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:

It’s Magical

My neighbor has a block party 2 blocks worth of people lots of new people. I am talking away and meet this one couple. Ann and Steve very nice couple in there mid 50’s. Sat down at our table and we chatted. Ann seems very flirty but I think it’s her personality. She’s taller auburn haired women nice big tits a rather large bottom. She has on a fitted skirt looks good on her. Steve is chatting away gets up and walks off into the party. Ann and i chat and she asks if I’m married no girlfriend an hour goes by Ann is chatting and is now sitting next to me. I got up to get her and myself a drink. I get her a stiff drink now she’s really flirting. I feel her hand on my lap I gently slide it up on my cock and told her that’s what you want don’t you. She squeezed and said yes can we find a place to go and play. I reminded her she came with her husband she says he is probably drunk and we can be gone for a bit and he will be ok. Her house was 2 houses down my house was 3 houses from her. We walked to my place 15 minutes later she is naked hot damn her body lay had some curves. I’m sucking her tits we kiss I go to my back and she slides my shorts off. Big red hair big tits covered in freckles she takes me into her mouth and started to suck me off. What she did with my cock to make me cum was absolutely amazing. She used her mouth to suck on the tip makes it feel like my head was going to explode and then a massive amount of cum flows form my cock to her mouth. All I heard was her struggling to swallow it fuck it felt good. She thought I was done when I started to soften and she kept sucking She sucked to much and I got hard again. She went to get up her thong was still on as she slid back off my bed her ass was in the air I come behind and slide into her pussy. I hear her start to say of fuck oh fuck that’s big go slow. I said ok and out a finger in her butt. I lasted way longer this time she was trying to put a sentence together and had no luck. She pounded like of she was partially retarded. She shook a few times and I finally came. I made sure she was a mess. We headed back to the party bar where at the hip. Her husband was completely wasted I helped him back to her home where i out him to bed then put Ann to bed. I left around 6 she was well fucked ass well fucked and she experienced her first ass to mouth. We put a little time aside daily for playtime. As long as i can get to her mouth I’m happy. That mouth is fucking amazing I tell her all the time that her mouth is all mine she agrees and says I own it. The way she dresses for me my god. I’m actually heading over there right now. I’m thinking of posting some pictures of her naked.

Still Close

I’m really involved with my best friend and his family. He has one son and a wife. Stacy is a good looking platinum blond blue eyes pale skin. She is very attractive nice big tits that she likes to show off and a fat ass. She keeps in shape and w have all known each other for years. I have always been friendly with her and her husband. I was in there wedding a groomsman walked with her sister. Her sister and I have been off and on as well just a little bit of a basket case. When we where younger Stacy went though a faze where she went a little wild. As we know of she didn’t cheat on him they weren’t married but things came up that were questionable. During that time she was distant from both of us. They went though a rough patch but that was it. They eventually got passed it and moved on. Married for a couple of years we stayed close. I focused on work and making my business thrive. They both worked and worked hard but could never get ahead. My friend asked if had anything for Stacy I being a good friend said of course. He wouldn’t say why but she had suddenly quit her job. I found out later from her that she has a tendency to let guys get close and she had sucked a few guys off. I wish she had not said that because all of a sudden I had that though about a lot. I looked at her different and tried to forget what she had told me. The way she acted the way she dressed always in a revealing shirt. I looked at her different or more of what I wanted. One morning in my office while on a call she came in and I asked her for some papers that where on another desk in my office. She walked over and brought the papers back to me leaned over on rested her hands in my desk. This gave me a good view of her tits they dangled down and I could see them. They looked like a giant tear drop looked good. She caught me looking but didn’t say or move. I figured she would have stood up. Flirty while i was on the phone she came over and sat close to me on my desk. She spread her legs showing me something i never thought I would see. Before the phone call was over I was getting head and good head. It took everything I had to stay quiet mouth fucking her I ended the call grabbed her head and slammed into her mouth over and over until I shot a thick stream into her mouth. That was the start of her and I. It was daily we have a lot of alone time and we used that time. She was great fuck she as happy at home and at work. It was hard to be around my friend especially when she ended up pregnant and had a son. Mine his we don’t know. We rolled with it and it’s been a 15 plus year affair. She is his wife she is my work wife she is a good mom and wife at home she is a good slutty wife at work. I have shared her while on work trips. He doesn’t know but she has been spit roasted on many occasions has taken a rough DP a few times. Primarily with other people I do business with. I just pass her off as a prostitute that I’m paying to have fun with for the night. The guy comes in we do business we got to dinner I introduce Stacy as the desert and entertainment. We go back to my room where she does what she does best. Enjoys a good rough fuck being treated as a fuck toy. We invite her husband and had come with before and we act as if she is very involved in the transaction of business. Then a few weeks later we go again with out him and she gets used like she wants to be. I never knew she had the side of her 15 plus years she has been a good worker and I take care of her financially and sexually. Do I feel bad no I did at first but she enjoys having that other side where she gets away from the wife and mom life. I’d like to know if he’s my kid but I won’t push the issue. Apparently she has a sexual addiction and I have exploited it.

