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:

Open Marriage

We are sitting around after dinner on Saturday night and my husband says ‘would you entertain an open relationship?’

After nearly choking on my water, I said ‘like sexually?’ He responded ‘yes.’

I asked where this came from and his answer was rough to hear. He told me that once I gave up my ass to him (4 years ago) he has never been turned on by me since. For me, giving him my ass was a show of my complete devotion to him. He told me it made him feel like a slut.

Yesterday, I allowed the two guys from the gym, who flirt with me every day I am there, fuck my ass. This morning, I allowed another do the same. I texted my husband I say yes to the open relationship after I left the gym this morning.

Trying To Convince My Wife.

I recently tried tested the waters with some hypotheticals to see if I could convince my wife (who loves my cock up her ass, literally only way she can cum) to let my friend (who confessed that even though his is in his second marriage, neither his ex or current wife will do anal) to see if in theory she would be down for letting him try it. She thought and basically shut it down right away and I asked her why. She basically that she doesn’t really wanna do a whole sharing thing but even if not she doesn’t want someone we know to do it. She said if it were to happen he would def do it behind his wife’s back (even though my wife isn’t a huge fan of her anyways) but that if we were over their house with our kids for one of their kids birthday, her and my friend would be around each other knowing he would of fucked her ass and most likely would cum in her ass and she said it would be too weird and would rather some random stranger than someone we knew.

I told her I kind of got it but I also said I think I would prefer someone we knew because we would pretty much them way more than some random stranger. I know my friend is probably clean and busting a clean nut up her ass, no guarantee that a random stranger would be. She thought about that also and said she got that but still they social aspect of it after. She still said in the end it doesn’t matter because she still has no interest in any else but me. My confession is I still wanna kind of pursue it , even in a threesome , and maybe risk with a stranger. Try out DP with her or something.

I Did A Horrible Thing Which Could Have Been Very Disastrous

New Year’s Eve my daughter who is a junior at a local college had a party at our home. My husband was out of town visiting family.
Of course there was plenty of drinking so not wanting to be unsociable I had way to much by around 10 o’clock.
I told my daughter I was going upstairs to my bedroom to lie down for a while. It didn’t take long for me to pass out on my bed. Sometime after that I was awakened by someone coming in the room. I was still very drunk when I realized it was of my daughters college guys.
He laid down beside me put his arm around me and kissed me. The next thing I know I’m passionately kissing with this college guy enjoying it. Then when he ran his hand up my skirt I didn’t do a thing to stop him. It wasn’t long before he had me ready to go further than I should have.
Still being tipsy I asked if he was using a condom. When he said no I told him he should be because I didn’t want to get pregnant but just relaxed enjoying every minute before he gave me something to worry about.
I must admit it was an exciting experience at the time and I was very fortunate not to have gotten pregnant.

Caught Fucking In A Boat

My wife and I have been married 35 years and long before the wedding we were having some summer fun on a large inland lake. I had a 15 foot runabout speedboat and we were way out in the middle of the said lake without a soul around. Eventually since no one was around we started fucking on the floor between the seats.

The sun was hot and so was my cock going in her pussy. We became lost in each other. As I was pounding away during this most special "Afternoon Delight' all of a sudden I heard another boat motor. Without time to think, a pontoon boat with Mom, Dad, Grandma, Grandpa, and the kids pulled up beside us and asked if we were all right. I've never been caught fucking by so many people at once and have never been do embarrassed. We both kept our heads down and waited for them to leave after they discovered we really didn't need any help.

To this day some 40 years later, I wonder how many that were on that pontoon boat tell the story of catching a couple young people fucking in the middle of Higgins Lake.

Tied Up

Last week I experienced something new. My husband and I are open to trying different things sexually and we enjoy sex with each other, so I am not shy. My husband has tied me to the bed and blindfolded before and has played with my body, used a vibrator, and a dildo until I have have asked him to get in me and make me come. I get off on the experience and my husband loves getting me so hot that I desperately need an erection in me. And I want his cum. However, last week I got a surprise.

Again tied and blindfolded. Hot and ready for my husband after the foreplay. He pushed into me and starting fucking me hard. I was moaning with pleasure when I felt another dick on my lips. My husband told me to suck it and I did while I was being fucked and only caring about getting an orgasm. I felt cum shooting into me and I came. The dick pulled back from my mouth and I felt a new erection in me. I struggled to see who it was, but my husband told me to relax and enjoy being fucked. I came again.

