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:

I Thought Old Men Can't Girls Pregnant

I'm confused, the Mr. is too old to get hard, but lo and behold this 28 yo who works for him comes up pregnant. Of course I laughed, but she insisted. We get all the tests before and after and this boy is genetically the Mr.'s.

And she just talked to me, she's having a sister.

Came In Girlfriend While Talking To Her Sister

My girlfriend and I were hanging out at her house. She lives at home due to high cost of living and not making enough to be stable yet. She is only 21 atm. We plan on moving out together eventually but our relationship is still a little new, only 6 months. My roommate had friends over and we wanted to be intimate so I went to her place and we watched Netflix. We were not home alone as her younger brother and sister were there. We were under a blanket spooning on the couch not even really watching. Her siblings were in their respective rooms. After probably 20 minutes of teasing and sex, her sister walks in to the living room where this is happening at. I was so close to cumming at this point but we obviously stop. She is asking how it’s going and what we are watching. My girlfriend is trying to answer while I’m trying to hold it together. She finally asks how I’ve been and for whatever reason, maybe the thrill of being caught, I was pushed over the edge. I tried answering that I was good and asked how her day was. Meanwhile I was firing huge ropes of cum inside my girlfriend. I don’t mean just cumming but absolutely blasting hard and a lot. Her sister is explaining her day but I honestly didn’t hear a word of it as I was in the middle of the hardest orgasm ever while trying to maintain a straight face. Her sister chats for another minute or two and goes to the kitchen. I pull out and we pull are clothes up. My girlfriend couldn’t believe that happened and neither could I. I now know that I absolutely love the risk of being caught lol.

Hate Love Relationship

I won’t go into this too much but I grew up with my neighbor being my best friend. I love my friend and her family. Her father is a plumber, divorced from her mom due to cheating and isn’t on the greatest of terms with his daughter, my friend. He came over on her say so to put a new toilet in and took note that other work in the bathroom and kitchen should be done as well. Something about shut off valve not working and stuff. The first day he came over and replaced the toilet and since he wasn’t charging me for any of it I made him dinner. It was really my first one on one with him alone and we really got along well but he definitely is a self assured alpha male. We talked about our divorces with him saying that as beautiful as I was I wouldn’t be on the market long. I laughed it off. The next morning he was coming over early to fix whatever but oh goofy me, I forgot to set my alarm but then too, I wasn’t expecting him to show up at 7AM. When I heard the knocking I quickly jumped up and out of bed wearing nothing more than my ex husband’s tee shirt that I use as a nightie. I ran down the stairs and quickly welcomed him in. He apologized but he need not because he told me he would be here early. He eyes were enjoying what was on display as he came in with his tools. I quickly ran into the kitchen and made coffee. As he was setting up in the kitchen I asked if I could make him breakfast with him saying that would be wonderful. Well as he was lying on his back under the sink, I realized a while later that I probably had inadvertently flashed my muff without thinking. From down there it would t be hard to see it. I mean the tee is large but only goes 3-4 inches below my crotch. I don’t know where my mind was at but it was what it was as I continued with frying the eggs and bacon hoping against hope that it went unnoticed. I found out rather quickly that it hadn’t. We sat at the table he eating and I sat sipping on my coffee. His eyes stared at my legs which made my nipples hard, feeling them blowing out the shirt. I could just feel his lust oozing from his pores. I was feeling a warm wave pass over me and decided I best excuse myself and get dressed and I said as much as I stood up before him. He said, well that would be a damn shame. I said, excuse me? He sitting there reached out and under my tee with his huge hands grabbing me by my naked bum cheeks and pulling towards him. I don’t know why I didn’t fight back. My heart was pounding but he is very large 6’6” much larger than any man I have ever been with. Unbelievably he just brought the shirt up and over my head and off. And I more unbelievably let him! He sat there kissing my tummy and suckling on my breasts. At first I did not reciprocate with any form of physical action but after a few minutes I had my fingers running through his hair. He stood up towering over my 5 foot frame and laid me on my small kitchen island it was cold on my back but his face now buried in my pussy took that discomfort away. What he did with his lips, tongue and thick fingers had me completely submitting to the crazy strength of orgasm that came my way. It was very intense. I laid there on my back as he took off his clothing his penis was larger than what I thought I could take but to my surprise he slipped it into me rather easy. That island was the perfect height for his genitalia to enter mine. He didn’t just slam away either. Just long slow strokes my heels pulling him in on his bum on each thrust. He just kept this going for what must have been 10 or more minutes before he asked if he could cum in me. I knew he was asking if I was safe from pregnancy and I said it’s all good, you’re safe but that was a lie. I had not had so much as a date in a year and a half and was not on birth control. He then unloaded his cum in me. It was wonderful. I got off the island, took him by the hand and led him to my bedroom where we stayed all day, he stayed the night and several nights that week. I went back on the pill the following day and yes, took much of his baby gravy in me both orally and vaginally and still do. It’s been four months of us together with neither of us wanting it to stop and, luckily no pregnancy. There is just something about an overly large man that I always feared but now submit to. I will never be with other than.

