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:

The Teenager Nextdoor

The legal teen next door, Chaz, I've known since he was about 3 years old. He is LEGAL age, I just want to put it out there. My husband left, my daughter is on her own now in another city. Chaz always helped out around my house, the yard, the pool etc. I let him fuck me a year or so ago. I was his first, it took him 3 months to admit it but I knew anyway.

So sometime about 2 months ago I got knocked up. In the past year I've only been with him. I don't expect anything from him, he's about to go to college and I don't want to mess up his life. I will let him know, but I honestly think I need to move away somewhere. Don't know what I'm going to tell my daughter, but I can't keep living next door to his mom being pregnant with her grandchild.

Shit, I know better, but I honestly thought that with as messed up as my periods have been I not be able to get pregnant again. 44 and knocked up by a teenager. I guess karma is biting me in my ass.

His Toy

I am in a strange relationship with my bf of 14 years. We do everything together fuck eat sometimes sleep together. We don’t live with each other and we have 2 kids together who he also fully participates in there life. I’m taller 5 foot 7 have small boobs but have big hips and a big and my ass is my best asset. I’m good looking and am hit on a lot. I have let my man fuck every hole and every position you can possibly think of. We have even vacation as a family. I know that he does still dates other women but he always comes home to me. His best friend has always hit on me and told me that I deserve better. One evening he came over when bf and kids where out of town visiting his family and his BF came over. I thought nothing of it since he has come over before and hang out while bf was not home. We had some drinks and I had been feeling lonely thinking about my situation we ended up in bed and he fucked me. He fucked me a lot. Now I’m being fucked my bf and his bff. I’m very easy going and once we started fucking I could never just stop. When my bf is not home I’m being fucked by his bff and when my bf is over im being fucked. It’s non stop fucking and I’m sore. I took the kids to my family to visit and I don’t really get along with my family. I just needed to let my holes rest. I honestly wish they would just fuck me at the same time to get it over with. I’m trying to figure out on how to get them to do me at the same time.
Writing this while kids and I are at my moms.
It’s to the point where I’m leaking cum at least twice a day. BFF has started to stop by my work and do me on my lunch break. Then I get home and get pounded some more.

Felt Good

I’m short but curvy mom of 2 blond hair 5 foot 2 size D fake boobs and a big ass. Hubby and i where at a Halloween party and I was dressed as cheetah I wore a tight fitting jump suite with cheetah print on it. I wore no bra so when I bent over my tits fell out and husband convinced me to not where panties so I was sporting major camel toe. Here is the kicker my costume came with ears which I wore and a tail. The tail was to be inserted in my butt. I bought this costume from the an adult website. I admit I looked good. We partied hard and hubby hung with his friends and I made the rounds visiting with his and my friends. During the party when i was inside and in a tight spot with lots of people I could feel hands on my ass my tits and one point felt hands slide ups dnd own my crotch. It was in the kitchen and it was jam packed and I was stuck and the guy who was behind me had reached around me and was rubbing my camel toe and was rough but it was getting me off. I didn’t say anything but I was wet. If I stood by a light my costume was we threw and you could make out my heart shaped well trimmed pussy hair and nipples. My friend told me she could see almost everything. I was embarrassed and a few people took pictures of me that night before I found out it was see through. The same guy who was rubbing my crotch was talking to me outside and was very forward about what he wanted to do to me. Hubby was drunk and as I was done talking to the perv o went to walk away and he said for me to come back he grabbed my tail and pulled it out. It felt funny coming out and he had the tail in his hand. There was no one where we where at and he apologized and I panicked and told him to put it back not really thinking properly because of the booze as well he had me bend over on the patio table my ass was in the air and I have this guy who is cute putting a tail in my butt. He took some pictures and felt him back there and I felt him open the hole a little more and I felt his tongue lick my backside and a partial of my pussy lips. I let out a moan and I heard him tear a little of the costume around my ass. I went to stand up and I felt his cock slip in me. I had been wet so it laid right in. He pumped away and my body betrayed me and I pushed back. I came hard when he pulled my tit out and picked my nipples as he fucked me from behind. He didn’t last long after I came and he blew his load in me. He pulled out used the cum leaking from pussy and used it as lube to put the plug back in my ass. I put my tits back in and walked away without looking at him. I leaking a lot found hubby he was drunk. I wanted to leave and was trying to leave when Perv guy came over and asked if I needed help with him. The couple we came with could not be found so he offered to take us home. Hubby unaware of what this you man had just done to his wife outside accepted his offer. We got him into his truck laid him on the back seat I got in front and was mauled on the way home. He pulled his dick out and hubby was past out he had me go down on him shot his load mostly in my mouth but did get a splurt across the face. I cleaned up his as well. We got it our house he helped me with my husband who was about to be sick. He puked on the lawn. We got him in I cleaned him up a bit got him to bed. He was past out before I knew it. Mean time young perv is going through my dirty laundry smelling my panties. I got him out of the room and down stairs and young perv used my mouth pussy and ass for the next few hours. He left a little after 6 but not before he fucked my ass 1 more time. It’s been a couple of weeks since the party and when hubby goes to his bowling league I go for a jog and meet my perv at the park and let him fuck the shit out of me. I can’t help it he hits deep parts of my pussy and makes me explode. I guess I am the whore wife after all

