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:

Swinging With Husband's Coworker And His Wife

My husband wanted to socialize with his fellow co-worker one Sunday just to kill the boring day. We went over and my husband introduced me to them. They served us drinks and we conversed quite a bit. Betty, the co-worker's wife fixed a snack for us. My husband and I enjoyed them that day. We began to go to them often on Sundays. My husband noted to me that Betty's breasts was eye catching. She bared cleavage now and then. He told me that Jon confessed to him that that my wide hips and thick thighs turned him on. " Really ? " I said and asked my husband does Betty's breasts size turn my husband on ? since I'm small up there.
One night after hubby and I had sex I told him I wouldn't mind doing a wife swap with Jon and Betty. Luck has it that when hubby and I went visited them we watched a porn film that Sunday afternoon. Betty had unbuttoned Jon's pants pulled out his dick. Jon exposed Betty's tits and was playing with her thick huge areola nipples. I decided to get into the act and started twisting Betty's nipple while my husband was fingering me. Before long we all was naked and went in the bedroom. My husband started tit fucking Betty and Jon was trying to screw my c**t from the rear. I decided to eat out Betty's very hairy snatch which I never tasted a woman slit before.
It became a regular thing for us to have sex in each other's home. Betty and I kissed hard and heavy while the guys watched and pulled on each other's cock until they shot out.

Not My Best Day

I went boating with some friends the other day. One thing led to another and my friend Katy had to cut the day short. So here I am, the only female on a boat with four other guys. I would be lying if I told you it wasn’t my plan to hook up with one of them today. Boats, sun, bikini’s and guys are a recipe for bad news! Lol.

As the day proceeds, the guys en outage me to flash them and or drop my top. After some pressure, off came my top and my 44c boobs were on display. Then came, can we touch them? FML, yes, you may touch them. I know what is coming…take off my bottom….and like clockwork, they asked. If I took off my bottom, they would certainly want to see and touch my pussy. I begrudgingly agreed. I was naked on a boat in the bay with four guys. My shaven pussy was not helping either…fucking bitch was horny as fuck.

I told them if they touch, they would have to take off their bottoms and they all agreed. In record time (horny boys) they had touched my pussy and taken their suits off. I then said, it is my turn to touch. They countered with if I touch, I would have to stroke them for 15 seconds. I agreed. In two minutes, I had stroked them all. Four hard cocks and one wet pussy….

One takes me down below into the small cabin and begins to eat my pussy. She is edged badly so she cums shortly after. It is only fair for me to make him cum, which I did and I swallowed his load. The other three followed to the same result. We spent the day nude, primarily floating around and just talking and playing when someone wanted it. Not my best day….I swallowed 10 loads that day. Total slut, but it was fun!

My Daughter’s Boyfriend

Let me be upfront as you know what I did from my confession title. I am not proud nor can I justify my behaviour though I do want to tell my story.
My daughter and her boyfriend have been together for five years since their late teens, and he has always treated her with respect. He has spent lots of time in my house and we too had a good relationship.
I divorced my daughters father about the time they got together and to a certain degree he restored my faith there were good men out there by the way he cared and loved her.
About six months ago she said to me she felt that having got together so young she felt she had missed out on dating other guys. I told her to be careful what she wished for because she already had one of the good ones.
However a couple of weeks later she told me she had broken up with him and thought he was upset he understood. I wasn’t convinced it was quite that amicable but she is my daughter, I love her and was supportive and as I expected she quickly started going out on dates with different guys.
Her now ex dropped around the house about four weeks later, to say hello he said but I guess really check how she was doing and if she had voiced to me any regrets. I had to tell h that she may have some but hadn’t said so to me.
He got quite emotional and I ended up giving him a hug, telling him he was a great guy and I thought she was mad to let him go. He leaned back, looked me straight in the eye and said do you truly mean that. I nodded as I felt his mood change and he very softly kissed my lips. For a second we just looked into each others eyes before he kissed me again and I found myself respond, opening my mouth and feeling the kiss deepen.
I could feel his quickly hardening erection and his hand moved from my back, around my hip and upwards to cup my breast beneath my top. If she doesn’t want me then I’m single to do whatever he whispered….. and right now I want you.
It was wrong, I knew it was but right then this sweet, attractive guy wanted me and it had been so long that I could feel my arousal as a living thing, my pussy on fire and my obviously hard nipples as his fingers rubbed them.
We kissed long and hard as he repeated himself and as I pulled back out of his arms I could see his disappointment and slight confusion. As well as my arousal my affection for him broke the final barrier and my hand moved to his belt. As I undid the buckle I told him the bed will be better.
The first time was fast, frantic and both of us came hard quickly, the second was slower more tender and he looked to my needs whilst complimenting my body and telling me how attractive I was. We didn’t mention my daughter once until later I kissed him goodbye and said he didn’t need to be a stranger.
We have spoken since but not repeated it. I think we both know it was a one time thing but I get even angrier thinking about how my daughter let this guy go

Unexpected Failure

Back in 2020 I started having sex with a friend. I had been friends with her since middle school and things were never sexual with us till 2020

She had just lost a bunch of weight and I made one joke about seeing her naked. Saying I bet she looks amazing. Next thing I know a few days later I’m on her bed in just my briefs as she’s stripping while we make out.

