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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:

- Women Only -
Straight Female / 28

Breastfeeding Pt 2

Well... Again... Thank you to everyone who said that it was normal to get turned on when breastfeeding.

But... After being validated by you all I decided to confess to my husband. He did not see it in the same light. He asked "What's wrong with you?" Then telling me that it was sick and disgusting. I then showed him articles and all of your comments. That quieted him down but he still was not happy. He even called his mom who said she didn't breastfeed but she heard of that happening. She then told him that his Aunt went through it when she was breastfeeding his cousins.

This morning I was breastfeeding our son and I started to touch myself during his feeding. While I was two fingers deep into my pussy my husband walked in. He stood there staring at me with his arms crossed but I just kept going. I needed to release. While my son devoured my left nipple and my right hand was taking care of business, my husband sat down on the floor and continued to watch me. He then pulled down his basketball shorts to reveal his massive erection. I let out a gasp as I continued to fuck myself as my hubby started to stroke his cock. He then reached up onto the changing table for some baby oil and coated his head then his shaft then his balls with oil. He slowly jerked his cock and then I put the baby in his crib. I then fell to the floor beside the crib, between my husband's legs. I took the whole thing to the back of my throat and held it there. I then pulled it out of my mouth to gasp for air. I then pushed him down and flipped up his legs so I could lick and rub my face into his balls. He loves that! Then I slid my tongue down his taint then started french kissing his asshole. I stuck my tongue as far as it would go. When I did that he whimpered like a little puppy and started jerking his cock hard and fast! When he told me he was going to cum. I came up and took him to the back of my throat again where he unloaded on my tonsils! I sucked every drop out of him. Once I was done he sat up, kissed me, which he never did before after a blow job! He then pushed me down and dove head first between my legs and ate my soaking wet pussy like he never did before! He's always been ok at eating me but this time was different! His tongue was like a serpent! Moving and working from my asshole to my clit. Then he sucked on and swirled my clit with his tongue until my body started trembling and I let out this bellowing scream. I had to push his head away! I couldn't take it anymore. I folded into the fetal position and started to laugh, sob, and tried to catch my breath. My husband then spooned behind me and held me. Kissing my shoulder, neck and my ear. Softly massaging my breasts and my stomach. He whispered "I'm sorry." In my ear and then said "That was pretty fuckin hot!" He then laughed and said "I can't believe he didn't wake up from that scream!"

6
# 82232 - by New Mom / September 8, 2025
- My Spouse -
Straight Male / 38

My Wife Played A Game Of Truth Or Dare When I Was In A Business Trip

Not sure what I'm looking for here. Perhaps some advice. Because I am angry and embarrassed and shocked at what I was told. I didn't think she was capable of this and I'm totally blindsided by it.

It has recently come to my attention that while I was away for the weekend, my wife engaged in a alcohol induced game of truth or dare with some mutual friends and it got highly inappropriate in terms of sexual scenarios.

She went over to her friends house, which she does from time to time to drink wine and hangout. It consisted of her, another woman, and 3 other couples including the homeowners( 3 males, 5 females total). They're all fairly good friends of ours. This was on a Friday night. It was a planned thing that I missed because it was a weekend of a work trip. I returned home on Sunday afternoon, and all seemed normal to me, nothing out of the ordinary. It was later that week when she left her phone out as she was texting someone. I glanced at her phone and the words Friday night caught my attention so I snooped a bit. It didn't say anything specific, but it alluded to "crazy" things that happened and I would kill her if I knew.

This led me to call my friend (one of the husbands) and question him. He was hesitant to say anything and told me I should talk to her. I was angry and told him to meet me and eventually he gave in.

So, after talking with him, and swearing to never divulge it was him, he told me.the following things happened.

1. She was noticeably drunk and told numerous "truths" about her sexual experiences, most that she's never told me.

2. Some of her "dares" included kissing another female, showing her tits, pulling her pants down and exposing her thong and letting them smack her ass, giving lap dances, along with watching sexual acts of the other couples, and the men flashing their cocks.

When I asked of that was all, he couldn't answer me. He said I really should talk to her. When he left, she was still there, on the couch, looking "extra friendly" with another couple. He swore he had no idea what happened after he left.

I am heartbroken and pissed that she would betray me like that, and I'm seriously afraid that she did more than that.

I haven't confronted her yet because Im not thinking clearly, and we have kids, and I feel like anything is possible at this point including divorce if she admits to this and if she god forbid cheated on me. I don't know what I should do.

