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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:

- True Sex Confessions -
Straight Female / 56

Curiosity Killed The Cat

I am 56 years old. I am an everyday, normal, average woman. I have a great life. My husband is a great partner. My kids and grandkids are out of the house but close to me. I retired a couple of years ago. I have been blessed with enough money to cross off the last few times on my bucket list.

My husband has been actively assisting with my bucket list. Traveling, different foods, walking our neighborhood and local parks, etc. He has also been coxing out some unfulfilled sexual bucket list items. Sex in our pool, sex on our boat in the middle of the lake, giving him head in a dark movie theater, etc.

I recently told him I have always wanted a hung black man to fuck me. He took a step back, smiled and said okay, let’s do it. To slowly get into it, we went online and bought a 9” black rubber cock. When it arrived I was shocked by the size. I thought I had made a mistake. That evening, with the help of my husband and some lube, we fucked me with my (our) new toy. I came so hard and so passionately that I even squirted. The next morning, the rubber cock was drying on the bathroom counter and it triggered my desire. I woke up my husband and we fucked me again with it. For the next couple of days my pussy (kitty cat) was raw and bruised pretty good. But she felt alive and open to more attention.

By the middle of that week, we fucked me again with our toy. My husband pounded it deep this time and encouraged me to use my voice to show how it made me feel. He used his voice as part of some naughty role play. This night was a pure and straight up pussy beating, one that I say actually broke open deeper depths inside of me.

The next morning I texted my husband a picture of me sucking on the new toy. It was huge in my mouth. It triggered my pussy to want it inside. I begged my husband to allow me to fuck myself. He agreed, as long I gave him a video. I immediately agreed. Long story short, I soaked the bed with squirt and my pussy creamed like never before. When my husband got home he found me sleeping in bed naked, with a cum covered toy next to me.

He woke me up and fucked the shit out of me until he blasted my pussy full of his cum. As he came he told me I was a black cock slut, ready to fulfill my fantasy. I came uncontrollably as he came.

Enter Darren, a driver that comes to town for my husband’s company every few weeks. My husband thought I should meet him on his next visit. We did, for lunch. I flirted shamelessly. Later that day my husband explained the situation to Darren. Darren would be down for it on his next visit, but wouldn’t mind some before he left that day. I met him at the rest area by the highway and we fucked in the cabin of his big rig. Actually, I sucked Darren and then Darren fucked me. Darren pummeled my white pussy for about an hour. Totally beat her down. He would be looking forward to his next visit. But my curiosity had gotten my cat killed that day. This black man and his cock made a woman out of me that day. He took me to places I had never been. He left me gaped and he checked off a bucket list item too! My husband fucked my ass that night as my pussy was beaten down hard.

Darren comes to town next Wednesday and my cat is already purring.