When my husband took off the blindfold, I saw my husband's best friend. At first, I was upset, but they left me tied up and used me for the next couple of hours, taking turns cumming in me. After a while, I surprised myself by getting into it and falling into the sheer physical pleasure of being fucked by two men.

When our friend finally left, tenderly kissing me as he did, my husband untied me. I told him I was angry with him. After talking for a time, he asked me if it had felt good. I told him it had, but that wasn't the point - he hadn't asked me first if I wanted another man to fuck me. My husband was actually very gentle with me and I calmed down. This morning he talked with me again and assked if I had had orgasms with our friend. I admitted I has, although I suspect it was obvious that I was responsive. He told me he was sorry for not asking me if I wanted to try our friend. He also told me how sexy I was as our friend fucked me. He said all he wanted to do was to fuck me agin and again because it aroused him watching our friend in me. He asked me to think about the physical pleasure of having our friend again. He said our friend very much cared for me and had really enjoyed fucking me. I had to admit I liked our friend. And I liked being fucked by him. My husband at least asked me this time what I wanted.

A few days later, my husband left our home for the afternoon and our friend came over. I had agreed to a one-time with him at my husband's request, and because I was turned on by the prospect. We spent the afternoon in bed and I fucked him three times. My husband came home as our friend was fucking me for the third time. He took his clothes off and masturbated until I came and our friend came in me. My husband took his place and fucked me and he came quickly. I wa dripping with cum.

One thing led to another after my husband and I talked again. And, I am looking forward to a "once a week" date with our friend. During our marriage, with my husband's knowledge, I have fucked two other men, but I've never had an arrangement to have a weekly date with a man I like and who fucked me so well. It's a bit hard to believe the sexual pleasure coming my way, with my husband's urging and consent. I'm wondering if he will deal with his fantasy having become real. I'll call it off, of course, if he wants me to at some point. But in the meantime I get to have two men wanting me sexually.

Love My Husband For His Open Mind

I am 27 and have been married for five years to my husband, Jason. We were married when we graduated from college. One of the g*fts Jason has given me is the freedom to sleep with other guys. This has been part of our relationship since we first got together during our junior year. There are some rules: I tell Jason whenever I have gone to bed with someone, I tell him anything he wants to know about what I did , and if I am going to spend the night with another guy I call and let him know so he won't worry.

As I mentioned, we got together at beginning of our junior year in college. Before Jason I had one other college boyfriend and he was the first guy I slept with. We were together for a year before I broke up with him and met Jason a few months later. I was attracted to Jason from the start. The second time we went out I made love with Jason. We've been together ever since. I was raised to be monogamous and at the time thought that was the way I should be. On the other hand, I really loved sex and was willing to try new things with Jason when we were in bed. Then one night Jason changed my sexual life.

It was a Saturday night and we had some friends over to our apartment. We all were pretty high when the party broke around 1:00 a.m.. One of our friends, Jack, decided to stay over in our spare bedroom, but everyone else left. Jason and I went to bed and started playing with each other. I was pretty horny. I really wanted Jason in me and I rode him until we both had orgasms. After a while, Jason put his fingers and in me and rubbed my clit until I was ready again. Instead of fucking me, he took me by the hand, with his fingers still in me, and walked me naked to the spare bedroom. All he said to me was, you are going to fuck Jack and come back to me when you are through. He laid me down next to Jack and simply left. Nothing else was said. Jack immediately started on my body until I was ready for him. I was so turned on, I asked Jack to fuck me. Jack fucked me twice and I went back to Jason who fucked me again. It all felt surreal, but I was overwhelmed by by the strong sexual intensity I had experienced. It was a first for me and it opened up feelings I had not had before. And, Jason got off on knowing Jack had cum in me. Later Jason told me that he had told Jack that there might be a chance to fuck me and he wanted Jack to really fuck me well. And, Jack did. He fucked my brains out.