Bachelorette Party

My buddies and I were out and about on our big bright lights town. Yup Vegas city of fun and trouble. We live close to Lughlin which is not to far away. We hit the clubs and bars at the casinos occasionally to try and hook up with girls. Married single in Vegas as you probably know it’s all on the table. While a majority of the women say I’m married or I have a boyfriend some continue conversations and like the attention it’s obvious. Some we hook up with some we don’t it is what it is. Occasionally my Hyde side comes out as it did this last weekend. I really don’t know why it does and not with all of them. This women was there with a bridal party she was very attractive auburn hair thick ass big tits all showing in this fitted shirt dress. I saw a ring on her finger but it didn’t matter. She came up to me and chatted me up. I bought her a drink and it started. Spoke of her husband and kids she’s older in her late thirties. After some heavy drinking the bridal party was separated something the guys I was with are good at. We would eventually all meet back up once we had are prey for the night. I took this thick beauty up to her room. She willingly took me I helped her sit down and helped her undress. Before she knew it her legs where in the air and she as cumming hard very hard. She was whimpering and then I took her my balls where slappping her ass I set my phone up had her drunk ass looking into the phone at one point and told her to talk directly to the phone and say what you want. Her words not mine. Fuck finally getting the feeling of a big cock. Sorry honey think he own it now I may not come home to you and the kids. Shortly afterwards a lip bite and a shaking orgasm. Put her on her belly licked her pussy and ass and pushed my cock into her little tighter fish. It was sloppy and wet enough that it went in rather easy. For a second I thought she had done it before. When I started bottoming out she finally said that she didn’t do that ever. I never stopped and gave her a kiss on the neck and told her I was happy to pop that ass cherry. Grunts and groans and it small cries of pain made me so hard that I blasted in her ass. I didn’t stop though I have the ability to stay hard and kept going. A short time later her just laying there finally her ass accepting it’s fate I pulled out and plowed into her pussy. We made a mess but it was well worth it. When I was done she was exhausted and gave her a kiss got dressed and left. Bit not before showing her the clip of her talking shit about owning her and sorry babe I may not come back. Good luck babe have a good life oh and I have herpes bit you find out soon enough

Fun In Hawaii

About 10 years back my wife and i went to Hawaii for vacation. One day while we down at the beach swimming she got knocked down by a wave and when she cam up her whole suit had come down. There were her tits and sweet little trimmed pussy for everyone to see. As you can imagine she pulled them up as quick as she could but was completely embarrassed. I thought it was funny and just laughed. Later that night at dinner we were laughing about it and I casually said if you wanted to go to the nude beach you should have told me. At first she just laughed and then asked me if there was one on the Island. I told her I'm sure there was way? She said we should go the next day. I said sure and calked it up to the wine talking.
The next day when i asked her what she wanted to do she said I thought we were going to the nude beach today. I laughed but she didn't. I said are you serious and she said yes. I had never seen this side of her. So I jumped on the computer and found one near us while she got ready.
So off we went to the nude beach. When we got there we set our stuff up and I looked at her and said you ready, she said yes. We took our suits off and there we were naked as the day we were born. There were probably about 50 people on the beach so we just blended in. As we laid there talking i said i cant believe you wanted to do this. She told me the day before when her suit came down by accident and she saw everyone looking at her, especially the young men it really turned her on and could not stop thinking about it.
At the time my wife was in her early 40's and had a very nice body for someone her age, nice tits and a very nice trimmed bush and a very tight ass.
As we laid there she noticed a couple of guys that looked to be in their late 20's early 30's looking at her. I just watched and before i knew it she was slowly opening her legs and giving them a great view of her tight pussy as she run sunscreen on her tits. I asked her with a smile what are you doing? she said having a little fun. They seemed to like it and i could tell it was turning her on.
We stayed at the beach for a few hours and when we got back to the room I could not believe how horny she was. AS i was fucking her i asked her if she wanted the 2 guys to fuck her like that and to my delight she went with and and said yes. She does not know how much that turned me on because one of my biggest fantasies it to watch her get fucked by a big young hard cock.
We went back to the nude beach everyday until we left. It was some of the best sex we have ever had. One day I will tell her about my fantasy and see what happens.