I’m feeling her body up and admiring her sexy body while she only has her panties on. My briefs come off and I’m hard already. She gets right to oral then I eventually get her laid on the bed and take her panties off to give her a good licking.

She hasn’t had sex in 4 years she tells me. I hasn’t had sex in 5 years I tell her. So we felt comfortable going bare. She was on birth control…

I had been cumming in her for about 5 months. We had sex 5 or 6 times a week. I’d stop at her place after work and we’d fuck. Covid was a thing so there was nothing else to do. My hairy cock in her hairy pussy. We didn’t see a reason to shave when we both were fine with hair and no one else was gonna see it

Towards the end of 2020 she stared feeling funny. After a trip to her doctor she found put her birth control failed. And I had been cumming in her. She was pregnant!

We were both in shock. No doubt about it. It was my child. She wasn’t having sex with anyone else. So we decided that I should move in. Pregnancy sex was amazing I’ll say that!

And here I am now. A dad to a girl and married to my friend from school who is pregnant with our second child

Ambien And Wine Turn Cold Wife Into Sex Machine

Sexless Marriage for 7 years then She read the Tiger woods Ambien sex stories Our Sex life has been beyond my wildest dreams. In 2010 I had been on Ambien for sometime still am today. My wife took one of mine and wine and Wow!! She never gave head or watched porn and all the sudden she’s a Professional. She even got her Doctor to prescribe her own Ambien and told him it was for sex only. Every Friday night when she comes home from work she takes her pill and drinks wine and wants to watch hardcore porn mainly interracial mmf or gangbangs and she’s asked me many times to invite others over I pick em out and I have invited guys over like she asked. Last Friday night I had 6 Hung Guys come over 4 BBC 2 BWC not the first time but first for 6. I took her first and put in in her mouth and the first guy entered her while she blew me and I came in her mouth then the others took her she blew them and they came on her face and tits while I filmed it all again. Then we were all hard again and did the same thing except we all spit roasted her and she swallowed us all. She’s 61, 5’4”, 110 lbs Brunette 36 c that are sagging and couldn’t be more Beautiful to me. I met 9 hung local BBC guys a few weeks ago on Reddit and they are coming over this Friday night and I can’t wait. Like always I show her the videos and she says that looks like me and I tell her because it is you and she’s dripping wet. I even had my doc give me blue meds for us guys so she will be busy from 6pm till 6am then we will sleep. Until next time tell you later. She knows all about everything so don’t get all offended.

Pool Fun

I am a 51 year old, widowed, mother of one daughter and three sons. We lost my husband a few years ago unfortunately. For context, I am 5’6” 175 lbs with a curvy ass and nicely proportioned 44D boobs. I have no trouble filling a bikini nicely. I, we have raised good kids, however, one son has two friends that have been trouble since my son was 16. I say trouble, but really, they are trouble for me. They are now all 22.

These two boys have always piqued my interest. I am not going to lie, their dads are trouble for me too! Tall, dark and handsome as they say.

Anyways, last week we were swimming in our pool until dark. It is an in the ground pool with lights so there is no problem swimming at night. This particular night, there were a handful of kids including these two trouble makers. As everyone started going home, I found myself in the pool with these two boys and one of my other sons. My son, who is friends with these boys, works nights doing IT, had already gone to work. Eventually, these two boys and me were all that was left.

Bad mom alert!!! These boys both flirt with me on a regular basis. They have to know they pique my interest so they keep doing it. At one point, one turns the pool lights off. It is dark and still and very quiet. I should have removed myself from the obviously bad situation but I didn’t. In fact, I allowed their verbal advances to cross over into physical advances. Touching my naked parts. Pretending to unclasp my top and pull the strings on my bottom. I tried to deny them but I couldn’t. My will power failed me. I found myself backed to the wall of the pool with both of them touching my body. They finally got my top off and one found the inside of my bottom and my completely shaven pussy. They quietly jeered me and taunted me and my sexual desire. I finally said we cannot do this here. I led them to the little changing room we have and I told them I would give them 10 minutes to do anything they wanted. Both immediately said they wanted head. So I sat on the bench and gave them both head. They both came in my mouth in minutes and I swallowed. These little boys never stood a chance once I started sucking. I stood up, made sure nobody was on the pool deck and we all made our way to the gate and they both left.

They have been to the house multiple times since. We know what happened and I am sure it will happen again. I just will deny it to the death if my son finds out.

Night At A Club

I've always had a fantasy and urge to share my wife with other men. But i was too hesitant to convey this to her directly. I used to indirectly say this to her during our sex. She is a sweet,calm and a confident women with a sexy body.

So last year, we went on a holiday trip to a famous destination. We wanted to try some new things. Normally, we challenge each other to try some kinky things. So, this time i came up with a challenge to take it to the next step.