During our junior and senior years, Jack would fuck me regularly. Sometimes he would ask me and sometimes I would ask him. Over those years, Jack probably fucked me over 100 times. As for feelings, I liked Jack, but didn't develop deep feelings for him. He was just a good friend. It was just so erotic and sexy to be fucking another guy knowing Jason was fine with it. It was like I could be a slut, but with Jason's encouragement and consent. It felt like sexual freedom. And, it aroused me sexually when Jason would occasionally watch me fuck Jack. Being watched made me slutty. On those times, Jason would fuck me just as soon as Jack filled me and pulled out. Both guys would then take turns with me until they couldn't go again.

After we married, Jason and I moved to another city for work. After a year, I met Bob and with Jason's agreement he has been fucking me for the past four years. I also have now and again had other men, but Bob has been pretty constant. Only Jason fucks me more. Jason and Bob get along well and we have threesomes. I've stuck to our rules. The first time I was with Bob, I told Jason I wa going to fuck Bob. I described how Bob made out with me, how he undressed me, ate me out, played with me, how I sucked Bob's dick, how Bob fucked me hard from behind until I begged him to cum in me, how we rested until I got Bob hard again and fucked him with me on top, and how I returned to Jason with Bob's cum still in me so Jason could enjoy my wet pussy. And, whenever I spend the night with Bob, I always let Jason know ahead of time.

I know our marriage is unusual. I only know one other woman whose husband freely lets her have sex with other men. Our arrangement works for us both. Jason and I are very much in love and we get along very well. And, I love him also for letting me enjoy myself sexually without any intrusion by jealousy. As for Jason, he has slept with a couple of women during our marriage and, needless to say, I am fine with that, but he prefers just sleeping with me. And, I make sure he has what he wants sexually.

My Fault

My wife and I had been talking about cuckolding for a while, well she's been talking about it. We were on holiday in Kenya at a secluded lodge, just us and two locals a maid and a grounds keeper. My wife took an instant interest to the fit black guy and made no effort to hide her desire to cuckold me. In bed the first night she did nothing but tell me how attractive he was and he was the one. At breakfast she nudged me saying, 'go on ask him, cuck'. I wasn't at all sure, we had 2 weeks and the thought of him fucking my wife although exciting seemed wrong. After she announced that if I didn't talk to him she would and marched off to the bedroom. Confused and dazed I went and chatted to him. He just came out with it saying, 'I'd fuck your woman given half a chance'. Meekly I replied that she's gone to the bedroom and fucking her wouldn't be a problem. I was then looking at his back as he headed off to chance his arm with my permission. I remember thinking, What have I done as he opened the patio doors and disappeared into our bedroom. I approached the open doors hoping my wife would have second thoughts but no she was on her knee's sucking his cock, her hands gripping his strong buttocks. She looked at me then up at him, 'Fuck me, fuck me right now'. I watched as he threw her onto the bed, opened her legs and climbed aboard. I knew he was inside when she gasped out loud. I wanted to see for myself and slowly walked into the room and experienced real jealousy. He had turned her into a gripper and I watched as he almost withdrew and then slammed all of his cock back in making my sweet wife grunt like a slut. I kissed my wife and encouraged her to take all he could give her and he was giving her a lot of cock. I sucked on her nipples and then moved down so my head was on her stomach so I could watch him cum. My wife was bucking with orgasm when I saw his shaft pulsating knowing he was filling her with his seed. As he did so he roared, mainly for my benefit, to impose his superiority over me and my wife. He left and then reality set in, no condom and 2 weeks away from civilization she was bound to be pregnant and just to make sure he fucked at will, sometimes 5 times a day and at night he slept in my bed whilst I was in the spare room. On arrival home, yes she was carrying his child.

Wife Fucks Our Friend For Me

Jillian is a petite, very pretty woman with a nice body. Better yet, she is smart and has a great sense of humor. She is 22 and I am 24. We are still in college and we've been married for a bit more than a year. The marriage has beeen really good. I love her and I love fucking her, and she loves fucking me. We get along really well. Lately we began talking about trying some different thing sexually.

One night, I tied Jillian hands and feet to the bed, blindfolded her, and teased her with some of our toys for about an hour until she really wanted me in her. As I entered her, I told her to imagine I was our friend Jay fucking her. She surprised me by being even more turned on by my suggestion. We fucked until we both came. I untied her and told her it was very sexy when. she was turned on by thinking about our friend fucking her. She said the blindfold made it easier to imagine another guy in her. I let her know it turned me on when she reacted sexually to thinking about another guy.

