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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 Male / 28

She Surprised Me

After seven months, my girlfriend decided to move in with me. I had just moved out of state and she was going to join me in four months. We are both pretty open minded. She let me keep fucking two women when we first started going together and it did not bother her. When I moved, I told her to enjoy sex with other guys if she wanted since I wouldn't be there. She really surprised me. Not that she fucked another guy a couple of weeks later, but that before she moved to be with me, she fucked five guys. One of them became her steady for three months. By her own account, she fucked him dozens of times. Because she was honest with me about it, I was good with her having fun sexually. In fact, it sort of turned me on to think of her having orgasms with other men.

She did move in with me and we were married two years later. We would now and then talk about when she was fucking other guys. Once, I blindfolded her and told her to imagine I was one of her lovers from before we lived together. She said it made her hot to think of his penis in her again and she had a strong orgasm as I filled her. We both talked about how wild it had been to fuck several other people when we wanted, but were still a couple. As we talked, she wanted to fuck again. After, I told her about a good friend of ours who I knew would love to have sex with her. Long story short, she has a pass from me to fuck him. every month. She has done that for five month now. when she comes home, she sucks me, tells me what she has done, and puts me in her wet pussy and really fucks me. Things are very good for us. I'm glad she knows shehas the freedom to fuck our friend. It has benefitted our relationship.

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# 80168 - by Michael / June 29, 2025
- Fetishes and Kinky Sex -
Straight Male / 25

Bondage With My Girlfriend

My girlfriend Maddy and I have been living together for two years and have an active sex life. A month ago, I talked Maddy into letting me tie her to our bed. I also blindfolded her. I went very slow with her naked body, caressing her all over. I went down on her and I used our vibrator until she was at the brink of orgasm, then I stopped and started again. She was incredibly wet and wanted me in her. I masturbated her with my fingers, but didn't enter her. Instead, I penetrated her with a vibrator and had her suck my dick while I fucked her with the vibrator. I. told her to imagine a friend of ours was fucking her while she was sucking me. I told her to tell our friend to fuck her faster and she did. Harder and faster, she said. And then she came. I pushed my erection into her and quickly came in her.

That bondage session lead to a second time. This time I invited our friend to fuck Maddy without telling her. Like the previous time, I tied and blindfolded her. Played with her body until she was ready. I asked her if she wanted our friend in her. Thinking it was a fantasy, she said yes, she did want him. I motioned our friend to fuck her. He pushed into her and she moaned. Our friend fucked her really well. After ten minutes, I moved to her mouth and when I put my erection in her mouth, she realized someone else was fucking her. I told her it was our friend and she moaned again. I took her blindfold off. Our friend and I took turns with her for a few hours. Finally, I untied her and she hugged our friend. He thanked her and told her he had really enjoyed making love to her. They hugged for a moment longer and he thanked her again. He was very sweet with her. She said she had liked him fucking and cumming in her. He said I hope you will let me fuck you again some time. She said she would like that.

1
# 80169 - by Tracy / June 29, 2025
- True Sex Confessions -
Straight Male / 24

My Girlfriend

My girlfriend Grace and I have a pretty socially liberal group of outspoken friends. We spend a lot of time together making meals, hiking, playing, listening to music, and getting high. One night we were at a friends house with three other couples. One of our friends who liked my girlfriend, who was drop dead beautiful with a terrific body, turned to me and. said, I want to fuck Grace. It surprised me, but before I could respond, Grace said why are you asking him? If you want to fuck me, you should ask me directly. Our friend was nearly speechless, but finally managed to tell Grace he wanted to fuck her. Grace took him by the hand to an empty couch, unzipped his pants and sucked his dick. All of the rest of us were astounded, but closely watching. Grace undressed, pushed our friend down on the couch, got on top of him and fucked him until he came. I wasn't particularly upset because Grace had a couple of friends with benefits and e had a somewhat open relationship.

What did surprise me was to see some of the others now fucking. Watching Grace had turned them on. Before the night was over, everyone had fuck everyone. Back at our apartment, Grace laughed and said she had simply meant to boss our friend, not to start an orgy. We confessed to each other that we had both enjoyed fucking so many other people. In fact I watched Grace fuck all of the guys at least once.