My Husband Set Me Up

In the office. I'm the boss. I have a group of people I'm in charge of. My word is law. In the bedroom I am more of a submissive type. It wasn't till I met my husband that I started embracing this role. My husband is the quiet type until we are in the bedroom.

A couple of weekends ago my husband called me at work. He told me to meet him at our favorite restaurant. Being the "good girl" I am, I went home and dressed in my sexiest outfit. Strapless dress that was very short. Black fishnet Pantyhose, and 6 inch stilettos heels. When I checked in I was led to a table. There was my husband and few men. Through out the night they talked business. I was sitting next to my husband, he was rubbing my thigh. Getting closer to my pussy. One of the men offered to continue the conversation with drinks in his room. We walk across the street to his hotel. We went to one of the higher floor. It was a huge. Two connected bedroom a huge kitchen and living area. It was bigger than my first apartment.

After few hours the other men left it was just our host, my husband and myself. I was starting to feel my drinks. I started dancing the men were watching I could feel their eyes lock onto me. Our host was whispering to my husband. They came and sat close to where I was dancing. I started dancing in front of my husband. I was teasing him a little. My husband asked me to dance for our host so I did. My nipples were already hard.

I started dancing for him. When I would bend over my tits were almost falling out. I was pulling up my dress showing him as much thigh as possible, He reach out and touched my leg, his fingers finding the holes of the fishnet. He stood up and pulled off my dress. I was standing there no bra, no panties, only fishnet Pantyhose and 6inch heels. He told me to get on my knees. I looked at my husband. He grabbed my chin and turned my head to him. He looked at me and told me "don't look at him , look at me!" Again i was told to get on my knees so I did.

He pulled out his cock it was bigger than my husband but skinnier. He told me to start sucking it. I took him in my mouth. He grabbed my ponytail and started using that to drive himself deeper. I started deepthroating him. My dildo at home is 10 inches so deepthroating him was no problem. He was doing his best to try and get me to gag. I had his whole cock in my throat. When he realized I wasn't gagging, he started thrusting his hips faster and driving himself deeper. He balls were slapping against my chin.

He Stopped and told me to crawl to the bedroom so I did. Every few feet he would spank my ass. By the time I made it the bedroom my ass was bright red, his handprint still visible. My husband followed us. He sat in a chair in the corner of the room. I was told to lay in bed. My legs were spread, my pussy was so wet, my clit swollen. I started rubbing myself he told me to stop. He started kissing my thighs, when he reached my pussy he kissed it. I could see my pussy juices on his lips. He was trying to eat me out but my fishnet were in the way. He ripped a hole in them, he started to eat me out. His tongue flicking my clit. I started moaning. I looked at my husband, he was sitting in the chair masterbating. I felt my pussy gets slapped, I let out a gasp, I was told not to look at my husband. When I did again I felt my pussy gets slapped two times and twice harder, i closed my eyes, he slapped my pussy again. He told me to watch his every move.

He stayed eating my pussy for a while. When he was hard enough with out saying a word he shoved his cock inside me. I screamed a little. He did it again. It didn't hurt as much the second time. He pulled out his dick and started rubbing my clit with his tip. I started moaning, he shoved it it again. My tits were bouncing up and down. I was pinching my nipples. I looked at my husband he was still masturbating. I felt my cheek get slapped. He stopped he told my husband to lay in bed. He had me lay my upper body on my husband stomach I was in-between my husband legs. I was getting my pussy pounded doggy style while he was having me look at my husband who was now a human mattress.