6
# 79101 - by Macy / May 18, 2025
- My Spouse -
Straight Male / 49

My Wife Wanted A Toy

My wife and I went out to dinner Saturday night. She had been telling me so week it was going to be a Margertia weekend. She’s a nurse and usually works four tens, this week however, covering for low staff, worked 5 12s Not really need to know other than this entire week is out of the norm.
After multiple frozen drinks and a few drafts she said let’s do something fun. We went to the local casino. I stood back and mainly watched her as she gathered a group of guys around her at one of the tables. The drunk girls were running crazy and I couldn’t catch one so
I went to the bar to grab my wife a drink. When I returned to the table she was sipping on a drink. It was blue with red swirls turning the thing into purple. I asked her what kind of concoction is that you’re sucking on? She leaned in and thought she whispered, but in her normal volume she said something like “this sexy guy bought it for me, I wish I was sucking on his con-COCK-shun.” I smiled and said okay then. His eyebrows raised up and the entire group of young men looked at each other. Full disclosure, we have swapped partners a few times in our marriage, went to a swinger resort and both of us have made use of hall passes. My wife asked if she could ask me something, you just did but sure.
We stepped away from the table and the guys were all like “hey where are you guys going” meaning my wife of course. I’ll be right back.
My wife confided in me with her question. Baby, she said. “Do you know why I wore this romper instead of a dress?” No sweetie I don’t was my reply. I have been so horny I knew if I wore a dress I’d let a sexy man bend me over. I then asked her, do you want to bend over for that guy? “Yes I do, Is that okay?don’t get mad. “. I barely got out that it was okay when she handed me her drink and went into the bathroom. When she came out she was making a fist. Here, here hold this. And she tried to sneak what she was holding into my hand. It was her thong. Why didn’t you just throw them in the trash, I like these.
We’ve played this game before. She went over to the guy and whispered into his ear. I read his lips, he said really, Hell yes. Knew a place from staying at the hotel casino before. There’s a long back hallway with restrooms that never get used. The three of us walk in there, quick check, no one in there. My wife ducks her tongue in the guys mouth. He has her tits immediately. She’s tugging at his belt. She can’t get guys belts off sober, let alone drunk. But it’s the okay signal to pull out his cock. She told him three times it’s a romper not a dress but it will be okay. She then got on her knees and sucked his cock. As much as I wanted to watch. I told them they should go in the stall and I’d “keep watch “ really low odds that anyone would come in and they didn’t.
In the stall they talked some they kissed and I peaked in and saw him sucking get nipples and has his hand on and in my wife’s pussy. She told him she wanted his cock. “Do you have a condom?” He said no, she called out to me, “babe, babe, do you have a condom?” Why the fuck would I have brought a condom?”
She said fuck it, it will be okay I can’t get pregnant. I looked in and she was bent over in front of him. “On yes fuck yes I made a great choice “. The stall was extra large I really wanted to step in there but I just opened the door a little bit and watched. It didn’t take long for her to step out of her clothes. That romper she wore to reduce her temptation to fuck a stranger was hanging on the sliver grab bar in a men’s room as a guy pounded her using her hips and occasionally her tits and handles. I heard my wife cumming, the sound of her pussy pulsing is incredibly sexy. Most guys comment on that and this guy definitely found it hot. He tells my wife he’s going to cum. Obviously he wanted her to tell him where she wanted it. Instead she said I’ve been cumming to. I laughed as he just grunted and shot inside her. At that moment my wife tells him to cum inside her…, “ you want to “. lol
He ended up busting out of there, wiped his impressively size dick off in the sink. Thanks man and out the door he went. My wife was standing there with a blank look on her face holding her “romper” wow, I guess he was done. Then she said oh and then she told me his cum was running down her legs. For wiped off asked for her panties back and put her clothes on. I asked her if she wanted to go back to the casino, “fuck no”. Then we’d both laughed.
On the drive toward home she just looked straight ahead, you okay I asked. I’m horny she replied. No shit, want to go to the bookstore and get a new toy? code for her to say yes and then I just buy arcade tickets as she shops. We don’t say it out loud but my wife likes to get a toy, put on a show. She starts in the theater doesn’t do anything in there. Then to a booth to bend over for a BBC.

2
# 79103 - by Andrew / May 18, 2025
- True Sex Confessions -
Straight Female / 42

What Was I Thinking?

This is embarrassing but my friend’s son, 18 years of age came over to help me do a spring cleaning of my garage and yard. He is a beautiful young man, athletic and watching him walking around in shorts no shirt, is a turn on. After a weekend of cleaning I went to pay him and he rejected it so I made a big dinner. He loved it and the dessert. We had a bottle of wine then another. I was wearing a sundress and as he was seated on the couch, I with a glass in each hand stood in front of him. He didn’t take the glass instead telling me how beautiful I looked and what nice legs I have. I thanked him for the compliment and said are you going to take the glass? He instead put his hands up my dress with his hands firmly on my bare butt cheeks. I generally don’t wear underwear when wearing a dress. He was surprised as was I. I said, what are you doing? He said,” I want to eat you” as he pulled me in and placed his head under my dress his mouth went straight to my unshaven pussy. I couldn’t push away for fear of spilling the red. “My God Jeff!” was all I could muster. I just stood there taking in his hungry want for my pussy. I said, let me put down the wine. I did and next thing I knew, we were on the floor fucking like rabbits. His hard body was wonderful to touch. He stayed the night and has been coming over three times in the last week but I don’t know how to stop it and don’t know if I want to. A terrible spot to be in.

