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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:

- Embarrassing Moments -
Straight Female / 63

Survey Time...

OK, to readers. I ask the question... What is the craziest, kinky, wild, embarrassing, disgusting (whatever you call it) sexual act you ever did??? I will start with something I did a long time ago.

I sucked off a horse! Yes, I did it. 1070's, teenager on an Indiana farm. Me and a cousin in the barn when we saw a horse in his excited state. It was huge, like 18 inches. We were joking when my cousin dared me to "touch it". I got under the horse grabbed it and pointed it toward her. We were both laughing like crazy. I don't know what made me do it but I looked at my cousin and said "watch this". I started stroking it with both hands and tried to put the head in my mouth. It was too big, but I licked and slurped on the tip as I stroked. It only took a minute or two when the horse started cumming all over me. O-M-G, it looked like someone poured thick milk all over my face and chest.

Anyone else have any kinky secrets!

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# 77717 - by Me / March 21, 2025
- True Sex Confessions -
Straight Female / 32

Massage Barriers

I have been a massage therapist and physical therapist for 10 years. I do everything to the letter of the medical world ethics and the letter of the law. That is until three weeks ago.

I have been treating a college aged athlete for about six months. He had shoulder and elbow surgery that really did a number on him. He is funny, smart, cute, flirty and sexy. He’s working really hard to recover. Unfortunately, his naked body on my table puts very bad thoughts in my head.

He visited me at my home office studio. My home office studio is reserved for my own convenience and for patients I trust. As I walked into the table room, there was tension in the air. I asked him if he was doing good and he mumbled something about being frustrated with the recovery. I told him I would do my best to relax him and ease some of his tension. He was all locked up - both sides of his body. I worked him really well. As he turned over I got my first glimpse of his penis. It was completely shaven, thick and had a big mushroom head. I tried hard to forget what I just saw but it was difficult. As the massage continued, his hands made subtle movements to try to touch me. This time, I made it easier for him. As he found my legs, I went further up his quads. He got bolder and adjusted his hand to be where he could (maybe) get a brush of my vagina. I made it easier for him and moved towards his hand. I felt his fingers extend to touch my vagina. Although I am human and I have sexual desires, this was the first time anyone was allowed to breach this barrier. He took the opportunity and started to rub me through my leggings. I broke the barrier as well and removed the sheet that was covering him. His semi hard penis was in full view.

As I got closer to his penis, I asked him if this was okay. He laughed and said do you think I am going to say no don’t do that? I laughed and said okay. He asked me the same and I told him it was okay. His hand started rubbing faster - immediately. I found his shaft. I told him to relax and allow me to take care of him. He was rock hard and swollen in a minute as I stroked his shaft. His hand found my ass. He tried to pull down my leggings so I helped him. This was the final barrier and he had broken through it. Found my clitoris and relentlessly rubbed it. I knew an orgasm was brewing.

As he is beating my clitoris with his fingers, I started to move my hips. I was going to orgasm. I pumped his shaft as fast and hard as I could. His entire body went stiff. His breathing stopped. His penis exploded. The semen flew everywhere and it just kept flowing. It hit my shirt, the end of the table, his chest and the floor. This was too much for me and I had my own orgasm. It was hard and deep.

I cleaned him up with a warm towel. I asked how he was doing. He told me never better. I told him me too.

I have made two sessions with him since and both finished in the same way.

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# 77719 - by Jessie / March 22, 2025
- Fetishes and Kinky Sex -
Straight Male / 25

She Lets Me Do This

I moved in with my buddy from work and his wife to help them out while they get back on their feet. She as laid off and he had to pick up all kinds of over time. I had mentioned about getting another place and he convinced me to stay wit them for a few months while she found work and they cough up on some bills. His wife Lorena seemed nice enough the few times we met. She was a skinny Latina with small boobs hardly anything yo there but a nice little round butt. Very pretty dirty blond hair obviously dyes her hair. I soon found out that he landing strip so does not match her hair. About a week after moving in I found that Lorena wore very loose shorts or loose tops. Often loose enough that you could se me up he shorts and she had a tendency to sit with her legs open. I always looked to see how she sat and eventually one day she caught me looking and I did not deny it. Her small tits were always exposed. For having small tits her nipples were rather large. She confronts me one afternoon says why do I check her out. I tell her that if she shows me then il look. After a few days and still showing me her goods i decided to slip my hands under to show her. I did just that and slipped my hand up her thigh and her looses shorts. I told her see how loose these are and how you purposely wear these. As my hands rubbed her upper thigh I felt her little pubic landing strip and the earn entrance that where her lips. I grazed them and she let out a moan. I pushed harder and stuck the tip of my finger in and went to town. I pushed on her head and she leaned down on all 4s and took my cock in her mouth. She let me treat her mouth like a pussy for a while as I fingered her. We did this for weeks. Then finally I had her strip down so I could see her body completely naked. I licked ate her and finally fucked her like a rag doll. It’s been about a month and I’m using her holes up. She has missed a few job interviews because I’m busy using her up. I may be staying here longer then expected.

