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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 Family -
Bi-Sexual Male / 37

More Sister In Law Fun

My sister in laws have become my girls on the side, which my wife knows about. We started swinging recently and it seems like her sisters are the only ones she's cool with me fooling around with when we aren't swapping with another couple.

Couple nights ago, my wife was at work (pretty sure she ended up fooling around with her work friend we swing with that night, but whatever) my SIL came over. She had the night off and since I was going to be alone said she "wanted me all to herself". She's younger than us and still has that fasion sense where it's more about comfort than style. So she showed up in cut off short shorts, converse shoes and a tight t shirt showing off the lines of her bra. She looked so sexy. We started watching tv but it wasn't long before I had my hand on her ass and hers on my dick. We made out for a bit before she straddled me and took off her top and let her perky tits show. I love her tits so I sucked and licked on them while she kept rubbing my cock. She lowers herself down and begins to give me a blowjob, and it is amazing. I almost wonder if she works with her sisters because they are all so similar and amazing. Not just sucking, but licking and kissing all over. She finally tells me she wants me in her. So I pull off her shorts, no underwear, and let her slide onto my hard cock as she moans and almost cums just to getting penetrated.

She catches her breathe and begins to ride me while holding onto me and moaning. We had to end up doing a ridiculous amount of different positions. I almost came but she stopped and told me that she wanted something different. She wanted to give me her ass. I asked if she was sure and she said yes and that she had been doing things to prepare herself. I said ok and she spit on my dick a few times and turned around and put her perky, tight ass in the air for me. I carefully slid into her hole and she moaned, shaked a bit and finally gave in as I went in. I think it just came out and she said thru heavy breathing "fuck I love you!" I started to pump into her as she moaned every time and breathed heavy. I could tell it hurt but she loved it. Now and then she'd repeat "I love you" while she fingered herself and felt me in her ass.

She began to shake and scream as she started to cum. She demanded "harder". So I gave her what she desired. I fucked her harder, pulling her to me and kissing her while she came. After a bit she whispered "cum in me tonight". I pulled out of her ass and back into her pussy as I fucked her hard and fast again from behind. I could feel myself getting ready and told her I was gonna cum. She grabbed and rubbed my balls as I pumped load after load into her tight pussy. She held me in her making sure every bit was in her before pulling off and laying down. She wanted more but we know we had to wait a bit. She then said "I told you I love you huh?" I said yeah and started laughing. She just bit her lip and said "well secrets out I guess" before getting dressed. Before she left she kissed me again, more passionte than ever and said next time maybe I can cum in her ass. She giggled and grabbed my dick one more time before leaving and let me stare at her perfect ass the whole way to her car.

Maybe ten minutes later I got a video from her in her car, she had used her finger to get cum out of her pussy and showed her licking it off her finger and winking. Such a fucking tease.

2
# 76981 - by QuietBiGuy / February 18, 2025
- Fetishes and Kinky Sex -
Straight Male / 45

