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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 Cheating Heart -
Straight Female / 42

I Did It!

I am a 42 year old married mother of 3. I am away in San Francisco for a conference and head home later today. I am sitting here in bed writing this and it is not my bed I am in. He is still sleeping next to me as I write this. I am naked and to be honest, very satisfied. I could blame it on drinking but I really only had two or three glasses of wine. I could blame it on my husbands lack of sexual drive but he actually wants sex more than me. No, I can only blame it on my lust and desire to experience another man.

I met Marcus Friday night and immediately was attracted to him, which was strange as I never really have been attracted to a black man before. There was something about him. He was tall, handsome and oh so charming. He has this deep baritone voice that actually made me wet just hearing it. Nothing happened that night though if he had approached me I would have not hesitated to go to his room.

Last night was a different story though. After our last meetings we were all in the hotel bar. He was telling stories about his life and military career charming everyone. He simply controlled the room and everyone in it. As things were winding down he just walked up to me and said. “I am ready to go now” and he took my hand and simply lead me to the elevators. I didn’t resist and I didn’t hesitate. In the elevator he looked at me and said “I can’t wait to fuck you.” I looked into is eyes and said “Neither can I”. He smiled a predatory smile and chuckled. He said “I knew you wanted me last night but I wanted you to think about it all day so you would be ready for tonight.” I was on fire! This man whom I just met was taking me to his room and I could not wait. I leaned up and kissed him in the elevator. If he had tried to take me then and there I would have let him.

We got to his room and he told me to strip. I did not hesitate. When I was naked he had me spin and bend over. He whistled and said he loved my ass. I actually blushed and thanked him. He started to remove his clothes and when he was naked standing before me I looked over in the wall mirror. Seeing our contrasting bodies naked before each other was an experience I have no words for. He stepped forward and his very large cock was within reach so I just wrapped my hand around it marveling at its size and color. It felt heavy in my hand, it felt alive. He pushed my shoulders down and I sank to my knees in front of him. I don’t normally give my husband oral very often but I couldn’t wait to have him in my mouth. Right before I put my lips on it was the only time that I actually thought about my family. I thought to myself, here I am about to cheat on my husband for the first time ever. What would my family think if they knew or saw me like this? But then Marcus pushed forward and I opened my mouth wide and accepted his hard on with pleasure.

The rest of the night was a blur of pleasure and actually a little pain as it took a bit to get used to his size. But once I grew accustomed to his largeness I was in heaven. We had sex three times last night. We started in missionary then switched to doggie style. That is the first time he came inside of me. My favorite of the night was riding him until he came again in me. I loved looking down and watching it disappear inside of me. We fell asleep after that but he woke me up an hour ago slipping into me from behind while we spooned. After he came inside me for a third time he fell back asleep and I decided to write this. I will have to deal his his semen on the way to the airport and pick of Plan-B as I am not on birth control and my husband had a vasectomy. There is no way I could explain a pregnancy!

Do I regret it? Not right now. I am too satisfied. Will I later? Who really knows. I will have to think of a way to make it up to my husband without telling him anything. I will also have to find a way to avoid sex for awhile as I am sore and honestly I think a little stretched out.

3
# 68350 - by Mother of 3 / October 29, 2023
- Anything Goes -
Straight Male / 48

Work Mates Wife

My workmate loans out his wife for men to fuck, literally.
And I've been visiting her for the past two months.
Normally I'd never get to fuck such a beautiful, horny young woman. But she's a nymphomaniac and loves older mens cock.

My work colleague lives a few minutes from me, so he texts me when he leaves early for work.
I drive to his home, walk in and within a minute his twenty four year old wife is sucking on my cock.
I've fucked her in all her holes, in many many different positions and do so every visit, which can be four mornings a week.

She especially likes me fucking her arsehole as I'm apparently more well endowed than her husband.
For his part, he'll ask me in work how my morning fuck went. He likes me to go into detail, so I try to remember everything his wife and I do in the half hour I spend in his home.

Yesterday they both asked me if I'd call round after work one evening next week, so he can watch me fuck her. I'm really tempted, but I've never had sex where another guy is present, and especially the husband.

