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 Mother

First point: I walked into the house about two weeks ago and I heard my mom masturbating. Not just easy and relaxed, but pounding herself with something that made her cum violently.

Second point: I have done all I can to make sure there was nothing for me to see or hear or worry about regarding this surprise.

Third: I have heard my mom do this two other times since that day.

My thoughts: am I seriously hearing this? Is that really my mom making those sounds? Where the fuck is dad and why isn’t he helping this along? Why do I actually sit and listen to it while it is happening?

I am a grown boy and I understand the dynamics of sex, but I am not a 47 year old female. This is all a little confusing because why would she let me hear her?

Having said all of that, my mom and I were watching tv the other night and I calmly asked her if I could ask her a personal question. She said yes and I told what I had heard. Her response was straight forward: my dad cannot rise to the occasion anymore due to some medication he takes and she is generally horny and in the mood. She went on to tell me that she and my dad used to have intercourse (almost) every night until the medicine started. This was a truly enlightening moment.

Delimma And A Friend's Wife

Angie is a gorgeous woman. In high school, she was the prettiest girl in school and the girl every guy wanted to f***. But my best friend since 10th grade of high school, Matt ended up dating, then marry her. She's always been a great girl, and never given any indication she would do anything wild, cheat, or risqué.

A few.months ago, she texted about cleaning up her laptop that she was handing down to their daughter, who will be staring college in the fall. Since I spent 20 years in technology and a close friend, I figured I was the obvious choice. I met her as she drove though the town that I'm living in (about 15 miles from their home) . When she handed me the laptop, I detected a sense of uneasiness. "Just delete all the music, photos, or any documents. I don't think i need to save any of it. But if you see anything your not sure about, could you call me? ". I agreed.

When I started cleaning the laptop, and not having a factory reset disk, I just searched for files by type to delete. Since photos are mostly JPG files, I used that as my first search. I could not believe the images that began popping up on the screen. It was photo after photo of Angie topless, nude, in the tub, with sex toys. I couldn't help but stare at her perky tits, tight ass, and shaved pu***. They were all selfies or mirror shots, dressing room photos, etc. I admit that I masterbated so many times looking at her photos. Then I began to wonder is she knew I'd see them and wanted me to. I had to know.

When I called her to tell her I'd finished cleaning it, I still wasn't sure how to bring the photos up. I met her in the parking lot of a local local school to give the laptop back. She said "Thank you for doing this. There were a lot of stuff that didn't need to be on there. I wouldn't trust anyone else to clean it off." So I saw my opening and said, "Yeah, some people might off load anything they saw inviting or very personal like photos or videos." Her face turned red and she asked "You didn't did you?" I said, "No Angie, I didn't off load any of your photos." She asked, "But you saw them?" I admitted that I did. She stammered a bit and talked about being embarrassed and then asked me not to mention it to Matt. I agreed not to. What woukd be the point? After her initial embarrassment sha asked me, "Did you look at all of them or just turn your eyes when you realized what you were seeing? " i figured whatever I said was safe and confessed, "Of course I looked at them. Most men would. You were the girl every guy wanted to get with in HS. I couldn't resist the urge. And you are gorgeous and always had a great body." I felt the conversation had changed. She said, "That's sweet if you to say. No other man has seen my body bur Matt, and he never comments when I send him photos or snaps. Soooo... do you think I look okay? I am 42, so I wonder." I told her I enjoyed seeing her photos - "maybe too much!" She ask me, "What does that mean? Wait. Did you uh... like enjoy enjoy?" I laughed and said "yes". And she said, "Like, you got excited?" And I said "Yes, Angie I got a hard on." She seemed to be excited by that thought. "And I'm guessing you took care of that?" I said I did. I started getting a hard on just talking to her about it. Matt called ans lld she said she had to go, but looked down at my shorts which was obviously sporting a hard on. "That gives me something to think about."

Obsessed Having Sex In Front Of My Husband.

My name is Julie, I’m 24 yr old married white female. I’m considered attractive and have always had men flirt and hit on me. I’ve been married to Cody for 2 years after dating for 3 years. We’ve had an active sex life and he’s always pushing the envelope sexually. After being married about a year, he began to want me to have sex with other men, but only when he was watching. It started as just a bedroom fantasy, but soon he wanted to make it happen for real. I thought a lot about it, and finally decided to do it. The first time wasn’t very good. The guy was good looking and well hung, but acted like he was doing me a favor by fucking me. After that, I decided I would pick the guy.

