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 Fucked My Aunt At My Cousins Wedding Last Night

My cousin got married last night and the wedding was alot of fun. My cousins mom (my aunt) had married into our family but had also gotten divorced. I hadn't seen her in years but she was naturally at her sons wedding. She looked amazing for being in her upper 50's. She had also gotten her breast's enhanced since I had last seen her, her blonde hair and makeup were done so well for the night and she was wearing this amazing dress that had her cleavage on display.

After the reception there were a few personal decorations that needed to be cleaned and I stuck around to help. We loaded up a hotel cart and she needed them brought up to her room. We got up there and I gave her a big hug and said goodbye. She said "o wait, can you help me with the zipper on my dress." She turned around and held her hair up and I started to pull down the zipper. I got it down and she turned around, still holding her dress up and thanked me but also just stood there. I felt like it was an invite to make a move and I just went in for a kiss. I was immediately filled by an embaressed regrett but she put her arms around me and kissed back. Her dress fell down and we made out and worked our way onto the bed. Her tits looked so amazing and I had never felt fake ones before. We were dry humping and she started to unfasten my belt, she was only in her panties at this point. I popped my belt and pants off and she lifter her ass up to pull her panties off. When my cock came out she was stroking it for about 15 seconds and then pressed it against her pussy and I pushed in. We were banging in all sorts of positions for about 45 mins. I asked her where I should cum and she said "wherever you want, I can't get pregnant." My stomach filled with butterflies instantly and my body locked up cum flowed out of me and deep into her like the Mississippi River. I ended up falling asleep in her bed and the next morning she asked me to join her in the shower where we fucked again. She also gave me her number and I'm hoping this becomes a booty call situation.

All In The Family

My wife and I had always had a wonderful and adventurous sex life. She is the love of my life. Unfortunately she went through the change but unlike most women she has a condition that is rare where the skin of her vagina has become very thin and has made intercourse all but impossible. Very painful. We tried steroid creams, hormones with no solution. Because of this her libido has disappeared and understandably so. She feels terrible and has continued giving me oral but although oral feels great, I have always preferred vaginal by far. I could feel my wife pulling away from me and our affections for fear it would trigger a want.
One afternoon my wife’s sister, Jennifer, came over for a visit. Nothing unusual there but no sooner was she here, my wife left. She and I had coffee and such when Jennifer said that her sister, my wife, told her of the problem and felt she had a solution. Jennifer is an attractive woman, in her forties, who has had two divorces both abusive, and as such has sworn off dating. She said my wife felt we could take care of each other’s needs. With that she said think about it and left. I talked to my wife and it was true. She felt safe with her sister. About six weeks went by, I was supper horny and tired of masturbating so I told my wife that I was calling her sister and she said yes!. That afternoon Jennifer and I got it on and it was great. We both went at it like sex starved animals doing every position and exhausted afterwords. Well I waited for the repercussions but there was none. My wife was overjoyed that two people she loves, found a mutual solution. It’s was approaching two years of this agreement. All is well. We hook up sometimes several times a week at Jennifer’s condo and some weeks not at all. Jennifer called me over and I thinking all was good. I did pop by. When I knocked on the door my mother in law answered. Wow, okay. I thought this is uncomfortable because the obvious question she might have is, why am I popping by Jennifer’s place on an early afternoon with out my wife. She welcomed me in and offered a glass of wine. Sure. She said Jennifer was called away and won’t be back for until the evening. I’m thinking, well I wish she had texted me and let me know. Oh well, I love my MIL and sat down to visit. We sat sipped on the wine and talked. We poured a second glass and as we drank she said “You probably are wondering why Jennifer left without warning.” Well, yes I did. She told me that she knew of our arrangement and approved. Oh, okay. She went on to say that she knows how her daughter’s, my wife’s condition has decimated our intimacy. I corrected her and said not our intimacy, just our intercourse. She said my wife told her that she loves me enough that she wants me not to have unmet urges that could have me going outside our marriage into the arms of a stranger and thus thought her sister was a good and safe substitute. Two people who wouldn’t want to hurt her, my wife, and her daughter. I was thinking, okay. I know all this and I was pleased that my MIL understood and gave her blessing. She then said that she, my MIL, understood because she has needs as well. Okay. That since her husband’s death years ago, that she has dated with out success and has found other ways to satisfy her natural wants but finds it lacking in so many ways. As she surprisingly put it, “You can’t wrap your arms around a vibrator.” Asking, “Do you understand.”
I just sat there. She then asked me if I would feel comfortable with such an arrangement with her as well. I’m not going to lie, I was in shock. I said, “Everyone involved is aware?” She said, Yes … in fact it was my wife who thought it a perfect fit.” It would seem my wife was pimping me out! My MIL is an attractive 68 year old who could lose a few pounds but sex? She got up and said to give her a minute. Ten minutes later she walked into the livingroom wearing an elegant red long gown with her ample breasts held by the lace top and lots of cleavage. She smiled a sexy smile and said, “Will you join me?” Holding out her hand I took it and we went into the guest room. She was a delight, with a hunger to be made love to that was incredible. I won’t go into detail except to say at one point she mounted my face as I laid on my back. The sunshine coming through the window. To see her large D cup breasts shaking with my sucking and licking her vulva to orgasm was incredibly special. We certainly don’t have sex as often as with my sister-in-law but once twice a month is a great balance for her. So far all is well and my wife and I have never been closer. All in the family works.