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# 77725 - by Anonymous / March 22, 2025
- True Sex Confessions -
Straight Female / 30

Line Dancing

What started out as a fun night out with the girls turned into the completely unexpected. We went line dancing. At some point in the evening, one of the server girls says this drink came from that guy over there. I turn around and it is my ex husbands father.

Cowboy hat, cowboy boots, blue jeans and a Carhartt shirt - this man was everyone’s crush. I walked over to him and thanked him for the drink. We started talking and he went full court press on me. One drink led to dancing, dancing led to kissing, kissing led to me saying good night to my girls.

When this man got me to his house, he completely owned my shit. My mind, my soul and my body surrendered completely. He had me in his kitchen, in his living room and his bedroom and we both desired more. We fucked in the shower. Hell, we even fucked in the barn the next morning.

He was dad until he said my name is Dave, not dad. I must have screamed fuck me Dave thirty times. He had one of those dicks that just hung there, big thick shaft and a big hanging sack.

He drove me home the next afternoon and told me to call him anytime I needed a good shagging. As he calls it -shagging me rotten. I call him two times per week at a minimum.

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# 77731 - by Lauren / March 22, 2025
- My Cheating Heart -
Straight Female / 33

Back Row

I sucked a stranger's prick on the back row of a cinema. I'm married, mother of one daughter and one afternoon after my friend cancelled a lunch I took a short walk and went into a cinema complex to see if I could pass an hour or two and saw a movie starting in fifteen minutes. I bought a ticket.

In the lobby I saw a guy, not that good looking but nice body and well dressed. I saw him looking at me, didn't encourage him in any way and didn't think much about it.

Inside I sat in the back row. I was the only one in that row. It was 1.30pm, early afternoon and mid-week so there wasn't that much of an audience and they mostly congregated around the middle. I watched the guy enter, saw him see me. He sat down down a few rows in front of me.

About half an hour into the movie I was bored ,it was a real pain. I could tell it wasn't a guy's kind of a movie and he moved around restless. He looked back at me a few times, and I just stared back.

When he left his seat my heart began to pound, he came up to the back row, looking a bit unsure of himself. When he stared at me I lifted up the armrest and he came and sat down next to me, our bodies touched.

All talk was in whispers. He said the movie was shit. I said I'm bored. He asked if I wanted to get serious. I said what do you mean and he put his hand on my knee. I put my hand on his and moved it up a bit, then dropped my skirt over it. He went all the way and easily slipped his fingers into my panties. My lips were tight but he pressed hard until he forced them in to the wet. He rubbed the juice over the lips and clit, then fingered me. He knew what to do.

I've sucked pricks since I was a teen but never let it spurt into my mouth . I offered to go all the way with my husband but he said the taste would be horrible and it would make me sick. So he always finished with a fuck. Once after sex I went to the bathroom and got some semen on my fingers and tasted it. While it won't replace chocolate it didn't taste that bad to me.

So when he whispered suck me it didn't take long to decide. I put my hand on his lap and felt his boner. It felt good. I nodded, let's do it, so he unzipped his trousers and pulled it out. I touched it, knowing this was going to be good.

A quick look around and saw everyone looking at the screen, then went down on him. He adjusted his jacket to obscure somewhat what was happening. His prick was fat, didn't have much of a foreskin which suited me. We both knew he would cum in my mouth. I mean why let it shoot all over my coat and blouse.

The anticipation was good. Every time he was close I would clamp my lips around the shaft and flick my tongue. I wanted a full load, a full 10cc of sperm. In the background was the sounds of the movie.

Then his prick throbbed and my mouth was filled with his juice. I held it in my mouth for a moment, trying to catch the taste. There was a slight sweetness to it, then I swallowed. He pumped a bit more for about half a minute and I drank it all.

I came up, smiled, did a thumbs up. He put his arm around me and said fantastic.

But he readjusted his clothes before giving me a kiss on the cheek and saying he had to go and wishing that I would have a great day. Then left.

I stayed until the end of the movie, not sure I made sense of the whole thing. Lights up and I made my way to the Ladies. I looked in the mirror and said to myself you'll never guess what I did today.

2
# 77735 - by OralAnnie / March 23, 2025
- True Sex Confessions -
Straight Female / 48

Wife Sharing Gone Terribly Right

My husband (Bradley) has been pushing me for years to be a shared wife. My kids are out of the house so we play sexually more now than in years past. Admittedly, I am ready for sex more now than ever before in my life.

