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 Brother

I cannot believe I actually did it, but I have to get this off my chest.

My brother and I have always had the same circle of friends. The same job at the same company. Basically lots of parallels in our lives.

Last month, after having too much to drink, I gave him head. He was laying in bed and we were talking. He adjusted himself (like all guys do) and I could see the outline of his cock under the sheet. He called me out on it and asked if I wanted to see it. I was drunk and said something like no, but maybe a little? And with that he pulled the sheet down and his semi hard cock was 12 inches from me. He told me to touch it, so I did. He asked if I wanted to blow him; I said no, but I could not help myself, so I did. He came and I swallowed.

We know it happened. We know it should not have happened. I wonder if it would happen again if we got drunk?

Drunk Fuck Turns Awkward Moment.

I worked at a well established company as a office assistant. I became close friends with my manager along with his wife who use to attend my alma mater but not from the same grade. She were a grade above me.
A couple weekends ago they invited me to a family gathering to celebrate a house opening. I was the only outsider there apart from the Uber driver who took another family member to the gathering.
I have never drank so many alcohol in all my life and neither did the wife but we made good use of some rum cream which tasted so good but became deadly after digestion. Lol. It's like we lost our senses thereafter.

We left the gathering round about midnight along with everyone else.
Now where i live it is approximately 2 hours away from the gathering and they lived only half hour away. The wife suggested it would make more sense if i stayed with them for the night and they would take me back in the afternoon on Sunday. I thought it would be a good idea and so i immediately call up my aunt to inform her of the new arrangement.

When we got to the house the husband hit the shower in their master bedroom while we girls chatted. The wife then showed me the guess room where i went straight to and hit the shower then off to bed.
Now i don't know what transpired between them both but the wife knock me up moments later and ask if i would like to have one night of fun?.. Honestly, being still drunk i didn't know exactly what she meant, but i said ok. She then lead me to their bedroom only to see her husband laying naked in bed with his hands and feet bound to the bed and a very stiff cock pointing straight upward. I panicked at first knowing he is my boss. I then ask her what is it that she wanted me to do?.. She replied 'fuck the shit out of him for me '!!

I were a little hesitant to do it but the alcohol went straight to my vagina which started to wet at the sound of her words. I then took my knickers off and slide slowly down his shaft and began riding him.
When his cock hit the back of my vagina i picked up the pace and honor her request to fuck the shit out of him. I orgasm many times before he could blow his load in me while the wife sit and watch without involvement. Learned later she were on her period and he got so horny as hell when she suggested it to him. At work we are now in a awkward space.

Just Happened Today

Our kids moved out years ago, so it's just me and my wife at home. Since it's just us, she doesn't care that I keep her nude pic as my wallpaper, and I keep a folder on my desktop that's labeled her nudes.

We're having a heatwave right now and our AC has been out all weekend. The AC guys have been backed up, so we were just suffering through it until we could get someone out. We did nail down that it was just a bad capacitor, and I didn't find out until after the fact that she sent her older brother over to fix it while we were at work.

I just got home, and my "recents" are showing that he went through a LOT of his sister's nude pics and videos in that folder.

We're all in our 50s, so I'm chalking it up to curiosity and chance, and he DID fix our AC, lol.

July 4th Fireworks

As the day wore on, I knew what was coming. After the fireworks over the lake, my husband and I would be doing our first sharing experience. He would be sharing me with our friend Landon.

When the finale was happening, I could feel my heart racing and my pussy throbbing. We looked at each other and we headed for the bedroom. They had me walk first, my white shorts showing off my curvy round (no panties) ass.

Piece by piece, the clothing started coming off. My husband, fit like a god and Landon, built like a basketball power forward, both made my 5’1” frame small and vulnerable. After the awkward first kiss, the guys took control. I gave them both head. They both ate my pussy. Then they spit roasted me - this was the most heavenly experience of my life. They were gentle, but strong. They were in rhythm as one cock filled my pussy and one filled my mouth.

The night was a series of orgasms and loads. The morning after was more of the same. As Landon left, I felt like a born again woman, smiling ear to ear.

Later that morning, my husband fucked shit out of me and filled me with his cum.