Sex With First Black Man

I was married 20 years have two kids 10,7 ,was happy my husband was a good provider loves our kids and me .Ii worked for the High School was a English teacher. I was asked if i could help out with our Football team selling tickets foods security having kids parents behave . I worked all season long and the last game ended we all met up at a local bar . I sat with my friends having a drink when the Football coach stopped over to our table sat down looked at me and said you are so very attractive Grace. I have long black hair shoulder length light skin tone thin 135 pounds plump ass 36c breasts big nipples . I said thank you made me feel good that another man found me attractive the coach was a well built older black man 60ish . He odered the table more drinks but my friends had to leave .The drinks came and coach said well two drinks for you and me now drink up .I drank my drinks kinda fast and now feeling tiosy since I don't drink much and coach moved over next to me put his hand on my leg looking into my eyes said let's go back to my house and get to know each other better. I was shocked but i said sure .we left he drove we got to his house he said sit on the couch make your self at home i am getting us a couple of drinks .He came over had some big glasses of beer i drank mine and now my head is spinning we talked about work then he pulled me close and kissed me .I pulled away said i am married. He said i know i see that big rock on your hand he laughs and pulling me close again and he reaches up under my shirt and bra squeezing my nipple and it gets rock hard . He lifts off my shirt and rips off my bra and he starts to suck on my breast as he is playing with my other breast . I say stop please he says shhh baby you know you want it . As he unbuttoning my pants and pulls them off and takes off my panties. He gets undressed i see the biggest cock ever 12 inches long thick i cant take my eyes off how huge he is . He strokes his cock spreads my legs as he enters me i say not on birth control need a condom he says no condoms here baby gonna get seeded . As he thrusts into me he fucks me hard and wildly giving me huge cums .I feel his cock swell and he shoots what seemed like a gallon of cum into me . I got pregnant

