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:

She Asked Me

I had been complaining about my lower back being tight, so my best friend Maddie recommends I go to see her massage therapist. I have never been for a massage and I thought it was probably a good reason for one.

I call Amanda and she can get me into her studio around 8:00 tomorrow night. She doesn’t stay that late, but she would for a friend of my friend.

This is all new to me, so bear with me on the details. The room is warm, the lights are low, Enya is playing on her phone and there is a little fan on the countertop. The massage table is there. The oils are there. Amanda is there. I am there. Amanda says I will step outside so you can fully undress, lay on the table face down and cover myself with the sheet.

The table is soft, yet firm, and warm. The warmth melts my body into the table. Amanda comes back in and reminds me we will loosen up my back and give the rest of my body a good massage.

First my back, then my shoulders, then my neck then my back, then the backs of my legs. Amanda hands go from my toes to literally the opening of my pussy. She does not touch it but no woman has ever been this close either. As a side note, my feet loved the massage. I find that the sheet covering my body is covering less and less as the minutes go by.

Time to flip over. Amanda holds up the towel so I can flip. She covers my naked body and all I can think is what the fuck happens now? She starts with my head and neck, then to my upper chest. Amanda gets to my boobs and says is this okay? I say yes and she starts to rub my boobs and gently massages my nipples. They are rock hard now and my pussy, which is already awake from the earlier ‘invasion of space’, is now fully awake. She continues down my front, my abdomen, my hips, my legs and my feet. Her fingers just barely missing my pussy which involuntarily twitched with each close call. Then she does long foot to abdomen massages and each time she says is this okay? I say yes, but I realize I have to clear my throat to answer. She says are you okay and I answer yes. It is then that I realized I had separated my feet to the edge of the bed, opening my thighs to these long massages. I could feel the heat. Amanda again says is this okay as she just barely breaches my pussy lip. I smile and say yes.

Each long massage began to find my pussy. I am now fully exposed. Then one breached the folds of my clit and sent a lightning bolt to the center of my pussy. She continued her focus on my pussy and clit. Is this okay she asks? I answered yes!!! Her fingers are hitting the perfect spots. Sometimes my clit, sometimes inside my pussy. She brought me up and then backed me off, always asking if I was okay. Then it happened…I started to cum. Amanda stood next to me, one hand in my pussy and one on my nipple. That is when she says ‘yes Nina, cum for me. Let it all go. Relax and let it all release.’ At this point, her fingers are defiling my ‘man only’ pussy into a state of bliss. I am soaked and I am continually on edge to cum. My hips are moving up and down. My nipples are so hard that they hurt. My asshole feels my juices.

She opens my legs and lifts my knees. My pussy is open, exposed, horny. Again, is this okay? This time I answered ‘fuck yes!’ She enters my pussy with two and then three fingers and tells me to relax and let it happen. I am no longer breathing. And then it happens again….I am cumming, but I am squirting. I am literally squirting all over her hand and the table.

Fifteen minutes later, the session is done. She says get dressed at your pace and meet me outside. I am torn but happy. We say our goodbyes and she says come to visit me anytime.

I sit in my car for a minute and think, what just happened? I texted Maddie with one word ‘really?’ Her response, ‘yes, really!’

Breastfeeding Vid

I was sleeping with a married woman last year who I ended up getting pregnant. I honestly expected her to abort it but she told me as I looked similar enough to her husband she would keep it and tell him it was his. She made sure to still meet to blow me often throughout her pregnancy, including only about 3 days before actually giving birth. Anyway, this week she sent me a video out of the blue of her breastfeeding "her husband's" baby, sucking on the same lovely large tits I remember bouncing around as I made that baby in her last year. Hottest thing I've ever seen.

Nude Beach

I do not know where to even start with this but here goes.

My husband and I have been swingers for a few years now. Until last week, I had thought my days of ‘something new’ had past us. To be clear, we have fantastic fun and the sex we explore and do is fantastic. However, last week we went to a nude beach. Oh my word!!!!