I could feel my husband hard-on pressing against my chest I wanted to reach under but I was told to put my hand behind my back. He he used my ponytail as a handle. He had me begging for his cock. So I did. When he asked me who's cock was better I answered his was. I felt him cum inside me. I was just laying there on top of my husband who was a human mattress, cum dripping from my pussy.

When we got home my husband was so horny. My pussy was still wet and aching, the first thing he did was eat me out. He tried licking and sucking me clean it was some of the best sex we've ever had. We had a couple more experiences like this. My favorite was my first Bbc. It left me struggling to walk for a few days after. My husband has started enjoying his new role as a human mattress.

Something For Myself

Pretty simple confession here, I got to do something I had always fantasized about. I recently said good bye to my 20s and welcomed my 30s. Well it was a depressing way to end. Had to also say good bye to a long term relationship, had a car accident, and yeah I can go on.

So I did a little something for myself. Got my revenge bod and went to the beaches in San Diego. Met up with some people I met online to make sure they were legit and I did my first porn shoot!

It's just for myself, but I've always been obsessed with casting vids that no longer exist (for good reason). Our set was a simple hotel room, I sat on the bed and gave a little interview, made sure I left a message for myself every time I watched. Then he came out and wow, hot bod and huge dick.

The rest is as you'd expect. I got on my knees to slurp that thing, my clothes came off, and then I was in my back getting fucked like a slut. I was way too excited and forgot about a condom.

He guaranteed an orgasm before we changed positions. Honestly I was way too into it so it didn't take much to make me cum. We took breaks between positions for food, alcohol, and for me to catch my breath.

It's a little odd to have to pay to do porn, but it was an experience for myself. I generously tipped by blowing the crew before leaving.

Regret Pt 2

I was sitting there watching my wife stretching her trainer had his hand all over her. I admit seeing this guy with his hands on her was kind and of a turn on. She came and sat back down. I put my hands on her thigh I was rubbing it. Were all talking I could feel the heat coming from her pussy. When I looked the shorts she had been wearing had a small dark spot on it. I started touching the spot it was a wet spot. I expect her to tell me to stop rubbing her pussy instead she spreads her legs. Her trainer stand up my wife stand up and she sits in-between us on The couch.
He started to squeeze her rubbing her thigh. He started complimenting her on how her muscles have grown. She was smiling so big. I started rubbing her pussy before he could. I look up and I see him massage her tits. He pulled off her shirt she wasn't wearing a bra. He was pinching her nipples. I pulled off her shorts. She also wasn't wearing panties. I started fingering her. Her was playing with both her tits. She moans. He started kissing her. I was a little jealous so I went and started kissing her. His hand moved down to her pussy and nudged mine away. He started fingering her more aggressive than I was. He was nibbling on her nipple I started to do the same. I could hear him fingering her, she was so wet. "FUCK ME" my wife yelled. The trainer picked her up on her shoulder, she was giggling and laughing she told him where to go.
We got naked. I was a little jealous so Before he had a chance I started penetrating her pussy in missionary. I noticed how flexible she had gotten. At one point he was holding one of ankles. I looked and saw him stroking his cock that was bigger than mine. My wife was licking her lips, She opened her mouth his cock hardly fit. He looked down at her and touched her chin almost lovingly, he asked her if she was ready. She looked up at him. And nodded. He started slowly thrusting his hips forward.
Sometimes when we have sex my wife would such her dildo so At first I was getting excited seeing her with the cock in her mouth. But he grabbed a hand full of her red hair. He started thrusting faster. After a minute he started using both hands. I could see him pulling on her hair. She started gagging when he pulled out his cock it was covered in her spit. He started thrusting again. He pulled her in again. I looked at her face. Her makeup up started running so did a few tears. He pulled out again. He told her to deepthroat it . She said she would try. He looked at her and told her "no you will deepthroat it" she nodded. He rammed his cock down her throat again I saw his fully disappear. He was pulling she was moaning. When he pulled his cock out, he called her a good girl he said her wanted her to swallow his load. She smiled and nodded with tears and makeup running.
I was so horny watching I was pounding her pussy but she seemed so locked onto him. He made a make shift ponytail and was using it, you could hear how much she was enjoying it, her moaning. Her sucking. I was jealous she was enjoying it so much so I told him I wanted to switch. He agreed. I started trying to to what he did. I admit seeing it was sexy I wasn't as rough as her was but it felt good. When he started penetrating her I soon she was moaning and it was making it hard for her to suck my dick. When I suggested my go doggy style so it would be easier he agreed. It started off good but the same same problem she was moaning. Then he pulled her to the end of the couch.
She was doggy on the arm rest. He was pounding her so good. I could hear his balls slamming against her ass. I put her hand on my cock so she could give me a hand job. But she
Let go so she could push on the couch. He started spanking her hard. She was moaning he grabbed her hips and pulled her back she was moaning like I've never heard. She looked at me and saw I was sitting at the other end of the couch she crawled to me. He walked to her and picked her up, her legs were around his waist. He started bouncing her up and down. I could see his cock sliding into her. He sat down and she was still bouncing. He looked at me and he lay her down across my lap. He started pounding her again. She looked up at me. He started doing her missionary. He started telling her to beg for his cock. She looked up at me. And actually said it. He called her a "good girl" he was pounding her good she was moaning. He asked her if his was the best dick she ever had. She looked up at me. And said yes he called her a "good girl" again.
He told her he wanted to fill her up she told her to beg for it. My wife looks at me and started begging for it. So he did. I could feel her body shaking her eyes rolled back she grabbed my arm and squeezed. When he pulled his cock out it was dripping with his cum she sat lay he got dressed and left. We were both naked. We had sex again that night. She wants to do it again. I don't but I'm not a hypocrite we had a lot of mff threesome so she deserves it