0
# 68307 - by Sean / October 26, 2023
- My Spouse -
Straight Female / 41

In The Middle Of Sex

My wife and I are a good couple. We have good jobs. We have good kids. Our parents are all still alive. We have a nice house. All is good.

The other night my wife dropped a bombshell on me while in the middle of sex. I am fucking her doggie style and she says Mark, please stop and get the bag from the bottom drawer of my dresser. I do as she asks and I hand her the bag. She opens it and there are a dozen dildos and other sex toys filling the bag. I was like where did that come from? She says over the years I have bought them.

After trying to regain my manhood, she tells me to put this one in my pussy and you fuck my ass. Here is the lube. Again, where is this coming from? She says over the years I have explored my sexual needs.

She lubes my cock and lubes the large clear dildo. She says now put it in my pussy and don’t be gentle. When I tell you, spread my cheeks and drive your cock in my ass (and don’t be gentle). I do as she says (all of it) and she becomes a freak. She goes completely crazy. She starts hammering her hips on mine, her pussy and ass filled. She starts saying harder…pull my hair and fuck me like a piece of meat. I do as she says and the noises out of her mouth became unrecognizable. The sounds of an animal in the woods. She started to cum, hammering her hips hard to mine. As she is right there she says pull my hair and force my head back!!!! Now…!!! And like an explosion, she cums like I have never seen her cum before. She squirted everywhere, screamed into the pillow and just kept cumming. I lasted one more minute and I said I needed to cum. Out of the mouth of my children’s mom she says fill my tight ass with your cum…breed me you bastard.

We finished, I pulled out and she says lay down, where she proceeded to suck me and lick me clean.

I was speechless. She went to take a shower and I looked through her bag. I am still not sure about all of this but I will go along.

5
# 68313 - by Mark / October 27, 2023
- True Sex Confessions -
Straight Female / 31

Adventure Regret

My husband Paul and I decided to try swinging. At the time, we had done our own research and collectively shared it one night over ‘lasagna’. Much of the information was the same and some came from the female or the male perspective. There were pros and cons and good and bad.

We chose to attend a swinger event about an hour from our town. It was a long drive but honestly, we were together and taking an adventure down a new path. It all sounded fun. We are not prude or sheltered so we had an open mind.

The event was fun. Lots of (mostly naked) people. We struck up a conversation with a nice couple and a few other couples joined. After some time, we decided to find a room with another couple. We did swap partners and the two females played together. All in all, it was fun.

As the months passed, I found myself wanting more. More fun, more pussy, but mostly, more cock. This environment opened up Pandora’s box for me.

One swinger party I was approached by a much older black male. He was such a gentleman. He was flirty. He was funny. He was hot, in a mature kind of way. This was new to me. My husband saw us and came over. I introduced Paul to Warren. They exchanged pleasantries and Warren invited me to dance. Paul approved and off we went. (Shortly after I saw a woman approach Paul - it was Warrens girlfriend.)

Warren and I danced for about 15 minutes, our hands finding each others body on occasion. He wore a dress shirt and black slacks. I cannot lie, I could feel his cock on occasion as we got closer when dancing.

Warren brought me to the side of the dance floor and asked Paul if he would allow me to join him in a private room. Paul said yes, as long as Charissa agrees. I agreed and off we went.

As we got in the room, the lights were low and the only thing in the room was a couch. We sat, we touched, we kissed. Clothes started to pile up on the floor. I was turned on very much. Warren asked me to take off his pants. When I did I nearly died. His cock was as big as a kielbasa. So long, so thick and very dark. I took it in my hand after Warrens pants were out of the way. I stroked it until it got rock hard. I took a deep breath and took it in my mouth. This was my first ever black cock experience. After exchanging oral for maybe 30 minutes, he took out a condom. I helped him roll it on and he sat on the couch. I straddled him, aimed his cock at my white pussy and I lowered my hips. This cock immediately stretched the lips and the inner walls of my pussy. Deeper. Drop my hips more…deeper he went. My head sunk at the shame I felt right now. I was in big cock bliss but it was not my husbands cock. I started to ride Warrens cock. Slow then fast, deep then shallow. At one point, I tried to go all of the way down. At that point Warren raised his hips and I could finally feel his balls on my pussy lips. He fucked me through several orgasms. He asked me if he should cum in the condom or somewhere else. I told him to pull out and I would take over from there.