7
# 79116 - by Nameless / May 18, 2025
- Anything Goes -
Straight Female / 38

Sex Is My Hobby

I was sixteen when I first had sex and from the start realised I wanted to explore and enjoy it to the full.

I had multiple boyfriends and often more than one at a time but it was when I was twenty three a guy asked me to a swingers party. That first time we stayed mostly together though having people watch me have sex was such a turn on.

Over the next couple of visits I quickly went from being watched to being centre of attention, having a couple of guys 121 per night to being taken by several in on go.

When that boyfriend and I split up I found another club and stated to attend almost weekly. Being single but getting all the sex (cock) I needed.

One night I was riding a guy on a sofa with another fucking my ass. We had two or three watching us when this tall guy I hadn’t seen before stood behind the sofa with the most beautiful cock and asked so politely would I like to suck whilst being fucked.

I smiled, nodded, and began to blow him whilst still being dp’d. It felt so good in my mouth but I still heard him apologise to the guy beneath me when his balls appeared alongside that guys face.

For the next hour I found myself totally focused on him and ended up 121 cumming all over his gorgeous cock.

Later, when taking a break and grabbing a water he introduced himself formally and I laughed because he had already fucked my mouth, pussy and ass by then. He walked me to my car and we swapped numbers to meet up for a drink.

That was the start of Josh and I. We moved in together quickly and for the last nine years had the most fantastic life, including continuing to swing. The last two years Josh was not well and passed last winter.

Last night I went to our regular club for the first time in months, and the love I felt from our mutual friends has overwhelmed me. I felt Josh’s approval as some of those men closest to us took it in turns to move into me and more gently fuck me than usual. Wives and girlfriends hugged and kissed me, constantly stroking my skin to reassure me all was good.

This morning I’ve stayed in bed, our bed, alternating between tears and smiles as I recall last night and know how much Josh would have enjoyed his “slut” having sex for fun again.

2
# 79098 - by Rachel / May 17, 2025
- True Sex Confessions -
Straight Female / 41

Flashing

I have always gotten a thrill at flashing. Always in public, but at home when the kids and husband are at school or work, I will walk by the window nude or sun myself in the backyard in a micro. Our new neighbor is a very buff 26 year old. Looking at him makes me very horny and having him look at me makes me even more so. I have fantasized about being taken against my will as a price paid for my flashing but it has never come close to being a reality. Well one day while gardening, or should I say, pretending to, dressed in a tiny micro bikini, my stud muffin neighbor looking over the fence said how much he enjoyed my display. I laughed and told him how glad I was that he enjoyed it. Before I knew it, he jumped the fence! He was dressed in a tight muscle shirt and tennis shorts which reveal the hard time he was having. We spoke for a half hour and then I offered him a beer. He accepted and followed me into the kitchen. I opened the fridge and handed him the beer and opened mine. His eyes were all over me and I will admit a turn on. My back side was resting against the island in our kitchen with the cold marble suddenly making my nipples go very erect. My nipples are quite large when erect and he made comment and them put down the beer his hands placed on the marble island either side of my body as he leaned in to kiss me. I didn’t stop him. I remember my heart was racing though. His tongue probed inside my mouth his hands now on my tits shortly followed with his removing my next to nothing top and his mouth sucking on my nipples. I had goose bumps all over. I attempted to push him away. He took a step back, removed his shirt and came in for round two. I said we really shouldn’t. He was kissing me and stopped to say we really should. He took my hand and placed it on his bulge which I quickly retreated. In quick fashion he undid his shorts and dropped them to the floor exposing his hard on and then enveloped me in his arms. He was very strong. I tried to push him off with him easily resisting and saying, you’ve been wanting this. I said, no I do not. He said, Look you teasing c**t, you’ve been flashing yourself towards me every chance you get and now you’re getting what you got coming. He undid my bows on the side of my bottoms which fell to the floor and force his cock between my thighs pressing up against my pussy. I was scared but at the same time very excited. I can’t explain it but in my mind I felt I asked for it and wanted this to happen. I accepted his mouth to mine and his mouth to my pussy. Oh he knew how to eat pussy. He lifted me up and laid me down on the island his face buried into my c**t, his clit work was magnificent and within 4 minutes I was cumming. He told me to get off the counter and drop to my knees. I did as he said as he forced his cock down my throat. Thank God his cock was what it was. Beautiful but maybe 5” long and pretty thin. With a fist full of my hair he face fucked me hard, tears running down both of my cheeks. He would not let me come up for air as I choked and gasped. At many points I thought I was going to die. He finally push his cock hard into my throat and started cumming. I choked hard on his cock and much of his sperm was coming out of my nose. He pulled out put his shorts back on and left me there. I felt very degraded and cried hard. My husband asked me for weeks what was wrong, if I was alright. I never said a word except that it was a hormonal thing. Well a month later mid afternoon the door bell went off. I answered and there was my neighbor. My heart immediately was pounding out of my chest. He asked how I was doing. I said fine. He apologized and said he wasn’t sure how to approach me. I told him I was having a tough time of it. As I was saying this I was oddly becoming aroused and my nipples were betraying my words. He noticed and said, fuck I love your tits. I thought, my God what’s up with me? He said just how much he wanted to suck on them. I said, you have to go. He quickly grabbed me by the arms and planted a kiss on me. Again he was too strong for me to struggle against. I was braless under my v neck tea shirt and his hands were up and on them fast. Before I could think he had me on the carpet tearing off my spandex leggings and eating me out again. My struggle and kicking and pushing seemed to really turn him on and me as well. One of my kicks hit him in the nose which caused him to bleed hard. The look in his eyes scared me and I stopped my struggle. He ate me so well again I took off my t-shirt and grabbing at his head pulled him into my pussy as hard as I could as I came. His bleeding nose had us both covered in blood. It was so crazy a situation. He rammed his cock in me with blood running out all over my face and chest, I suddenly found myself cumming again and with that so did he. Like before he got up, put his clothing on and left. Not a word. Just me laying there covered in his blood. That was a week ago.