I am a very open person. Nudity is completely fine for me. But, going to a nude beach and stripping naked, in public, out in the open, lit a fire in my pussy that to this day still burns. Having EVERYONE see my pussy, see my ass and see my hard nipples pointing out of my boobs made me so horny. My husband knew this and decided to have fun prancing me to and from the ocean and our towels. Every step made my pussy edge. Every step made me feel desired. Every step made me desire the men staring at me.

Then, out of nowhere my husband says go make friends….call it a hall pass for an entire day of indiscretion. As I walked around by myself, I could feel the men moving in on me. First one, then two, then three. My level of desire was uncontrollable. I wanted all of these men to ravage me. I asked someone for a towel of which I got on my knees and submitted fully to anyone that wanted me. That day, seven men plus my husband, used me for their pleasure.

As we got back to the showers in the field house, my body, covered with cum, needed a good washing. I spent 15 minutes in there and took my own liberties on myself. I was in heat and I needed more. My husband has fucked me every morning and night since that day and the burning desire just won’t relent.

Husband Dick

I’m currently 4 months pregnant and it seems like I’m always wondering about my husband’s dick. Like I’m obsessed about it.

My husband who’s always had natural pubes is bald in his underwear for the first time ever because pregnant me sucks his dick almost daily and I got tired of the hairy oddly. It’s never bothered me before. But for whatever reason two weeks ago I told him he needs to shave.

Surprisingly he just said okay. He took a shower that night and when he came out of the bathroom to go to bed he was pubic hair free! Pretty hot if you as me. My husband is 36. His dick looks so much bigger and sexier shaved!

Between me sucking him daily and me needing fucked daily I’m sure he’s gonna get worn out one of these days.

Swamp Guy Fucked My Wife

My wife and I went to New Orleans back in May for a week to get away from the kids. My wife has never been and she really enjoyed herself. We had sex every night and it was an all around great time.

Before the trip I had confessed to her that I wanted to watch her with another man. She had known of my fantasy for awhile now but never thought I’d want to go through with it. She said maybe but needed some time to think about it. We were originally going to try an erotic massages in the hotel room but she backed out and said maybe our next trip once we got down there.

So anyway our last day there I booked a swamp tour about 30 mins outside of New Orleans. We did an evening tour and we ended up being the only ones on the tour. We are both mid 30s and our tour guide was a mid 20s swamp guy born and raised in Louisiana. He was a funny guy who def was flirting with my wife. He cussed a lot and told a lot of dirty jokes as we did the tour. He was probably averageish in looks but def worked a lot outside so was very tan and pretty muscular.

The tour was 90 mins and towards the end we stopped in a quiet area and he said he was hot and needed to take a quick dip. He jokingly asked if we wanted to and we both said hell no as allaigators were in the water. He said he swam with them since he was a kid all the time and stripped down totally nude to go for a dip. I know he was doing this to see my wife’s reaction and my wife being a little drunk as you could take alcohol on the tour did did laugh and say wow cause he was pretty well hung. He swam around for a few mins and then the last like 20 mins he drove the air boat around while he was butt naked. It was def pretty crazy but he was entertaining and funny.

At the end he stopped in a remote part of the swamp and said this was a good spot for pics and had us stand in front of the boat and take some pics of us to remember the tour. He then asked if we wanted to remember our naked tour guide and then took my spot and had me take pics of him with my wife. The first pic he had his arm around her and then he told her to grab his dick for the next pic. Kinda testing the waters.

She giggled and looked at me and I just nodded. She reached down and then started to stroke him hard. It didn’t take a long and he was really big erect. He said 8.5 inches and I believed him. I took a few more pics while she laughed and wasn’t sure how far she’d go since she knew of my fantasy.