We were planning to head to a club. So, i chose the dress for her. Mini skirt with a thong and a backless top with a v-neck showing her cleavage. I wanted her to be noticed by men in the club.

So, she is not a heavy drinker, but she's into dancing. I challenged her to drink more than me and dance with a stranger on the dance floor. She's a competitive women. To make things more interesting, i told we act like strangers in the club and sit at different places. I thought, men would approach her.

We headed to the club, we sat farther from each other, but still we had good view at each other. So, we started drinking and we were texting the count through phone. I know she'd get high very fast. Waiting for moment to happen. I knew she's sitting alone and looking hot, it won't take long.

Finally,a good looking man approached her and they talked something and he sat beside her. They were taking for good 5-10 mins and he's ordering the drinks. I can see she is really high. They got close to each other and his hand was around her neck and one hand on thigh. I was turned on looking at this. Waiting for things to get more hotter.

She quickly went onto the dance floor and starting dancing like crazy and her skirt was waving in the air, showing her ass and thong. I went onto to the dance floor as well and dancing close to her. Then, she went and pulled that guy to the dance floor.

She's dancing with him, they both really close. Her both hands were around his neck and his were on her ass. He made a move by squeezing her butts and they both kiss passionately. I was turned on by watching this.

He lifted her skirt and squeezing her butt and both are covering every inch on the floor with their romance and kisses. At this point wife was almost falling, he's holding her.

Finally, wife gave me sign and i know i should jump in. Then, I introduced myself to him and he said my wife was so hot, and i took my wife back to the hotel.

Next morning, we didn't talk much. But she said she enjoyed the last night(with a smile and a wink) and she had won the challenge and said she's looking forward to more such challenges.

Caught

Last Saturday, we spent a day by our pool. The pool makes me very horny.

After the day finishes, my kids all go over friends houses. My husband, thinking he is funny, bends me over the couch in the living room, pulls off my legging shorts and starts to fuck me. He is really banging me good, until my younger son comes into the living room from outside. I am literally filled balls deep with my husbands cock inside of me.

My son, with a terrified look on his face, turned and walked out. He has avoided me since!

Ugh!!!

Turning 30

A few things about me. I got a degree in forestry management in Seattle. I moved to Seattle because I thought I was a lesbian. I got a summer job as a trail guide in a national park. One man didn't quit bothering me, he walked me to his room in the lodge and got me pregnant. I was 24 totally unprepared to be a mother. Not to mention I had no financial stability.

I had no choice but to become financially dependent on him, which became an emotional dependence. I did fine being a mother, quickly mastering all the mommy skills and totally in love with my baby. It is true that you love your children on a whole new plain. Being a stay at home mom in my age group was a privilege not shared with the other mommies.

The second baby came without thought or notice. My body needed it and he responded to my mommy need. Not one word, not one decision. At breakfast I just dropped the news I was expecting. A kiss on the head, a hug for the baby, 'make me a little girl' and he left for work and I went about my housework. I shared with my mom and she told me to get married, for all our sakes. "You're not only a mother, you are a homemaker'.

I mentioned to him while getting ready for bed that I wanted this baby and I wanted to have my babies' last name. Twist me into a pretzel, buy me a ring, get married in my mom's back yard. I turned 26.

I am thirty, married, with a new infant. I'm an accomplished mommy. I can cook for a crowd.

He Wants Me To, So Badly.

We attended a party while we were away on holiday. It was held at a hedonistic place which my husband and I both knew about before going.
At the party I was getting lots of attention from younger guys, without my husband, who was pretty drunk, noticing.
After an hour or so, two young bisexual men (early twenties) asked me to go to their apartment rooms. As my husband drank more and more, chatting to people, I over the next hour and a half, had the best sex of my life.
There was practically nothing we didn't do. From oral sex all round, to the boys double fucking me, vaginal and anal, until I literally couldn't orgasm any more. In fact I'd climaxed that many times (Probably over twenty times) I felt utterly exhausted.
They both had larger penis's than my husband and they remained fully erect throughout having taken blue tablets earlier. And what's more, is during the sex, I wanted to be treated like I was a common slut.
My husband was asleep when I got back to the party. So I woke him up and had another guy help me get my extremely drunken husband to a taxi.
The following day, all my husband said was "Hope you had a good time with **** and *****".
He'd known all along from what I now understand, and had even arranged for them to chat me up.
Back at home during our first night having sex, my husband had me describe what I'd done with the two young men. I swear it was the most intense sexual experience I'd had with my husband. He treated me like the boys had, and he even fucked my arsehole twice.
We haven't overly talked about our last holiday, but only recently my husband mentioned something about a young guy he knows, saying he's very well endowed.
When I asked my husband why he was telling me this, he said "You'd look amazing taking a huge cock".
The young guy is only eighteen and is visiting us next week.
I'm a little apprehensive about it all, but my husband seems extremely excited.
My fear is I'll enjoy so much, I might see my husband in a different way. And I genuinely don't want to. But I must admit a part of me really wants to experience a huge cock.