4
# 79014 - by Syliva / May 15, 2025
- My Cheating Heart -
Straight Female / 44

Giving Me What I Need

Even though I'm married I couldn't resist taking one of our office juniors (He was nineteen) into a side office and having him fuck me with his enormous cock.
I'd overheard his girlfriend a few days before in a pub (I was in there with my husband) telling her friends just how well endowed her boyfriend is.
But she also told one of her friends her boyfriend had had sex with quite a few older women which peaked my interest.
On the Monday morning I caught him eyeing me up and it definitely got my pussy wet.
At lunch time as everyone else went out to eat, I persuaded C to join me.
It didn't take much to have him take his beautiful cock out and I found myself devouring his huge penis.
When he stood me up, spun me around, lifted my skirt and practically ripped my knickers off, I didn't resist and felt his cock plunge into my sex.
It was totally amazing from the first thrust being utterly filled and I orgasmed within a couple of minutes.
And I continued to orgasm as he got bolder and more assertive.
When he came shuddering behind me, I had an almighty climax and had to hold onto a display board.
Passing me my torn knickers he told me from then on whenever he wanted my mouth, pussy or arsehole to arrange time for his cock.
C turned twenty last week and we had a little celebration in a hotel room.
We had sex for over two hours after we'd both booked time off work.
It's been seven months since our first time having sex. We find time at work occasionally but mostly we have sex outdoors or in each others cars.
However most Sundays (When the weather's good) he'll come over to my home if and when my husband is playing golf.
It's an arrangement that suits us both and as for my husband who's a lot older than me, he probably couldn't care less. His libido stopped years ago.

