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:

James' Fantasy

When I met James, I went to bed with him the first time we went out. I had broken up with a long time boyfriend and had regular sex with him. I missed having someone to sleep with. After a month or two James asked me about my sex life with my former boyfriend. When I told him some of what we did, I could tell James got very horny when I described being fucked. The more detailed I got, the more James wanted me.

I moved in with James and we. really got on well with each other. Knowing what I did about James' fantasy, I took advantage. I probably shouldn't have, but I let a friend of mine fuck me and I told James about it. He got really hot and literally fucked my brains out. After, I fully realized I could have other guys as long as I let James know he was the one I truly cared about. Not long after, we were at a party where everyone was pretty high. I asked a guy I knew to go with me to one of the bedrooms and told him I wanted to fuck him. Afterward, I hooked back up with James and we went out in the back yard and I told him to feel my pussy. When he felt the cum in me, he took me down and fucked me on the grass. Back inside, he asked who I had fucked and I took him over and introduced him to my friend. They talked and James asked him to come over to our apartment and fuck me again. My friend was surprised, but wanted to fuck me again.

James told me to take my clothes off and suck my friend's dick. He then watched while he fucked me for a long time. James masturbated and came as he watched. That is how it all started. James and I are married now, but I am shared with several of his single friends. I am happy being fucked a lot and James loves watching and fucking me with another guy's cum in me. It's a crazy arrangement, but it works for us.

My Wife And My Fantasy

I've had a fantasy for a long time that involves my young wife fucking another guy. My wife likes sex and she loves seeing my erection and taking me in her mouth and then fucking me. I finally worked up my courage to ask her if she would fuck another guy for me. I let her know thinking about it turns me on and makes me really want her. After a few weeks of thinking it over, she said she would try with a friend of ours. When I asked our friend he said he often thought about what it would be like to fuck my wife.

Three weeks ago I watched my wife suck our friend's dick and then fuck him. I left for our bedroom before they finished, but I finally heard her moan as she had an orgasm and I knew our friend had cum in her. She came into our bedroom with his cum dripping out of her and she got on top of me and fucked me until I added my cum to our friend's. She asked me if that was what I had wanted. I told her she was incredibly sexy as I watched her fucking and moaning as our friend was in her. I thanked her for doing it. She asked if it had really turned me on and I said it did. She paused for a moment and asked me if I wanted to watch her fucking again.

Last weekend our friend spent the night with my wife in our guest room. The three of us had some wine and talked. I undressed my wife, kissed her, and put my fingers in her. She was wet. I told them to have fun and I went to bed. I heard them fucking and my wife enjoying herself. Early the next morning she came to me and fucked me really well. I had a big orgasm. Our friend quietly left. My wife said she unexpectedly discovered she liked having a different penis in her. She said it was exciting, as a married woman, to fuck another guy knowing I wanted her to.

When The Wife Wears A Skirt To Work.......

She usually wears her jeans to work but I know when she wears a skirt, long or short, that she's looking to get played with at work. She's told me before how she's let a co worker finger her while they work next to each other and how once on an overnight he just went under the desk, under her skirt and ate her pussy until she came. We started working in the same place and it was hot to see her and her co worker leave at the same time knowing what they were gonna do. They'd come back about ten minutes later with him nervous but her smiling and wiping her mouth a bit. We swing so I never get mad, especially when I have my own work buddy who I get to play with. Before she left she made sure to grab a condom from our stash so i know what shes hoping for. Maybe I'll see if my work FB is there today or I can just call the sister in law before work.