Recently, while Bradley is fucking me doggie style, he grabs my hair, pulls back and says your pussy is mine. Your husband will have to ask me to have sex with you. At that point he starts to fuck me like crazy. He starts saying call me Greg. As part of the play, he would be Greg for now. Fuck me Greg. My pussy is if for your pleasure. Bradley doesn’t get my pussy anymore. This man was dripping wet from fucking me so hard and fast. He says tell me you want my cum in your pussy. Greg, cum inside of my pussy. Breed my married pussy. Show Bradley how to fuck like a real man. Bradley explodes inside of me. He damn near killed us both when he collapsed on me. He pulls himself together and (weirdly) says out loud lick her pussy clean Bradley. He goes down on me and licks all of his cum from my pussy. He spent some time on my clit and I came.

We finish and he says that was hot. I knew he wanted this but he obviously had thought about this. We talked and we agreed to try it out with the right person.

A few weeks later Bradley calls me after work and says he is going out with Mike and Patrick. I should join them. We have done this in the past, but not since our talk. I wasn’t sure where it would go, but I told him I would join them.

I get to the bar, we say our hellos and Bradley gets me a coke - I do not drink. The talk is normal until Patrick says he knows why he is here. Mike says yup I know why I am here. Bradley says to me, do you know why we invited you? I said I am sure I know why, but tell me. Sara, can I share you tonight? In my mind it went different than this. It would happen inevitably, so I agreed.

We went to our house and the night was surreal. It started as Bradley kissing me while the other guys watched. As we got undressed my pussy caught fire. I went down on Bradley. As I would doing that, the guys joined. I was encircled by three naked men, all who would be fucking me tonight. One found my pussy. She was incredibly horny. He fingered me, got me wet and asked if he could fuck me I said yes. He asked if he needed a condom and I told him yes, if he had one. He did and started to fuck me. The feeling of one cock in your mouth and one cock in your pussy (at the same time) is a lot to comprehend and manage. Bradley moves and the other guy takes his place. Two new men inside of me while my husband watches. The night was wild. It was better than I had envisioned. Mike went home around 11:00, but Patrick stayed much later. He fucked me way past Bradley going to bed. He even got to fuck me bareback.

We will be doing this again. Who knew at 48 I would become a shared wife.

8
# 77738 - by Sara / March 23, 2025
- True Sex Confessions -
Straight Female / 31

I Shouldn’t Say

My girlfriend introduced me to her Dad and his second wife. He is in his mid 50s and attractive but not very. He’s a motorcyclist riding a big Harley and very much looks the part of a no nonsense biker. His wife is a beautiful person but she hates motorcycling and never goes with him. I had never gone motorcycling and asked if he would mind taking me for a ride sometime with his response in front of wife and daughter being, “absolutely and maybe after we will go for a ride on my bike.” We all laughed. Well the next day we arranged for him to pick me up and ride through the foothills and mountains. I wore black spandex leggings and a T. He brought a woman’s leather jacket that I wore and I looked very sexy if I do say so. Well I swung a leg over and away we went, it was so exhilarating. After about 2 hours of riding he pulled off at a view point looking over a rushing river. When I got off the bike we both took notice of the wet spot my pussy left gleaming on his black leather seat. I looked in horror and was going to wipe it away with my hand. He stopped me and then bent down smelled it and then gave it a big lick of his tongue! I was like OH MY GOD! It was so shocking, so animalistic and such a fucking turn on. He just grabbed me, kissed me hard and before I knew it, had my spandex down to my knees and fucking me from behind as I was bent over his bike. He came in my pussy, then turned me around, threw me over his shoulder, my bare ass exposed and walked me over to a picnic table where he laid me on my back. He pulled my running shoes off and slipped my leggings off as well and ate my pussy like he was sitting eating a dinner. He demanded I slip my top off and bra which I did. This was so unlike me! There I was laying nude, he eating me out in the open and his hands playing with my tits. My nipples we’re erect from the chill in the air and I came so hard. I laid there convulsing in orgasmic aftershocks when he moved to the edge of the table and placed his half erect self in my mouth. My head hanging over and his massive balls covered my eyes as I sucked his cock. It became uncomfortable so I turned around and gave him my pussy this time face to face. It was glorious and so far from what I had ever done before making my sex history look total vanilla. We got ourselves together but I not wearing panties in my spandex, (ruins the look), the cum drooled out and soaked the crotch and made a rather mess of his bike seat on the ride home. He dropped me back at my door, came in for a couple of cold beers, fucked again and he was off with a promise for more rides. This was so crazy but being that his daughter and I are pretty tight, it can never get out. Even though I just so want our friends to know, I don’t want to ruin a friendship and spoil any future adventures with her dad.