My Wife Discovered Dogging

Dogging is common in Britain . Late some nights i would be driving home . I would see the car lights in what i knew were car parks . I could see them through the trees . It was people dogging . A few times i had my wife in the car . The first time she saw all the lights late at night . She asked me what they were doing . I told her it was people meeting up to have sex . We had often driven in to a wood late at night to have sex . When driving home from visiting friends . It was not a dogging place . It was only room for 3 cars where people went for sex . She was asking lots of questions . Was it couples having sex . Like we had done . I explained that it was a lot of single men and women who did not know each other . Having casual sex . Or couples who were looking for a thrill . Each of them having sex with strangers . When we were at home she wanted sex . Saying that me telling her about dogging had turned her on . When i was fucking her she asked if i would take her to watch dogging . I told her the next time we saw one . I would turn in . Knowing that you flashed your lights to indicate that you wanted to join in . I parked and switched my lights off . Even the interior lights were swithched so that they would not turn on . Even if the doors or hatch were opned . She watched people going up to cars . If the men or women were sitting sideways on the seat . With their legs outside the door . Women would give a man a blow job or another man would blow them . Women would get their pussy licked and fingered by a woman or a man . She enjoyed seeing the women bending over to get fucked . The thing that surprised her . Was seeing men bending over a car . Getting fucked in the butt by annother man . Everyone watching each other . When we were watching she wanted me to rub her pussy . She took off her panties and lifted her dress . After her orgasm she leaned over to give me a blow job . When we left and were diving home . She wanted me to take her out on a Saturday night to visit other dogging sites . In Britain there is a facebook page for doggers . Giving a list of all the dogging sites . I showed her the list and let her choose one each week . We always sat in darkness . A few times guys would come up to the car . With their erect cock in their hand slowly stroking it . She asked why they were doing this . I told then that they wanted her to wank them . For a few weeks she did not mention it . Then one Saturday as i was driving to a dogging site . She told me that just the thought of doing it turned her on . When a guy came up to us holding his cock . I told her that if she wanted to wank him it was alright with me . She hesitated asking if i was sure . So i touched the switch to wind the window down . He came to the car resting his cock on the door . Telling her to give it a try . She turned to the side in her seat to hold his cock and wank him . Making him cum . When her had cum he turned and walked away . Never speaking . My wife had his cum on her hand . We always had moist wipes in the glove box . She wiped the cum from her hand . I asked her how she had been feeling when she wanked him . Wanking a stranger an d getting his cum on her hand . Had got her arroused and wet . She wanted to cum . She took her panties for me to rub her pussy . The next Saturday she asked if we were going out that night . I told her we were . I took her to another dogging site . As we sat waching she told me that the thought of having a stranger do something to her . Made her feel super horny . I was not sure that i wanted to see her fucked by a stranger . I told her to sit sideways on the seat with the door wide open . Her dress lifted up showing her pussy . After about 10 minutes a man came over to the car . He got down on his knees to lick and finger her . Giving her an orgasm . I could hear him doing it but not see it . I wanted to be able to watch . The next week she was sitting with her pussy on show . When a man got down to lick her . I got out of the car and went round to watch . I wanked as i watched . It had me excited , it made me cum . When we were driving home . She told me that seeing me wank and cum . When watching her . Had been really erotic . We did the same the follwing Saturday . This time it was a woman on her knees licking and fingering my wife . This time it did not take long before she was having an orgasm . She old me that the woman knew just what to do . Where to lick her and how gently to finger her . It had been amazing . The next time i took off my trousers and sat with my feet outside the door . While she sat there with her pussy on show . A woman went down on her and another one gave me a blow job . Both of us were soon having orgasms . Me because i liked the blow job and could watch the womans mouth on me . My wife was turned on knowing the woman had my cock in her mouth . When she heard me moaning she knew i was cumming . This made her have her orgasm .

0
# 76718 - by Stu / February 9, 2025
- True Sex Confessions -
Straight Male / 41

Dogging Experiences .

Luckily in England we have so many dogging places . On is in the centre of our city . In a car park only 2 miles from where we live . It is completely open with floodlights . After midnight it is used by doggers . The police visit to watch the action . They never bother the doggers . My wife wanted to visit a dogging site to watch what people were doing . I took her to one in the countryside . We sat with all the lights off watching the action . My wife got excited when a man and woman came to our car . He dropped his jeans she took off her panties and lifted her dress . She was bending of the wing of our car and he was fucking her . The other cars all had their lights on illuminating them . With the occupants having sex outside . Others were watching them . Some men were wanking . My wife said i can see by his face that he is cumming . Sure enough he pulled out and pulled his jeans up . We saw the woman putting tissues in her panties and pulling them up . They did not speak . He got in his car . She got in hers . They both left . This had my wife feeling randy . She had me drive to her favourite wood for us to have sex . Just 3 parking spaces . With everyone there for sex . No doggers . Now she wanted to watch more people dogging . When she was watching she like me to rub her pussy . Giving her an orgasm . For a few visits this satisfied her . But she wanted more . She wanted us to have sex in our car with the doggers able to watch us . When we went out she was only wearing a dress and no underwear . I only was wearing jeans and a tee shirt , No underwear . The thought of people watching us turned me on . When i pulled in to the car park . I looked for a place where the most headlights would be shining on us . We turned the interior lights on and reclined the seats . Then we undressed to have sex . Before i fuck her . I always lick and finger my wife to give her an ogasm . She was laying on her back knees beent and her legs wide apart . I got down to lick her . Soon we had people watching us and guys wanking . My wife was telling me that it was the most exciting sex ever . After her orgasm i fucked her . I got turned on by being watched . When i had cum . My wife wanted me to lick her pussy clean . This gave her another orgasm . We got dressed and left . The next time my wife asked me if i had ever thought about fucking a stranger . I told her that thinking about it got me feeling horny . She wanted to watch me fucking a random woman . I wanted to do it so i told her i would do it . I saw a woman that i liked . I went up to her fingering her already wet pussy . I looked at my wife . She gave me a thumbs up . I got the wife over one wing of our car and started to fuck her . Then i saw my wife with a man . She was bending over the other wing facing me . With him fucking her . I was so turned on by this it made me cum . My wife was still being fucked . I lifted the woman sitting her on the car bonnet . I licked my cum from her pussy . I heard my wife having an orgasm . The woman had another orgasm . My wife came over to touch the womans pussy and to kiss it . My wife wanted to see me give a man a blow job . I told her i wanted to see her licking a woman and giving her an orgasm . She told me that she also wanted to see a man giving me a blow job . We both got what we wanted .

