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:

Cant Believe It

I recently purchased an iPad for work. I own a construction company and would b using it for work. I have my phone and my wife’s phone under the company plan. When I purchased the I pad they attached my wife’s phone to the iPad. So I got to my office and had it on my desk and it was going off. I realized it was my wife Net texting. I stated to read the conversation and it was from her friend Jessie. I didn’t think anything of it and left it alone. I was using the pad and I stayed to browse through the I pad. It was connected to everything pictures texts and emails. I snooped around and I soon realized that Jessie was not really Jessie. I went through and found some pictures of Net completely topless or on all 4s. I loooed closer and she was on a bed and had what looked like jizz all over her face. The text behind the picture was hope you enjoyed the tough fuck. I need you again later tonight. Gym ? I went through more of the texts and it had been going on for a while. In her emails I found small clips of Net on all 4s with a giant cock. Pictures with this giant cock in her ass pussy mouth and I can hear some voices. 1 is hers moaning and talking the other I can’t make out. I didn’t know what to say or do. I read for most of the day emails and text messages Hs has been seeing him for a little over a year. Apparently they met at the gym. My wife is usually shy and reserved but I heard her say and ask for things that you only see in Porn. At one point youcan clearly hear her voice say if you really want to see me in a DP il do it. At that point the Other guy starts to really rail her. And the camera is focused clearly on her face. I have never heard my wife as for a cock I’m her ass. She does not or has never let me back there. I’m. It sure what to do I did like to see the videos but at the same time have lots of anger. Today is Valentine’s Day and the last text I read was il be there in 5 and I wore the red thong and bra you like. She has asked him dozens of times when will they be together for ever. His response is soon. It’s followed by them telling each other they love each other. I’m a lost for words that this women I have known for years is this slutty. I admit I have wondered in the past but I never though she would do this. After a week I started to go through her dirty clothes and found stains on her shirts or on her crotch. I believe that she did try the Dp because last week she came home late and took a bath. I read the text messages and she told him that it really hurt but the pain turned into something sensual and after a while she got used to it and it was a hard orgasm. He asked for it again and she responded yes but she needed some time to recover. She asked if she could just fuck him then maybe in a few weeks she could do it again. He told her that the next time she would be air tight. She asked what that was and he told her that he would have all her holes plugged at one time. She responded by asking 3 of you and me. He said yes. Her response was what if I can’t take it. He responded by telling we he loved her and he is sure that she could take it. All she said was ok but we will need more lube. It will make it easier. I cant believe I’m married to a porn actress.

Gave Into My Horny Pregnant Thoughts

I was 18, boyfriend dumped me when I told him he got me pregnant. I was living away from home, a new job, not knowing what i would do. I settled in and vowed to be a good mom and have the baby. Then at 5 months I was so damn horny I couldn't stand it. I had one on one sex with three different guys. I needed it and wasn't convinced I could get a man being pregnant. I found out that turns a lot of guys on so it really wasn't a problem. As guys hit on me, I let them have sex.

I need it more and more, I couldn't get enough. I finally got this one guy (boy? 17?) to get some of his friends and I let 7 guys all gangbang all night. any hole, any way they wanted. I was finally satisfied but it then became a ritual, almost every weekend I was getting gangbanged and fucking guys one or two at a time during the week.

It's terrible and I look back at the chances I took and realize how dangerous it was. I didn't catch anything, most guys were tested anyway, but some get rough during gangbangs. No damage to baby. I did get sated though, for about 3 months a gangbang was the only way to deal with my need for getting sex. I sotpped at 8 months, it was actually hurting a bit when I had sex.

Now I'm a one man woman, a man who honestly was one of those who did me during my pregnancy. It's been over a year now and I've kept my milk flowing for him and he knows how horny I get when I'm nursing. We're getting married in 4 months, he still wants to nurse me on our honeymoon.

Like Mother, Like Daughter Follow Up

So a few weeks ago I posted about my mom and I double dating two friends.

On Friday night, the four of us play together. Mmff, mmf, mff, mf. On this night, I did the unthinkable. Desmond and Marty convinced my mom and I to touch and play with each other. In truth, I have been watching her get fucked for weeks and she is a complete turn on. Touching hands, turned to touching boobs and eventually fingering each other to a climax. Demond went down on my mom to taste her and then offered her to me….fuck, how hot is that? I went down on my mom!!! I licked her from her asshole to her clit. Then Desmond started to fuck me and Marty shoved his cock in my mom’s mouth. The mix of heaven and evil, light and dark, male and female were intoxicating. This night lasted all of the way into Saturday morning around 5:30 am. The guys left and my mom and I went to sleep in her bed, spooning like lovers.

