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:

Landscaping

There is a confession in this posting, but it starts as a cute story.

My neighbor’s son has been doing our landscaping for five years. He started when he was maybe 15 or 16. He always got paid 100.00 cash on the day he did our yard.

He is now 20 or so and a very tall, very fit hung man. I honestly continue to watch him as he takes care of the yard.

One day recently, I forgot to have money. He was very accommodating and offered anything else. He laughed and said nothing that Mr. J. Would frown upon. I laughed and told him I would get money and bring it to him later.

When I brought him the money, he was overly flirty. I liked the attention and I flirted back. I asked him what Mr. J would have an issue with. He said you know, you are much older and I find you attractive. Faining to be surprised I said really? The conversation had to end as him mom came out to the car to say hi.

The following week I jokingly said I did not have any money again and asked what forms of payment he took. He knew what I meant. He laughed, turned red and said Mrs. J. I would love to take another form of payment from you but that would be wrong. I gave him the money and he left.

The following week, as soon as he arrived, I told him that payment could be different going forward if he was interested. He should think about it when he is working. He comes inside when he finishes and says I am ready for payment. I was taken back by his assertiveness. He went in to say what are you offering Marcia? I turned red and stumbled in my own words. He says hey, you offered! I knew is was in trouble and I told him to suggest something. He says I want to fuck you right here in the living room. I offered and now it was time to pay.

I bent over the couch arm, pulled down my black leggings and offered myself to him. He pulled down his shorts and boxers, lined up his semi hard cock and thrusted it into my waiting pussy. The naughtiest ‘oh god, oh fuck’ came out of my mouth. He just going deeper and then started to pound me. My tits bounced around with each hip thrust. He fucked me good. I came hard.

About ten minutes later he announces he was cumming and shoots his load inside of me. He pulls out and I clean him up with my mouth as I have been trained to do.

He never expects money. He expects me to pay with my horny holes. He hates when my husband is home on landscaping day.

Most Embarrassing Day Ever

Kristine - me

Chris - my husband

Kristy - my daughter

Christopher - my son

One night I was feeling exceptionally horny. I wanted something new, exciting and different. I went on a website that sold those spongy and weird shaped objects that are inserted into your pussy or ass. I bought the following: Large Black Gold Asher dildo.

A week later I get confirmation that it was delivered to my house. I am horny all day thinking about my evening. At 2:00 on the dot my daughter texts me: mom, what the fuck? What on earth did you order? I thought it was for me so I opened it.

My heart sank and I nearly cried. I did not respond.

When I got home I walked into my living room and I found the opened box. I was mortified. I hear my daughter come down the stairs. As she turns the corner, she is holding my new toy. I was humiliated. My daughter says I will not say anything, but you owe me. Now go enjoy.

Not that day, but this magnificent toy has given me endless orgasms and sexual variation over the last two years. My daughter has gotten out of trouble three times since finding this toy. I am no longer in debt to her.

He Changed His Mind

My husband of 8 years has spent the last 5 of them trying to convince me to have a 3some with him and another man, but I’ve always refused. He suggested it with friends, acquaintances, even his family! My answer has always been the same….No, I only want my husband. He has been frustrated and even irritated over my refusal but I wasn’t going to be guilted into it. Nevertheless, he has remained diligent in trying. He’s offered to let me choose, offered to let me first hook up with a man on my own, no thanks.

I eventually agreed to go to a “couples club” with him just to see what goes on. It was interesting to be sure with half dressed ladies everywhere and men, not their partner, dirty dancing with them. On our 2nd visit, we were seated at a table with 2 other couples. Greg had convinced me to dress for the club so I was wearing a fairly sheer black blouse and short skirt without a bra. I had to admit I felt sexy and even more so when men asked Greg if they could dance with me. I danced with several different men, all of them whispering niceties in my ear as we did. A couple of them even let their hands drift onto my ass, though I didn’t let them remain there.

A few weeks later, we went to a different couples club. This one required a membership because they actually allow sex on premises! It was also BYOB so we brought Crown Black with us, my favorite, and drank heavily. We eventually made our way to the VIP area and I was surprised to see people were actually engaged in sex on sofas and a bed in the center of the room. I was amazed to find that I was actually turned on by it! We returned a few more times and met a few people there. One night we drove rather than took an Uber so Greg wasn’t drinking. But he made sure to keep my glass full and I was feeling no pain. He was on the dance floor with the wife of another guy, her name was Shaquetta, not sure that’s spelled correctly, leaving me with her husband and their male friend.

After a couple more drinks, Zack and Gerald grabbed me by the hands and led me to the VIP room and sat me on the sofa with one on either side. In front of us was a pretty redhead with a blonde man and woman both attending to her. The sight was a bit captivating and I was watching intently. I didn’t realize when it started, but both Zack and Gerald began kissing on my neck and fondling me. I was getting turned on and enjoyed the attention. I wound up naked on the sofa and both men had sex with me…and I LOVED it! On another visit, I had sex with Zack and Jerome and it was the most amazing sex I’ve ever had. Now, Greg has decided he doesn’t want me to do it anymore, but I don’ want to stop. Not sure how we’ll work this out, but I have to say honestly I don’t plan on giving up “the lifestyle”.

