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:

First Sharing First Interracial

The week leading up to our date with Josh was torment. We had established that I would not have any sexual activity until we met in person. We met him through a fetish site. After multiple online chats and a few phone calls, we decided there was enough interest to meet in person.

Friday arrived and was the longest day of my life. My mind was distracted - are we really doing this, will I enjoy this, will Randy get mad if I have too much fun, will Josh’s dick fit inside my tight pussy. So many questions.

We got ready at home. Black bra, black thong, black thigh highs, black miniskirt, black heels. My hair was down, but I had hair ties on my wrist. My body was ready. I looked sexy.

When we got the hotel room, I was hornier than I had ever been in my life. Twenty minutes later there was a knock on the door. I answered. In front of me was the devil. Josh was tall, dark and handsome. His smile melted my pussy. This was already fun. He kissed me and said hello. We walked into the room with his hand on my back. He shook hands with Randy and we made small talk.

It got quiet and I asked how do we start. Josh leaned in and kissed me. His hands took no time finding my body. Clothes began coming off and I was quickly down to my lingerie. When I got on my knees in front of Josh, I asked Randy for one last acknowledgement and approval. He smiled and nodded is approval. I took off Josh’s pants to reveal no underwear. His massive, dark dick just popped out. I actually said the words holy fuck.

After a few strokes I gave Randy one last look and took Josh in my mouth. All I can remember was the girth. I opened wide and started to suck. Deeper with each bob. Each up and down sending electric to my pussy. For 15 minutes I worshipped this dick. He then put me on my back and did the same to me. I could feel the cream running into my asshole. He even fingered my asshole a bit.

He stood up, put on a condom, grabbed my feet and pulled me to the edge of the bed. He opened my legs, hooked them in his arms and buried his dick in me. My head hit the bed. My eyes rolled. My mouth moaned. In and out. In and out. My pussy was being stretched in the most amazing way. I came within two minutes and they never stopped. His dick was lick a super charged piston revving my engine. With the exception of a few glances to Randy, my entire attention was on Josh. For 45 minutes Josh fucked me like I needed. He powered me into multiple cums. He made me soak the bed. He filled my entire pussy and then some. When he needed to cum, I was compelled to give him what he wanted. He told him to cum inside of me. Randy approved. He pulled out and told me to take off the condom. I was in heat. My shaking hand desperately taking the condom off. He went back in and I basically begged him to cum inside of me. He did and filled me with his black seed. I was thoroughly fucked and I had allowed him to cum inside of me. He pulled out, brought his dick to my mouth and I sucked him clean. My juices mixed with his cum - perfect.

Josh left the next morning. Randy fell to sleep around midnight. Josh and I talked and fucked in and off until almost 3:00. It was a heavenly night. Josh is now my lover. Randy gets head from me when he wants it, but my pussy is owned by Josh. It just feels right.

Wife Has Become Such A Cumslut

When we started swinging my wife was fine with me cumming on her chest and sometimes "accidently" on her face. Since we started she's become such a little cumslut and can't seemingly get enough of it. I've watched her ask for it on her face, in her mouth, on her tits, on her pussy. She recently let a co worker cum in her, but said she didn't like the way it made her feel even though she loves when it's me. However recently, while she was with other guys at a party, one was going at her and I heard her tell him "cum inside of me, I need it" and watched him put his load in her which she seemingly found exciting. But she didn't stop there as she let three other guys (demanded more like it) cum on her face and in her mouth. She can't get enough of it.