Caught GF

I caught my girlfriend, who I've been with for 3 years, doing it with my dad and his best friend. They dp'd her and she moaned louder than ever. She looked so happy when they both came inside her. She even sucked their cocks afterwards.
I'm not lying when I say I had a hard one but how should I handle it?

I Don't Care Anymore

Divorced for 3 years now, I've kept in great shape, thinner and weigh less than when I was married. I did anything sexually my husband wanted and he still divorced me because he got his 20 year old whore assistant knocked up. It took me 2 years before I could finally have sex with another man. I exprienced orgasms like I've never had. Before I felt lucky if I had one, the first guy I was with after the divorce I was cumming three and four times each time he fucked me and I was getting fucked 3 and four times during the afternoon to night and again the next morning.
He had to leave town on work, comes back occasionally and I let him fuck me whenever he does. However; I've also started letting other men fuck me, a LOT of men. Before I got married I was a virgin and only made it with my ex, and he got me to let one of his friends watch as my husband and I had sex. During those times, which was about a dozen or so, I sucked his friend off and swallowed his cum unless he pulled out. He liked to shoot on my boobs, and sometimes on my face. Usually when he came on my face my husband would pull out of my pussy and shoot on my face also. So the guy after my divorce was only the second guy I've had inside me. Since he moved I've had sex with 12 other men. That includes a group of younger guys who take me three at a time. I felt like a tramp for doing it and for having so many guys, but now I just don't care anymore. I actually have orgasms, multiples when I have sex, and with my ex, anal was always very hard, and painful. Now, I can take it easily and with very little movement of my fingers on myself I cum while a guy is up my butt too.

I intend to have many more guys, especially younger ones if I can. I don't care anymore

Her First Black Cock

When I lived in USA I dated a very vanilla girl. Young. I was 27 and she was 19. Loved sex and always told me to teach her and push her boundaries. I worked with a guy from Jamaica. As a straight guy, I have to say this guy was sexy as fuck. Tall. Chiseled muscels everywhere.

We were pissing next to each other one day and I caught a glimpse of his cock. The guy was hung like a fucking horse. Romandi has told me before that she is curious about interracial, but has never had the chance and is scared. I breach the subject with my friend and he is all for it.

That night I blindfolded Romandi. Told her another guy is going to fuck her. She believed we are role playing and it would be me. My friend was waiting and I let him in. Romandi was standing doggy style at the edge of the bed. He put his hand on her hip, grabbed his cock and started pulling it through her pussy lip and over her clit. Then he started entering her. Watching Romandi's lilly white, waxed pussy open up, being very pink and wet, and wrap around his cock was amazing. My cock is big. His cock was bigger. After pushing in halfway, she realized something was up. She had a spreader bar between her ankles and her hand were lightly stretched forward and tied to the bed. If she wanted to, she could have moved and gotten up, but she didn't. She kinda jerked, whipped her head around, then relaxed and moaned. She knew she just took someone else's cock.

As my friend started moving his cock in and out, Romandi lowered her shoulders to the bed and arched her lower back and hips. He started fucking her harder, holding on to her hips. Her ass was rippling and shaking as he hammered into her pussy. Big, D cup tits hanging under her shaking as she got railed. I asked Romandi if she was having fun, and she just moaned. I indicated for him to flip her over. He loosened her hands and manually flipped her over. On her back, he pulled her to the edge, took off the spreader bar and put her feet on his shoulders. I was amazed at how easily Romandi took his cock. He later said she was the first woman that could take him from get go without having pain. This guys cock must have been 28 or 30cm and as thick as a coke can. She said later that the first few minutes was painful, but she wanted to put a show on for me and after a few minutes it really did start feeling amazing. Watching his thick cock pulling out, her pussy lips pulling out with it, grabbing his cock, was hot as fuck.

I was jerking off furiously. Precum dripping out of my cock. After a while, being slow and silent, I reached over, took hold of her blindfold, and pulled it off. The look on her face when her eyes opened, focused on him and then realizing what's happening was priceless. She knew there was another man fucking her, but not a 190cm tall, 95kg, black as night Jamaican. She screamed, kinda attempted to scoot away, looked over, saw me with my dripping cock in my hand and then fell back into the bed, moaning. She orgasme shortly after and squirted so hard that a a stream of her cum hit him on the chest.

After that, I got involved. We fucked her for hours. Sometimes just him. Sometimes me. Sometimes both. She could not take his cock a anally, it was simply too big. We did dp her. Me in her ass, from behind, her sitting on his cock.. She came so hard, she passed out several times. We both creampied her a few times.

Before he left, she sucked his cock for the first time that night. She struggled, but made it worked. She then shocked me. I used to cum in her mouth all the time ,but she always spat. She never swallowed. I saw his cock pumping up, the veins straining along his shaft. As he started cumming he screamed fuck loudly and pumped cum into her mouth. Some escaped, running down his cock, but she swallowed his cum. Without hesitation.

