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 Can’t Believe This Is Happening To Me. What Was I Thinking ?

My daughter and a friend wanted to go on spring break so my husband and I decided I would take them. We went to a popular beach in Florida for a week.
The middle of the week the girls had gone to the beach and I stayed at our condo. A while after they left one of the guys they had met came by. I have to admit The first time the girls had him a the condo I had found him very attractive.
We chatted for a while with it being obvious he was flirting with me. When he touched me on the arm I smiled then he leaned over kissing me on the cheek.
When I didn’t resist he put his arms around me kissing me on the mouth then we kissed a few times very passionately before he ran his hand in my bikini top playing with my breast.
It didn’t take long for him to have me very aroused so I told him we needed to stop but instead he pushed me down on the sofa quickly pushing the crotch of my bikini aside starting foreplay.
That was all it took to put me completely in the mood so I asked if he had a condom because I’m not on birth control which he said he did.
Off came my bikini bottom he got the condom out dropped his shorts putting it on then made love to me until I was completely satisfied having an amazing orgasm when I could tell he was cumming thankfully in the condom.
The experience was very enjoyable and I didn’t see him any more after that then we returned home on Saturday.
Then a couple of weeks later I realized I was late. I immediately took a pregnancy test which indicated I was indeed pregnant. The problem being my husband had a vasectomy after our last child so there was no doubt who had impregnated me in some way.
I went to my obgyn who prescribed abortion medicine to end the pregnancy.
As far as my husband knew I just had an abnormally heavy period.

Came Home From Work.

I got off early a coworker tested positive for covid19 .

My wife's car was in the drive way she is a nurse at an nursing home.
I went inside and heard and smelled sex.
I peaked in the bedroom door.
Brandon a huge black guy from Mississippi she works was pounding the dog shit out of her i saw the size on him and could not understand how it fit in her. She was loud and moaning like a whore. I should of been mad but i was so aroused.
I kept watching my dick hard and throbbing
He was really giving it to her i thought he was going to break our bed with her under him then it happened he came in my wife and i came in my pants. Then she rode him while he was still hard as fuck.
This was the most pornhub thing ive ever seen with my own two eyes

Weekend Girl

Every Friday and some Saturday nights my husband and I go out with the specific intention of finding a guy or guys to come back to ours and have sex with me.
Some times we'll go to local pubs and bars, other times we'll drive to a well known dogging place.
We've only failed to find an appropriate guy half a dozen times, and more often than not, especially at the dogging place, I'll suck off or be fucked by more than one man.
However I personally prefer finding a man or men at the pub or bars.
Last weekend first instance we met two men out watching the football in a pub. When my husband asked them if they had the chance, would they fuck me, they both said yes.
Half an hour later I had fifty six year old mans cock in my mouth as his fifty four year old friend was fucking me from behind.
And my husband videoed the whole thing while wanking.
When they left around one am, I gave my husband precisely what he loves, a pussy and arsehole covered in cum to lick and suck out.
It's definitely our fetish and we both love doing it together. I have had the opportunity on many occasions to have sex without my husband present but I've always said no.
It's partly a control thing on my part, and partly me wanting him to keep me safe. But mostly it's the oral sex he gives me afterwards that I utterly crave.
As for my husband it was his initial idea and now we both love our Friday and Saturday evenings.
Ps, we always carry and use condoms.

It's Not So Much She's His Other Woman, It's That He Won Her At Poker

Eight years ago in a high stakes poker game my husband took the money and house of a player. He asked for a chance to win back his house, he put up his wife as collateral. The game was one hand, two witnesses. He lost his wife to my husband.

He kept her in her house, and forced me to accept her in our house. He got her pregnant, and they have a daughter. She's in first grade now, along with my daughter. They sit side by side, do everything together. On weekends it's a never ending tantrum if they are not allowed to be together. I know they are half sisters, but this is ridiculous.

She and I are both 35 this year and my husband wants a party. Everyone knows he won her in poker game and keeps her in the house he won from her exhusband. The secret of her daughter is not lost in the translation. It has been eight years, and she's closer than ever. I have little or no choice, she's not for loan, or rent, or sale. She's in the permanent collection.

When It Turns Out Too Good

Before I met my husband, I was a slut. I unapologetically admit that I never said no to dick. When I met my husband, it all stopped…physically. But mentally, my mind was always in the place of ‘before Matthew’.

Maybe five months ago, during an overly intense playtime with Matthew, I told him to three hole fuck me. We had his cock and a dildo, but we looked all over the house for something else. We eventually found a cucumber. We positioned me on my back with my legs in the air and my ass against the headboard. The dildo went in my ass first. Then the cucumber in my pussy. Then Matthew put his cock in my mouth. In the position we were in, him simply fucking my mouth pressed my ass and pussy against the headboard, this simulating getting ass and pussy fucked. As the minutes rolled on, I felt a feeling from long past. I felt a feeling of an explosive orgasm. With my mouth and throat filled with his cock, I told Matthew to fuck me harder. He did. Hard. Like blow my holes apart hard. And it happened. The hardest and deepest orgasm I have had since before Matthew, the last time I was three hole fucked. I squirted all over everything as my hips bucked uncontrollably. Mathew kept fucking my mouth until he yells he was cumming. He went deep and blasted rope after rope of cum down my throat. My ass and pussy kept getting obliterated and more orgasming happened. We finished a short time later, my mind in a state of being a complete slut. I wanted to be a slut again and this event triggered it.