4
# 78988 - by Jackie / May 13, 2025
- Funny As Fuck -
Straight Female / 37

Husbands Big Cock

My husband has a big cock, my friend always checks him out she thinks I don’t see her doing it. I enjoy it after every time she’s been over all I do is whisper in his ear that she was checking him out then he absolutely smashes my pussy until he cums.
Two weeks later she comes over so I give her some wine to see what she might want to do. A couple of hours later and quite a few glasses of wine she’s looking at him without a care in the world. I noticed when she came back from the toilet she was no longer wearing anything under her dress.
I met my husband in the kitchen and told him she was naked under her dress and he went hard immediately, I playfully rubbed him through his pants to make sure he was gone then sent him to ask her if she needed anything.
When he walked in she noticed the big buldge and opened her legs at the same time, he had full view of her pussy. As I watched without being seen by her she reached out and grabbed his hard dick he just stood there she pulled his pants to the side and just started sucking on him.
I knew at this point he was going to fuck her and there was nothing I could do to stop it, as I watched she pulled his pants completely down she wasn’t thinking about me, next I see him pick her up and lower her onto his hard dick until he was fully inside her, she was moaning like a real bitch.
Then he lowered her onto the lounge when he was back inside her I walked straight in and said what the fuck is going on here?
As I did she jumped and he drove his hard dick even further into her there was no he was stopping as he kept slamming into her, I knew that feeling then she started screaming and he didn’t let up until he filled her with cum.
She layed there not knowing what to say so I said couldn’t keep your hands off my husband could you.
She was about to cry when I said to my husband you might as well keep her all night now. I went to bed to listen, I could hear him dragging her to the spare room, after about 15 minutes I could hear he as in her again I knew he was going to make the most of the night with her he always wanted to fuck her and that’s what he did.
I woke up next morning listening to her moaning I gave myself a little pleasure before going into to see how they were going.
She was a bit shy towards me and I said I hope you enjoyed it you mightn’t get to come around again. She left after a shower we didn’t speak for a couple of weeks she was saying how sorry she was, it didn’t worry me I wanted him to fuck her I was not going to tell her that, then I told her to come around again and I was going to watch my husband fuck her all night this time.
He still smashes my pussy every time I whisper her name.

4
# 78990 - by Maria / May 14, 2025
- Men Only -
Straight Female / 19

Meghan Makes A Throuple, Pt. 2

Hey fellas,

Sorry about the delay. I picked up some extra shifts at work and switched a few around to make time for…things haha. Anyways, back to the story!

I needed to shower still from the night before so I went to go do that, but Brandi said she’d come along with me. Their shower is amazing, btw. It’s roomy, like a walk in pantry. There’s a couple different shower heads that blast water on you, there’s a kind of stone-type bench in the back to sit on and just steam with a detachable shower head above it for…other reasons, I imagine. Even more, the bench seat flipped up and inside were a bunch of “toys”, like some that stick to the walls, various sizes and shapes.

Brandi disrobed and removed her panties after starting the water. She got in and started letting the water cascade over her body. I undressed what little I had on and joined her. She commented she could still see her husband’s spunk on my stomach. She pulled me under the water and said to me “you never really been with a woman, have you?” I shook my head. She asked if I wanted to. I nodded. I was extremely nervous, but I committed to them both and I was just locked in a state of horniness all weekend because of the naughtiness of it all.

She was just as dominant as Chris, but rougher. Not in a bad way. After some sensuous kissing and light groping if me ass, and her putting my face into her large boobs, she spun me around and pushed me against the glass wall. One hand she held me against the wall just below my neck, the other she started fingering me with two fingers. While she did that I could feel her thumb poking at me butthole. She asked me if I liked fucking her husband in their bed. I said I did. She asked if I was going to be their private slut. I said that’s why I’m here. Brandi let me up and walked to the bench. She sat on it and beckoned me with her finger to come to her. She told me to get on my knees and then leaned back and spread her legs.

Now I’ve never gone down on a girl, guys. I’ve been eaten out for sure, but I wasn’t sure what to do. I started kissing her thighs and slowly made my way to her completely bald pussy. Brandi definitely waxes. She pulled my head to her pussy and let out a moan that was like she was saying “finally”. I did what I thought she’d like, what I’d like and she was soon rocking her hips into my face. She was already so turned on, “full of honey” I believe is how she described me that first time she rubbed my pussy. It tasted sweet and was covering my mouth as I dined on her sweet spot. When she orgasmed she held my head against her with both hands and grinned against my mouth and tongue while making this high pitched moan that became a quiet “god damn you can eat some pussy, hun.”