It took a while but eventually I met a man named Mike when I started a new job. He was nice, pretty blue eyes, and a great personality. The downside is he was 66 years old. However, he is a horny bastard and quickly let me know how badly he wanted me! Whenever we were around each other at work he would whisper sexy things to me and give me a dirty little smile. I found myself getting turned on thinking about him so, after talking to Cody, I invited him over for dinner. After eating we sat in the living room talking and having some drinks. Cody encouraged his flirting and he wasn’t holding back. The more he drank, the dirtier his comments.

I excused myself and went to the restroom, I was mildly surprised to find how wet I was. So wet I needed to change so I slipped into a tiny nightgown, no panties, and went back to join the guys. The look on Mike’s face was priceless! It turned me on even more seeing his reaction so I walked over to him and took his hands and led him to the bedroom. He kissed me by the bed while he removed my nighty, the eased me onto the bed and buried his face in my soaking wet pussy! He made me cum multiple times before finally climbing on and pushing his hard cock deep inside me. He wasn’t the biggest by any means, but more than adequate and he could fuck for what seemed like hours before shooting his load inside me! I came at least once more before he did. When we were finished, he thanked me repeatedly and told me how wonderful it was to have sex with such a beautiful young woman.

We walked him to the door and I kissed him goodnight and he left. We’ve fucked several more times since then, each time was great. It was then that I developed my love for having sex with old men. I look for men no younger than 60 who are still somewhat attractive, and have the dirty mind of an 18 year old, and can still get an erection. I’ve had sex with probably 10 or 12 men ranging from 60 to 71, all have treated me well. The thrill I get when they see my body for the first time can cause me to cum without ever being touched! Ladies…I highly recommend older men!

True Story About My Friends Mom

I wasn’t old enough to drive yet when this took place. Robert was my best friend, my name is David. Robert lives with his mother and step-father. His mother’s name is Elizabeth. this was 4 years ago so she was 32 at the time. She’s cool and good looking. His step-father is Steve…and he can be a jerk. Not always, he’s ok sometimes, but he can be pretty strict with Robert. His mom isn’t a hardbody, she’s got some curves for sure and her tits are huge! They have a pool and when she wears a bikini they practically fall out of the top. They have a pool at their house with a high fence around it.

One Saturday they were having a pool party, they did this fairly often, and actually let Robert invite people over but they had to leave by 6. There were about 10 of us there, 6 guys and 4 or 5 girls, along with Steve and Liz and 2 of Steve’s friends. The guys were all drinking pretty heavily, Steve even offered us some beer which I took. Liz didn’t seem happy about it but she let it slide. By 5:00 all the teenagers got out and left except Robert and me. By 6:00 I called my father and found he was drunk as a skunk and wouldn’t be coming for me. Mrs. R was cooking and Steve had been drinking quite a bit so I asked if I could just stay there. Steve said I could but we’d need to go inside.

Several other friends arrived and they ate the hamburgers Mrs. R had prepared while drinking quite a bit. Steve kept coming into the den and bringing us beer and some shots of something that Robert drank, not me though. After a while, Robert was pretty drunk and asked Steve if he minded if we got back in the pool. Steve was very drunk by now and said “fuck it! Why not!” So we put our suits back on and went outside. It was just starting to get dark, the pool had a light in it but Steve hadn’t turned it on. But there were lights on 2 sides of the pool that lit things up just enough to see what you were doing. We got in the pool and Steve took a bottle of tequila over to 2 couples and they each took shots. Robert told me he wanted some so we asked Steve to pass it our way. Steve took a big gulp but I passed. As we stood there talking to them, mostly to the women, Robert said he was getting sick and quickly got out of the pool and ran inside as we all laughed. It wasn’t long before Steve said he’d better check on Robert and went inside. We sat there talking a bit and finally both couples said they figured Steve had passed out so they were gonna leave.

I took the tequila over to Steve’s 2 friends and Mrs. R, all 3 pretty drunk drunk, and gave it to a guy named Mike, then I went to check on Robert and Steve. Robert was passed out in his bed, Steve was passed out lying across their bed. I used the bathroom then got another beer and went outside. Mrs. R was laying her head on her arms facing the side of the pool. I got in and walked over toward them and that’s when I noticed Mike had his hand on Mrs. R’s ass! I stood behind them so that I didn’t crowd them and just listened. The other guy, Red, grabbed the bottle and chugged the rest of the tequila, almost spitting it out when he did. Less than a minute later he said “Uh oh” and staggered out of the pool and inside. Mike turned to me, motioned me over and said “Keep an eye on her kid. I need to pee.”