What A Friggin Mess I’ve Gotten Myself In

I just graduated from high school a few weeks ago and planning on going to college in August.
I’ve been working evenings, weekends and summer since my sophomore year at a local restaurant beginning as a waitress working my way up to hostess and associate manager. My boss is a very nice guy who is married with children.
The week after graduation he asked if he could take me out some evening for dinner as a graduation g*ft so I excepted his invitation. I’ve always thought he was handsome but never thought he saw me as anything but another employee.
He took me to a very fine restaurant for dinner where he ordered a bottle of wine and even though I’m a few months underage I was able to have a couple of glasses.
On the way back to my car it was obvious he was flirting with me which was flattering. We park in a parking building which was more or less empty when we got back.
He parked then leaned over kissing me on the cheek. I had had just enough to drink that I reacted my kissing him back.
Before long we were kissing passionately leading to me letting him run his hand up my skirt starting foreplay.
I wasn’t a virgin so when it was obvious where things were headed I told him he would need to use a condom because I’m not on birth control. He immediately told me he didn’t have one but didn’t need it because he had a vasectomy after the birth of their last child.
I had never had unprotected sex but under the circumstances I had sex with him. The difference without a condom was very intense then when he came in me my whole body quivered which was amazing.
Afterwards we both agreed it had been a good experience but nothing more was expected by either of us.
When my period was due I was a couple of days late but thought nothing about it until it was a week past. When I told him he admitted he had lied about the vasectomy so I took a pregnancy test which confirmed he had gotten me pregnant. I don’t want to have an abortion so we’re trying to work out how we’re going to move forward with the situation.
I’ll have to put college on hold but he has assured me he will take care of mine and the baby’s needs.

My Wife And Her Friend .

One day my wife confessed to me that her and her best friend were haviing sex . Her friend was divorced . It had started when they were at school . She told me that recently she had started to feel guilty . She loved me but she did not want it to stop . I had to tell her that just thinking about them having sex turned me on . They did it at her friends house . I told her when she came home after they had sex . I wanted her to tell me about it . When she did we always had sex . When i was sucking her tits or licking her vagina . Knowing her friend had been doing it was exciting me . I knew that i was the only filling her vagina with cum . What i really wanted was to watch them having sex and joining in . I wanted to fuck her friend . I told her i wanted this and asked if she would arrange it . She was reluctant in case her friend was not happy when she mentioned it . Worried that her friend would fall out with her and no more sex . After weeks of me asking her she said she would . The next time i asked her she told me it was all arranged . She would come and stay overnight one Saturday . I could not wait for it . It was 3 weeks later when she stayed . We had a meal my wife and her friend had some wine . We watched films on SKY . At 10-00 my wife said she was going to change in to her nightdress and she asked her friend if she wanted to change . Her friend went to her room and we went to ours . I changed in to my pyjamas . My wife put on a nylon nightress and her friend was wearing i white cotton nightdress . To me they both looked sexy . We resumed watching a film . Later my wife was kissing her friend . I could see her friend responding . They were on the couch and i was sitting facing them in an armchair . My wife put her hand up her friends nightdress and rubbed her pussy . I could see that her friend was getting excited . By her face and how she was kissing my wife . My wife got her friend down to lay on the carpet . Licking her pussy and using her fingers . This gave her an orgasm . When it had finished they changed places . Her friend licking and fingering my wife . To do this she was kneeling between my wifes thighs to lick her . With her bottom in the air . I took off my Pyjama trousers and got on the floor . I lifted her nightress and slipped in to her pussy . Fucking her . My wife looked up at me and smiled . Then she was having an orgasm . This made me cum . That night we all slept together . Before she went home my wife watched me fucking her friend . She was playing with my balls . This made me cum . When i pulled out my wife told me . You can't leave her like that . Lick her pussy clean . When i finshed licking her . My wife kissed me . When we were on our own . We put a waterproof sheet on the floor for peeing sex . I like my wife to ride me and pee with my cock in her pussy . She also let me pee in her pussy when she was riding me . I liked her to crouch over my mouth and pee in to it . I swallowed as much as i could . She let me pee in her mouth and she swallowed my pee . She even wanted to have my cock in her mouth . Keeping it tight round my cock when i was peeing . We only did this if i had not been drinking much . Usually just one coffee . My wife got round to telling her friend about our peeing games . She got her join in . At first it was her only peeing . After she had watched us . She wanted the full experience . With my wife peeing in her mouth and my mouth . Then we got her to pee when she was riding me . I like to feel the pee on me and running down by butt crack . Her riding me an peeing . Me peeing in her pussy My wife crouchin over my mouth at the same time and me drinking her pee . She let me pee in her mouth . The thing she will never let me do was piss with my cock in her mouth .