We fucked her several times after that. Eventually I came back to SA. I lost contact with her eventually, but for a good 2 years, they would regularly send me pics and videos.

She got a queen of spade tattoo above her pussy later. She said she wanted all black men to know that she loves black cock and they are free to approach her. She is married to a white man.

One thing that stands out for me... He wanted to cum on her tits. She sat back, leaning on her arms, big tits proudly and heavily hanging. I was sitting next to her. Watching. She looked at me and said it will be hot if I jerked him off. So I did. I simply reached over, grabbed his cock and jerked it until he sprayed her with a big load. Her tits was covered. She even took some on her cheek. It was fucking kinda hot. Feeling his rock hard cock, the veins and then the edge of his cock head slipping through my hand and then the pulses as he came, was hot

Thank You Mrs R

In junior high I had this teacher names Mrs Rodriguez. She was married hard dirty blond hair taller then average maybe 5 foot 7 nice tits small waste big hips and a big ass. She wore glasses was very pretty but every boy did what they could to cop a feel or try and get as close as we could to her ass. She seems to always wear jeans or leggings that made her ass pop.
Some times a kid would get in trouble for accidentally sliding his hands across her ass cheeks. Sometimes i guess depending on her mood she would not say anything. I know that a few times i had a handful of ass and never even got a reaction. Fast forward a few years and I’m a junior in college and am back for Christmas break. I hook up with friends that are back as well and out we go. Our town is a decent size and there are plenty of places to go. We decided where to go and hit there happy hour. There was a few Christmas parties and I noticed a dirty blond with a big ass at the bar. I knew who this was and made a straight line towards her. She is super flirty as I approached her. I chatted her up for a bit buying her a few more drinks. Her party is winding down and one of her friends lets her know that she is leaving. That was her ride. She tells her that she is good and made arrangements to meet so and so here. So she would be ok. The girls says ok then see you on Monday. We were in the corner of the bar kind of private we didn’t know anyone that was left except of my buddies at the bar. My tab was laid I text my buddy I’d see him later. The last thing I text him was il send you pictures of Mrs Rodriguez in a bit. She walked out with me I had agreed to take her home. When we got to my Tahoe we ended up kissing and she was in her blouse and thong within minutes. I had my phone out and recorded her taking her pants off and got to see her ass spill out of her jeans. I took my time and put her ass up in the air and proceeded to eat her out as she lay face down. My phone recorded the whole thing I propped it up on my phone holder and it had a clear view and was able to pick up he words of please fuck me. I proceeded to let her grab my cock and guide it into her sweet little hole. It felt so tight. She rode me in the back seat and after a few pumps I would slide my middle finger into her butt. This caused her to move her hips faster. She must have been worked up because she started to shake and scream a bit as she came I sunk my finger deep in her ass. She said OH fuck I needed that. She gave me a kiss and told me that if I wanted her ass to take it. I flipped her on all 4s and slid my cock deep in on the first pump. I had a handful of her hair with one hand and with my free hand I was slapping one cheek leaving it bright red. We spent about an hour in my SUV and ended up taking her home. She had me drive by to make sure no one was outside the home. She told me that she was still married but would like to see me again. I left for school a week ago and we met up a few dozen times. I finally told her who I was and she was a little embarrassed. I was ramming her rear door and calling her Mrs Rodriguez. She got into it and started talking back. She is going to make the 3 hour drive and come and visit me this coming weekend. Il see if she will let me and a buddy double team her.

2 Brothers

I woke up this morning still tired. It was 9am and we didn't go to sleep until about 4:30am. The "we" is two brothers and myself. I am not a prude, but haven't had any multi partner sex before. I don't know the reason behind it, but I let two brothers pick me up, take me home and fuck me all night. I sucked both to finish, they both ate me to many orgasms, they both fucked me twice. This morning I was sucking on one, and the other behind me fucking me. First the one in my pussy came, his brother got behind me and buttfucked me. I cautioned him and he went slow, it's something I'd not done fully before, only one guy entered me, he hurt me and I pulled off him. This time was different, he went slow and came inside me.

They left and I realized I'd sucked two loads of cum, and gotten 5 inside my pussy and 1 up my butt. I have been a total slut I thought. Then I knew I was a total slut, I didn't know their names and I doubt they knew mine. But I can say I did 2 brothers!

Lapse Of Judgement

Last week I was messing around with my boyfriend, well, he was fucking me, and his two roommates stumbled into the house after a night at the bar. We were in the couch and in a very compromising position. Yes, they saw everything!!!

But it turned highly sexual very quickly. They outright asked my boyfriend for their own turns on me. I laid there trying to cover up with a pillow and all I could think was ‘holy fuck, I am going to get gang banged right now!’ My pussy started to spasm and my nipples went rock hard. I was in trouble if my boyfriend gave these guys permission.