As he pulled out I ripped the condom off of his cock and he shot his load all over my chest and my chin. I just kept stroking and the load kept flowing.

As we returned to the open room, Paul was dancing with a woman so I sat down. He came over a few minutes later and asked how it went.

Regrettably, it went amazingly well and better than I ever could have imagined nor planned for. I asked Paul if I could exchange numbers with Warren. I asked Warrens girlfriend as well.

That night was 9 months ago. Paul and I are still swinging and loving it. I have twice a week ‘dates’ with Warren. These dates usually last a couple of hours and I usually come home a mess. It has been said that I walk funny on occasion after meeting Warren. Lol.

The regret is this: my husband is a great man and a wonderful partner. He, regretfully, cannot do to me what Warren does to me. We have both accepted that and have have grown to embrace it.

5
# 68279 - by Charissa / October 24, 2023
- My Spouse -
Straight Female / 29

Gave Into My Husband.

My husband told me for 6 months after we got married that he fantasized about watching me have sex with someone else. Particularly a black guy for some reason. I had no interest and told him so but he was relentless. Finally, he told me if I did it once he’d never bring it up again. So on his birthday last month we got a hotel room and drank some champagne and I told him I would do it. He made a call and about an hour later someone knocked on the door. Tony opened the door and hugged this skinny, medium height, caramel colored skin black guy. He came in and Tony said, Baby this is Andre. I said hi and Andre kissed my hand and looked at me hungrily. He said, Damn Tony you didn’t say she was this fine. I love little lean Latinas. I was so nervous. Tony gave me another glass of Champagne and whispered in my ear. Baby why don’t you go in the bathroom and come out and show Andre how sexy that body is.

They both sat down, and I walked into the bathroom. I was shaking. I was so nervous. I stripped off my clothes. At Tony’s request. I had not shaven my vagina for weeks and it was a little bushy. Other than that, I looked at myself in the mirror, and thought I looked pretty cute. All the yoga was paying off.

I nervously walked back out into the room, and I saw Tony sitting in the chair with his pants down and Andre lying on the bed. He was naked and his body was lean and hard. His penis seem like a log lying on his thigh and he patted the bed beside him. I looked at Tony and he had a very intense look on his face and nodded. Let me towards the bed. I laid down beside Andre and he began to rub my body. Telling me the entire time how sexy I was. He tried to kiss me but I just shyly pecked his lips back. He rolled me on my back and began rubbing my back and I felt him spread my ass and felt his tongue on my butthole. I moaned and he slid his tongue in my vagina. I yelped and her Tony say. fuck yes. I felt ANDRE’s big cock on my slit and I gasped as he began to enter me. I grunted as his girth stretched me. He leaned forward and began hissing my back and moved my hair to the side and licked my neck. He was starting to fuck me and I began raising my ass into his strokes. He kept saying how tight and wet I was. I looked at Tony and he was stroking himself. Tony said. Baby suck that big dick. Andre pulled out of me and spun my around so I was on my back with my head near Tony. Andre then knelt beside me and fed me his cock. I began sucking on it and I heard Tony scream and looked and he was cumming on himself. After he finished Andre said. Tony why don’t you head out for a while? To my surprise, Tony pulled up his pants, kissed me on the forehead and left the hotel room.