2
# 76719 - by Tomo / February 9, 2025
- Anything Goes -
Bi-Sexual Female / 31

We Found Out We Wanted To Share Ourselves With Each Other

My name is Miranda and I share myself with my best friend and her husband. She and I grew up together and we remained friends all along. After college we both married, something all girls tried to do then, she and her husband went overseas and my husband and I moved so he could go to law school. I worked. After law school my husband ditched me. Unceremoniously, not assets to speak of, he went away and so did I.

My friend suggested that I come out to see them, to help me heal. At the time they were in Malaysia. I took a few weeks off from work and flew out to meet them. He worked for a company which had a manufacturing contract. His job was quality control. My friend and I went around, checking out the city, and having lunch with the other expat ladies. The subject of making babies while overseas came up, they had the time, and it was something they could do while the husband brought home the bacon. Many expat wives had small kids, or were pregnant. My friend begged off and said she would wait until she was back home.

In a moment when we were back at her place I mentioned to her that if I was in her situation, I would be pregnant before nightfall. She told her husband what I had said, and he said he agreed with me. Since she wouldn't allow herself to get pregnant, he went ahead and got me pregnant instead. I quit my job and remained in Malaysia, to grow a belly and have a kid for him. She got jealous and gave in and she got pregnant. We both had boys a few months apart.

Later when we were back in the States she decided she would go for number two. I asked her, and I was serious, if she minded if I got pregnant with her. We flushed all the p!lls down the toilet and laid back to get pregnant. Within three months we had both conceived and within six months we were well passed the danger period. It was during this pregnancy that we started to do massages and oiling down our bellies and boobs, with some nipple pinching and kissing and some tame pussy licking. It was the hormones we told ourselves but it was a lot more than that. Big and getting bigger, we shaved each other exposing our lips to the air and each other's tongue. By the times the babies got here we were experienced sexual partners.

We remained loyal to him, in front of him the most we did together was open our shirts and let him watch us nursing. To get his blood up we traded babies, and let the babies nurse of each other. As we continued to spend time keeping our bushes trimmed, we opened our legs for him and let him wish which one of us would be his that night. The more he fucked us the better. But while he was at work, and the older two at school, and our babies sleeping, the mamas spent time together.

I would rather kiss her than him, to lay naked beside her. To feel her hands on me, her kisses on me. I have a habit of calling her a pet name and telling her I love her. She's the quiet one, falls back on her back when I want to kiss her. I pull off her panties from under her dress and she opens her legs for me. What he does with us doesn't matter. He's welcome to it. What matters now is that we found each other. and that we are together.

1
# 76638 - by Kelly / February 6, 2025
- My Spouse -
Straight Male / 45

Why Me?

My wife and I have an open relationship, it was her idea but I find it arousing and go along with it. It usually starts with me watching her getting dressed for another cock. Neither my wife or myself know who it's going to be but she's a fine looking woman who rarely fails to attract attention. When I see another man undressing her I'm filled with a combination of jealousy and excitement. It robs me of my masculinity and alpha status and usually I'm left to give in to my weakness and masterbate as he exposes her tits, her pussy and then finally I'm degraded by him entering her. I find it such a turn on and then the realization he's fucking her makes me angry and intensely jealous but my pleasure takes over and I passively let it happen. She say's it's my submissiveness nature that she loves the most. When she's done with him we play a game of did he or didn't he which consists of her sitting on my cock and I have to guess whether he's ejaculated in her or not. I couldn't tell you how many sloppy seconds I have had over the years. On the occasions when it's obvious I've had a lick and find this a turn on too. Well that's my confession but why do I do this? I may never know.