Nude Beach

We have a nude beach near where I live. I have used the beach many a time with it being crowded (meaning more than 30 people) to no people at all. This one day last summer, I went down at around noon on a weekday. Very quiet with maybe three of us out there. looks-Loos are always a thing. People fully clothed walking the beach staring at those participating. This particular afternoon a young woman 22, named Tracy, fully clothed, was a looky-loo, or so it seemed. On her third passing I asked her if she was lost or needed help. She approached, stood there and chatted, and although she was wearing sunglasses, it was obvious that she couldn’t take her eyes off my cock. I asked her if she wished to sit down, get comfortable. She quickly accepted. “I’ve always been curious” she said. Now she was not a ten but she wasn’t unattractive either. I told her there was no judging here and said feel free. She hesitated and then stripped nude giggling like crazy. She couldn’t believe she was doing this. My towel is huge because you never know who may want to join you. Tracy after a half hour started telling me about her shitty marriage how unhappy she was with her sex life etc. My cock flaccid she asked if I found her to be attractive. I said, Absolutely. Her body was that of a 5 foot tall 130 pound gal. Bubble butt, D breasts quite nice. She was happy with that answer now sitting cross legged Indian style, her clit was bigger than normal and her pee flaps were gloriously large. I love that. After but a minute or two of looking at her exposed and spread self, my cock grew larger to full staff. I’m an average guy 6 inches and 4.5 in circumference but hard now as steel. She loved it and asked why. I said, Your pussy is magnificent and your tits are perfect. She said her husband wants to have her pee flaps reduced, thought them gross like looking at slices of ham hanging between her legs. Insane! I told her I love ham and my mouth is salivating. With that she took my steel in her hand and dropped her mouth on my cock. Normally, I would have stopped her because an act of intercourse is breaking the law and many have been arrested for such here. Thankfully no one was around so I let it happen. She really got into it and I told her let’s 69. She swung her thigh over my face and away we went. Her clit literally fell into my mouth perfectly. The girl knew how to suck cock. My tongue work though, had her breaking her concentration and when her body started into orgasm she just held on while shaking as she climaxed. She rolled off me and then got between my legs sucking my balls and meat stick until I came. It was very risky and I know a couple did see it all but no calls made. I have not seen her since and often wonder how she is. Not complaining

Wife And Friend

In college, my wife and I had a housemate, Karen. One evening Karen let me know she wanted to fuck. I told my wife as we got ready for bed that I was going to Karen's bedroom. Karen was ready for me. She sucked me then got on top and fucked me until I came in her and she had an orgasm.

As we were lying together my wife came in naked and got in bed with Karen and me. She was aroused and wasted no time in getting me hard again and she fucked me while Karen watched. The three of us spent the night together. My wife told me it turned her on to think of me fucking another woman.

For the next eight months, my wife and Karen would both fuck me. Needless to say, the two women could both outlast me, but over a few hours I was able to cum in them both at least twice. It was very erotic to have one kissing me while the other fucked me. None o our friends knew we had an ongoing threesome, although my best friend, Jack, finally asked me i I was also sleeping with Karen.

Long story short, we invited Jack to join us. I finally understood why my wife was turned on by Karen fucking me. As I watched Jack fucking my wife, hearing her moan, and then have an orgasm as Jack came in her, I was really turned on. I loved fucking her immediately after Jack finished. During the week, my wife, Karen, and I would sleep together. Jack would often be with us on the weekend. We all had a great time.

Watching My Girlfriend

I watched as my best friend entered my girlfriend Elizabeth. She moaned as he fucked her for nearly a half hour and then unloaded in her when she told him to fill her. She jerked as she orgasmed. They lay together for a while and when he finally puled out, cum ran down my girlfriend's thighs as she reached out to hold my hand. It was incredibly arousing.

Elizabeth had known my best friend for a couple of years. Elizabeth liked sex and had fucked me the first time we went out. It wasn't long before we were a couple. About a month before I watched Elizabeth, I suggested to my friend that he should fuck Elizabeth if she wanted him. I also asked Elizabeth what she thought about him fucking her. She didn't say yes or no. When, a couple of weeks ago, my friend came over, we had some dinner and drank some wine. After dinner, without saying anything, Elizabeth let us undress her and my friend went down on her. Next, I watched as she sucked his dick and after a few minutes guided him into her.