I was again nervous and confused but Andre said. Alright girl, let’s get that pussy really going. He then started kissing me all over. My belly, breasts, armpits neck and then went down on me. He licked my pussy so deep and good that I grabbed his head and came. He looked up at me and smiled and then crawled up on me. This time when he kissed my mouth I could taste myself and I kissed him back passionately. While we were making out like intense lovers he slid his giant cock inside my very wet pussy. I gasped and he leaned up and sank deep inside me. He began to fuck me. Slow then harder. The slowly in circles kissing me again. While we were kissing I felt his cock touch something deep, deep inside me and I begged. Oh God please. He had clearly found my spot and he began to slow fuck me right on it. I squirmed and begged as my body jumped at the extacy of it. He picked up speed and I began to wiggle and scream. I did not know what was coming but I’d never felt such intense pleasure. But suddenly he pulled almost all the way out of me with just his cockhead teasing my lips. I moaned in displeasure and begged please but he just leaned over and licked my belly button letting his cock rub on my soaking pussy lips. Finally he said, ok baby you ready for this life changing dick? I begged yes and he slid a hand under my shoulder blade and the other around the back of my neck and slid deep inside me again. I threw my head back and screamed. It took him several movements of his giant cockin me but then I shook with an electric type shock and my eyes flew open as he found my spot again. When he did he began to fuck me slowly and then hard. Harder than anyone had ever slammed into me. Each time hitting my spot unitl he literally broke my will and I started crying, begging and screaming. I felt a warmness deep inside me that exploded and i shook and let go and had the most intense, longest powerful orgasm of my life. As it finally started to subside I felt him stiffen, scream and then shoot his powerful hose like stream of seed deep inside me.

We made love several more times that night and by morning I knew I could never be the same.

3
# 68296 - by Broken wife / October 26, 2023
- My Spouse -
Straight Male / 35

Spicing Things Up By Bringin In Others.

My wife and I have been married for 9 years, and it had been 12 years since either of us had been with someone else. My body in 12, while my wife's WAS 2, when we got married. She went right from 1 serious long term relationship to a "hook up" with me that ended up in us dating and getting married. Sometimes when my wife would get drunk, she would have emotional breakdowns about how many more people I had sex with than she did, and was sad I had not saved myself as much as she did.

A few months ago she was having one such breakdown, and I think I've watched too much porn lately, because I said "Well if you need to get it out of your system do you want to have a threesome with another guy?" She froze for a bit and then said no. A few weeks later she was drunk again and she brought it back up and this time seemed into the idea. We went through a list of guy friends we had and in the end decided it would be weird to include someone we were close to already and decided to just try and find someone random. One night we went out to a bar and I let her work her magic. My wife is a very physically fit woman. Her boobs are very small, but aside from that she has an amazing body. We both go to the gym together 5 days a week before work.

The first time we went out to a bar to find someone to bring back, she got cold feet. We had a fun night together but there was no threesome. The next weekend we tried again and she had a bit more liquid courage before we even went out. We were at the bar for 30 mins and she found a guy that she thought was attractive, and just straight forwardly asked "Do you want to have a threesome with me and my husband." I nearly spit out my drink as that was how she introduced herself, and he was hesitant for a few seconds, but I assured him there would be no contact between the 2 of us. He didn't take more convincing and we got an uber back to out place. We didnt even know his name until we were waiting outside the bar for the uber.

We got back to our place and I told them to get started and that I would jump in when and where my wife was comfortable. She was hammered and just got right into it with him. I went downstairs and brought up a few beers and when I came back up they were both naked and he was laying down while she was throwing her head up and down on his cock. I handed out the beers, and then grabbed 2 condoms out of an end table and asked where she wanted us. My wife cant stand the flavor condom leaves on a dick, so she said "Well if you want to be on this side (implying the side of the bed where her head was) then go there first" I said "She does it for me all the time, you stay there and Ill get her started." I rolled my rubber on and we all got into position. I fucked her doggy while she sucked on our new 'friend'. The sounds she made, moaning with pleasure but while also trying to suck a cock, were too much for me and I ended up filling my condom with my warm cum. When I was done I told them to just have fun and went downstairs. They went at it for about another 45 mins and I heard her moaning, screaming and the sound of bodies clapping against eachother in the heat of passion.

We both had an amazing time with the experience and have done it a few more times, None has been quite as amazing or exciting as that first time, but we will continue to do it, my wife has gotten her body count up to 5 now and we did make a video with our most recent guest (with his permission). I never thought Id be like this, because I was soooo overprotective with my first GF, but now im the guy who is cool with his wife being with other guys... who would have known.