I stood there with my arm around her. She looked at me and said “Oh god David! I’m so embarrassed.” As she hugged me she almost fell. I grabbed her, my hand almost on her tit. She steadied herself, put her head on her arm and talked to me. I moved my arm to her waist and eventually to her ass. Her swimsuit was up inside her ass cheeks so it looked like a thong. My hand was on her ass and she was pushing backwards slightly. I started rubbing her ass and eventually got the nerve to move my hand between her thighs and gently rubbed her pussy. She had stopped talking and actually moaned and started pushing back slightly against my hand. I finally decided to go for it and slid my finger under her suit and right inside her pussy! It was wet, though it may have just been from the pool, and I slid it in and out several times causing her to moan again and then laugh. I guess I didn’t hear the door because I heard Mike say behind me “Hey kid, what are you doing there?” I jerked my hand away and stammered something. He said “It’s ok kid, you lucky shit! I’ve waited years to do that!”

We both stood there for a bit taking turns feeling her ass and tits. She was talking to him while I groped her from behind, then she turned to me and talked with her arms around my neck while Mike ground into her from behind, he even reached in front and pulled her tits out. I’m not sure if she noticed, but she didn’t cover up. When we heard the door open we both moved away. Steve came out and instantly lay down on a lounger and passed out. I decided I’d better go inside and said goodnight and went in leaving them alone.

Embarrassed That I Did That!

When I turned 18 I took a job at an auto shop as a cashier. As you can imagine, there are mostly men who work there and being young and, if I do say so myself, pretty hot, I got hit on all the time. My father died when I was young and we didn’t have much money growing up. I made a little more than minimum wage, but not much and I shared an apartment with a friend. Between rent, gas, food, and clothes, I didn’t have much left each week, but I managed to get by. I lived in Houston Texas and there is a large Hispanic population there and they seemed to be particularly attracted to me. At the time I had long brown hair, b cup breasts, a decent ass, but my best feature I think was my legs…though some aid my smile.

One Friday after work a group of us got together to go for drinks at a small bar that one of our customers owned. As I said before, mostly men, or boys, worked there so I was 1 of about 4 females there, 3 of them were in their 40s or 50s so I was easily the most popular. Guys kept buying me drinks, I had to give some of them away, so I eventually refused the drinks. Several were hitting on me. I had a boyfriend, not serious but still a boyfriend, so I told them no thank you. After realizing they weren’t going to get anywhere most of them gave up and started playing pool. This allowed me to sit to the side and sip my drink and actually read a book.

After about an hour sitting alone, a Hispanic man walked over and sat down. His name was Jorge, he was probably in his early 60s, though maybe a bit older. He asked if I minded if he joined me, though he’d already sat down, so I smiled and told him ok. We talked a bit, it turned out he worked as a salesman at the same dealership where I work. I told him about work and my boyfriend. He said he’d seen me at work though I didn’t remember him. He was divorced, 3 grown kids, and just looking for some friends. He was pleasant to talk to, but far from attractive. He was about 5’9” tall, a rather large belly, and his hair was falling out unable to be hidden by the sad comb over. Ke bought me a few drinks and kept the conversation flowing, never once hitting on me. Several of the guys from work came over to make sure I was ok, a few seemed upset that I said I was. I noticed most the guys from work had begun to leave, it was about 9:00 now.

He asked me if I had plans for college, I explained I hoped to go when I could afford it but could barely pay my bills on a cashier’s job. As we continued to talk we discussed how touch it was making ends meet and how I needed to find a job where I could earn more money. He listened to me for a bit, then he said “I’d like to ask you a question, but I’m worried about offending you.” Curious, I told him to ask me. He said “I know you are struggling financially, and I’d like to help. But, I’ve always felt nothing in life is free. So, I have a proposition for you.”

As soon as he said “proposition” I had a feeling what was coming. I didn’t say anything at first, I just looked at him and thought how my opinion of him had just gone down. Finally, I said “So, what’s your proposition?” He looked at me for a minute and then said “I’ve been divorced for 4 years and have only been with 1 person in that time. I’d never dream of ‘hooking up’ with a young woman like you. But, if you would consider it, I am willing to give you $1500 to come and spend 1 night at my house. Yes, I do mean for sex, but I also want you to spend the entire night. I’ll pay you cash and no one will ever know.