Taking Care Of Family, No Matter What Ever It Needs To Be Done.

My older brother Jeff 42. Fucked up and has a vacation at the state pen. My sister n law Jackie she's 38. Blonde, big tits and can't figure out on how to work a lawn mower. So little brother does the yard work. Yesterday after not raining for two days. Went over and mowed the yard. Afterwards Jackie asked about the rest of my day. I replied sit on the back deck drink a few cold beers and watch the clouds go bye. Then I asked why? She replied take a shower and I'll find some clean clothes you can wear. And I'll buy dinner at the local sports bar restaurant. I replied ok. Got cleaned up and off went we went. Sure enough least she knew how to pay for dinner. After getting back to their place. Still in the car Jackie reaches over and rubs my cock. And says I've haven't been fucked in six months. I'm thinking well bro. I'm going to service your old lady. I smiled and replied fill my fantasy. Five minutes later in their bedroom and undressing each other. Best fourplay ever. The titty play oh my god. We took turns fucking each other. Before I left I played with those titty's once again. While doing that my hand slid down, and I fingered her to another orgasm. Moaning her ass off. After she settled down. She looked at me and said I think the yard will be needed to be mowed again this Saturday.

I Still Work Here

Fresh out of college I had dated my high school sweetheart all through school. I was in love and I was married at 22. I went to work for a small family business. The dad ran the shop mom did the books there only son who was a few years older then me ran the office. Slowly the business got bigger and more people were hired. I was young and eager to learn and I did. I’d let certain things go the owners son would often comment on my chest. I have a rather large set of breasts for my size. I’m only 5 foot 2 but have DDs a slim waist and an ok ass. I’m a fake blonde dye my hair have dark roots. The owners son would often ask to see my boobs and especially when I wore a top that showed cleavage. He would show me the ropes of the company and show me the right way. Everything it would take to do his job and I listened. Ignored the comments and then the hands on approach. I’d often feel my ass get smacked her a tit grab. I’d say stop and he would for a few days. After a while i was getting mauled and it was out of control. He was the outdoors type and would often ask me to go camping with him. I’d tell him I was married and he said to bring my husband along he could watch. I knew what he meant and I never went. We had family days which were days they would bbq or rent out a room and have a part for the company and there family. It was nice and when things turned out was a summer party at a lake. They rented the beach out and had a bbq for the company. It was BYOB and people brought there own booze. My husband and I did as well it was fun and I let loose a bit not crazy but had some drinks. I was in a denim skirt flip flops and a blouse bikini under my skirt. It was half way through the bbq and the owners son had asked me to help him get stuff from his truck in the parking lot. It was just and he had parked rather far away. My husband was busy playing corn hole so I went. I had a few drinks we got to his truck he opened the tail gate I didn’t pay attention I leaned over the tail gate to grab things from the back. He came up behind me and lifted my skirt exposing my small bikini and heard him say damn that’s and ass. A few smacks on my ass I squirmed to get loose but he was way bigger then me and laughed and held me down he suddenly stuck a finger in me and vigorously fingered me. I froze because ones scared and my pussy betrayed me. It stated to feel good and he kept telling me he was going to stop soon. I believed him then I felt something way bigger then his finger pushed up into me. It felt like I was being split in half all I remember is I’m bent over the tail gate getting hammered I then feel a finger in my butt while getting fucked. I cum my legs shake then I feel that monster cock get shoved up my ass and he has no mercy. He came in my ass and left my rear a mess. He yanked my skirt down and helped me clean it up. I went back to the party very sore. No one noticed my husband not one person. After that he did what he called his training. Sucking him off was often. He would never do this in front of people but if we where alone I was getting mauled. At one pint I had hickeys all in my chest and had his them from my husband. It was often I’d get railed. He took hunting trips and on the last he went on he rolled his ATV on a Sid did the hill unto him and broke his neck. I took his job of coursing the family was devastated. In a weird way in was as as well. Leafing up to this accident he kept telling me he was breeding me. I let it happen and found out I was pregnant. Pretty sure it’s his and my husband is raising it. Husband has no idea and we will leave it at that. I do miss the rather large cock