I could tell she was turned on by his body and dick however he took control after she started to stroke him. She was wearing a bikini top and some tight booty shorts. He removed her top and started to suck on her tits as she stroked him. She loves this and started to moan. I’m so hard at this point but continue to take a few pics while they went at it. He then looks around nervously I guess realizing what was going on and said we have to be back at the dock in like 10 mins so this has to be quick.

He leads my wife over to one of the seats on the airboat. He is totally naked and rock hard and bends her over with her ass facing him. She is topless just wearing her little booty shorts. He runs his hands over her ass and groans with pleasure before pulling down her shorts and underwear quickly and then getting on his knees and basically feasts on her pussy while she is bent over. I have never eaten her out in that position. She loves it and looks at me with pure lust as he eats her. He then stands up and rubs his cock up and down against her pussy lips before slowly penetrating her. I had a great view of her face and took a few more pics of her cumming as he got balls deep in her. He then fucked her like it was his job. Maybe for 3-5 minutes but it was super hard and fast. She told me it was the hardest fuck of her life by far and she was sore for like a week after. No one talked. She was grunting and he was laser focused on her bouncing ass as he pounded her.

I took out my cock and stroked it and she smiled at me when she saw how turned on I was. At one point I did kind of take in the setting and thought how erotic it was to see my wife get fucked out in nature like that. You could hear the sounds of the swamp as dusk was approaching and then the really loud slapping of skin on skin as the guy pounded my wife like an animal from behind her grunts and moans with each thrust forward.

I could tell he was getting close after a few mins and he became a jackhammer. All she could do was hold on to the chair in front of her. He started to tense up and absolutely let loose deep in her pussy. I could tell he had no intention of pulling out and clenched his ass cheeks as he pumped her full of cum. When he pulled out cum started to drip down her legs and she giggled. I have her a tissue so she could clean up and he gave her ass a playful smack before putting on his shorts and heading back to the dock. We invited him to our room that night. Will share later ….

Sex Education By Mr Mullins

We got married we were both 18. We went to a justice of the peace to marry us. We were poor and moved into an older man's basement, Mr. Mullins. It had a couch, small TV, a toilet, a sink, and a bed.
We knew nothing about sex. I put it in and squirted in 30 seconds. We did not even know about oral sex. We were both virgins and told to save ourselves for marriage.
We moved in Friday, and Saturday morning, we woke up with Mr. Mullins sitting by our bed. My wife, Janet, was uncovered to her waist. We both were naked. We both were highly embarrassed, but Mr. Mullins had us pull off our covers. He asked us about our dating and sex experience. He told us what we were feeling was normal. Then he talked to us about having a truly happy marriage, and most marriages get divorced because they were never appropriately trained about sex and its importance. Janet admitted she's never had an orgasm. I did not know girls could have an orgasm.
He told us he was a marriage and sex counselor. He said if we allowed him to teach us he would do it for free. But the condition is we have to obey him. He said the eyes and brain or excellent sex tools. He asked if I would get jealous if Janet got fucked by another man. I said yes. He said that would cause a marriage to fail. He will train us not to get jealous. Your first lesson will start now. He had me hold Janet's legs open. He ran his hands all over Janet's body, then told Janet to notice I had an erection. He told us this was good. This means by nature, I am a beta male. He moved his hand to Janet's pussy. He asked me if I wanted him to stop. I said, "No."
He gave Janet her first colossal orgasm. Janet and I were both amazed.
Mr. Mullins had us sit beside each side of him. We were both naked. He showed us his picture book. It was full of couples having sex. In most of the pictures, Mr. Mullins was fucking the wives. The husband was watching or even sucking Mr. Mullins.
My first lesson was me undressing Mr. Mullins and asking Janet to suck him off. This was amazing to watch.
After this, Janet was told to stay naked or wear fuck me clothes at home. I was told to keep my clothes on. Mr. Mullins started fucking Janet and taught me to watch and clean up her pussy, then both of them. He had Nancy put a cage on me, and she decided when and how I got to cum.
Janet called Mr. Mullins "Daddy," and I called him "Sir or Mr. Mullins."
We had no idea we were being groomed.
I looked forward to Janet and Mr. Mullins fucking. Janet sometimes would let me jerk off and thank Mr. Mullins for teaching us.
Janet moved upstairs, and I stayed in the basement. Janet would let me fuck her sometimes, but only after Mr. Mullins had already filled her up. He told me I was reclaiming her. I found this to be fun. He shared Janet a few times.
The three of us got along great. We watched Mr. Mullins train other couples.
He had us be part of training other couples. I was fucking the wives, and the husbands were sucking me off.
I rarely was allowed to fuck Janet.
He taught me how to be how to train the couples.
But I really enjoyed being a submissive.
He really loved us, and we loved him. We were a family, and He gave us two children.
When he passed, he left everything to us.