The next morning Matthew and I spoke about last night. He told me he was never more turned on, watching me take such a pounding. I told him I enjoyed it too. This is when I admitted to my past as a slut. Matthew then asked why I never mentioned this desire and I told him I was married to him and that could not happen anymore.

Fast forward to last month. After trying, unsuccessfully, to set up a playtime like that night, it kind of just fell into our lap. After winning our bowling league championship, our team celebrated a little too hard. When we all got dropped off at our house, I announced how horny I was. My husband took the opportunity and kissed me and started to undress me. The other two guys kept saying get a room, but Matthew en outraged them to join. That night, the three guys three hole fucked me on my couch. Hung over and horny, they did me again in the morning. I had become the slut that I was before Matthew. The three hole fucking was so much better than I could have expected. These three men three hole fuck me on a weekly basis and every time iit is awesome.

I Have A Strong Need To Have Babies, I'm Not Done Yet

Following my twin sister's pregnancy and birth of her son I started having dreams, fantasies of my own pregnancy experience. In my dreams or fantasies I had a daughter. I confided my dreams to only one person, a fatherly man where I worked. He posited that all women have a point where their insides boil, and demand to be serviced. I laughed at him.

But my fantasies took a strange turn and my fantasies included him as the father. In my fantasy I begged him to service me. And then one day he did service me and I became pregnant by him. My fantasy daughter came true.

I am now the mother of three of his kids, two daughters and a son. We have a 'deal', he supports me and his children with me, and I make the babies. My sister now has another son, and like me is a full time mother. I am honest enough to admit I'm still wanting to be serviced. My youngest is now a toddler, my insides are boiling, I need another baby.

Just The Tip? - My Wife’s “Innocent” Past

Early on in my relationship with my wife, we went through some ups and downs (like all couples) and tried to do a relationship test questionnaire. One category was sex and the questions went pretty in depth. I’ve known my wife since highschool and the guys she’s dated. She claims she’s never had sex with any of them but she has given them blowjobs, handjobs had her pussy eaten out and fingered. I didn’t care if she had sex before, it’s nothing to be ashamed about. Natural if anything. She knew about all my exs and that I’ve had sex before. There was this one guy who never became a bf but she had been seeing him before we started dating. She had just gotten out of a long term relationship and I figured they were semi friends with benefits. She was more apprehensive on telling me about him because she did things with him while never being gf or bf. I chalked it up to her slut era and I was for it haha. I don’t know why but this specific incident always turns me on a lot. She told me this one time they were at his friends house party and they ended up alone and started to fool around. She has DDs so she wore a dress I’ve seen before that shows them off nicely. The dress was considered shorter as well. While she was telling me I was getting hard and kept asking questions to get some details. She said they started making out, things were getting hot. He started to rub her tits, pulled them out and began sucking them. He was fingering her while sucking her tits and my wife moans a lot so I could only imagine. She rubbed his cock and started getting him hard. He began to go down on her and licking her wet pussy. She’s not a big fan of getting her ass eaten so when he got too close she pull him back up. She likes to grab on the back of the guys head and push them further in. If he knew what he was doing, she squirts when you finger her hard and of course, hit the spot. I could just imagine her, laying back, dress still on, tits out bouncing around and him just licking and sucking her juicy pussy. After she said he took of his pants and she began to blow him. She always starts pretty hard. Deep throating and things always get sloppy. She didn’t tell me too much detail but having had many from her I can get a good idea. She’s not the most submissive but I always like pushing my cock further and she’s choke a little. Hopefully he tried lol. She said this is where she’d tease him a lot. She claims to never sleeping with him but she let him put his cock against her pussy lips and slide it up and down. She said he would always ask if he could just put the tip in. She agreed and she’d guide the tip just to where she felt his head. I have a thicker cock and everytime I’m teasing her she really likes it. I said laughingly to her “sorry babe but you had sex haha” and I told her it’s no big deal.. people have sex! She adamantly stands by not having sex cause he never penetrated her. It wasn’t worth the argument with her so I just left it haha. Although I know she was just shy and didn’t want to admit anything. When I fuck her she wraps her legs around my waist a lot and pulls me in. I wouldn’t be surprised in the moment when she’s moaning and horny, she did that with him and he slide all the way in and fucked her good. I asked her how he would always cum. She said he liked cumming on her big tits. I can totally understand and appreciate that lol. I asked her if she ever swallowed him or took a facial she said no. I love thinking about this particular past of hers. I wouldn’t let my wife fuck another man now and I don’t want to watch but damnnn I do love this memory haha.