Gabby….’do you have any objection to them fucking you’ came out of my boyfriends mouth and all I could say was if you don’t, then I don’t.

No sooner than those words leaving my mouth these guys were all naked and pouncing on me. They found my pussy and laughed at how creamy I was. ‘Look, her lips are covered in cream and it is dripping into her asshole!’ I was sexually humiliated and completely turned on at the same time.

For the next three hours these three guys fucked me like a whore. The drunk guys were semi hard but still able to get sucked and to fuck. My boyfriend has his turns too. The night ended with my boyfriend cumming a couple of times, with the other two teasing me that I could not get them to cum…..of which I did after some prolonged sucking and jerking.

The next morning I felt uneasy about it. My boyfriend has been cold since that night but he has said they want to do me again. I want it again, but I want my boyfriend too!

Fucked The Groom.

My husband and I recently went to one of his best friends from college wedding in California. His name is Steve. We have known him for about 15 years and he is a really nice guy and good friend.

He also has not had much luck with women and is the last of my husbands friends to marry. We are all in our mid to late thirties and my husband and I agree that he is just settling because his wife is a real bitch. All his other friends agree too and some have told him but he doesn’t care I guess.

A little bit of history between me and Steve. Back in our mid twenties my husband and I were experimenting more sexually together. We had a threesome with one of my friends and several threesomes with Steve too. They were a lot of fun. We stopped after he moved away to California to be with his now wife We are on the east coast.

So anyway we go out to California for two weeks to make a vacation of it and my husband attended Steve’s bachelor party. He came back and said Steve complained the entire time about his wife and apparently they hadn’t fucked in 2 months either cause she wanted him to want her badly their wedding night. They also only have sex like once a month anyway so he is pretty miserable.

So my husband is one of the groomsmen and we get to the wedding a few hours early. My husband goes to hang out with the guys. .

So this is like 4 hours before the wedding still like noon and I’m walking through one of the old farm buildings on the far side of the property and run into Steve just sitting on a bench inside staring into space. He was super startled at first but then laughed when he saw it was just me. He looked upset and I asked him if he was excited for his big day. He started to complain about his wife being a bridezilla and how everything is always a catastrophe with her etc etc. he went on for awhile and I felt like telling him to walk away but it was too late for that. He even mentioned to me that they hadn’t had sex in so long and that she is rarely ever in the mood.
After he finished he apologized for venting and got up and wiped away a few tears. I got up to hug him and he said I’m a good friend and that Matt my husband is a really lucky guy. We reminisced and he brought up some of our sexual escapades and mentioned to date I’m still the best blowjob he ever had. I blushed and laughed and he said but it would be nice to at least get a blowjob from his wife cause his wife apparently doesn’t do that. Like I said she is a real catch.

We had an awkward pause after that I took him by the hand and led him over to the far area of the building. There were a few chairs in the corner and a table. We walked over and he had a puzzled look. I smiled at him and said maybe one more time before you are officially married. I then reached down and started to rub his crotch. He looked alarmed and looked around a few times but then smiled at me and kissed me. I was still rubbing his crotch and he was super hard. He told me this is super risky and I said I know and that we have to be quick. I made sure he was ok with it and he said yes he needed some relief

So I got on my knees and unbottoned his pants while he was standing up. I pulled them down and his underwear and his very very hard cock popped out. I laughed and said it does look like he needs some attention He groaned and said you have no idea.

I sucked his dick for a few minutes. Nice and slow like I remember he liked it taking his shaft all the way down my throat. I don’t have a gag reflex and he loved that I could deepthroat him. He groaned and mumbled how good I was.
I then told him to sit in the chair. He was rock hard with his pants down around his ankles. I hiked my dress up over my ass and pulled my thong to the side and then lowered myself onto his erection . Once I got him balls deep in me I just sat on him while he groaned and told me how much he missed my pussy. We kissed and then I started to slowly move my pussy up and down his hard cock. He holds onto my ass as I speed up my bouncing. We make out pretty heavily as I ride him with our tongues down each others throats. We always had good sexual chemistry with each other and it can back quickly. I then ask him if he is ready to cum as I’m bouncing up and down pretty hard. He said god yes so I ride up and down his shaft as hard as I can. He grips my ass as hard as he can until he explodes deep inside me. I cum right after he finishes too. We kiss again with his hard dick still in me before I get off to clean the cum running down my leg. He thanked me again and we walked up together.

This wasn’t the end though. The wedding proceeded as normal until the middle of the reception. Lots of drinking and the bride was pissed about something. Steve walked out and I followed him We went back to the same place and I sucked his dick until he came in my mouth.