I Asked For It

After probably two years of swinging and harassing my husband to set one up, I finally got gang banged. Six men plus me. The rules were as follows: all verified clean men, no kids, no blood and no scat.

May 19th 2023: I wake up for work and my husband says we have plans for this evening. Please plan on wearing your yellow sundress and very little else. I respond with what are we doing? He says, we are going to dinner. He was direct and vague, but he was running late for work, so whatever.

As we are waiting for our table. Grabbing a drink at the bar, this group of men approach us and they all say hello to my husband. My husband says hello back and introduces me to each of the seven guys. They are from a company that leases the other half of the building my husbands company leases. After 20 minutes of waiting for the table, my husband excuses himself to hit the bathroom. He returns, pulls me close and whispers in my ear, honey, these men are here to gang bang you tonight. I have a room in the hotel across the street waiting for us. It is time to go.

Okay everyone, time to head across the street!!! The other guys all smile at me and start walking out of the restaurant. I am speechless, dumbfounded and amazed. My husband is good, but this is beyond good!!! How the fuck did he do this without me knowing anything?

As we walk into the room, six naked, hung and very ready men are waiting for us….well I guess me. My husband kissed me, took my bag and said enjoy. Two guys came over, said hello again and removed my sundress leaving me naked and ready.

I was lead to the living room part of the suite where I was address by all of them with a hello and a smile. At this point I am horny as fuck and soaked. They circle me and one gently helps me to my knees. Cock after cock fills my horny mouth. My pussy, already on fire on a normal day, is burning hotter than ever before. I asked for this and I cannot back out now!

I am led to the bed, put on all fours and the first guy buries his cock in my needy pussy. My head sinks as I realize I am in trouble. He begins to fuck me really good, while another guy positions himself for a blowjob. This position was the go to for much of the night until my husband says okay, I have a request: Beth, I want you to sit on the bed and masturbate for us. This was a different level of naughty, but it did not break any rules, so I did it. As I am finger fucking my sopping wet pussy, my husband hands me my favorite toy - my 8.5” black rubber dong dildo. He knows what this does to me and what I use it for and I did not disappoint. I hammered my pussy into oblivion with this toy until I squirted all over the bed. I tossed it aside and said out loud, make me airtight. And they did.

The evening finished a few hours later. I was used to the brink of left for dead and fell to sleep hard and fast. My husband and I spent the entire night there and went home in the morning.

I still cannot believe his actually pulled this off!

Hot Tub Cum

My husband and I are in the hot tub one night. We are literally unwinding from a very stressful month, which included a new job for me, a lot of work for our plumbing company, a new granddaughter. Yeah, lots going on.

I feel his hand rest on my thigh….then higher…..then my lower stomach. Instinctively, I spread my legs open as wide as I could and laid my head back. Without hesitation, we goes for my hairless pussy. He immediately finds my always exposed clit and works her slow then more rapidly. I am one big nerve….fuck. After a few minutes of being on the edge, in some guttural voice I say Jeff, fucking finish me already. His fingers pinned my clit to the bone behind it with his knuckles and sent me sinfully over the edge. I came like never before. But he never stopped. He just kept on pummeling my clit, relentless knuckle stimulation….another hard cum. He is working on the third cum and he says he has something to ask me. Gutturally, I say anything…just do not stop. Anything???? Yes!!!!! Anything you bastard!!!!

