big tits for her sized frame and an amazing ass. From the moment I saw her all I wanted to do was to put her on her belly have her raise her ass up so I could lick her ass and pussy from behind.

I noticed over the next few days that she would migrate over to where I was at in the gym. After about a week she was my workout partner and conversation flowed easily. I would miss a day or come in later on purpose and the next day she would ask me why I didn’t come. We exchanged numbers and agreed that I would text her if I was going to change my workout time. She told me she had all day so she could come at any time.

One day I text her that i had a strained muscle and was just going to go get coffee. She agreed to meet me at Starbucks. She was in her workout clothes and we talked for a while. Her husband has text her and called a couple of times and she answered and responded as if no big deal. I heard her say oh I’m at the gym I came late and will be here for a few more hours.

I walked her back to her car and as she got in with her door open I leaned and kissed her. She kissed back and we did that for a few minutes. My hands wondered around and I played with her tits while kissing.

I hopped in the back of her large SUV and she moved it into a parking garage that was down the street. She hopes in the back and told me I can’t believe I’m doing this before she could say anything we were kissing and fucking. I spent the next couple of hours licking and sucking her body pretty much inside and out. She was a dirty talker. Saying shit like send me home full of cum baby or fuck the holes you own. That my favorite thing she tells me. You own me baby come get it when you want. Oh and I do her husband caught her a few times the last time he thought he would teach her a lesson and threw her out of their house.
She came to me that night and has not left. She is technically still married but is living with me and her husband is begging her to move back in. She told me he called her and was begging for her to come back. He said that she could still see me if that was I wanted. She told him he threw her out and now I owned her body. She let me read where she graphically detailed how when I fuck her she squirts and she never thought she could be addicted to a cock. That was 4 years ago.

I work for my dad who owns a business and do well. I have my own home nice neighborhood pool. There is an age difference but we get along great and our sex drive helps a lot. I have come home to some great stuff. Her naked he me playing with herself. We still go to the gym and we see guys who are hitting on women there. She still gets hit on. I laugh as I walk up and the guy is like wholly shit my bad I’m a big guy. If im driving my truck around more then likely her head is in my lap. She once gave me head at the end of an isle at Cosco. We only stopped when some old could caught us.
Her husband still calls her. She took a face time call from him while I was ass fucking her. All she said was il answer but you’re not going to like talking to me while I’m getting butt fucked. I slammed into her rough that call. He was still on the phone when I pulled out and shot my load on her face and shoved my dick in her mouth for her to clean up.
I never would have thought women like her existed. No plan on letting her go anytime.

3
# 67318 - by Braden / August 27, 2023
- Dating Disasters -
Straight Male / 31

His Wife His Fault

My buddy who I have known for a while was always talking as of him and his wife’s Ricky Rochelle is her real name but she goes as Ricky. She is stacked short big fake tits large ass curvy hips. I always thought she would make an amazing stripper or porn star and had told him that before while drinking. I stay in shape and he always had this thing that he wanted to swing. I’m single but date and had asked if I knew any women that we could swap. I told him yeah a few. I also asked him are you sure you want to do this. He said yes and she was up for it. I knew this slutty hairdresser named Brittany who would do anything. I am single so it’s not like I’m married or anything like that.
I would never make moves on my buddy’s wife either but she wanted and he wanted to do this.
I tell Britney on the way there what’s up and she says it sounds like fun. Of course she does figured she would.

We arrive and Britney introduces herself my buddy is excited walk over and he says are you sure she is ok she is hot. I told her yes. I tell him I don’t want to fuck in front of you. We have some drinks Ricki is in this short skirt and blouse barley containing her massive tits.
We go to the living room and they head to the bedroom. We start making out then she says let’s go to the extra bedroom. So we do we walk in I tell her leave the skirt on and loose the blouse. Tits are out I’m sucking away I’m licking her ass and pussy she starts to tense up and after some licking and fingering she squirts a little. We spent the next few hours fucking. We fell asleep and I woke up to her giving me morning head. Britney came and while she was giving me head and said she had to go and had called an Uber. Ricky continued to give me head while I spoke to Britney. I asked how did was last night. She said he shot his load fast twice then fell asleep and she went and slept on the couch. I told her I call her later this week. All this while Ricky is blowing me.