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# 80170 - by Gary / June 29, 2025
- Fetishes and Kinky Sex -
Straight Male / 32

Submissive Wife

Kate and I have been married for ten years. She was a virgin when we met and had been raised in a fairly strict family. That changed when we became a couple. I had lived in a very permissive environment. As I got to know Kate it became obvious that she had a strong submissive side. Gradually, I learned how to work with that sexually. In time, she did whatever I told her I wanted sexually. That included all sorts of kinky sex together.

Eventually, I told Kate to fuck a friend of ours and that she should be very responsive. I insisted she do it and she did. I loved fucking her when she was filled with our friend's cum. We had been married two years when our friend fucked her. For the next eight years she fucked sixteen different guys because I explicitly old her to. Most of our friends have enjoyed her at least once or twice. I have had her pick up strangers at hotels and have told her what to do when she goes to their rooms. Sometimes I watch. I love watching her being pounded or hearing her stories about another guy fucking her. I love hearing her moan when someone cums in her. Not long ago I told her to let three of our friends fuck her in a gang bang over one night. I did take advantage, and still do, of her submissiveness to satisfy my own fantasies. , However, she came to really enjoy the sex with other men. She has no guilt because I've told her to do them. She would never have started if I hadn't ordered her to fuck our friend the first time. By the way, he still fucks her.

Anyway, that's our kinky story.

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# 80143 - by Jake / June 28, 2025
- Anything Goes -
Straight Female / 38

Cum Again?

My sex drive has been insane lately. Just yesterday when I was in traffic driving home, was starting to fantasize of certain things and started rubbing myself. I wasn't around too many cars but I kept rubbing until I was getting closer and closer to more cars and a highway toll. I knew I could be caught soon. For sure I would be I was thinking. But just before I got to the toll I "came" just in time. Then today at work I was listening to some sexy music and started to fantasize again. I was getting soo horny again. I look around my desk to see what I could find, anything. Then I see the mini plug in adapter vacuum. I just position it just right underneath my pussy. I slightly wiggle and move my hips, grinding my pussy into the curve of the handle. I'm on it for a while. It feels good but I'm ready to release my juices. I had to go to the bathroom, texted my dirty talk friend and he was serving me the texts I needed in that moment. I fingered myself and came 2 times. I squirted so much. Now it's 12:22 am and I'm waiting for my fiancé to come home so I can get pounded. My pussy is throbbing right now again. I can't wait till he's home so I can cum again.

3
# 80125 - by TabooKitten / June 27, 2025
- True Sex Confessions -
Straight Male / 58