Regret Pt 1

I have been with wife for 8 years. We are the same age , we went to school together. We knew we would get married. We were both kind of athletic. But full time jobs caused us both to gain weight. We always had a good sex life. We had discussed a lot of things including threesome and couple swaps. We had been each other first and onlys so far. I met girl at work. She was flirtatious with everyone. I heard that she was easy. One day at work I had been flirting with her All day. She eventually offered to give me a blow job. She was amazing at it. I cum so fast. This went of wea week. One day I offer to give her a ride home. We ended up having sex.
I thought I was in the clear. While vacuuming the SUV out my wife found a piece of the condom wrapper. She came in and asked me. I admitted to it. Instead of being upset she started asking me questions about how it felt To have gotten blow job and sex from her. She was getting excited hearing me talk about the other girl. We great sex while she begged for details. The next day my wife surprised me at work. I introduced them. They started talking and laughing it was like then knew each other forever.
They became fast friends.. my wife made dinner plans. We were in shock when she walked in with her husband. During dinner we realized he didn't know about his wife's indiscretions. After dinner my wife and her seemed to bond.
My wife started going to the gym with that girl they stay friends even after she quit her job. My wife lost a little weight she was looking amazing to celebrate I offer to take her dinner. We went. And she felt like dancing we went to a bar. My was dancing up a story. She was looking amazing in her strapless dress, she was in pantyhose and heels. I noticed not only men but even a lot of women staring. When she came back to the table I told her what I saw she didn't believe me. The night was still easy. Without telling me she texted her friend. When she go there I was surprised. My wife was happy tho. They both started dancing. After a few drinks. There dancing really touchy she had her hand on my wife hips and ass. I thought it was hot.
When the guys starting dancing with them I thought it was hot. A group of guys surrounded the two girls who were dancing sexy. I saw them getting handsy with the guys but I wasn't jealous. When the girls came back each sat on one side of me. I put my arms around them. It felt amazing. Everyone walked by looking. See me with two hot girls. We eventually went home and had our first FmF threesome. We have done it a lot after and she is one of our go too's.
After meeting that girl my wifes confidence peaked she was still going to the gym. And was looking as good as ever. One day she came home late from the gym. I didn't think anything of it. When it happened another time I still didn't think any of it. It wasn't until we were having sex. I noticed she had bruises on the inside of her thighs. She admitted that she had had sex with her trainer, she started to describe it. I was turned on it was good sex.
My wife asked her trainer and he didn't even want dinner he was cool with just sex, my wife was excited about it. The day came. The guy came over. He was shorter than me but you can tell he was muscular. He had just came from a private session. He seemed cool we drank a little. He pulled out some weed. We all decided to smoke. It had been a few years since me or my wife smoked. After a few tokes we were giggling. He sat there watching us. He asked my wife if she was doing her exercises at work she said ya. She told him she was still having problems with one. She got up and demonstrate. He got up and corrected her technique. I saw his hand on her thigh when she bend he was explaining what muscle groups were affected. His hands showing and touching