2
# 77739 - by Jackie / March 23, 2025
- Evil Thoughts and Deeds -
Straight Male / 40

She Doesn’t Know

I’ve often fantasized about my wife fucking someone else or walking in on her while she’s getting herself off. After a few years of wishing and trying to hint at the subject during pillow talk, but being told I’m sick go to sleep I kind of gave up. Our sex life has gone to completely nonexistent. So out of spite, I set up a hidden camera to catch anything that might give me something good to watch while jerking off. After several years I have a nice collection of videos of her masturbating, using toys, electric toothbrush, even using the shower head. Seeing her cum is such a huge turn on for me, I also want to watch her being used by someone that can satisfy her completely preferable a BBC. I wished many time that she would just cheat on me in our martial bed just so that I could have gotten it on tape to watch. It has never happened she’s been faithful and now some years later I have taken down the camera, stopped recording, and have given up on ever seeing my fantasy become reality. I truly want to see her happy and fulfilled, sorry I can not provider her with that, sorry I spied on her, but not sorry I still have those videos, still watch them occasionally and still masturbate to them. And yes 24 + years later I’m still in a sexless marriage. It sucks!!

5
# 77740 - by Chester / March 23, 2025
- My Spouse -
Bi-Sexual Male / 37

Pleasing The Boss Man

I have a very aggressive boss who I travel with frequently. He makes no bones about how he takes advantage of his employees wives whenever he gets the opportunity. He sometimes tells me about his conquests, like "Herb's wife sucks cock like a real whore" or "I sent Greg's wife home with a load up her big fat ass"
Anyway, we talk especially after work when we're having dinner and drinks and sometimes he talks about my wife. It gets me super excited to hear. Like he might ask me "Does Tracey like to suck your dick?" Of course I tell him the truth, that she's a great cocksucker but I haven't had time and desire as much as I used to. He teased me saying if I don't feed her the dick she needs maybe he should step up and help.
I admit I got excited and sort of egged him on to tell more about what he'd like to do to my wife.
So now I'm obsessed with watching my lovely wife being a real filthy whore for my boss.
I can't stop thinking about her sucking him off and pausing to kiss me so I can smell and taste his balls on her lips.
So nasty to hear him so confident that he could seduce my wife and have her tongue in his sweaty asshole. I need to rub one out right now.

4
# 77749 - by Charlie / March 23, 2025
- Evil Thoughts and Deeds -
Straight Male / 24

They Party Way To Hard

I was at a block party this past weekend for St Patrick’s Day. They celebrated on Saturday for the Sunday hangovers. It’s at my parents house and even though I moved out a few months again it’s fun and lots of women so i go. It kicked off early sprung noon and lots of food lots of booze and people bounce house to house. I showed up around 4:30 and grabbed a drink. Found my dad then my mom who was with a neighbor who lived down the street Katy. She was pretty in her mid 40s nice curves married with kids. Saw she was in a rather short denim skirt and boots with a blouse that was kind of see through. It made you do a double take as it looked as if you could see her nipples she looked good as as my mom walked away I kept chatting with her and doing some flirting. I telling Katy she should not flirt with me so much since her husband might get mad. She giggled and said she wouldn’t tell. All night we followed each other at one point she was holding on to me as the booze was really getting to her. I tested to see how fucked up she was by sitting down while outside and pulling her onto my lap. As she did so I whispered for her to spread her legs. She did juts so and in slid my hand up and felt her very soaked panties a g string and a skirt is what I found. Very wet i was able to slide a finger in and heard her moan. I then got up looking around and saw my parents house was dark I pulled Katy over she giggled and sound like teenage girl. I asked her you like sneaking around huh. She nodded I didn’t even take he inside I open the side gate my dad has a work table there and proceeded to slap ass and pull her hair. She was into it and I started to hear her he older so my hand covered her mouth but what I couldn’t stop was the sound her ass was making. It was clapping big time. I felt her cum I then whispered my turn to cun and let go of her mouth and she told me to cum inside her it was ok. Like she had a choice I took my cock put lots of spit in it and shiver it up her ass. She let out a load screeching sound covering her mouth not sure what she said but hammered away and shot a thick stream into her ass. I pulled out pulled her skirt down and walks shed back over to table and sat her down We kept on chatting and her husband was blitzed. She asked me to help her and her husband home. I said sure whispering round 2 quickly she said yes. A little over a week and we have hooks up a few more times during the week. I really enjoy how she takes the rough anal. I have convinced her to let me take some pics and videos of us fucking which we then watch in bed at my place. While it’s not a relationship that will last it’s nice to have a solid piece of ass.

4
# 77744 - by Benny / March 23, 2025
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