This was the perfect 4th!

Helping Out A Friend

My friend Marcia asked me for a huge favor. But the favor came with a plea to be open minded. I was already skeptical, but I listened.

Marcia told me she was an escort in the evenings. She told me she had a bachelor party to work but her partner escort bailed out on her. She asked me to stand in. I had a dozen questions for her and some internal soul searching to do before I could do this. She begged me, so I went along for the ride. Maybe I could play a bit and get paid???

When we got to the location, the entire party was black men. This was a detail she left out. There must have been twenty of them and just us two white escorts. Until tonight, I had never had black cock. By the end of the night, my body was worn out, turned out and run over by a very large group of black men. Watching Marcia try to please all of them made me feel bad for her, so I offered to help.

I walked with a limp for two weeks. My pussy, the inner most depths, hot four days later. They broke my white pussy for sure.

So, here I sit, in my living room, waiting for tomorrow night. Yes, you guessed it, Marcia asked me to help her again. She gave me all the details this time. Apparently, once black men find good white pussy, they let their friends know about it.

I guess Marcia and I are good white pussy!

Wife And Younger Guy

A few years ago my wife went with on a business trip to work a trade show. She is hot looking and loves sex, she fucked a single buddy of mine for several years which I was good with because she told me the details and our sex was great afterwards. We also had a few threesomes with another buddy which were awesome. So we were in our thirties and a younger guy who was a factory rep worked the show with me. After the show we had drinks and dinner, things went well and I could tell she liked him. After dinner I asked if he wanted to meet in our room for more drinks. On our way she asked if I noticed the bulge in his pants and if she could play with him, I said sure if he would. I had noticed his bulge and was curious so in the room, drinks were flowing, she was between us on a king bed watching tv and flirting. She asked if he has a girlfriend, he said no, she asked if he was lonely. He was catching on and asked why, she said maybe she could help. Before long they were making out while I worked her too off and played with her tits. She was rubbing his crotch, he looked at me for approval I guess so I smiled and said she usually gets what she wants. She undid his pants and pulled out a pretty big limp cock and went down to suck him. I worked her pants off and ate her pussy while she worked. He was having trouble getting a hardon, I went to the bathroom and returned to her sucking a bigger cock than she ever had. She said she wanted him and climbed up and slowly guided him inside her. She gasped, told him how big he was but it felt good. She worked him all in and I just watched for awhile, then got her to suck me while she fucked him. He didn't last too long before unloading in her, she rolled over so I could have seconds which was great, he left a big load for lube. I finally exploded and we laid naked and had another beer. She wasn't done, sucked his cock hard again and he got on top for awhile then got her on all fours and pounded hard until he came again. She probably had 7 or 8 orgasms throughout the whole time and was exhausted. He got dressed and thanked us for a great night. The show the next day was interesting but he said I was a lucky guy

Is My Husband A Cuckold?

My husband began playing football for a new amateur team last season.
They'd changed their name, so when I went to watch him, I didn't know who they were. But after a quick look at his new team mates, I soon realised out of the fourteen or so guys that were there, I'd had sex with four of them.
And two of them were at the same time.
I've always been a Very sexual person. Someone who in my teens and early twenties had many many lovers.
If I do say so myself, I'm a good looking woman and I never had difficulty in getting guys to fuck me.
All four guys obviously recognised me, but didn't say anything with my husband being there.
However after the game with my husband still getting changed, one of the guys approached me and asked how I was.
It had been several years since we had sex, but I still remembered everything we did together and I remembered his enormous cock.
I couldn't resist asking him if he was single and his eyes lit up. He told me he was, but then said he'd not been with anyone sexually as good as me.
In a spur of the moment thing, I pulled him to the back of the car park, had him take his penis out and spent the next ten minutes worshipping his beautiful cock.
He came in my mouth and gave me no choice holding my head, but to swallow his cum.
We exchanged numbers and luckily my husband was only just walking out of the changing area as I gotback to our car.
On the drive home my husband told me he'd been speaking to a couple of the 'lads' and they'd mentioned to him, not knowing we were actually married, they'd both fucked me in a hotel room together.
Asking me if it was true, I told him they had.
I expected him to be angry, or go into a mood, but instead he drove us to a place by a local river where we had such amazing sex.
After he'd fucked me, cumming inside my pussy, he let me know it really turned him on thinking of them fucking me.
Taking a huge risk, I let him know about the other two, and seeing the lust on his face, I confessed I'd sucked off his team mate **** at the back of the club's car park when he was getting changed.
I'm not kidding you, my husband spent the next half an hour kissing, licking and tonguing my pussy and arsehole, then fucked me again not even caring a guy had pulled up close by in his car.
Since that day at the football club, I've had sex many times with ****, usually when my husband is at work.
What's strange, is every time I've had sex with **** my husband has arrived home and literally devoured my pussy. I've not told him I've been having sex with his team mate, but recently he's mentioned **** more than a few times saying only the other day "I reckon you and **** would be good together in bed. He's got a huge cock".
I'm tempted to let my husband know **** and myself are fucking. I'm also tempted to see if my husband would like to watch.