0
# 68224 - by Sharing Hubby / October 21, 2023
- True Sex Confessions -
Straight Female / 35

Horny As Fuck

This is current moment!!!

I am horny as fuck. My husband and six friends are in the living room watching football. I am in my bedroom on my bed wearing black leggings and a t shirt - no bra and no panties. I can hear them yelling about the game. I have been rubbing my horny and soaking wet c**t since just before 1:00. The crotch of my leggings is completely soaked.

At some point I will have to come out of my room. The wet spot will undoubtedly be in view if anyone looks close enough. The smell of sex fills my room and my c**t and it will be impossible to mask when I walk through the room.

In my mind, I just want them all to come in here and fuck the horny right out of me. No questions. No asking. Just rip off my clothes and make me do stuff that only whores do for money. And when they are done, tell me to make them dinner. Fuck…I am so horny!

4
# 68233 - by Anna / October 22, 2023
- My Spouse -
Straight Female / 28

Husbands Request

The few months ago my husband says he has a surprise for me. He says it’s in the bedroom. Curious, I go into the bedroom and on the bed is a sex toy. It is black and large. Confused, I asked him to explain.

He called it the archer and the size is large. It is a worldwide brand name product. He goes on to tell me that he wants to see me fuck a black guy. This is just testing the waters with a toy. He hands me it - it is large and silky smooth and a deep black color.

As we get into bed, he immediately goes to my pussy and starts teasing it with the toy. He is saying words like take that black cock and look at the color contrast. He starts to push it up inside of me and begins to fuck me hard with it. He is relentless and tells me to cum on that black dick. Eventually I did cum. Since that day we have never played without that toy.

Last week he is plowing away at my pussy with the toy and he tells me his friends from work think I am hot. I try to ignore it but he continues to say it. As he continues I say tell me what you want, tell me exactly what you want. Do you want your wife to meet these friends in a motel room and let them fuck me all night? Is that what you want? He says nothing…just keeps fucking me with the toy.

Angry, I say fucking say it! Say what you want you fucking pussy! He finally says I want these guys to fuck you until you cannot walk. I tell him good, now make me cum with someone else’s cock you worthless man! He fucks me with the vigor of ten men until I cum multiple times on the black toy.

Last night I met the friends at a motel. He set it up and drove me there. He got me to the front door, introduced me to the guys and watched as I dropped my black dress off my naked body. He then waited outside, only being able to see through the small opening in the blinds and hearing this experience through the narrow wall. My last words to the guys were I am yours to do what you want with. I am open to mostly anything except extremely rough stuff and anything relating to piss or poop.

I spent three hours in that room giving my husband all he had ever dreamed to see. Make no mistake, I enjoyed this. I actually was so turned on being three hole fucked at the same time. But this was a show for my now cuckold husband and I hoped he enjoyed it.

I finally left the room after kissing the three men goodbye and putting on my black dress. I walked to the car and got in, smelling and looking like a hooker at daybreak. He said it he enjoyed it all. We headed home for me to shower.

As I got in the shower, I left him a surprise on the bed. I took all of the used condoms and laid them on his pillow. Most had cum in them and a few did not. When I came out of the shower he looked like a kid in a candy store!

2
# 68222 - by Hailey / October 21, 2023
- Fetishes and Kinky Sex -
Straight Female / 19

Bicycle Fun

This past summer I've been riding my bicycle into town and orgasming pretty much the whole way there, then back home.

I still live at home with my parents, who are both pretty much dependent on me to shop, do things around the home and care for them.
But I have needs too. So I bought a dildo online to pleasure myself with.
However when I saw something online about a gay guy using a dildo attached to a bicycle seat, I decided to try it out myself.

It was relatively easy to fix it to the seat pointing upwards and forwards. And wearing longish skirts with no knickers on, I inserted the dildo as I began riding the bicycle.

It took some time to learn how to get the best results, but once I did, practicing along the lanes around the village we live in, I found I was able to make myself climax as the dildo slid up and down in my pussy.
After a few weeks of really enjoying those rides, I tried the dildo up my backside and incredibly the orgasms were even more intense.