0
# 76621 - by ???? / February 5, 2025
- My Spouse -
Straight Male / 46

Wife Is On A Business Trip

My wife and I have an open marriage. Swinging wasn’t a great fit for us. She hates watching me with other women, but she also loves strange cock; however, she’s a mom, afraid that our high school daughter might find out. She feels like it’s hard to hookup with married guys, she prefers married guys. But if they get caught she thinks the wife will drag her into it. she’s concerned about meeting up with weirdo’s .
I know, a lot to deal with. On top of all that, she’s pretty vanilla when it comes to sex. Missionary and doggy and she’s done. Isn’t into sucking cock. All this turned into her dragging me along when she would meet men. Usually online, sometimes from just life. If a guy flirts with her she tells them our deal. A few times it worked out where the husband fucked my wife and I fucked his person.
Like I said my wife is pretty vanilla. When she hooks up without me she calls my phone and lets me listen in. It’s usually very little talking, I can hear the fucking part, but whispers until my wife moans and then the guy gives out a big grunt. I’ve heard guys ask if they can cum on her face, on her tits, in her mouth. She has always said no. She asks them to cum inside her. 98% of the time that means filling up the condom while he fucks her.
This week is different, she’s at a company meeting in Scottsdale with people she doesn’t directly work with. She has fucked two guys this week and possibly a third tonight.
Last night the guy was really vocal, he had my wife sucking his cock. I was very surprised. Keep going and you’re going to make me cum in your mouth he tells her. Already hard listening to them, I pulled my cock out hearing this. She stops, I hear her say something, and he tells her to keep going, I am going to cum in your mouth. The way he said it made my cock throb, I was wondering what my wife was going to say. I want you to fuck me, again, I don’t hear her say things like that much. He tells her he is going to fuck her, after he cums in her mouth.. I was over the top as I heard her start sucking again. After a few minutes he tells her he close, keep doing that. I’m going to cum, I’m cumming in your mouth.. fuck. I was shooting myself.
There was more to come. Bend over. Then I hear her say it’s still too big. She called me after he left and told me he had the largest cock, thickness that she has ever had. He made he cum with a semi-hard on.

1
# 76624 - by Drew / February 5, 2025
- Embarrassing Moments -
Straight Female / 33

Caught With Cock And Cream

I had a boyfriend in my early 20’s named Mike. He was the typical tall dark and handsome fit , strong and was over just a great guy and also well hung. He let me measure him once and fully hard he was just about 8 inches with a good girth too. I enjoyed sucking his dick just because of the way it felt in my mouth and just overall enjoyable. He asked a few time if I thought I could deepthroat it so obviously i tried but couldn’t get all the way to the bottom of his shaft. Anyways, one evening he came over and had dinner with my mom and I and my mom right off the bat liked him a lot. He would do things for her to help her out and to be honest it was very attractive and turned me on. My mom usually has a grass cutting company cut the lawn but for what ever reason they couldn’t make it and asked Mike and he just said sure no problem with no hesitation. He cut the lawn we had dinner and my mom was going out that night. So because I was turned on by this I was going to surprise him with one hell of a blowjob. My mom was getting ready to go and Mike jumped in the shower and before he got out my mom had left. When Mike got out he came into my bedroom where I whipped his towel off and immediately put his cock in my mouth and started sucking. I was sucking and sucking and was determined to get that big fucking cock down my throat for him. It took a while but eventually I just grabbed his butt cheeks and I managed to jam the whole thing down my throat and my nose could touch his stomach. He was loving it and i was so fucking wet my panties were soaked through. He bent me over to try and fuck me but I wouldn’t let him I just wanted that big cock in my mouth. I sucked for at least 10 minutes before he was ready to blow and when it came to I stopped and told him that I wanted his cum on my face. His eye lit up and started jerking it while I looked up at him sucking on his huge balls and with all this going on no one heard my mom come home opening the door to my room seeing Mike unloading his cum on my face she just yelled oh my god! and shut the door and yelled WFT Candice!! I could not believe my mom caught me getting facialed by my boyfriend… super embarrassing and felt a little ashamed but kinda funny at the same time. Mike was laughing but also embarrassed. My mom was upset for a while and never really looked at Mike the same way again for a while. things eventually went back to normal until we broke up about a year later. And yes I will admit that was the best cock I’ve ever had and I do miss it.

4
# 76625 - by Candice / February 5, 2025
- My Spouse -
Bi-Sexual Male / 37

Figured It Would Happen Eventually

My wife has really come into her sexuality. I was the first everything with her. Kiss, boyfriend, date, sex. Everything. So I was surprised when she started getting into more kinkier things for someone who seems rather vanilla on the outside. It started with her letting her sister be my "g*ft" for Christmas and watching her and I fuck. Then into her joining us a few times. I wondered where it would go and I got my answer this past weekend. The week before she came to me and said she had to ask me something and she said she hoped I wouldn't be mad. She told me one of the guys at work and her got to talking and ended up talking about them being swingers. Basically they ended up wondering if I would be interested in swapping partners for the night and seeing how everything goes. My only hesitation was that it was a co worker and if this was something they already did and were covering up for it. He assured me that he was not the type to do something unless everyone was ok with it and knowing him for ten years I had no reason to not believe him.