Was She Too Greedy

My wife and I were 35 when this happened, Bridget was a part time care taker at the school, she would close up after evening activities, one being taekwondo classes that my son attended. this particular evening my son was unwell, so did not attend. My wife said that when all had gone Ken the instructor came in the back room were she was closing up, he came close to her asking about our son, he then said her tits were outstanding 40 D he then dropped his pants, picked up her arm and placed his cock in her hand, she said she was stunned, his cock was about six inches but very very fat, double what mine was, she could not move, he ran his hand up her skirt, I was so wet she said, she looked at her hand her fingers were curled around what she could hold. Then a noise close by, cock dropped, pants up, he spoke to her as a woman called out his name and walked in, oh hi she said you must be Bridget and held out her hand to shake my wife's, which just seconds ago was holding her husbands cock. they then left.
I asked her what would have happened if she had not come in, would you have let him fuck you?
I truly don't know she said, so I pulled her in bed and fucked her.
Three days later Ken's wife Joan called Bridget and invited us for drinks on the Friday they lived quite close, did you say yes I said, yes its only for an hour. Ok, Bridget got a sitter and off we went.
Joan offered drinks, I had but Bridget said she cant drink, it makes her feel funny (in fact it makes her giggly and flirty) Joan gave her a fruit punch, I'm sure it was laced (much later thought)
after 20 mins Joan asked me if Bridget told me about ken and her, I said yes, she was surprised, then asked do you think they would have fucked if I had not appeared? I don't know maybe, maybe not. Bridget was giggling, then I knew. Ken was wearing shorts it was summer. Joan pulled them off him, look she said, if you were a woman would you turn this down? Maybe not I said, Joan pulled Bridget over to Ken and put his cock in her hand, if she wants Joan said can she fuck him or not. Bridget was stroking him and giggling saying oh my isn't he big, do you want him to fill your pussy Joan said, Bridget laughed and said yes please.
I just said its up to her, not me. Joan took off her panties and started to play with her clit a minute later she was spurting cum .Joan helped her mount Ken, she was moaning like crazy as she took half his cock in her Joan took off her top and bra, Kens cock got even harder when he felt her tits.
Joan came over dropped her skirt, she had no panties on, in full view of Bridget I laid her down then licked and sucked her pussy till she screamed and spurted all over my face. I turned her and fucked her pussy hard, yes oh yes fuck me daddy she said fuck me, cum in me mommy, yes I dumped my load in her not knowing what the mommy daddy thing was about.
Ken had spun Bridget over then came inside her, he the fucked her again for two minutes before shooting another load. That's normal Joan said. Bridget looked at her watch saying oh fuck its 10.05 we said 10pm, I think she was now embarrassed stood up got dressed, Joan said any time you can come together or alone, she then kissed me, walked to Bridget telling her the same saying she would love to taste her pussy, she kissed her. We then left. 2 mins later Bridget, how far Dave, about 8 mins why, his cum it's pouring out of me, she found a rag in the glove box and stuffed it in her panties. She nearly knocked our sitter over getting to the toilet in our bedroom.
I paid the sitter extra for being late, she was new 17 yr old from two doors down. Thanks I said. must have been good she said, you smell like sex, what? she repeated, you smell like you licked pussy tonight, you better go I said, she then kissed me on the lips, licked my cheek then left.
I got upstairs Bridget was sat on the bowl, saying how can a man have so much cum in his balls, look its still coming, I said let me help, how? I opened her wide placed two fingers side by side inside her pushed as deep as possible, curled the tips then pulled down slowly, a whole wad of cum sploshed in the bowl, once more and she was empty, I kissed her. Shit, fuck off, her cum is still all over your hair and face.
Cleaned up, in bed Bridget told me, I was way too greedy. only you from now baby, I touched her pussy she said no way, its sore and stings a little. on inspection her pussy lips were all puffed up and red. another 2 full days before we could fuck again good. I lost my love four years ago and thought I could share now.

4
# 80124 - by Dave / June 27, 2025
- Fetishes and Kinky Sex -
Straight Male / 35

Her Juices, His Juices And My Juices.

Last month. My coworker Jeff asked me about taking turns on his wife Katie for his birthday. They're both mid 40's. I replied oh yeah. We took him out to his favorite restaurant and planned the nights event. Kate told us she gotten us a room down the street at the local motel 6 and even had the key ready for us. Right to the room. We watched her undressed then she watched us. A fresh shaved mound was waiting for us. We laid her down and started the fourplay. She loved her titties being sucked on. Jeff fucked her then I mounted her. During our second fuck my fetish kicked in. Getting that cream pie. That's all I thought about. After that release i looked down and the pie was over flowing. I slid down and started licking her lips. Few seconds later Katie was holding my head and telling me to clean her. Not thinking some of that cream belonged to Jeff. I got a mouth full of our cream slid back up and drained that load in her mouth. Then I started kissing Katie. Then she learned what I really liked and Jeff didn't. She rolled me over and returned the favor. Sucked my dick until I exploded then kissed me.

1
# 80097 - by Brad / June 27, 2025
- True Sex Confessions -
Straight Male / 41

Nympho Wife

What I am about to scribe here may come across as weird, unbelievable even, or it may shock some, I don't know ? But it has become the norm for me. I have been married for 17 years, unfortunately we have been unable to have children, due to complications with my wife's reproductive system, despite this we had an active sex life, now, yes it was disappointing to discover this, but for me at least ( as I have never really asked her ) it was not a reason to give up on our marriage, because what you have not got you don't miss, there may be a craving, but it's something that can be kept under control, and we were, and still are really happy, we have a good life,a decent standard of living, and a nice house, and we were content with what we had.

One day though my wife collapsed in agony on the floor, I had to call the paramedics who blue lighted her straight to hospital, resulting in an emergency operation, because they discovered that her ovaries ( well at least one ) had ruptured, meaning a hysterectomy was an urgent requirement, she was really ill because of it and was in hospital for a couple of weeks, then she was discharged, she was very low though, as in her early thirties she had lost her womb, meaning that early menopause was likely, but she was referred to the fertility department and they put her on an initial course of medication to combat this, to allow her to get back to some sort of normality, after a couple of months they put her on longer term medication, they were fine but a couple of months later she developed side effects, she became constantly horny, wanting sex every minute of every day, I am only human and I just could not keep up, she would carry her vibro about with her to take the edge of her urges.