First Preggo

I bought my parents home and still live in the house where I grew up. The neighbors I've known for many years. Their daughter and I went to the same schools though she was 3 years behind me. I went to college early and graduated, now gainfully employed. Though the girl next door wanted to date me, I honestly didn't want to date someone that much younger than me, and definitely didn't want someone who wasn't willing to be involved sexually as a partner. In talks through the years Sally, the girl in question had admitted she was a virgin, I'd check with her every once in a while as she was growing up. She was very frank in her answer and always indicated she was not sexual and was a virgin. Eventually she was dating a guy a year older and he left her. He dumped her the day she told him she was pregnant and afraid to tell her parents.

Sally is now 6 months along and showing well, and her breasts have gotten a lot bigger, way bigger than I thought they'd get when pregnant. Then, what the hell do I know about pregnant women? Now I can say that I know much more. She was over at my place last night, we were talking and I fixed us something to eat. She interrupted and moved me out of the kitchen and fixed dinner for us herself. Back massage on her turned into feeling her tits, opening her dress and taking off her bra and her panties. She's always known that I like a girl who will trim or shave pussy hair at various times, but I always like to start with a girl in complete growth.

I know it was planned, she'd let her pussy hair grow the day after she got dumped. I saw that big patch of black hair on her pussy, her nipples growing on her quite a bit bigger breasts and soon my cock was shooting in her mouth, I ate her pussy till she had several orgasms, then I fucked her to two more. No condom, no worry, since she was already pregnant. It felt great and about an hour later, I fucked her ass. Fucking her ass with that big pregnant belly was super hot for me. Only later did she tell me she'd never done anal before. Later, after another plugging of her pregnant pussy, I think enhanced by the fact that it was another mans baby inside there, and it was time she went home.

I'm kinda hoping I have a pregnant girlfriend for a while at least. It was fun, she was fun and she was a really good fuck too. Don't know if it's because she's had to mature with the baby on the way or if it's her being preggo, but I like this girl.