Wife Said It Was So Small It Didn't Count

Wife and I have been married 15 years. All these years she's claimed to only have fucked one other guy before me. Her college boyfriend. Well recently I found out that wasn't true.

Recently she had some friends over and I overheard them joking about walking in on my wife in college fucking Eric. I was upstairs and I heard her trying to soosh them. They laugh and say "It's your fault for fucking him on the couch".

Later that night I ask her about it. She says it was her rebound guy after her longtime college boyfriend dumped her. I'm like why didn't you tell me you fucked him and she rolls her eyes. She says we only dated for a few months and I'm like, but you fucked him right?

She finally confesses that yes kinda but he was so small she didn't count it. I'm like what do you mean. She explains that they fucked a couple times before breaking up but she never felt anything. She goes on and on about how she honestly never even felt him go inside her.

So I ask how small and she holds up a pinky. I laugh and say it still counts. She jokes and says no he had sex with me twice and I just got sweet and sticky for no reason. I ask sticky? Did he cum in you? She's like yea but it was all over the front and a mess both times.

We try and laugh it off but she finally agrees that it counts. I've been pushing her to see what else she is hiding and she says well, this one time at a part at the beach I gave a BJ to a random guy in the driveway of the beach house.

Wife Was Drank A Lot On The 4th

We had a pool party, invited over all our friends, few of our kids came over with grands but all kids left around ten after the fireworks show. Three couples left and my wife broke out the jello shots and other shots, within minutes she was doing body shots off of our neighbors wife licking salt off her nipples, sucking Tequila out her belly button then lime from her mouth. All of this migrated quickly to inside where clothes came off quickly and the three women were getting plenty of pleasure from all the men, the first woman I got to go down on was Jan, you would never think she is sixty one, pussy gets very wet and tastes sweet as ever. She has a boob job but it was done very well and they were not made to look huge or anything, just wonderfully firm and her nipples seem hard all the time.
My wife dove right into some pussy from Sam, short for Samantha, my other neighbor got right down behind her and started licking her pussy and ass so that was how I ended up with his wife Jan, no bother to me at all as I have watched my wife both with other women and friends often, have even left her over at their houses all night when I get too tired to keep going.
All the fun came to a close about midnight, my wife woke me up the next morning sucking my cock and told me great breakfast after swallowing it all down. I offered up some oral but she told me Kitty was a bit sore this morning and needed a break after last night. I think it was around three pm or so when she got a text from Jan asking what we were up to then wanted to know if we wanted to come over and play around with them, wife looked at me for approval and I told her it was up to her but I was game. Ten minutes later we were walking onto their back patio looking at both of them sun bathing naked, Jan's body glistening from all the tanning oil and him also. We hung out for about half an hour just laying out in the sun then she suggested a shower off and some fun play time. It is amazing having neighbors that like to play with each other swapping, sure does take away any boredom we might have sexually.

My Husband's First Threesome

I am so happy I found this site. It's hard Because I have such prudish people in my life it's. I want to tell people sexual experiences. Something about telling others about how slutty I was acting turns me on. I hope I can turn you on as well.

I'm married for 2 years. I was with my husband in highschool we broke up when he moved away. We end up back together after he came back. In highschool we never did anything to crazy. It wasn't till after her moved away that I found out I love woman. I also started to figure out what's kinks and fetish I had. After moving back we got together after both ending bad relationships. We decided to get back together. A few months in the sex was vanilla, ok but nothing to special. One day I caught him looking at porn. He was embarrassed. But I told him we could watch it. That night sex was a little bit better. I slowly started to see what he was into. Gloryhole, lingerie fetish, high heels, and what surprised me was cuckolding. He would watch video but say he couldn't just sit there watching.