First Time

In response to the previous confession on the subject, I would like to offer my first time playing with a black man.

Mine first time was on vacation. My husband and I have always pushed the limits of each other sexually. I have always wanted to ‘try’ a black man to see if there really is a difference in method, equipment or attitude. From this first time, I can say to all of that. Jamel worked at our resort. He immediately took a liking to me and me to him. I took care of us like we will royalty. On the second night, he was our dinner server. He was perfect. However, I caught him peaking down my sundress a few times. All that did was heighten my desire. After dinner we sat by the pool and I watched him serve everyone for about an hour. He would wave occasionally. My husband even said he likes you. After his shift, he found us. He asked us if we wanted to go on a fishing trip with he and a friend the next day. We asked how much and he told us 100.00 per person for 5 hours…tip included.

The next morning we met him and his friend at the pier and I felt like I would burst. These two men were standing there in shorts and sandles like gods. Fit, muscular, dark…fuck! If anyone watched the Super Bowl - yeah, like Usher. As we leave the dock, all I can do is wonder what may happen out here. These two men may make a slut out of me today. Eventually we start fishing and my husband says make sure you put sunscreen on. No sooner is our friend covering my back and front with it. I am ripe for the taking. My honey hole is in dire need of this. He tells me he will unclasp my bikini top to get under it….i was told to hold it, but I let it fall to the floor of the boat. My husband tells one of them to pick it up and as quick as I can say no I have it, they sandwich me and begin to touch me. They both look at my husband and me - seemingly asking for permission - and we both nodded in agreement. Within five minutes they had made me cum. Once I came, off came their shorts to reveal to big beautiful cocks. As a slut knows to do, I got on my knees (my husband gave me a life jacket to kneel on) and I started sucking. One and then the other. I was hearing boats go by us as I sucked but I did not care. I wanted these black cocks. Then right there, in broad daylight, one had me sit on his black cock while the other fed my mouth with his. I was a slut and they knew they had me.

For the next three hours I was stuffed with their black cocks. I finally told them I could not handle anymore. That is when they said make us cum one more time and we can continue fishing. All I can remember was feeling two loads hit my face and thinking what a fucking slut.

These two men and one other friend used me for the rest of our vacation. I mean, they just kept fucking me. We left later in the week.

Since we returned home, I have an incredibly stimulating desire for black men. My husband doesn’t care as I will never leave him. He just me to enjoy myself.

My Baby Fever Is Real

I am 27, single, never married. Since Christmas I have this recurring dream. I'm with a baby, nursing, Christmas morning, the other kids tearing open their Christmas g*fts. I look up at my husband, and I freeze and wake up. My husband is my boss at work.

I've whispered I love you a thousand times, when he tells me things like if I didn't love you, I melt inside. He's married, a lot older. I see him at work and I hold my stomach, I want a baby so bad. I loose myself in the mirror dreaming about being pregnant.

I spent Christmas day with him and his wife, their kids who are junior high age. His wife asked me if I had feelings because it was written all over my face. I sat on the sofa with her baby albums, her telling me these things come in due time, it was more common than I thought for girls to fall in love with her boss. She rubbed my ring finger telling me in time I would fall in love with an eligible man.

These feelings are not in my imagination, my belly is empty, I need to be pregnant. I don't want some eligible man, I want him to be my baby's father. I love him, not some ghost I've never met. I want mt Christmas morning with my baby in my arms.

How Do I Handle This?

Found out my HS son got on my PC and found all the porn pics and videos of me and my wife. Like, about 6 gigs worth going back years, and absolutely everything you can imagine to full completion. I checked his laptop while he was gone and he copied everything, and he'd even snuck some spy pic nudes of her that I knew nothing about.

I remember being his age and doing some of the same stuff, and I remember my own perspective about it. I also remember how devastating it would have been if I'd gotten caught.

He's already watched them MULTIPLE times, and it's only a fantasy, so the damage is done, but do I let him keep enjoying his mom and have that dirty secret, or do I blow it all up?

No, I'm not interested in "getting her drunk and letting him have her", so don't even bother with that fantasy BS. It's just an awkward situation that's a catch-22, and I don't really know what to do.

She would be mortified and devastated, so "ignorance is bliss" on that front, and he'll outgrow it eventually, but he's probably going to keep spying on her in the meantime.

So, what do I do?
And yes, I admit that I'm a little aroused by the perversion of it, but I want to do the right thing.

I Get So Much Pleasure With My Husbands Girlfriend

Back in 2016 my husband's office girl had a baby by him. At the time I agreed to accept the baby and not make waves. Over these last eight years she has had another two babies and is pregnant again.