Best Tournament Ever

Recently divorced and a dad to an awesome 12 year old who plate travel ball. Had a baseball tournament in Las Vegas that started last Friday and went through Sunday.
We had to be there by Thursday evening to be ready to play by Friday morning.
My son and his mom flew in Thursday afternoon. I live same town as ex and son about 6 hours away from Vegas. I decided to drive so I took his gear and I had my chairs stuff etc…. Ex and I speak but are not the best of friends. Very toxic and we clash a lot over the weirdest things. They were staying at New York New York with the team so I decided to stay there as well. There has always been another mom on the team that I always thought was gorgeous. Dirty blond green eyes small boobs but a nice thick ass. Always seems to be in stretch pants and when the husband is not around sports the camel toe. Since the split she has been very nice to me flirting at times when no one around. The ex always kept an eye on her but remained cordial with her as well.
It’s Thursday evening I’m at the circle bar downstairs in the casino and hear comes Allysa the hot mom. Like usual in a tight top small tits but no bra and she is either cold or horny because her nipples where sticking out. Husband did not make the trip so some major camel toe showing. Joins me for a few drinks and then we walk to the arcade to find the kids. Kids are running around having a great time. I find my son asking for more cash for games. Which I give and tell the ex that i will see them tomorrow. I was walking away and I hear Allysa calling me and asking if I want another drink. I said sure never going to pass up watching her walk in front of me. She said that her son was going to come up with one of the other mom’s sons in a while. We grab a drink and she says she buys this round. I ordered her a double Jameson and soda as I did for myself. She gulps it down and says she is going to go broke with the price of drinks. I mentioned that was why I packed some vodkas Jameson and soda and had it in my room. She said what are we doing here then. 20 minutes later I was making her a cocktail in my suite. I own my own business and do well for myself. Since I am single now I figured I would splurge on myself which I never do. It wasn’t the top floor but it was a good view of the strip with another room separate form the bedroom with a hot tube and small bar. A short time later the talk took a turn and it was sexual. Basically she is asking me why I haven’t moved on since the divorce told her the story. Told her would love to have lots of sex but it’s difficult blah blah blah. 2 drinks later she and I are kissing and having a really good rubbing session. Basically me rubbing her ass as she is mounted on me on the couch. I’m in good shape and a big guy. Still pretty ft lift weights etc. I pick her up put her on the coach that faces the strip and proceed to pull her yoga pants down and to my self I say to knew it. No panties. She is facing the window looking out at the strip and I’m using my tongue to lick her from her pussy to her ass then back down her crack and cam up her crack. I did this for a while her loving it. I grabbed her by the hair and shoved my cock in her mouth. Gave me a sloppy bj then I used her mouth pussy and ass for the next 2 hours until her phone went off her son texting that he was going to there room. She cleaned up and this set the stage for the next 3 days. Anytime we had a chance we where in my room. I used her anyway I wanted for 3 days. At the games we acted normal cordial but not to close. When we got back to the hotel it was on. I have videos pictures of us playing fucking. I drove back Sunday after the game and they flew back Sunday night as well. Monday yesterday morning she came over after dropping her son off at school and I spent the late morning and early afternoon using her as a human fuckdoll. We did not think about condoms since her husband is fixed and I am not. We figured why start using them now we will cross that path when it’s time. Until then I’m going to pump as much cum into her as possible. I told her I’d shot my load in her mouth her ass. Can’t wait to see what she wear for me tonight for Halloween. She asked what she should wear I told her the sluttier the better.

Completely Humiliated

I do not really even know how or where to start this but here goes my confession.

I am a bigger girl with a fat pussy. Basically, the mound is plump, my lips are thick and my actual slit is long and very open. My ass cheeks are big and are kind of like ride the wave. My boobs are extremely big…like basketballs. I suck cock for the enjoyment of it.

I got myself involved with a guy who is much older than me. He is a very nice guy. Loves my body. He is fantastic in bed. He is certainly a kinky guy and frequently we do adventures that I would NEVER do on my own. This is one of those adventures.

We are down by the river fucking in his car. I am in the back seat, on my back, legs up with my feet in the ceiling. He is giving it to me good, like a plunger, up and down. I am soaking the seat like fucking crazy. Out of nowhere I hear guys talking. They start saying give it to her. Fuck her good. I am completely humiliated as these five or so utility workers are watching us fuck in broad daylight. My guy stops and tries to cover up but the opportunity was missed - they saw everything.

Then one says don’t stop for us…we will just watch. My guy wasted no time and fucked any bit of humility left in me out of me for the next fifteen minutes as these men circled the car and watched. As he pulls out, his load sprays all over me, to the joys of our watchers and to the complete depravity of me. We finish and they go on their way.