I was shocked to say the least. I expected the cash offer, but I was expecting $100 or something. $1500 would make things so much easier for a few months and I was surprised to find I was considering it! I asked him when he wanted this to happen and he said “Tonight if possible.” I asked for another drink and then I agreed. He drove me to his house and made us drinks when we went inside. After a few of them, I asked to take a shower. He showered in another bathroom and was waiting in the bedroom when I came out. I wrapped a towel around me and joined him. I lay on the bed beside him and closed my eyes while he kissed me and fondled me. He asked me to give him a blow job, so I moved between his legs and took his small cock in my mouth and sucked him until he was hard, then rolled onto my back.

He then moved down and started going down on me giving me a quick orgasm! The next thing I knew, he put on a condom and climbed on top of me, fucking me and sucking on my breasts. He too came quickly and then rolled over and soon fell asleep. The next morning he gave me $1500 cash and drove me to my car. He would stop by my desk occasionally and even asked me if I wanted to get together again. We did about 3 more times after that, each time he paid me a little more and we did a little more. I am embarrassed and ashamed I did this, but I have been honest with my husband and he has no problem with my past.

Riding Mercedes

I bought my first home in an older part of town. It’s a quiet street with good neighbors. It’s a decent house perfect starter home. I like to run so first day I moved in a went for a jog to check out the neighborhood. When I returned my new neighbors across the street were outside and as I came upon my driveway they came over and introduced themselves to me. Husband James wife Mercedes and their 1 year old. James is a EMT and Mercedes is a stay at home mom. Apparently James is in school trying to become an RN. We are talking and I am trying not to stare at Mercedes. She is about 5 foot 4 ish curly blond hair shoulder length small tits nice curvy hips and an ass that sticks way out. I was amazed how big and round it actually is. We talked for they invited me over for a drink later and I said why don’t you guys come over here my new place has a pool and it would be fun. I wanted to see what she would wear bikini or a 1 piece. All I wanted was to see her ass. It ls amazing and as they walked away her shorts were short enough that you could see some ass cheek hanging out a little. She looked back and caught me watching her way away. She smiled and proceeded to really sway her hips she stopped in there yard to pick her son up and bent over and gave me a nice shot of her ass. You could clearly see she was not wearing any panties. I got ready picked up a bit and they where soon over. She wore a 2 piece and we talked flirted when James was not around. She seemed to stay close to me and after some drinks we swam before they had to go because of the little guy. A few days past and I got home from work one evening and had gone out with some buddies after work for happy hour. She was outside with her son and we talked and asked about going to happy hour and how nice that must be. I told her that she could come next time and she said that she wished she could but with the baby it would be tough. Then I said why don’t you guys come over and we can make our own happy hour it’s hot and we can hop in the pool. She said ok and would be over in 10. I meant the whole family James included. What I did not know was James was working today and would be on call for the next couple of days. She came over in a wrap and quickly took it off once inside the house. She set it aside and was setting up the baby pin to keep him contained. She did this in a 2 piece bikini the bottoms where a thong as she was bent over you could see the dark ring around her but hole. I snapped a few pictures I made her a heavy cocktail and she was feeling good. We swam for a bit. The baby had dinner he played and watched tv while I proceeded to play grab ass with Mercedes. I joked that I had never rode in a Mercedes before. One thing led to another and we were going at it in the kitchen. I wasn’t sure how much time we had so I let her suck my dick get it nice and wet then proceeded to put her on my lap and she rode me until I exploded and what seemed like the largest nut I have ever shot. We made out some more and fucked again. It was dark so we took the baby back over to her house. She gave the baby a bath I went home and a couple of hours later she text me to meet her in front of her house. We went in to the garage and I pounded her some more in there then in the kitchen. When I had her bent over her couch I took my cock out and shoved it in her mouth and told her to get a lot of spit on it. I took my head and told her to pull her ass cheeks open for me. She struggled a bit but I was able to put it in her ass. When i bottomed out in her ass we just stayed still. She whimpered a bit then i got a get rhythm going and blew my load in her ass. We have happy hour a few days a week when James is gone. We don’t force the issue and are careful. She told me that James and her son will be going to visit family out of state and she will be getting some alone time and a girls trip. I am planning on taking her to Vegas and having a marathon sex session there.I have videos of her and I fucking. We watch them at my place. Il post how the Vegas trip goes. I stopped using a rubber so I blow my load in her ass most of the time.