What I can't get straight in my mind is why I want her to be pregnant by him. I am the one that has convinced her to have second family for him. I make arrangements for money and other things she needs, including a house in a nice neighborhood and schools. When he kisses her on the mouth I get that feeling in my clit, I've rubbed my clit several times while he kisses her and hugs her. And he kisses her a lot.

I masturbate often and she is always in my mind. I've seen her naked many times. I have never seen her naked with him, I can only see them kiss in the kitchen or the living room.

I lay in bed many nights wanting her with us. I know I have an obsession with her, she is now thirty one and she is hotter today than she was when we first met her. She is all woman, if I was a lesbian I would definitely pick her over any other woman I know.

Camping Nightmare

This happened a couple of years ago. My wife and I used to love camping. We’d take our tent and go out in the woods regularly, or even to various music festivals. Then, we bought an rv and quit tent camping completely. We still go to music festivals and various places but enjoy the comfort of the RV. We were traveling in our car and staying in hotels when we heard about a music festival not far away. We only had time for one night but decided to go so I bought a small tent and figured we’d rough it for a night. My plan was to either give to someone there or throw it away. We set up in an area among lots of younger people but eventually met several couples closer to our age. Most of them were in an rv and we hung out with them and they introduced us to others set up around them.

One of them was a single man in his late sixties named Clyde. He was by himself staying in a small bumper pull trailer and said he was retired and all he does is travel to different festivals. Nice guy, very talkative and entertaining. That night we were watching a band play when a storm came through. The rain came down so hard that little rivers ran through the festival grounds and winds were gusting to 40 mph or more. The 3 of us took shelter under a beer bar until the lightning stopped air way through a steady rain back to camp. My wife was wearing a yellow tank top, no bra, and short cotton shorts. Her top was now transparent and Clyde stayed at her side as we walked. When we arrived at our tent, it was destroyed! We now had no place to sleep other than the front seats of our 2 seater car.

Clyde quickly offered to share his trailer but there was 1 problem, the only bed was his sofa bed so we’d have to share it. Thanks to an excessive amount of booze we agreed. Since we ere soaked head to toe we dried off and slept naked while our clothes were ung in the shower. My wife slept in the middle between Clyde and me. We were all completely naked, but no sex took place. My wife said he did get a bit handy, and slept with his cock against her ass, but that was all.

Halftime Fun

My husband has five close friends. They are all heavily into all kinds of sports. Whatever season it is, they are watching whatever is on, be it baseball, football, basketball, hockey, etc. I'm not a sports person so I don't pay it much attention. The other wives are all happy I think that they get together at my house for their sports viewing. They invite me to go hang out, go shopping, or whatever else they have planned. I beg off with all kinds of excuses because I like to entertain. (Just not in the conventional sense.)

So I'm basically there to provide sex to my husband's friends. It's a safe way to be naughty because I know these men and I know they are clean and discreet. They are all married with families and don't want to lose their comfortable lives. But we all just like to be a bit naughty sometimes. Also, some of the other wives don't put out as much as they should, so my entertaining gives those guys an outlet for their needs.

So basically I just hang out in bed naked. The guys just come in and do what they want whenever. I don't do gangbangs. I like to have some level of control, so it's only one at a time behind closed doors. (I'm a lady after all, lol.) I have sex with all of them at least twice each time we have a party. And of course that includes my husband. Because I know they are all disease free, I allow them to cum inside me, which is a lot of fun for us all. I really don't see stopping this anytime soon. It's just way too much fun.

My Coworker

I worked at a home improvement store through out college. I worked in the paint department.

I was 18 when I started working there. Fresh high school graduate and I was still a virgin.

My one coworker was 40. Divorced dad and actually really good looking. To me at least. He instantly became a friend

But one day we were in the back of the store in a storage closet where he had his dick out. It looked huge to me being my first dick and he was totally surprised I was a virgin. But I got on my knees. Took ahold of his hairy dick and put my mouth on it.

Didn’t take long before I got my first taste of cum. The taste was new to me and I obviously had lots to learn. But my shaved pussy in my thong was wet and really enjoyed it.

This went on for about 3 months. I was giving him bjs every time I worked.

Our boss had no clue what was going on. I’m sure he wondered why I was so liked instantly by my coworker

But then one Sunday we snuck into our bosses office. He pulled out a condom. Laid it on the desk and told me to take my pants off. I sat on the desk in my thong. He put the condom on and moved my thong to the side

He looked and said he loved shaved pussy. There in my bosses office I got my cherry popped.

It hurt and felt amazing. He even broke my hymen so there was blood. Sadly he didn’t last too long before cumming in the condom but it felt amazing.

As he wiped his dick off before pulling his underwear back up I cleaned my pussy off and put my pants back on.

Come Monday my boss had no idea I lost my virginity in his office