I want to watch Chris fuck you!

What? Fuck…. Fuck….fuck….the bastard finally slowed down so I could talk. Chris is a very large black client of ours and he is always flirting with me. I asked why? My husband said he is always asking me to sleep with you and I think it would be hot. He gives me no time to answer and blasts his knuckles into my clit. Fuckkkkk….no up and down and no left to right….just rotating hard pressure. I could feel my pussy creaming like never before. Jeff, do not tease me. Please finish me. I will do anything. I need to cum. Anything???? Yes, anything!!! I am right there now and I start to cum. He says say it….say I will let Chris fuck me!!!! This was the hardest and longest cum I have ever had! Out of my mouth comes I want Chris to fuck me! It stopped seemingly five minutes later. My head was a blur, my body was tingly. My pussy was creamy. My head is laid back.

Jeff says…anything? Yes, anything! I just want that pleasure again soon. Even Chris? Yes, I want Chris to fuck me. Set it up.

Later that night, it occurred to me that I used the word WANT. Did I want Chris to fuck me or just allow him to fuck me? This one word distracted me all day, to the extent that I felt bad about it. After dinner, I mentioned it to Jeff. His response was true to who he is (just the facts he always says) - do you want Chris to fuck you? My response was yes, I would thoroughly enjoy Chris fucking me.

The Best Banging I Ever Received Part1

A few days ago I confessed about my first DP. Now, I want to confess about my best DP. To recap, My husband and I married right out of high school. I was 5'4', 120, blonde hair, green eyes, 36C, nicely curved, and always up for sex (still am). My husband Rick joined the military and and we have a great relation and an opportunity presented itself to me when I was 24 and made a comment to Rick and his 2 friends, who were watching porn, that led to my first DP, Airtight scenario which I described in the first story. After that first encounter, we had an MFM threesome once or twice a year over the next few years. All were great fun but the best was yet to come. When I was 27, my husband was stationed at Fort Belvoir, VA. I became friends with Lucy, a neighbor across the street, that was Filipino and married to a soldier as well. One summer day I walked across the street to visit Lucy and noticed a jacked up red mid sized Toyota pickup truck in front of her house. I heard voices and walked around back to find Lucy, her husband, and this really cute guy that Lucy introduced as her husbands brother, Bruce. Bruce lived a couple hours away and had stopped by to visit his brother for the weekend. Bruce was about 25, 6' tall, blonde hair, a wisp of a goatie, muscular, and had a great smile. He looked like a countryboy surfer. he was only wearing sandals and swim trunks and when he smiled at me, he eyes took their time checking me out. I felt my nipples stiffen. and thats where his gaze became fixed. I returned the gaze in similar fashion, making sure he saw me staring at his crotch, and thought my gosh what a hunk. His only drawback, which took me by surprise, was that he had kind of a pip squeak voice, which i didn't expect. I stayed about 30 minutes and when their food was done, i said my goodbyes, told Bruce it was nice meeting him, hoped to see him again, and I went on back to my house. It really didn't occur to me at the time of having a possible threesome. Over the next few months, Bruce stopped by a couple of different weekends, and when I would see his truck there, I would casually walk over and say hi. I always made sure to give him a sultry look and by the 3rd encounter, it was obvious that I was someone he desired to fuck. The following Monday night, after he left, me and Rick were having sex and I began telling him about Bruce and how I wanted Rick and Bruce to fuck the shit out of me. This excited Rick and he exploded in me like he rarely did, unless he was super hyped. I couldn't stop thinking about it and a few days later I approached Lucy and asked when her brother in-law was coming back again. She said she wasn't sure, that he always just called a day or two in advance to see if we had plans for the weekend. I then confided in her that me and Rick and had a few threesomes, that I found Bruce very attractive, and that Rick had given me the OK to invite Bruce over for a MFM threesome. I told her there was no gay stuff, and that it was all about pleasing me. Although Lucy was surprised, she told me she would call Bruce, tell him of my proposition, and see if he was interested. The next day, Lucy told me that she had spoken to Bruce the night before. He was interested, and would come down the following Saturday evening, about 8 days away. More than a week I had thinking about all the things they would do to me. Rick would fuel the passion at night, fucking me and telling me they were going to nail me good. Rick had never met Bruce, but knowing I wanted it was good enough for him. When Saturday finally arrived, I spent most of the day trying different make-up, hairstyles, deciding what to wear, taking several showers, etc... My mind was racing with anticipation and naughty thoughts. I swear my nipples stayed hard all day and I was so moist that I was worried about having to use lubrication and put some warming KY by the bed just in case. I opted to wear a red lace cami night dress that was low in the front, exposing my breasts, and hung low to my knees, that opened in the front, eliminating a need for panties. it looked quite elegant, yet was inexpensive, comfortable, and allowed for easy access. Bruce was supposed to arrive about 6:30. Me and Rick sat on the couch. He drank a few beers and I had a couple glasses of wine while we went over what was allowed, what's not allowed, and code words to stop. As 6:30 approached, I could feel the anticipation and excitement growing. I wasn't nervous, but Rick was a little. I asked him why and he said because he hadn't met Bruce yet. I told him he was a cool dude, to relax, and everything would be fine. If he didn't get the same vibe we could back out any time. That calmed him down. 6:30 came and went. It had gotten dark outside and we began to think that Bruce had chickened out. About 8:15 his truck pulled up, outside our house, not Lucys. a minute later, the door bell rang.