We went to their place and basically laid the ground rules. Swapping was fine, obviously if someone wasn't comfortable with something it didn't happen. And lastly it had to be safe and no cumming inside the other woman. Once that was settled we all started drinking and touching. His wife sat next to me and started rubbing my leg while my wife sat next to him and was nervous but lightened up a bit and started rubbing his arm. It wasn't long before I looked over and they were making out, his hands on her ass and tits and her moaning a bit. His wife took charged and started making out with me before telling me she wanted to take it up stairs. I went upstairs as I saw my wife taking off her shirt and bra.

Upstairs his wife took more charge, undressing me and herself before beginning to suck my dick. She's slightly older but is gorgeous, with long blonde hair and an amazing body. I let her blow me before I started to eat her out and finger her. Before long we were having sex in any position she wanted. What was even hotter was hearing my wife in the living room moaning and obviously enjoying herself. We fucked for what seemed like hours until I was ready to finish. I told her I was going to cum and she ripped off the condom and told me to cum in her mouth which made me instantly more turned on. I couldn't hold it back and came down her throat while she finished herself with her fingers, moaning as she took every drop. We laid on the bed, and could hear our partners still going downstairs.

She asked if I wanted to see how it was going. I said sure and we quietly made our way to the loft area overlooking the living room where they were. I was slightly shocked to see my wife with her hands tied behind her back, bent over and getting it from behind from him. He saw us watching and clearly turned on told her he was going to cum. He let her hands go and she immediately dropped down to her knees and told him "cum on my face" which surprised me because that wasn't something she usually wants. He pulled off the condom and she stroked and sucked him until he busted, a bit in her mouth before he ended on her face, her tongue out to catch what she could. She swallowed some before she saw us watching and giggled, rubbing the cum onto her tits. We all sat around some more before we left. On the way home she said she was so turned on having another man in her and using her and asked if it was something I wanted to do again. I told her absolutely. We have already set up another night with them and look forward to more.

1
# 76620 - by QuietBiGuy / February 5, 2025
- Fetishes and Kinky Sex -
Straight Female / 42

The Family Get Together

We were at a family bbq for Groundhogs Day. Sitting around the picnic table slamming the beers. Feeling good. Then your cousin learns that you enjoy swallowing the load, and she doesn't. And her husband smiles at me. I then returned the smile.

2
# 76586 - by Charlene / February 4, 2025
- My Spouse -
Straight Male / 26

After Our Wedding

My wife, Delia, and I were married at her parents home. Delia and I had lived together for three years before we decided to marry. While we were a couple, I told Delia that it was fine with me if she wanted to fuck another guy as long as she told me about it. While we were living together, she slept with four guys. I found that I was turned on by her telling me about them. I would fuck her hard after she had been with someone else.

Among the friends and family who were at our small wedding was a very good friend, Greg, who had flown in from Colorado where Delia and I lived. The wedding was great and we had a terrific time partying with friends until late at night. Two days later, we left on our return to Colorado and took our friend with us to save him the expense of flying back. We camped out along the way. we didn't have much money and we loved the outdoors. We set up our tents made dinner, and finally decided to go to sleep. Delia and I made love and I filled her as she had an orgasm. We rested for a bit and I started to play with her again and made a suggestion.

Delia called over to Greg who was in his tent. At her invitation, Greg joined us and I watched as he slid into Delia's wet pussy and fucked her until she was moaning and asked him to cum in her. I masturbated and made myself cum as Greg was cumming in Delia. The next morning we continued on to Colorado. Along the way, we talked about the previous night. We told Greg that Delia had fucked other guys before and I was fine with it. I could tell Greg was excited by the prospect that he might fuck Delia again. And, I could also tell Delia was up for it. Nearly to Boulder, I watched in the rear view mirror as Delia sucked greg and then fucked him on the back seat. When I found a secluded pullout, I parked and Greg and I traded places and I fucked Delia. When we got home, we talked with Greg and let him know that for now it was a one off, but maybe after some time went by, Delia might sleep with him again.

3
# 76598 - by Jake / February 4, 2025
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