She climbed on top and rode me for a while longer. My Buddy finally came in and saw Ricky riding me and he says that he is hungry and what should he do. Ricky tells him let me get off a couple more times and il make something then she stops him and says run to the drive thru and get us some breakfast burritos. I’m like this is weird.

We hear him leave then Ricky cums. After she cums she gets on all 4s and says fuck my butt. I was like hell yeah last night it was a no so I jump at the chance. She lube it’s up and I’m start slow and bottom out she takes over from there and it feels amazing. Nice tight ass and I know I’m not going to last and she starts to really start pumping I’m gripping her hips and I take my phone and hit record and am filming. I set the phone down on the nightstand so it can record what I think will never happen again.
I tell her I’m going to blast it in your ass as so do she was playing with her clit and my balls i shot my load and she lets out this scream. I thought the neighbors might call the cops.
I grab my phone snap a couple of pictures and more video of her on her tummy her giant ass spread open with cum leaking from her pussy and ass.
She said that her husband had made her promise not to let me fuck her ass. She got we got in the shower cleaned up fucked in the shower. He got back we ate and she ran to the store around noon to get ready for the week ahead. I gave her a kiss and said our good byes.

She told me to text or call her when I left. Wanted to see what her husband was going to say. He asked me what we did and I told him. He asked me did you tap that ass. I told him she wouldn’t let me go near her ass. All he said was man to bad. I said maybe next time. He said yeah we will see.
I called Ricky told her what she said and that was it. Later that afternoon she came over and fucked me again. This has been happening at least a few times a week. Always end up with me butt fucking her.
She says that her husband is going to ask if we can do this again. About a month later I brought Britney back and we did it all over again. What he doesn’t know is that Ricky and I have fucked a lot between our sex sessions. Not sure what to do we know it’s wrong but he keeps wanting to swap

2
# 67320 - by Tim / August 27, 2023
- My Spouse -
Straight Female / 47

My Little Problem

I ran into some high school friends and acquaintances at a high school football event a couple of weekends ago. In the normal day to day, this all seemed innocent enough. But a little problem arose. My husband of 20 years found out or maybe figured out, that I was exclusively dating (fucking) black guys before I met him. High school, college, after college…yes, it was the truth.

It should not matter right? No, but my husband is literally wanting to divorce me over it. He says I lied to him by not telling him this fact about my dating history. Why should it matter? He contends that I ‘probably have been fucking black men all through our marriage.’ He even asked me why I was friends with black men on social media.

I am so hurt and so distraught over this. I love my husband. I can tell you honestly that I never cheated on him. Did opportunities arise, most certainly they did. But I never cheated.

15
# 67189 - by Paula / August 20, 2023
- My Spouse -
Straight Male / 30

Was It Planned Behind My Back

I've been feeling confused over the situation so decided to share.
Me and my wife got into an argument recently over a comment I made to her friend one evening and it ended with a threesome so now I feel like I've been played.

We both know her friend has fancied me for a while and this was confirmed when she drunkenly confessed it to my wife but although she is good looking she has no real personality and can actually be quite frustratingly annoying and I can be quite blunt sometimes so when she came around one evening for drinks she started moaning about how guys just use her then leave. I didn't think and said something along the lines of her being like the speed of light and sound she looks good but it takes longer for them to hear her or something to that effect. She didn't get it at first and my wife flipped and it turned into a back and forth leading to her saying she knew if we weren't together I wouldn't think twice about dating her, I pointed out I probably would for a day but was trying to be nice about it so I didn't come across as an asshole.

Anyway my wife and me stopped when we saw her getting upset and we sat either side of her and both apologised and hugged her. My wife mouthed for me to give her a friendly kiss and as I did she lifted her head and kissed me full on and I'm pretty sure my wife gave her a signal to do it. Her friend moved onto my lap at speed and kept kissing me and my wife started kissing her neck as she lifted both of their dresses off and within minutes we were all having sex but my wife was making all about her friend. I questioned it after without sounding like I didn't enjoy because I did and 2 women as well what's not to like about that but I wanted more of my wife.
She hasn't really said anything about it other than they both thought it was amazing and would happily do it again.
So that's why I'm feeling confused and feel it was planned.
Would love to know if others think the same or if I'm missing something.

9
# 67191 - by Gary / August 21, 2023
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