How I Wish

I’m a big fan of pornstar Piper Perri. We have the same body type (except I have red hair) so it’s easy for me to imagine I’m her when I’m watching her videos. I learned how to position my body during sex watching her. My favorite video is one where she’s being gangbanged by 5 black guys in white shirts and boxer shorts. She looks like she’s having so much fun and is so cute with all the dongs smacking her face. I get off to that video at least twice a week. I wish I could do that. It doesn’t have to be black guys, just 5 guys with big ones they can slap in my face and then eventually jizz all over me.

Still Giving Head

Am I the odd wife that still loves giving bjs? I love sucking my husbands dick. I think it’s super sexy and I love giving him an orgasm. Yes I swallow. Easy clean up lol

After talking to friends and older coworkers it seems most of them aren’t giving regular bjs. Most only do a little sucking before sex. All seemed surprised that I give my husband a bj when he asks or just when I feel like doing it.

Some said they hate hair in their mouth. I told them grooming is a thing you know. My husband trims his pubes short all the time because he likes them that way. Plus makes it better for bjs

I gave my husband head after his morning shower this morning and can’t help to think that I’m the odd woman who still gives bjs after being married

Slutty Behaviour #4

I was naughty again today. I went for a walk by the river. Not alone this time, but with a neighbor. He wanted me to wear a white dress and a white lace thong for the walk. I was to place a Lovense ferri toy in my panties and before leaving the house, turn it on and send him a link to control it.

So I sent him a link before I left the house. He immediately wrote back that he would follow me a few meters and I shouldn't pay attention to him. As I walked past his house, I felt the first vibrations. While walking to the river, he would randomly turn on the vibration and intensity. And he was also telling me which way to go. I felt the strongest vibrations when a person approached me on the path. He watched me from a distance the whole way and texted me.

When I came to a hidden place near the river, he wrote to me that I should take off my clothes and put them on a branch of a bush. I stood there in my panties for several minutes while he controlled my toy and watched me from a distance. He then came over to me, stood behind me and started playing with my tits until I reached orgasm. All this time I was facing the river.

After my first orgasm, he took off my panties and put them in his pocket. Then he unzipped his pants and fucked me from behind until he came in my pussy. Then I was able to get dressed and we started on our way back. All the way back he kept telling me I was a slut walking around outside without panties with cum in my pussy.

Landlords Wife.

When I was a young man I had sex with a slim attractive girl. In the following days I found out she'd told everyone she knew I'd nearly broke her back and stretched her pussy so much she didn't think it'd ever be 'normal' again.

I do have a large thick cock and as I recall she did scream and moan a lot as I fucked her.

The thing is I kind of got a reputation in my local pub (Even though I was seventeen) and older women began coming onto me, one of those being the landlords wife.

Long story short.

One Sunday afternoon with her husband out playing golf, I was invited up into their flat above the pub. Needless to say things got extremely sexual and we ended up having over two hours of sex.

I fucked every hole and she took it hard too. Just as I was cumming up her arsehole, the third time I'd cum in her, her husband walked in.
He looked at me pumping my jizz up his wifes arse and said "Don't mind me". Then said to his wife "I hope he sorted you out honey".

That evening I spent drinking free beer and a promise I could call by and fuck her anytime I wanted to.

Over the next few months whenever I went into the pub we'd go upstairs and I'd fuck the landlords wife. It even became a thing where some of the regulars would say to her "Tom's here ****, better get some vaseline ready".

The landlords wife was by no means the only older woman I was fucking, as I was screwing two other women too, one being married.

And to this day I prefer older women. Havin said that I've just recently begun fucking a younger woman who's only just gotten engaged.
Trust me, although she's very good looking, I wasn't interested until she showed me a short video of her and her fiance having a threesome.

She likes me to film us fucking and she sends him the videos when he's working away. It's their thing and I'm only to glad to help. Plus she can take my cock.