Touch My Wife Please

I really love the thought of other men touching my wife. I have a fantasy where I let other men at the beach put sunscreen slowly on her, all over her butt and thighs. I recently told her this fantasy, and she said she didn’t want to do it. However, she became very horny and was masturbating. I think she just didn’t want to admit it to me. I just bought her a skimpy, cheeky swimsuit for her to wear on vacation and I can’t wait to see other men looking at her.

Any thoughts on how I could make this fantasy come true? I’d love to see another man put sunscreen on my wife and then suddenly slip his fingers into her. How would you react if another man asked you to put sunscreen on his wife?

I Want An Open Marriage

My husband and I have been married for 10.5 years, been together for 12. We have been loyal and faithful to each other this whole time. Lately, however, I’ve really been fantasizing about inviting other people into our bedroom. I love watching porn with my husband while we have sex, because watching him get off to other people fucking really turns me on. I’d love to watch him fuck or get sucked off by another woman and I so badly want him to share me with other people. My dream is to have him watch and jerk off as his friends take turns fucking and emptying their balls into my ass and pussy.

I was wondering how to warm him up to this idea without him thinking I just want an excuse to cheat on him, which isn’t the case. I want him involved. Can anybody offer me advice on how to proceed? Maybe start by watching gangbang or group sex vids while we fuck and see if he’s really into it?

Husband Shared Me

My husband (Jared, who is a handsome and wonderful black man) and I (spinner type black woman) have been married for 5 years. It has been a crazy 5 years of career and relationship development, moving across the country and just becoming adults.

One night, as he was fucking me doggie style, he grabs my hair (like always) and says ‘my friends keep asking me to share you.’ I was shocked but the timing of his words coincided with a deep cum. As I was cumming he pressed on with his words. ‘Tell me yes, I can share you.’ And bam, one of the more violent cums erupted from my pussy. ‘Say it!’ In some raspy getting fucked voice I said ‘yes, your friends can have me too!’ Afterwards, I was remembering what I had said and thinking we would never go down this road.

Friday of that same week, he calls me on his way home from work. He tells me he is coming home from work with three friends. He told me to shower and be ready. I was shocked! I wasn’t really ready for this to potentially happen so quickly.

As he walked in, smile from ear to ear, I knew he wanted this. As his wife, I would be safe and he would enjoy this. Maybe I would too? As his friends arrived, my pussy, mind and soul were completely conflicted about this. I was their prey for the evening is what my mind was saying.

As everyone got comfortable, Jared asked me to sit next to him on the couch. We started kissing, touching and undressing. His fingers found my pussy and I was done for. Out of the blue, he stops. ‘She is all yours guys!’ He stands up, walks to the reclining chair and his friends take his place on the couch. I am horny as fuck so I just start stroking and sucking the three dicks in front of me. A little while later, I was positioned on my back with my ass on the edge of the couch. One after another, all four of them took me. I was fucked silly, giving them all of me until I finally tapped out.

I can remember getting fucked and seeing all of the used condoms and wrappers on the floor. It made me feel weird, but sexually fulfilled. We have only done it that time, but it is a fond memory.