Two Guys And Crystal

I was in Florida for a girlfriends bachelorette party weekend about a year ago. My husband did not approve, as I am not the most conservative person. I will party given the opportunity and, yes, this would be an opportunity. And yes, we partied….very hard! We got there early Friday morning and surprisingly our rooms were ready for us. We immediately drop our bags, get into our bathing suits and head to the beach. My bathing suit barely covers my 44D boobs and my Brazilian waxed pussy. Again, my husband did not approve of my pussy being so freshly waxed for me to go away.

As the day rolls into the night, everyone is starting to want to shower and go bar hopping. We all wore sashes so we were easy to target as fun and ready to party.

One guy and his friend started talking to my friend Crystal and me. Dancing started. Flirting started. And my pussy woke up. It did not take long to realize they wanted to fuck so Crystal and me invited them back to our room.

As we got back to the room, one guy asks Crystal if we have ever played together? We answered no, we both have enjoy dick. We are both married as well.

We get into the room, we find our beds, get naked and get at it. At one point, I am watching Crystal and she smiles at me too. We both go back to our guys but eventually we all end up in the same bed. Body parts everywhere.

At one point, one guy says I want to see you kiss Crystal. I was like nah, but Crystal says ‘what, I am not hot enough for you?’ I was shocked and stammered ‘no, you are super hot, but I have never done that before!’ She said she had not either. The other guy says ‘fuck, this would be hot!’

Crystal and I decide to play along. We kiss and then kiss more and then, I guess naturally, our hands found each others pussy. That was it for me! I needed to fuck!

We all fucked. Me and each of the guys. Me and Crystal. Crystal and each of the guys. It was a night of fun. Group sex, bi-female sex, two guys….so many firsts! I guess my husband had a reason to worry.

Oh My Goodness

I’ve been with only three guys and the third was my bf since 19. I broke it off with him. There was a guy that was sort of in our group that had been asking me out for over a year. He found out I was single and asked again and I accepted.
That night during some making out in his car I felt his crotch, I had no intention of doing him on the first date but I was really turned on feeling his growing penis. I had never seen one like his, so much thicker and longer. In minutes I was on him and the sex was incredible. At first after blowing him a little I wasn’t sure I would be able to take him but as he rubbed it on my pussy he pushed in and after a few penetrations he slid deep in me and I came right away. It was so different, as he continued to fuck me I could feel it was going to happen again.
I watched his big dick disappear inside me over and over, it really did feel like it was my first time. I orgasmed 3 times and he did as I had my last one. I really have no feelings for this guy but I have continued to fuck him every chances we get.
He told me he was over 8 inches, he felt so much better, so much thicker. He has asked me to join him with another girl that I really don’t know. He said she asked him to ask me. At first I was not interested at all. Then she was at a party we were at and I just started to get onboard.
Nothing yet but I’m in now., I’m gonna have some fun for a while.

Happy Ending

My best friends (yes friends as in the entire family) recommended a particular place for a massage, so I went.

As the massage began, the therapist literally pulled the sheet off of me. ‘Is this okay’ as she was doing it. I agreed it was okay. She started on my back, then my legs….all the way to the top of my legs. Yes, all of the way. She then proceeded to gently slide my thighs apart. I do not care, as it feels good. She then hits my neck and says turn over. I am nude, but whatever. She starts on my neck, then shoulders, then boobs (and nipples). She then goes for my legs and makes no effort to not touch my pussy. None! The oil is slippery, her hands are wet and my clit it there…so there is some touching.

Out of nowhere, she stands next to me, spreads my legs open and begins to stroke my pussy. Again, it feels good so I don’t stop her. She brings me up a little bit at a time. Then she grabs one nipple and my pussy and says is this okay? Fuck me, no this is not okay, but fuck, do not stop. She proceeds to make me cum twice.

What the fuck just happened? I mentioned it to my friends and they all said, yup, that is why we recommended it to you.

Women Are Impossible To Understand

Some time ago my wife showed naked pictures of me to her long time friend Mandy. The day she showed Mandy she told me about it and how much her friend enjoyed my pics. She laughing and joking about how Mandy wants me to fuck her. I know it's common for women to show their friends their private photos, but this was the first time my wife had admitted it to me.
Now according to my wife Mandy has a crush on me, and anytime we are all together if I even get close to her, or look too long, or anything, my wife gets pissy with me.
It's like, "Wtf woman, I wasn't the one who showed her my dick!" The way she acts about it makes me want to go fuck Mandy's thick ass and come home and stick my dirty dick right in my wife's mouth.