We got out of the shower and found Chris waiting for us in the bedroom, naked and in bed. He mentioned how we were taking so long he was going to start without us. We dropped our towels and joined him. Brandi bragged bout my oral skills, which Chris said he’s well aware of, and pretty much led to me taking Chris in my mouth. I sucked him til he was fully hard, then Brandi got on him and started riding him. I have to say, I get why she likes watching her husband fuck other women. I sat next to him, rubbing my clit and kissing Chris while his wife rode him cowgirl (he was sitting against the headrest though). He felt my tits, sucked on my nipples, sucked Brandi’s nipples. She came up off him and I sucked his pussy soaked cock. Then Brandi told me to get on him in reverse. So I sat on his lap, his wonderful cock squeezing into me. He reached around and groped my tits and helped aimed his cock into my pussy. Brandi got down in front of me and started licking my clit as well as Chris’s cock and balls and it slid in and out of me. He said “ we doing this” and Brandi went “oh yeah”. Then she told me “Chris is going to come and I’m going to eat it out of you.” I was like wait, what, but then I started to orgasm. I don’t know if it was too arousing or Chris starting to cum but I started having an intense orgasm and Chris started cumming making it feel more intense. After he was done, I straddled Brandi’s face while she ate her husband’s jizz from my pussy. After her tongue finished darting inside me she said next time is my turn. And you know what, the thought of eating pussy or doing stuff with Brandi no longer bothers me.

Well, fellas, that’s it for now. I hope you enjoyed and I hope Brand and Chris keep giving me things to share with you guys!

4
# 78946 - by Anonymous / May 12, 2025
- True Sex Confessions -
Bi-Sexual Male / 57

More Than I Expected

Happened maybe 20 or so years ago. Met a small group of men from the plant at a cheap airport motel so they could give my sexy wife a good gangbang.

So I got her there and right away she asked me to make a liquor store run and she would get comfortable and get to know our guests a little.

So I went and brought back some bottles and some beers too. Got a bag of ice and brought everything back to the motel.

When I got back she was on her belly on the bed and apparently she had took two loads in her pussy already. So the next stud was about to fuck her doggie style and he stopped and said she was too wet and sloppy for him and I should clean her up.

I got a wash cloth and a towel from the bathroom and they stopped me and told me I was disrespecting my wife and them by trying to clean her with a towel. They told me to get up there and lick her clean and make sure I get all that superior black cum and swallow it all.

So I did lick the creamy and slimy loads from her and the next guy wet his dick in her pussy and said he reckoned he would get her tight ass instead. He wasted no time getting his dick sliding into her rectum as she grunted and groaned a little and they told me to get behind him and lick his ass to make him cum harder.

I didn't want to lick his musky hairy asshole but I was afraid they would beat me up so I got on the bed behind him and as he pumped his dick into her ass I licked his stinky crack and he made sure my wife knew what I was doing. It was so humiliating and exciting to hear her telling me to lick and suck his hot black ass.

After he unloaded in her butt they made me lie back and had her squat over my face and feed me her still soaked pussy and her stretched out asshole. I guess I swallowed four or five loads that evening before they were drained.

We wanted to do it again a couple of times but it never seemed to work out and today it's just a horny old memory.

3
# 78904 - by Robbo / May 9, 2025
- True Sex Confessions -
Bi-Sexual Male / 25

I Encourage My Girlfriend To Fantasize

My girlfriend has never been all that sexual, in fact she's a bit inexperienced, despite being a little bit older than me, by about 2 years, anyway, as we've been together for the past 3 years, I've slowly been encouraging her to fantasize, explore and try out different kinks she's never heard of or never knew she had.
I have shown her gangbang porn, and she's been having multiple gangbang fantasies, sometimes she'll imagine herself fucking a hot celebrity she enjoys watching on TV, or some model she saw, and I full on encourage it. She usually likes to involve me though, and when we do have sex I tell her things in the heat of the moment like "This Person" is fucking you so roughly, and she just loses her mind. I also describe how many cocks are surrounding her and I tell her to imagine it.
I've even bought her a dildo that's bigger than my cock, Tied it down to a pillow, tied her up and let her fuck it endlessly whilst jacking off to her and cumming all over her nude body. We have so much fun together and I want to find newer ways to make each experience intense.
We should be watching a movie with her favorite actor in soon and I plan to finger her or touch her all over when he's on screen. I enjoy teasing her.

1
# 78936 - by DangerousCabin / May 11, 2025
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