I work as a nurse part time while going to school online. At work I have my bestie. She is crazy, we talk about everything. She has an on and off again boyfriend. During the off again faze she wanted to go out and have some drinks. We went to the bar. She noticed I was flirting with the waitress. She admitted she had never been with a girl but she was curious. Through out the night she kept saying that she didn't know if she'd like being with a girl. When my husband got there to pick us up as he would tell him if we ever broke up she had dibs at one point she asked him if I looked good naked.

We ended up at our apartment she needed to pee. We were in the living room watching TV. When she stumbled out of the bathroom. She flopped on the couch next to me. She had her head on my shoulder. My husband decided to smoke a j. While he was rolling one. My friend blurted out that she hadn't had sex in a month and she needed loving. She asked me husband if he had any friends. My friend is a chubby girl but very sexy. She was wearing a low cut spaghetti strap shirt, when she would bend over her tits would almost fall out. She had on a very short skirt and some thigh highs. she would lay down and sit up and spread her legs. I know my husband was getting an eye full because he decided to sit across from us. He lit his joint and started smoking.

My friend started asking if she was ugly we both assured her that she was sexy. She asked me if I would sleep with her right there I said of course. She asked my husband and he said yeah. She cheered up a bit. She asked my husband for a drag of his joint. She stood up and when she reached for it, her tit popped out. I saw my husband eye open wide. Instead of putting it away she just took a few more drags then sat down again. Her tit was out. Her nipple was hard. I looked at my bf and he knew what I was asking without saying a word. I started playing with her tit. Squeezing it softly. Licking her nipple. My friend pulled off her shirt. I looked at my husband he knew what I wanted he went to her other side and sat down.

I was sucking on one tit my husband was playing with her other one. My friend had her head back. She started giggling it was a sexy giggle like she had accomplished her mission. She started moaning, I looked down and saw that my husband had his hand in her skirt. I let him continue sucking on her tits. A slowly starting taking off her skirt. To my surprise she wasn't wearing panties. Now she was in fishnet thigh highs and chunky heel ankle boots. I pointed out that to my husband and he got on his knees. He was rubbing his hands up and down her legs. He started to lick her boots. I told him to start eating her pussy. He happily did it. I put her thick thighs on his shoulders I told her to cross her ankles on and off. My husband would come up gasping for air. We both got naked. She was sitting on the couch hanging off the front. He was eating her out on his knees. I layed under him and started sucking his dick. I don't know how the do it in porno because this position was hard and didn't last to long.

We went to bedroom at one point he was eating her out while I sat on her face. My husband layed oh his back and she started sucking his cock. I started eating her out from behind. Her pussy was delicious. She used coco butter so her pussy was smelling and tasting like coconut. I made sure that I made her cum. After she swallowed my husband's hot load they both cleaned her pussy juice from my face. My husband took turns having sex with us. At one point he would switching from her pussy to mine every minute or so. I made sure that he creampied her. I decided to suck his cum out of her. Before I could swallow it she kissed me and sucked it into her mouth. She opened her mouth to show us and swallowed.

Even though she is married now, She has become our go to when we feel like having fun. Maybe one day her husband will join us.

Gangbanged In An Alley

Yesterday I was walking down a street. I was horny as hell and all I could think about was getting fucked by a burly cock. I walked past an alley and spotted 3 huge black men. I walked up to them and lifted up my skirt, revealing my pussy (I don't wear panties half the time lol). I told them that they could do whatever they wanted to me since I was so horny. They all whipped out their cocks and the smallest one was 7 inches long. Before I knew it, I was laying on top of one of the guys while he fucked my pussy and another pounded me in the ass. The third one was facefucking me. After around 15 minutes and 3 orgasms later, they dumped a load into all of my holes and left me lying there in the alley. I was still processing what just happened and I was still only somewhat satisfied. I got up and went home and fingered myself and came like 50 times until my arm was sore and my fingers were all shriveled up. I need to figure out how to fix my constantly horny state