Full Of Him

I’ve been common law with Steve now for 3 years. We call ourselves married. It’s all good but his father Bill, is an ultra alpha male. Big, masculine, man, he’s 6’6” 280 lbs and you don’t dare fuck with him. No one does. Steve, who is much smaller, is intimidated by him as most are if you get on his bad side. Our home was going thru renovations and his parents let us stay with them for 6 weeks while work was being done. I guess after a few weeks I was getting pretty comfortable, maybe too comfortable, walking into the kitchen in the mornings in a flannel nightie. I wouldn’t say it’s sexy by any means but that’s all in the eye of the beholder. Steve was off to work the first time it happened. I walked into the kitchen as did Bill to fetch a cup of Java. We said our good mornings and with a cup in one hand and the pot in the other, Bill came up from behind and he lifted up my nightie exposing my naked ass. I just froze. Nice is what he said. Then he said turn around which I did. With that he lifted my nightie up and off me. I just stood there nude with this giant of a man looking at me. He then handed me back my nightie. I was stunned, didn’t dare tell Steve or his mom. What kept working on my mind was how I did nothing. That I let happen what happened. Even more confusing was how I was now thinking about him and being dominated and I’m not the type to be dominated. Several mornings passed by with no incident. One Sunday Bill was in the garage working on one of his Harley’s. It was a hot day and I was wearing shorts and a shirt. Bill had not made any kind of pass towards me since that morning. If that was a pass. I don’t know why but I went into the house and removed my panties and bra, slipped into the tightest spandex leggings, pink, and a tight pink t-shirt. I came back down and walked into the garage and chatted. He really isn’t one for chatting. He hardly seemed interested in my presence at all. I did note a bottle of tequila sitting on the bench. I asked if I could have a sip. He handed me the bottle with me asking if he had a glass. “Drink from the bottle” is all he said, so I took a swig. After some talk, he picked up a remote and closed the garage door. He said, take your top off. I was like, what? He said nothing, just stared at me and I felt totally intimidated and then did what he demanded. “Your bottoms” was said. And I did that too. He put his dirty oily hands all over my body, his fingers exploring my pussy. It felt great and I can’t explain the excitement that came over me. He bent me over one of his bikes, my elbows resting on the seat, and spreading my ass cheeks he put his cock in my pussy and pounded me until he came. He had no regard for me being pleasured at all. He came pulled out zipped up and continued with what he had been doing. I never felt more used, more uncomfortable, rediculious, and yet somehow loving it. Very confusing. I got dressed and walked out of there feeling a fool, angry but not. I know it doesn’t make sense. I never felt so confused. I avoided him at all cost. We had about a week to go before our home would be finished. Anytime he and I were in a room alone or with others, I could not look him in the eyes. His wife left for a Costco shop and Steve went to play tennis. Bill wasn’t around so I had the house and yard to myself. I was sunbathing in a string bikini in the backyard. About an hour in I could hear Bill’s diesel pulling into the drive. I quickly picked up everything and ran back into the house heading for our room. Bill stood there in the hallway. I said hello and kept moving to my room shutting the door behind me, which he reopened very quickly with he standing there. I held that blanket tight, which he removed from my hands with no fight on my part. He just looked at me in my string bikini told me to lay down on my bed, took his clothing off and then told me to play with my pussy. I removed my bottoms and did as he said. He then came over me and sank his substantial self into me. I felt so tiny with him on top of me. So totally out of control. As this hulk of a man was fucking me, I was kissing his neck, biting his chest begging him not to stop which he didn’t. He kept fucking me until I came and two minutes later he did as well. Once he came he got up picked up his clothing and walked into his room. No kissing, no foreplay but at least he brought me to orgasm. I just laid there with his cum drooling out of me. That was a month ago. Nothing has happened since and probably won’t. I feel worthless. And maybe I should. We are of course back in our home, Steve and his mom none the wiser. I hope it stays that way. I still can’t get him off of my mind.

Finally Got To Watch

It was our anniversary last month and me and my wife went to Vegas to celebrate. I have always had a fantasy to watch my wife get fucked by a big young cock and it finally happened that weekend.
After some gambling , dinner and drinks we headed up to our room for some naked fun. She did not know about my fantasy but since what happens in Vegas stays in Vegas i thought i would give it a shot. After we got done fucking i figured i would order some room service. My wife jumped in the shower and was still finishing up when the room service guy showed up. He was in his early 20's and a nice looking kid. We were just shooting the shit and then i asked him if he had ever fucked one of the guest wife's. He said no with a smile, so i asked him if he wanted to. My wife was till in the bathroom at this time so i told him to get naked and get on the bed, which he did. I could tell he was a little nervous and he was not the only one. I was not sure how my wife would react when she came out of the bathroom. I knocked on the door and told her i ordered her something special. She came out of the bathroom naked and said what, then realizing and seeing this young guy on the bed naked. At first she panicked covered up and shot back into the bathroom. She said what the hell is going on, so i told her to come out. She did and said what is happening? I did notice she kept looking at this guy on the bed, especially his cock which was now growing. I said I got him for you, do you want him? She looked at me puzzled and I said yes it was ok with me and that i have always wanted to see her with another man and since we were in Vegas lets go for it. She asked me if i was sure and i said yes.
She started walking to the bed and dropped the towel she was wearing. She smiled at the young man and said don't say anything as she knelt on the edge of the bed and took his cock in her hand. She started to stroke it and he got hard almost instantly. Before i knew it she was sucking his cock. I could only see her ass and pussy as i was standing behind her. I could feel myself getting hard so i took my shorts off and moved to the chair by the side of the bed so i could get a better view. I was completely hard by this time and could not believe my eyes as i saw my wife with his big hard cock in her mouth. I sat down in the chair and started stoking my cock. She sucked him for a bit and then she switched places with him and opened her legs and he proceeded to eat her out like he had never eaten pussy before.
After a bit my wife turned over and got on her hands and knees in front of him as she looked at me. The look on her face when he slide his hard big cock in her ,i will neve forget. He was slowly fucking her until she told him to fuck her hard and as he picked up the pace i could not take it anymore and blow the biggest wad i have ever shot. My wife was still looking at me as i did and just smiled. It did not take him long and he shot his load in my wife.
They both fell back on the bed and nothing was said as he got up put and put his clothes on and left. My wife looked at me and smiled and i said that was great and she said yes it was.
We are planning on going back to Vegas next year for our anniversary.