My Neighbours Wife

Early in February I fucked my neighbours wife after they'd had a huge argument.
He left shouting he was staying at his parents home.

His wife Lucy knocked on my door crying about half an hour later, so I made her a coffee after inviting her in.
They'd argued over his constant drinking and him not able to perform in the bedroom, "As he's always drunk".
Out of the blue Lucy asked me if I found her attractive. When I said if she was my wife I'd be keeping her well and truly happy every day, she pushed it saying "What do you mean".
She knew precisely what I meant, but I still told her I'd fuck her in a heart beat.
Lucy isn't the most attractive young woman, but she does have a stunning body and as I now know a really large clitoris.
We kissed in my kitchen, then with her stroking my cock through my comfy shorts, I unzipped her dress and let it fall to the floor.
From then on it was revenge sex for her and pure lust at her gorgeous body for me.

Giving oral sex for me was a revelation. I've never experienced a woman with a clit that big. It's like a small cock and she loves it being licked and sucked on.
And when we fucked she wanted Everything, from straight forward missionary to her riding my dick anally and everything in between.
She stayed over too even though their huge house is only down the lane (They live in a large house with grounds. I live in a small cottage).

We had sex in the middle of the night, with Lucy spending a long time sucking on my dick, then again the following morning as she joined me in the shower.
I fucked her anally again in the shower at her insistence, and only just before she walked down the lane to her front door, did she tell me "He never fucks my bottom, if we ever have sex. And he knows I love it".

Lucy's husband was back Sunday afternoon and I heard them arguing again at the rear of their property. He'd been out to the pub before getting home and was apparently fast asleep on a couch when Lucy knocked on my door again.
We fucked again in my lounge and Lucy outright told me she wanted it to be a regular thing.
Her reason was her husband has all the money and investments (They are pretty well off) and the house they live in was his parents home. And she wasn't going to lose out on her share. But she wants and needs sex.
I guess I'm being used as a living dildo for Lucy, but I'm getting all the sex I can handle from a very horny young woman with a beautiful body and an amazing clit.
In the few months we've been fucking, I've shagged Lucy at least three times a week.

Last week with her husband working and staying in London, I finally fucked her every day in their home. And last week Lucy said "I never meant it to happen, but I've fallen for you".
I can't give her the money, cars and the obvious wealthy lifestyle she currently has, but I know for sure she loves our sex, the way I fuck her and my cock.

Fun With My Wife Sharing Her

She may still not realize she was shared a few months back with our neighbor, in his late sixties and widowed, retired guy who I talk with often and invite him over for watching sports. My wife is a curvy woman, probably two fifty and five foot three so plenty of her there to play around with, something like G cups on her and a bit of an ass and thighs but still loves to play around a lot. I tied her to the old coffee table downstairs one day, teased the hell out of her getting her aching for it then came up with a great idea and taped headphones on her with music playing, she could not hear a thing going on around her. I texted Bill to come over, had something in the basement to show him, I sat back and watched his facial expression when he walked from the stairs. I waived him over and said have fun, she was so ready for an orgasm she would have rubbed herself on tree bark to get it, when I walked upstairs to let him have some fun he was already getting between her thighs to lick her pussy and I could hear her moaning and screaming out my name all the way upstairs. I came back down and he was still going at it, mouth just devouring her pussy, fingers running all over her breasts and nipples. I asked him if he wanted to do it all with her and he just nodded yes so I told him I was going upstairs again, have a great time. He was back down on her with his mouth when I returned, asked him if he had already done it and he nodded yes again, he told me later on a few days later that was the first time he had sex since his wife passed like eight years ago, told me I was a really lucky guy because his wife would never do anything close to that with even him. I told him, yeah I do not think she still knows he came over but would do it again in a few months.

Wife And Fb

My wife and I talked about a threesome with another guy and one night while we were out of town at a tradeshow with a friend and coworker we had a great threesome. We got together a few times after that, always great sex. I suspected they hooked up without me which didn't surprise me then one day I stopped home early. His car was in the driveway so I quietly went inside and snuck down to our bedroom. She was on all fours while he was fucking her from behind. I walked in, obviously surprised them, they stopped and he jumped up and started apologizing. I said you've got it wrong, go ahead and finish what you started. They both said are you serious? I said sure, I'm good with seeing you enjoy each other. His hardon had gone down by now so she went to work sucking him hard, got on all fours and he resumed poundung her. What I didn't know was that she wanted him to act out a fantasy and when he was close to cumming he pulled out and shot a huge load of cum on her back like a porn star. That was wild to watch so I said I wanted to do the same. I stripped down and slipped into her wet pussy fucking her until she had an orgasm then pulled out and shot another load on her back while he watched. He said wow, that was wild, I'm glad you caught us. We all showered together and he took off. She told me about some of their other rendezvous and we had great sex again.