Over the next couple of days I found myself aroused by wanting to watch someone fuck Jillian. So, I asked her to fuck Jay and that I wanted to watch. We talked about it and she agreed if I wanted her to do it. I suggested that she fuck Jay alone at first, then we could try a threesome. I spoke with Jay, and when he knew I was serious, he said he'd like to be with Jillian. I arranged to be gone the following afternoon so Jillian and Jay could have some privacy. I was really turned on and anxious at the same time knowing my wife was fucking our friend. When I returned home Jillian was naked in bed and Jay had gone. I asked how it had been. She said Jay fucked her twice and she pulled me to her, sucked my dick and got on top and guided me into her. She was filled with cum and I quickly added my cum to Jay's.

The next weekend, Jay and I took turns with Jillian and my fantasy became reality as I watched Jay fuck Jillian, I came from just watching. Jillian now understood that knowing about and seeing her fuck another guy really made me want her even more. She also enjoyed having another guy for sex. We have not gone overboard. Jay comes over and fucks Jillian once or twice a month and we have a threesome with Jillian now and again. I love coming home to Jillian after Jay has been with her. He usually fucks her twice each time and she waits for me in bed, knowing I am going to really want her.

We've talked about how to handle everything and have agreed that Jillian will tell me in detail about each time she fucks jay. And, she will quit fucking Jay, or anyone else, if I ask her to. So far, the situation is very erotic. Jays remains my friend. I know Jillian will stop if I ask her. At this point, I love her for fucking Jay and turning me on. She is a very sexy woman.

Watching My Wife

One night, a few years ago, I watched as our friend Dale went down on my wife and she sucked his dick. After a few minutes, he slid his erection into my wife and fucked her as I watched. It was her first time with Dale. As Dale went faster, she moaned and begged him to fuck her harder. Finally, they both came. Dale's wife and I watched, just as Dale and my wife had watched Dale's wife get on top of me and slowly fuck me until I emptied into her.

Dale's wife and I, with his okay, had been fucking for the past year. In fact, she and I had fucked earlier in the evening before Dale was with my wife. Dale and his wife has obviously talked and decided to join us in our bedroom. My wife had fucked a couple of other guys during our marriage, so her willingness to fuck Dale was not a big surprise and she obviously liked Dale in her once he startted fucking her.

I left the bedroom and went to the guest room with Dale's wife. Dale stayed with my wife. Later she told me he had fucked her three more times. In fact, I could hear them with bedroom door open the next morning as I was making coffee for everyone. When my wife came out of the bedroom, I took her back in and fucked her for a long time, again with the door open so Dale and his wife could hear. For a few years after that evening,, when they would visit, we would swap partners and have fun. My wife still gets off when I talk to her about fucking Dale.

Colleagues Dirty Wife

My colleague invited me round to his home in between Christmas and new year.
We had a few drinks, then he half jokingly mentioned to his wife that I have a big one.
She asked how he knew and my colleague told her I'd fucked one of the women at work, and she'd let everyone know.
I'd gotten embarrassed by this point, but not as embarrassed as when his wife said "Why don't you let me suck it for you".
This is the truth. I genuinely didn't know they were occasional swingers and I honestly thought it was just a drink.
Even so I ended up with my colleagues wife sucking on my dick as he tongued her pussy and arsehole from behind.
I didn't fuck her that night, but I did cum all over her tits and watched my colleague fucked his wife from behind with his small cock.
However two days later with my colleague apparently out at his golf club getting pissed, his wife messaged me.
We spent the entire afternoon licking, sucking and fucking and trust me my colleagues wife was extremely dirty. She even tongued my arsehole after I'd cum in her mouth, spreading my cum inside my rear hole.
We've fucked three more times since then, and each time the sex has been amazing.
I asked her on the last occasion if her husband knew about us and she said no. When I asked why after what had happened Christmas time, she said "Because when you left that day he said that was the last time".
I'm not sure if it's because he has a small cock, but from what my colleagues wife has told me, them actually fucking during Christmas was only the third time in months.
She definitely wants and needs sex more often, and for now I'm going to keep on fucking the forty three year old.