Fucking The Neighbours Daughters First Night They Moved In.

It was a hot summers day and a family were moving in to the house across the road. I walked over and introduced myself to them. It was a family of 6 which included 3 girls and two boys. The girls were hot not only in looks but also from the heat. I was so turned on that when I got back home I wanked my self until I blew a load. Some time later their was a knock at my front door. It was the 2 girls standing there in very brief swimwear not covering much. Their tits were truly on show. They asked if they could use my pool while they waited for the next truck. As my hardon grew it was obvious they had noticed. They got into the pool and I went and got drinks. When I put the drinks on the table beside the pool the girls removed their tops. Their tits were a great show with huge pointy nipples. We all removed the rest of our gear. The older daughter was quick to grab my cock and shove it in her mouth. The other girls started sharing performing oral sex on each others shaved pussy. I was getting that turned on that I was getting ready to blow. They let me calm down. a bit. I was laying on my back beside the pool when one of them climbed onto my pole and suddenly went down on me. As she slid up and down my pole began to have the urge to unload. Suddenly I unloaded inside her pussy. What a relief it was. That night we had a great time simply fucking till we we were exhausted. We now get together at least once per week for a fuck session. Just as well I live by myself. It turned out the house was for the girls to rent. So they have given me a backdoor key. I can now go there anytime I like and sleep with any of them. I just surprise them and slide my cock into anyone of them and stay fucking until Im finished. One night I got a surprise because their mother stayed while the daughter was a way, It was a great surprise for us both. Their mother was a great fuck. I went home later after fucking the other daughters.

Sudden Triathlete Lover

I’m an amateur triathlete and about a year ago I started following a well-known pro on Instagram because he’s always got good tips - and he’s also hot.

To my surprise he followed me back, and he was soon sliding into my DMs. My IG feed shows pretty clearly that I am married with a child, but “Simon” was unfazed. We flirted heavily and he was always liking my pics and stories.

Anyways a month ago Simon told me he was coming to my city to compete in the triathlon this past weekend. I was competing in the amateur leg on Saturday and he was in the pro event on Sunday. I met him for coffee on Friday and the real-world attraction between us was insane.

On Saturday, he was in the finish area when I was done the race, and he gave me a pass for the after-event party on Sunday - even though my husband was standing 90 feet away.

So yesterday (Sunday) I told him that I was invited by the organizing committee and went to the big race. Simon won the race by almost a full minute ahead of the closest competitor.

At the afterparty we had a few drinks and flirted more. He introduced me to a lot of other triathletes and organizers, which was really cool. I knew he was going to invite me back to his Airbnb with him, and while I was a little hesitant, I went.

My hesitancy disappeared when we arrived. We tore each others clothes off and he had the biggest cock I have ever seen. I couldn’t believe his endurance, he had just dominated a 140-mile distance event and he was still hard and horny. My legs were still sore from my race the day before, but he somehow made me forget it with almost an hour of pounding my wet pussy as I came over and over again. He came so hard it was like a fire hose, and I absentmindedly rubbed his hot essence all over my body.