Since then, we have had two more threesomes with Elizabeth. Last weekend, Elizabeth, without any suggesting by my friend or me, asked us to fuck her. She spent the night fucking each of us three times before we finally went to sleep. When I woke up the next morning, I fucked a still very wet Elizabeth from behind. as she sucked my friend. When I finished he fucked Elizabeth.

That afternoon Elizabeth and I talked it over and decided it had been fun and sexy, but we did not want to make it a regular thing. But, we did think a threesome once in a while might be fun.

But He Does Know

About to take a work van out eight weeks ago my boss stopped me, and asks if I could man the fort while he goes on the job I was supposed to do.
Sat in the side room to his office, my bosses wife walks in wearing a very revealing short dress and without pausing asks me if it's true about me having a big one.
Long story short.
In his office over the next hour I fuck her throat, pussy and arsehole over and over again.
By the time my boss got back his wife had orgasmed multiple times and I'd cum deep inside her pussy and up her arsehole.
All my boss said to his wife was "Well". She smiled at him and simply said "Yes" (Meaning the size of my dick).
A couple of months on and I fuck my bosses wife two or three times a week. He doesn't even bother leaving anymore and yesterday watched me fuck his wife over his office desk for the first time.
She's a lot younger than him and apparently he can no longer get it up. So I've become their walking talking working dildo.
This coming weekend my boss is playing golf in a society event.
He's staying over at a hotel and I'll be staying at his home screwing his wife. He knows about it and jokingly tells me she's my weekly bonus.
If she were a bit younger I might have even stolen her off of him, but she's thirty nine and I guess I'm more like the hired human fuck machine.
Mind you I'd don't care as I'm paid to fuck my bosses wife more than I actually do any work.

Weird Because I Like To Give Regular Bjs

After a talk with my friends a few weeks ago a few of them found it weird that I actually enjoy giving my husband blowjobs still.

In my eye I don’t see what is not to love about doing it? It makes my husband feel good about himself and I like that I can make him cum with my mouth.

My husband works hard and deserves a good bj I told my friends on top of the regular sex we have.

The question came up as to when I think is a good time to give one. Well morning bjs are definitely a guys favorite. I definitely will take care of his morning wood with my mouth. Or if we are home alone or out alone I’ll give him a bj. My husband loves see me suck his dick.

Maybe my friends are just the women who stop putting put after marriage. I sure the heck am not. I need sex too just like my husband does. Best thing he did was get a vasectomy a few years ago so there is no pregnancy worry

Old Neighbor 2

I recently posted about my old neighbor, he’s hung I’ve seen him pulling his dick on quite a few occasions now, I play with myself until I run out of cum. I’ve been waiting to see when his wife goes out so I can just go and see him, I noticed that on a Wednesday she’s gone from 9 until 4:30 of an afternoon. This was my chance to see if I could attempt him to hit on me, I was already wet from the thought so over I went I already knew he was pulling I’d been watching him for the past 20 minutes.
I knocked on his door I only had a sun dress on nothing on underneath, my heart was racing I knocked on his door when he opened it I could see he was still half hard, I asked if he could help me with something, he looked at me and said it all depends on what you need I didn’t quite know what to say so I lifted the front of my dress, he immediately stood aside and said please come in. By now I was really wet and nervous as soon as I was in he closed the door behind me.
He turned me around bent down kissed me and said come this way young lady, he said I know you’ve been watching me so no surprise to what we’re going to do.
He dropped his pants I dropped to the floor and had his dick in my mouth without thinking about what else might happen.
As soon as he was hard he laid me down got on top and pushed his hard dick into me, there was no force I was that wet he slipped in and started fucking me, balls deep. I was cumming non stop as he pounded me I was in heaven.
After a while he announced he was going to cum but he didn’t pull out he just let me have it.
As I laid there with his cum running out of me I asked why did he masturbate so often? He said my wife doesn’t want it anymore so I have to take care of myself.
I looked at him and said you won’t have to take care of yourself anymore I’ll do it for you.
Every Wednesday I’m at his place now laid on my back with his rather big dick in me and if he gets hard again I take it no questions asked.
I would never have done this without reading the comments you posted, I just wish I could have a week or so with him without worrying about his wife being somewhere that might catch us.