Then out of the blue she said to me I would never cheat on you cos I love you too much, but I'm needing more cock, and its driving me nuts, i just don't know what to do, upshot was that reluctantly I would allow her to sleep with another guy, so a date was set for her to go out and get laid by someone else, and when the day came she said to me I can't do this unless I know your there because I would feel safer, so it was agreed she would bring someone home, so she went out got chatted up by lots of guys, but she decided to take this guy Dennis home, I stayed downstairs and about 20 minutes later Dennis appeared and said to me you wife is a vulture mate and left, I went upstairs and saw that she was crying, she said I couldn't do it right cos you wern't there, she said is there any possibility that you be there when someone else is rogering me.

I was taken aback at first, then for some reason the thought of this aroused me, so I told her, the upshot is, we go out, she meets someone or maybe two, we come home and all of us enjoy her, one particular guy though was a well hung Mediterranean type, his cock was massive it was a good nine and a half inches hard, she took what she could of it in her and he rode her long and hard eventually filling her with huge load of spunk, I meanwhile had gotten a hardon and she sucked my dick til I filled her mouth, this is where we are at now, and long may it continue , some times we hook up with couples too.

She went out with her pals one night and brought two young guys home with her, they ploughed her 3 times each, while I watched, I shot my load over her tits before the second one filled her with his hot spunk.

We are now planning going to a swingers club, where she can get as much cock as she desires.

4
# 80102 - by Naughty Nick / June 27, 2025
- My Spouse -
Straight Female / 62

When I Was Young There Was One Rule, You Got Pregnant, You Got Married

I was asked the other day by a new coworker how I met my husband. I told her in college. That is true, but the truth is that it wasn't a complete truth.

Although it is ancient history now there was a time when no one had a cell phone, when kids went to college and didn't have a car, when girls were taught to respect men, and when you are a freshman a senior is a man and you are a girl. It was my first Thanksgiving away from home and I was homesick. My home, drive time was six hours, if I had a car. I wasn't scheduled to go home until Christmas. I was whining and throwing a tantrum, I didn't want to be away at Thanksgiving. The Church I had joined had a large Thanksgiving for the students at the college who weren't able to be with their families. By Tuesday I was distraught and a senior told me to stop crying, he would drive me home on Wednesday after last class, to be ready because we were driving straight through.

Some of the drive was on the interstate but a lot of the drive was on state highways. We left at six, because I wasn't ready. Every woman knows the feeling of the man hurrying her and complaining because she isn't ready. I felt that, that feeling on the back of your neck when you know the man is upset with you. He carried my bag to the car.

It was four hours into the drive, we were on a state highway, at that part of the highway it was two lane, and it was raining. We were driving slower, the windshield wipers were on, and he reminded me to keep my seatbelt on. The conversation had long since died down, and the radio was on, only the sound of the highway and the windshield wipers. We drove past a pair of tail lights in the ditch. He slowed down, and when he found a spot, we turned around and went back. He told me to STAY in the car. He got out and went over and had to slide down the embankment. He got back, he was covered in mud, he shook his head. It was a fatality.

He drove with purpose, his mouth clamped shut, would not answer any questions. In my head was my grandmother telling someone that when a man is thinking the woman keeps her mouth shut. We came on the next town and we looked up the police and he reported the accident, he had measured the distance with his odometer, and the police and a crew left to deal with the accident. Some family was going to be missing a family member on Thanksgiving. It was late, it was now past midnight. He told me we were staying, in case they needed him. He registered 'us' at the only motel, one room.

He wasn't exactly nice, or communicative. By the time he was done with me, I was no longer a virgin. Nothing was virgin. Nothing. I slept under his arm, if I moved he grabbed me tight and I had to stay very quiet and not move an inch. At some point the rain stopped, at some point he grabbed me so tight I couldn't breathe really. All I thought was that I was in a bear hug, and the bear wasn't going to let me go. I said my prayers, God Protect Me for I have Sinned.