What My Wife Told Me Changed Our Sex Life .

I have known my wife since she was 13 . We have been together since then . Recently she went away for the weekend with her friends . To save money they had booked double bed rooms .
She told me she was feeling guilty . She needed to tell me something . Her and her friend who she slept with . Had sex 3 times . Her friend has been divorced for 2 years . She had made the first move . In bed on the first night she had fingered my wife and rubbed her pussy . My wife was enjoying it so she let her do it . It gave my wife an orgasm . Then my wife rubbed her friend . Giving her an orgasm . They kissed and cuddled up . Going to sleep like that . On Saturday afernoon they had showers and lay on the bed to rest . Both naked . Her friend rubbed my wife . Then got between my wifes legs . Licking her pussy and giving her an orgasm . My wife licked her friend giving her an orgasm . It was my wifes first time with another girl or woman . When they went to bed Saturday night . They had sex . It was exciting and she wanted to do it again . She had expected me to be mad at her . I was not mad . I was turned on by it . I undressed her and we fucked on the sofa . I told her i wanted to watch her and her friend having sex . She told her friend and she agreed to come to stay for the weekend . If my wife would let me fuck her . When she came . On Saturday night . Her and my wife changed in to sexy see through nigtdresses and i put my pyjamas on . They were on the rug and my wife was licking her friend . When she was having an orgasm . I thought i was going to come without doing anything . They changed places and she licked my wife . When i knew my wife was going to have an orgasm . I took off my pyjamas . Kneeling to fuck her friend . Now it is going to be a regular thing .

Car Show

So I’m at a car show dressed in my 50’s garb with my 57 T-Bird. I good looking guy pulls up on the other side of the ropes on a 2017 Triumph Rocket 3 Touring motorcycle. It looked beautiful. He commented on my car with I in turn commenting on his bike. He said he loved how I was dressed and I asked if he would be willing to give me a ride. He said absolutely and afterwords we could go for a spin on his bike. I laughed. He then said, get on, pulling a helmet out for me to wear. I hopped on his machine as we ride the twisty mountain roads. I was so turned on and reached around and rubber his progressively larger bulge. He pulled over in a secluded spot and we quickly became entangled in passion. He laid me nude on a picnic table and ate my c**t like a pro. I came hard, embarrassingly hard. He then penetrated my wet nap with his impressive girth fucking me hard until he came. We got dress just in time as a group of bikers pulled in. The ride home was getting me further horny. I was afraid this would be a one off. I spoke to him as I held on. “Find a spot I need to suck you off.” He found another spot and we fucked on a river bank. I gave him the best bj I have ever given. He did not call me for two weeks. Then he did. He’s married. We have fucked at my place several times. I hate to give him up but I hate that he’s married and I’m the other woman. What to do

Accidental Creampie

I’m married, 7 years now. No kids. Husband has a small penis and prone to premature ejaculation. He’s 5 inches, and it’s not thick. He is a pro at pleasing himself, sex is seldom more than 60 seconds. I do love him and he is my best friend. Every so often I need to be satisfied. I will go see an old boyfriend some days when he is at work. I came home from an afternoon of unprotected sex with my “friend” and he had come home early from work and was very horny. I told him I needed to take a shower first but he was not having it. He lead me over to the couch and pulled my panties off and shoved his head up my skirt. He ate me out and kept telling me how good I tasted that afternoon. Of course, I was loaded with my “friend’s” semen. He enjoyed it so much I’m toying with the idea of making this a regular thing. It was so dirty I was incredibly turned on by it. I think I need to tell him, I believe he’d go along with it- he seems to be a beta and always tries to please me- except in the bedroom, where he’s just not very good.