He said he is going to stick around town for a few more days, so I am going to see him again tomorrow. He’s also encouraging me to travel to another race in Colorado he’s competing in, but I don’t know how I can pull that off without my husband getting suspicious.

Neighbors

My parents neighbors next door are close with them. The husband has always seems to dislike me. It was probably my fault as he caught me a few times checking his wife out. His Wife we will call her Mrs Nelson is a 45 year old mother of 2. Dirty blond hair who works part time. She prances around in some really tight jeans leggings or super loose running shorts that if she bends over or sits just right I’m getting a good look at her little patch of hair on her snatch. I flirt openly with h wet when we are alone. I have called her out when she accidentally flashes me. Most of the time we are outside or outback by the pool or she is talking to my mom in our back yard by the pool. I have actually grazed her ass cheeks a few times with her not stopping me and giving me a smile. Once by the pool my mom and her where laying out and my mom went in to get some wine and I sat and talked to Mrs Nelson and flat out asked her if she needed me spread her ass cheeks and lick her ass. She turned bright red and said I wouldn’t do that. She stood up and next to me was a lounge she bent her ass right in front of me to lay the lounge flat so she could lay on it. I took it as she wanted to test me and see if I would do it. She had on a bikini so I pulled her bottom to the side and got a look at her beautiful pussy and ass. I didn’t have much time so I buried my tongue between her fatty pussy lips and tongue fucked her ass. I stuck my tongue as deep as I could in her pussy and she made these noises. I stopped and pulled my head out and told her to go inside and use the bathroom when my mom came back out. I had her juices all over my face. About 15 minutes later I heard the back door open and she came over to the living room where we could see outside. Didn’t have time for much I bent her over the couch and proceeded to finish what I started. Her pussy tasted good I kept telling her how beautiful and how great she tasted. Before she could say anything I was balls deep. Lots of kissing lots of moaning. It didn’t take long and I felt her moaning get louder she wiggled her ass a bit and started to cum. That did it for me and I shot my load inside her. She cleaned my cock clean and went back outside. When she left she came to my room to tell em she was leaving and I flung her on my bed and went down on her again. She had me come over sine she would be alone for a few more hours. I went over and she did put on a show for me with her toys. She says that I let her kinky side come out. I didn’t care what she did I got that ass and went balls deep. It took a little time and lots of lube but I got that ass and now I have her telling me and texting me how much she loves me. I say it back because I want her to keep doing what I want. So far it’s working and I love when i see her husband and I wave. He has no clue that his perfect little wife is my personal fuck toy.

She's So Hot. I Couldn't Stop Myself.