Our Thanksgiving was quiet, the noises of the cousins and the women in the kitchen. The men at the television watching football. But he was quiet and I was with him. I sat, didn't move, sat with him. At some point the dinner was served, I helped, my grandmother told me to sit beside my man, there was little conversation from him. I was asked if he was always this quiet, the assumption around the table is that I had brought him home to present my man to them.

In those days, as a pregnant freshman you got married to a graduating senior. That was the rule of the day. Absolute. No Question. He was now my husband.

3
# 80100 - by Glenda / June 27, 2025
- Fetishes and Kinky Sex -
Straight Male / 52

Watching My Wife

When i first started dating my wife i was in my teens and so was she. When i met her i instantly was awe striken she was 4 foot 11 and had long blonde hair green eyes and double D boobs and an ass to match sex was great. Well after about 6 months we found an apartment and one nigjt i said hey i would loke to watch you fuck the neighbor guy she was hesitant and told me she was not going to ask him but i told her i would ask him and she said if i did she would do it. So i went down and knocked on his door we had hung out before and i said hey man me and my old lady are into something so i was wondering would you like to fuck her whole i watch he said you sure it is ok and i said yes give me about 20 minutes and come down. I went home and told her then i ask her to put on this black dress and blue bra and g string whe he knocked at the door i told her to go to the bedroom. He came in i said she is in the bedroom go ahead he went in and she left the door open part way. I walked into the kitchen and could see them kissing and he was grabbing her tits and ass she grabbed his dick and then she took off the dress and he saw her bra and gstring and said nice he let her big boobs out of the bra and sucked on her nipples while playing with her pussy and she was jacking his cock. They got on the bed and she started deep throating his dick while he fingerd her. Then he got her up on all fours stuck his dicl in her pussy doggie style and i could hear her moan he fucked her that way for a bit and i loved seeing her face and watching her tits bounch. He layed her on her side and got behind her putting her left leg over his and stuck his cock back in her while he was fucking her she looked right at me and then had an orgasim while he sucked her tit and fucked her hard he said i am going to cum.and he shoved his dick all the way in and she screamed oh yes cum in me. I watched as his cum was r unning out of her tight pussy. When he left i went in the bedroom she ask me if i enjoyed watching her with him and i told her very much so that i had cum when he did and she ask if i could cum again and started sucking my cock. Well i put her in the posistion he had her in and as i fucked her she ask me did you like seeing me suck his dick and id yiu like seeing his cock in my pussy while he sucked on my big tits and do you like how my pussy feels with his cum in it and i had one of the best orgasims i have had. We kept doing this with several diffrent guys over the next 15 years or so some planned some not sometimes i joined in and we double teamed her other times i just watched her get fucked hard. I ask my best friend who was married at the time if he would like to fuck my wife and he said for real and i said yes he said dude she is hot and he would love to. The next Saturday he told his wife we are going fishing and we drive straight to my house in a hurry we went in and sat down for about 15 minutes had some nervous conversation then my wife said why don't we go to the bedroom so we did. She took her clothes off revealing a yellow gst8ng with tassels and beads and no bra he instantly got behind her with her on hwr kness on the bed and started kissing her neck and rubbing her tits she grabbed my dick and pulled it out while he played with her pussy. Then she took his cock out and started sucking it he said easy i don't want to cum to fast and yiy are greta at that. She stopped sucking him and i layed down and told her to get on top of me she put my cock in her pussy and started fucking me and i took my hand and pointed at her ass he got behind her she stopped moving spit on her hand and lubed up his cock she guided it into her ass and man it felt unbelievable she grabbed the headboard and he started fucking her ass hard while my cock pumped her pussy and she said oh my god fuck both my holes harder he reached around grrabbed her left tit and held it while i sucked it and she screamed fuck i am cumming like hell right after that i could feel his cock pulsating in her ass as he filled it full of cum and i could not hold back anymore i cam so hard and deep in her pussy it felt so good. Later we went shopping and she told me she had to throw her panties away because all of our cum had filled them full that was os fucking hot we have been together 33 years and she is still the hottest girl that walks to me and we still enjoy the 2 guys and 1 girl sex but have also had 2 gurls and one guy and then one time she had sex with a woman she worked with and told me all about how she licked her pussy and sucked her tits.

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# 80095 - by Rhinus / June 26, 2025
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