As we got back in the front of the car, still embarrassed and humiliated, my guy asked if I was okay. My response was a simple I don’t know, but let’s get out of here.

My Hotwife

I have been fucking this hotwife for about a year now. She is mid 40’s, curvy, white, a mom and wife and a complete nympho. She loves my cock and will do anything I tell her to do. She used to have hubby there to watch and to humiliate, but now she comes running when I call her. We used to always use a condom, now she begs me for my raw cock.

A few months ago I told her that I had told my friends about her. I asked her if she was into multiple men. She nearly begged me for it! I set it up and it was fantastic.

Me and four friends took her to a fancy hotel in the city and fucked her for an entire day. Obviously we were not fucking for the entire day, but you get the point. My hotwife, Sarah, got her white body thoroughly fucked by 5 well hung black men. We took pics and sent them to her husband and we even took video. She didn’t care. She loves my dick and she is completely submissive to me.

The irony….she asked me for more cock on the next gang bang day!

Fling At Work

Starting off, i work at a large retail store in the maintnance department. It has been really interesting to say the least, and id like to share what happened a few months ago.
Since i started, there has been a girl that works in customer service that ive had a huge crush on. Over the past few years, we became friends and eventually started flirting a little. She is so gorgeous! Long straight hair, an amazing body, beautiful smile, and shes really cool to talk to.
One day i was out in the shop, and my radio wasnt working. Something had broke, so when they couldnt get in touch with me; they sent her to look for me. When she walked in the shop, i was on my phone (reading on here) and she tells me what was going on, so we walked back to the store together and were doing our usual banter as we did.
"Youre just out there by yourself working on stuff?" She asked and i explained that i was by myself today, and usually nobody bothered me unless something went wrong. She teased that i probably watch porn and masterbate out there, to which i replied "duh, what else is a guy supposed to do at work" and she said "I could think of a few things." I didnt think anything of it, and we seperated when we got back inside.
I did what i needed to do, and headed to lunch. After lunch, i clocked back in and went back out to the shop. I shut the door behind me and had a seat n a bucket while piddling with a frame or something i was working on, and was listening to music.
Next thing i knew, someone leaned over my shoulder and asked "what are you doing?" It almost gave me a heartattack! While she laughed about startling me, i asked her what was up, and she told me she was on her lunch, and wanted to see if she could catch me jerking off. To which i responded, "awe... what a shame. I was thinking about it, but now that im having a heartattack im not in the mood anymore"
She stood there looking so cute, pouting like she was disappointed. "Are you serious?" I asked, and she was like "of coarse not". "Would have been hot if i did catch you tho." She added with a sexy smirk.
Instantly i felt my dick chub up, and wasnt going to say it, but it just blurted out; "all you have to do is ask" to which she called my bluff...
I walked over and locked the door and turned back towards her and started undoing my belt, unbuttoned my shorts, and pulled my dick out. It was already hard, and i stroked it while watching her eyes transfixxed on me.
She made a gesture for me to come closer, and she held her hand out to take my dick from me. I put my dick in her hand and she slowly started stroking it and i kissed her. Next thing i know, im pulling her clothes off and shes rubbing my dick on her pretty shaven lady parts. I ran my hand all over her body while she used my dick to rub herself, and positioned me at her intrance and i slid inside.
She sat on the edge of my workbench for a while, but it was too high. She wrapped her legs around me and i picked her up and she came in shivers. Trembling she got back down on her feet and bent over the table saw for me to hit it from the back. Seeing her ass for the first time, and seeing my dick slide in her over and over pushed me over the edge and i pulled out and shot my nut all over her beautiful booty.
She used some rags to clean up, and put her clothes back on. We made out for a little while, and then she realized she was late and had to run.
Since then we fuck all the time, at work, at my place, hers, on camping trips weve taken, in her car before work.... she's fucking amazing! I think im falling in love.