I've recently started dating a single mother that's almost a cougar compared to my age. I was staying on a friend's couch, so when the offer to stay the night came up, I eagerly accepted. I was amazed that her Angel-girl (her daughter) as she called her, was actually 19 and absolutely hot. She was super friendly as well, giving a full embrace of a hug when her mother introduced us. Her body was incredibly nice, her firm little titties pushed hard into my chest when she greeted me. She was in a short skirt, with a little top, and no bra. She clearly had her nipples pierced. It was very obvious. After the lovely hug, she turned her back towards me, moving towards the couch. I noticed the top of her tramp stamp tattoo above her cute tight bum. Trying no not be caught looking, I followed her. As she sat down, she barked at her mother, Coffee mother. Clearly not offering, nor asking, just straight up ordering. Her mother asked me if I wanted something, so I said, I would love a coffee as well. She went off to the kitchen and the daughter smiled at me. So you're my mother's new fuck? She was not as sweet as she looked. I wasn't expecting that, and was taken by surprise. Angel! Her mother yelled from the kitchen in an attempt to pull her up on her behaviour. Be nice Angel, he's staying the night.
Not if he doesn't fuck me first, he's not. Angel said back. This time her mother said, He's got a big cock and fucks hard, your little pussy wouldn't handle it. I was speechless. I actually didn't know what to say or do, not even where I should look. Angel stood up saying we'll see about that, as she grabbed my hand trying to pull me out of my seat with her. I looked at her mother in disbelief and confusion. Then she just shrugged her shoulders telling me, Go on. You might as well, otherwise she won't leave you alone. A5 this point I started frantically looking for the cameras, a camera crew, anything to confirm this was a prank YouTube channel or something, but Angel let go of my hand, once she noticed me following her. She then popped her top over her head already pulling her skirt and underwear off together in one motion. She was already completely naked and we were still walking through the loungeroom. Now I had a good idea this was actually happening and I got so tuned on at the sight of her totally naked body. Glancing back at her mother for reassurance, she smiled and waved. Angel said, get your clothes off! Your not funking me while you're fully dressed. She hopped on her bed, and I went to close the door behind me. LEAVE IT OPEN! Her mother yelled from the lounge.
I thought, might as well. As I took my clothes off.
Angel gasped when she saw my cock, yelling to her mother, YOU WEREN'T LYING. IT'S BIG!
No need to yell Angel, I am right here. Her mother replied standing right behind me.
So this was officially awkward and kinky, but I was very keen to fuck this young hottie immediately. I didn't hesitate, moving towards her daughter who was on her back, legs spread wide. I moved onto her kneeling between her legs steering my cock towards her wet, bald, tight teen pussy. I can take it she bragged, as my cock began to disappear inside her love tunnel.
With that, I decided to not be gentle, she was warned I would fuck her hard, so I full intended to drill the shit out of her. If I tried to fuck her slowly I would cum within a few strokes, so banging hard like a porn star was logical. I would last a little longer. So that's exactly what I did. I began fucking her as hard and as fast as I could. She was really copping it, I was trying to make her yell at me to stop, so I could finally cum, but she moaned and grunted, clearly not suffering, but loving the pounding my cock was giving her. I'm cumming! Mom, I'm coming on your boyfriends cock! This was too much and I said, so am I. As I actually couldn't stop myself any longer. I held her tightly as I pushed as deeply into that teen c**t I flooded her highly fertile vagina with baby making cum. I honestly don't think I have cum that much with another girl in one orgasm, ever.
The whole time, she's screaming and cumming pretty wildly herself. Eventually, it all subsides, and as I collapse on top of her, exhausted. There's a slow clap from behind me. Well done. You managed to take it. Her mother said while clapping away at her.
I realised that if I didn't pull my cock out of Angel within about ten seconds, I would be out the door within about two minutes. The mother didn't seem happy.
Of course I still needed a bed for the night so remaining collapsed with my half limp dick still inside Angel, was no longer a thing. After open mouth tongue kissing her a moment earlier earlier, I kissed her cheek as I hopped up saying, Goodnight Angel. I then watched my cum poor out of her for a moment as I slowly, reluctantly got up off her.
I felt like pinching myself. Did that really just happen?


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Getting Caught Giving Head

I’ve always been very generous with every boyfriend that I’ve had when it came to sex. I love giving head so I’d give it to them no questions asked anytime they wanted it.


So my first boyfriend was on the baseball team in school. He was in great shape and a really handsome guy. Even more handsome naked!

We both were virgins when we started dating. But one night feeling super generous and horny I gave my first bj. His shaved dick in my mouth had my pussy so wet. I swallowed my first time and realized Al, I heard about cum wasn’t that bad

A year into dating my pussy was still a virgin but my mouth definitely wasn’t. I was giving him a bj almost everyday. Lucky guy never had to masturbate. I typically strip to my bra and thong when giving him head if I was able too but we had lots of car head so wasn’t always able too

One afternoon my boyfriend came over after my family had gotten back from church. My parents were supposed to go somewhere so I told him to wait till they leave before I suck him

So when I saw my dad’s truck leave I figured my mom was with him. My boyfriend was standing. I pulled off his khakis and his briefs and had him sit on a beanbag in my room. I take dress off and I’m just in my black bra and pink lace thong.

My ass is facing my door when it opened. My mom had a direct view of my thong in my butt and my head going up and down on my semi naked boyfriend. I looked back and thought she had left but she didn’t. She closed the door really quick.

My boyfriend was very embarrassed since we had been caught and his dick had been seen. He got dressed and went home.

So I put some clothes on and had to do the walk of shame to go find my mom and talk to her about it. Surprisingly she didn’t have much to say. Just asked how long I had been sexually active and if we used condoms. But I told her I had only done oral so far.