Meghan Just Might: The Update

Hey fellas,

So I went and met Brandi and Chris at the diner. We chatted for about a half hour before they asked if we should head to their place. I agreed and followed them home. The conversation was just getting to know each other and probably not that interesting to you guys. But once we got to their house it was almost instantly play time.

We went into a room with a big L-shaped couch, a giant ottoman-type of cushion where a table would normally go, and lots of shelves with books and nicknacks. It was obvious they had money.

We sat on the couch, Brandi next to me, Chris on the L part. He reclined back and I could see the outline of his cock through his slacks. Brandi told me how cute they thought I was and how excited Chris was for this. They said they'd keep it simple, to see how I felt about things. Then she asked if she could help me undress. I nodded and we stood up. Chris watched as she removed my blouse revealing my tank top and helped me out of my jeans. I was wearing a black g-string type thong. Normally I wear tangas or boyshorts but this felt like a good time for the thong.

Brandi complemented my butt, calling it a "perfectly shaped bubble-butt." She then removed her summer dress, revealing her big boobs. I'm only a 32c and Brandi's were much bigger than mine so do with that what you will. She walked me over to Chris and helped me to my knees between his legs. Her hand slid over my butt as she knelt down kind of behind and to the side of me, and slipped her hand under my thong to slide a finger in my slit. "Oh baby," she said to her husband "you should see how much honey is going on down here." I was slightly embarrassed. Everything was making me really turned on and although I've never done anything with another girl it was all really exciting me.

I undid Chris's belt and pants and pulled his cock out. I saw in the pictures they'd sent that he was packing. I could tell it was uncut and really girthy. But I didn't realize how much until I could barely get my fingers around it. From behind Brandi asked if she could taste me while I tasted her husband. I nodded. She got under me so I was straddling her face and started eating me out.

Guys, I can't tell you how intense it was. First time another girl is going down on me all while her husbands cock is stretching my mouth to the limits. Oh my God, I was loving it. So much that I orgasmed in like 5 minutes. And I came hard. Now, I've mentioned before I'm pretty vocal during sex. I like expressing how good it all feels. And I was moaning hard on Chris's cock. I looked up at him as he unbuttoned his red shirt and revealed his chest. I think I've said in a previous post that Chris is tall and lanky, but he was in decent shape for a 57 year old and had some salt and pepper hair going on his chest and abs. I was very attracted to him.

Brandi finished under me and climbed out to sit next to Chris. She asked if he wanted to taste me and then kissed him, tongue and all. I just kept sucking on his cock, licking it, lapping up the serious amount of precum. Chris mentioned he was getting close, so Brandi reached down and started stroking his cock as I sucked on the head of it. Chris had my hair pulled in like a tight pony tail in his hand as he helped control my head as I was blowing him. He told me he was a big cummer so to be ready and he'd tell me this time. He started working my head on his cock while Brandi stopped stroking and held him at the base. He started groaning loudly, bobbing my head, leaning back, his hips rising as he pushed my head down, my mouth stretching as he slid further in, Brandi going "yeah baby feed our hungry girl" and then that familiar warm, salty taste I enjoy so much flooded my mouth. And boy did it ever!

A bit dribbled out onto Brandi's hand and I swallowed what I could. I actually choked a bit from it hitting the back of my throat when he popped but I managed okay. It was pretty intense for all of us.

After we got dressed I asked if Brandi was going to get off. She told me later she would, this was more for Chris as his birthday is coming up this week. She then said "We're doing this again, right?" I said I was free this weekend. We spent all day texting each other and even today Chris and Brandi both called me, once even while I typed this. It seems I was a hit haha. Now I'll see where, if anywhere, this goes but I have to tell ya, fellas, I jilled off a lot yesterday and a couple times today. It's nuts how horny this is all making me.