Relunctant Wife Swap

Mixed emotions sharing this experience; I’ve derived both pleasure and a fair amount of emotional pain due to what happened.

20 years ago, I joined a high-pressure sales organisation. The money was amazing, and with a young family, money was key. I’d been married four years at the time and had a two-year-old daughter. My wife Angela was the perfect brunette, pretty face and as sexy as hell, still is!!!

I became totally addicted to my new company, I worked incredibly long hours to earn money, plus impress the boss. I soon became one of the top earners which meant my boss took an interest in me. My boss Charlie was in his forties and he and his wife Bree were big drinker and party animals. I both admired Charlie and was a little frightened of him; hard to admit that. He had a reputation of firing people who didn’t make the grade or upset him. Most of us were self-employed, so had no employee rights.

The incident happened after we had been invited to Charlie and Bree’s home for dinner. There were eight of us at dinner, and lots of booze was consumed. The other two couples left quite late, leaving just Angela, Bree, Charlie, and me. At this point, our hosts started taking and offering ‘other substances’ plus more booze. We were all hammered. Long story short my boss and his wife were hedonists, who were into wife-swapping.

Bree made the first move, grabbing my crotch and kissing me. Angela was not as stoned or pissed as the rest of us and did resist Charlie’s advances. He was very ‘forceful’ though. I could see she was uncomfortable, but what could I do? I should have told them both to fuck off and left, that’s what I’d do now.

I suppose I best put some details in. Charlie had managed to get his hand up Angela's dress and was rubbing her pussy over her panties whilst kissing her. Bree had my cock out and was giving me a fantastic blow job. Next, Charlie had his hand under her pantyhose and panties and was touching my wife’s pussy. I remember thinking that I couldn’t quite believe what was happening. I wasn’t comfortable with Bree sucking my cock, but physically I was loving it too. Angela did look over a few times; I wanted to rescue her; I wish I’d saved her. Bree then mounted me; she was an attractive woman, but I didn’t want to be unfaithful. My mind was doing one thing, but my body was sexually responding.

I glanced over to the couch, and Angela was on her back, knickers off with my boss eating her pussy. She had her eyes closed and was whimpering. I was both jealous but due to Bree’s efforts, very aroused too. I saw the moment Charlie lowered his jeans and climbed onto my wife. He took her slowly then speeded up until his butt was a blur between her legs. I didn’t like watching my wife and mother of my child, fucked by my twat boss. I will leave it there.

Afterwards, both my wife and I were not in a good place for many months. It caused a dreadful rift in the marriage. Neither of us wanted what happened. I couldn’t get the mental image out of my head of my boss’s ass between my wife’s legs as he fucked her. I left the company a couple of weeks later; that night was a terrible wake-up call.

I now look back at that night, and my confession is that I have wanked off numerous times over the memories of my wife on her back being forcefully fucked by Charlie. Thankfully, Angela was on the pill at the time, which was a good job as my boss came inside her. The marriage did survive but was weakened. Beware if you ever find yourself in the same situation, if you or your partner is not comfortable with what’s going on STOP!!

Football Day Pay Day

For the past few seasons, my husband and I partake in a funny tradition. On various football game days, he invites some friends over to watch football. The very first time we had this watch party, EVERYONE was drunk and my less than smart husband offered me to the guys. The catch, there had to be some type of payment. All four friends and hubby turned my into a whore that day.

Over the years payment has been in the form of plumbing for our new bathroom, work on my minivan, pool cleaning, money…amongst other forms.

As most have been invited in the past, they come prepared.

Last week, we had eight friends over. This was a busy day for me. It is all in good fun. And let me tell you, eight dicks in one day is work, but it is worth it.

I got us the following: shed roof replacement, new tires for my daughters car, landscaping for two weeks (basically we pay for the season less these two weeks), I got dentist visits for my family and of course the normal form of payment. All in all, it was a good day.

This is meant to be fun and most is just a way for the guys to get off sexually in a safe environment. Just saying, my pussy loves football party day!