The angle was perfect for me to ride and fuck myself, so much so I was able to cycle having fun without people in passing vehicles knowing I was having dildo sex on my bicycle.
And just before reaching town or back at home, I'd put the dildo, plus the attachment I'd fashioned into my knapsack.

I've recently bought a second larger dildo to enjoy, but I've yet to fix it to my bicycle. When I do I'll let you know how it goes.

2
# 68134 - by Cloe / October 16, 2023
- True Sex Confessions -
Straight Male / 30

Life Changer

I am 30 and my wife is 31. Two weeks ago something happened that has changed our lives. Or at least I hope it has. Since it happened we have been fucking daily and it is great!
We were out of town and didn't feel like another four hours on the road. We checked into a hotel. Decided to go down to the bar and get a drink and appetizer before bed. Found out the bar was closed down for a private show. An all male review thing. The sign said women only but the guy working the door said attendance sucks so as long as I paid go ahead. We went in and got our drinks and food.
There were four dancers. My wife really liked a guy who did a Tarzan thing. She tipped him several times. The guys didn't go nude. All of them had some kind of special g-string with a sock in the front for their cocks to slide into. I figured they we doing some stuffing with bulges like that.
After the show it went back to a normal bar. But, the dancers came back out, mingled and got drinks. The Tarzan guy came to our table. He was tall, muscular, long black hair and tan. Now as for my wife. She is pretty but the main thing people notice is she is SUPER fit. Like semi muscular . Runs, gym rat, yoga, aerobics, the works. The only thing she hates about her body is her chest. She has small (but perky) B cup tits.
After the guy learned we were staying at the hotel he said some of the guys make extra cash doing private dances in rooms. He gave a wink as he said the price is usually $100 but for us he would make it $50. May have been the alcohol but I spoke for us and said "OK".
When we got to the room my wife sat on the desk chair in the middle of the room. The guy went into the bathroom and came back out in his Tarzan loincloth. He started some music on his phone and got to dancing. After a few seconds he got right in the wifes face and pulled the front of the loincloth up a few inches to reveal the head of his cock. He was naked underneath! A minute later he bent down and whispered something in my wifes ear. When he stood back up my wife reached underneath his loincloth and it was clear she was stroking his cock. With her free hand she reached to his hip and pulled on some velcro. The loincloth hit the floor and I could see she had a huge cock in her hand. he was like 6-7 inches soft. He grinded on her as she touched his ass and cock. After he finished he just stood around naked and chatted like it was nothing. I thought he was joking when he said that maybe my wife should return the favor and give him a lap dance. My wife joked back and said "for $50". The guy got in his bag and handed her back the money. he sat down in the chair and started some music. To my amazement my wife actually started dancing. She was wearing jeans and a button up shirt. He kept encouraging her until she took off the shirt and her jeans were open. She nervously slid the jeans off and there she stood in a cute bra and panties set. As she got in a little close and grinded on him he put his hands on her hips and tugged at the panties. She quickly grabbed his hands, but after making some eye contact she let go and he slid the panties to the floor. He pulled her onto his lap and she was grinding on his crotch. Again he whispered something in her ear. She pulled back and looked him in the eye. She raised up slightly, reached down in between them and guided his cock into her pussy. It was like I wasn't even in the room! They began kissing as she slowly worked up and down to get that big thing inside her. Once she got used to it she was bouncing up and down and making noised I had never heard! It was the show of a lifetime! She would slow down, grind on his cock while giving him long kisses. Then go back to riding his cock hard. He lasted about 15 minutes when he grabbed her and held her down on his cock as he unloaded inside her pussy. Her legs were like rubber when she tried to stand up. I couldn't take my eyes off that huge piece of meat she just had inside her. It had to have been 9 inches and thicker than her wrist.
The guy went into the bathroom, cleaned up and dressed before leaving. As soon as he went out the door I couldn't wait. I didn't give my wife time to clean up I had to have my turn!
It has been daily fucking for the past two weeks. I am hoping for future adventures as well!

0
# 68142 - by HappyCPL / October 17, 2023
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