TO BE CONTINUED

I Let My Wife Fuck A Stranger For Money

My wife (30) and I (37), are swingers. My wife has always had the fantasy of being a street hooker for a night and have sex with a complete stranger. I've never fashioned the idea because I know it's too dangerous. However, a few months ago we agreed on doing the role play where she would dress as a hooker and I pick her up and fuck her in my car.

This was a total hit, we really liked it. She would get walk in public dress like a whore and I would watch her and then fuck her. A few times, some cars would stop by before me and ask her how much, I would watch her get to the car and she politely tells them that she is expecting a "customer".

A couple of weeks ago we talked and I finally agreed to her having her fantasy come true. I was both turned on but also really worried. We ended up hiding an air tag in her underwear just to be extra cautious. The day finally came, she was wearing a bit of a sheer short dress with a tiny thong that you could easily see. I waited nearby, a few cars stopped by but she didn't like any of the guys, most seem sketchy.

Eventually, a guy in an Audi SUV stopped, she talked to him a bit and finally got on. My heart was beating like crazy. Soon after she got on, she called me from her cellphone and hide it in her purse as we agreed. They drove for a few minutes. She was rubbing his dick the whole time. I was following them not too far back. They parked and then he asked her to suck his dick. As she was doing that, the guy started asking her if she liked being a whore, to which she said yes, then he started telling her that he could tell she liked it.

He kept calling her a fucking whore, a bitch, screaming at her to suck that dick you fucking whore. I could not take it anymore, I had to masturbate right there, I was extremely turned on.
Once he came, he paid her 100 euro and told her that was among the top BJs he has ever had, he even gave her a card and told her to stay in touch. She got out of the car, I picked her up and I we fucked right there, we were both extremely turned on.

The problem now, is that she wants to go at it again, I want that too, but I'm afraid we will end up having a terrible experience sooner or later. We agreed to do it again but within a few weeks and in another city.

Has anyone done the same thing with their wives? or has any lady here have that fantasy?