Huge Bbc

My husband and I have a good sex life and over the years have introduced fantasy into it. More and more it’s about having a big black cock fuck me in front of him.

Quite recently we drunkenly started looking at dating sites for a well hung guy and found Simon, a forties black guy with what he said was a thick nine and a half inch cock. We set up a hotel meet and on the day checked in to get ready.

Simon joined us and whilst husband sat on a chair he and I started to fool around. He was a good looking guy but when I pulled his cock out I had a real moment of panic, which both men found amusing.

I licked him and took as much in my mouth as I could and he just seemed to get even bigger. Husband soon asked if I was ready to be fucked and as Simon positioned me on my back husband sat on the bed to get a good view of this monster starting to ease into me.

Not only was Simon long but he was so thick that even the first few inches seemed too big for me to take. Simon took his time as my pussy stretched to take him but even after a while he could only get say seven inches in because of his thickness despite us trying different positions.

I was wet though and asked him to start to fuck me harder and put me on my back to do so. I orgasmed pretty quickly and he just kept going till I came again.

After a good thirty minutes husband asked if I wanted to see if I could take even more and I agreed. I wanted all of Simon’s cock in me so badly. We agreed doggy would be best and as Simon pushed harder than before it did hurt.

Another inch and I was tearful but assured Simon I wanted to keep trying to take every inch of him.

Finally, with husband in front of me holding my hand and kissing my cheeks and one last push I felt Simon’s body tight to my ass, his cock bottoming out with every inch inside my pussy.

I groaned then said give me some strokes and he did. I almost screamed as he pounded once, twice and finally a third time his entire length hard and fast, before pulling out as I collapsed to cum all over my ass and halfway up my back as I told him he had ruined me for other cock

Fantasy While Traveling

Still can’t believe this happened, and thinking about it a month later. Wondering how common this is and if women fantasize this too. Married 20 years and always travelled for the job with nothing ever happening. Never really went for it outside of fantasies in my brain of how exciting it would be to meet someone new at the hotel bar and have a night of fun in the hotel. It finally happened last month. And to clarify I’m not referring finding an escort or even using a hookup app. Just the classic strike up a conversation in the bar.

Travelled to Texas for work for a couple of nights. My last night there was sitting at the bar watching the game next to a woman about 15-18 years younger than me. Great conversation. I wouldn’t say flirty at all. But a very bubbly personality and good conversation. As I was on my second and last drink I grabbed my tab and just decided to go for it since it was my last night there, and would be leaving for the airport before sunrise the next day. While I was settling my tab I grabbed a napkin and wrote “room ### if you feel like fulfilling a fantasy and have some fun while traveling.” Thanked her for a good conversation and slipped the note near her arm.

After I made it to my room I thought what a bad idea. She’s probably disgusted, turned off, thinking oh here we go again. But after about 20 minutes my phone in my hotel rang and it was her. She said she had just saw the note and was wondering if I was still up. She said she was going to shower and come by.

The next half hour felt like an eternity knowing what was going to happen. Finally she knocked and had this huge smile on her face. I let her in and just made sure one time she was ok. She gave a very confident yes and said there are no rules. Within 5 seconds we began kissing and right away my hands went down her pants squeezing her ass. Then moved them around and felt a hairy bush. But under that came the most soaking wet hot pussy I have felt. While gently massaging her clit she asked what my fantasy was. I responded that I wanted a random stranger from the hotel bar to let me eat her pussy.

We spent the next hour with my tongue exploring every inch of her pussy. One finger went in, 2 fingers went in, thumb on her clit and sucking her now rock hard nipples with a little gentle biting. The girl at the bar that i first thought would be annoyed at getting on was a dirty girl at heart telling the guy 15 years older than her to “fuck me hard daddy.” We went from fucking, to face fucking her, to 2 finger fucking her getting wetter and wetter and even squirting some out saying she might have even peed a bit.

This decent clean looking girl then finished by telling me to cum in her mouth and all over her face. As soon as we were done we quickly laughed at how we’ll never see each other again, she put her pants on and she was gone.

5 hours later I was en route to the airport.

My questions are how common is this for women?
- Do you fantasize about getting fucked by a stranger while traveling for work?
- have you done it, even if you are attached or married.
- what do those fantasies look like when you travel?