9
# 82448 - by Dondon / September 14, 2025
- Anything Goes -
Straight Female / 37

Our First Swap

My husband and I started swinging during the Covid lockdown with our older neighbors. At the time, they were mid 50s and we were early 30s.
Before this, we had no clue they were swingers.
They live on the end of our street in a large house with a brick privacy fenced in back yard and in ground pool. It's perfect for hosting socials and they always are. They invited us over because their friends from Colorado couldn't fly in.
After a day of drinking wine and relaxing by the pool, they lit a joint. It'd been since college so we joined in.
That's when they told us they were swingers and asked if we would be interested in a swap.
They left us alone to discuss. With everything going on in the world at that time we decided, what the heck. wow! Glad we did!
We're currently part of their circle of friends.

0
# 82449 - by Amy / September 14, 2025
- True Sex Confessions -
Straight Female / 51

Back To The Adult Theater

Well, I went back to the adult theater last night. After being married for many years and my husband not being interested in sex anymore, I have had quite a few escapades lately. But I found myself at an adult theater a few days ago and had a fantastic time. I decided to go back last night.
I paid to go inside and watch a movie and when I did, a man paid right behind me and followed me to the room. He was a very short older man and had this been my first time. I would’ve probably felt pretty nervous, but I was actually pretty excited. When we sat down, he asked if it was OK if he masturbated during the movie and I of course, told him that I was hoping he would. He surprised me by taking his entire pants off and underwear and sat down. He had a smaller dick and probably the most pubic hair that I have ever seen. Lol. But I was extremely horny and asked him if I could suck him. He said that I could but he wanted to see my tits. I told him that I was uncomfortable taking my top off as someone else might come in and told me that no one would care. I was pretty nervous, but I went ahead and took my T-shirt and bra off. I probably sucked him for about 30 seconds and he came in my mouth. I thought that he might leave but instead he told me that it was his turn. You took my shorts and panties off and had me sit down and he ate my pussy. I have to say that he surprise me and he was pretty good at it. I jumped a little when another man came in the room. Here I was completely naked with an older man on his knees and his face between my legs. I thought for sure it was going to be management and I was going to get in trouble. But it was a younger man maybe in his 20s And he was very skinny. He had on shorts and a T-shirt. Without even saying anything to me, he took a shorts off and had one of the longest dicks I have seen in person. He just walked up to me and put his dick to my lips. I had the biggest orgasm, sucking this big, long, younger dick and an older man eating my pussy. Eventually, the older man got up, put his clothes on and left. After sucking the younger man for a while, I couldn’t stand it any longer and I bent over and asked him to fuck me. The younger man was pretty rough and I had never been fucked with a dick this big and I will admit that it hurt a little bit in the beginning. But after a while, it started feeling really good and I actually liked how he was pulling my hair and putting his fingers in my mouth, he came inside of me and left. I put my clothes on and went home. My husband was in the living room watching television and he thought that I had just gone to the store to shop a little. He didn’t say much to me as I watched straight to our bedroom and decided to take a shower. It really turned me on coming home with one man’s come in my pussy and another man’s cum still lingering in my mouth. I’d really love to have the time to do that every day. Although hopefully the men that frequent the adult theater will be a little more attractive next time. Lol.

3
# 82467 - by SunnyHoney / September 15, 2025
- My Spouse -
Straight Male / 32

South France Adventure Of A Relatively Normal Couple

In the south of France: there were only couples, and each guest received a bingo card with random numbers; when a number was called, anyone who had it had to find and briefly do something with someone from a different room of the opposite gender before marking it off. This way, players could only cross off called numbers after socializing, and the first to complete a full row or column shouted “Bingo!” and won. There was also a table listing actions numbered 1–9, and the second digit of each called number determined which action the pair had to do together.

It was fairly soft game, basically from 1-7 was from shaking hands, kiss, French kiss, to grab the tits or ass or dick ... 8 was fingering or masturbing and 9 was a 69, those numbers where the real deal, but intentionally there were only 1 level 8 and one level 9 per card. For example there were 11-17 and than 21-27 and then maybe 78, 38, 49.

The game would end if someone shouted “Bingo!”, we liked because the 8 and 9 were very rare and it was feeling not forced. None the less within 30 min two 8 happened 2 times, first a girl fairly young and a man in his 50, she was not trilled but social pressure prevailed, she didn't wanna be fingered so she jerked off the guy (didn't cum) the husband was a bit in shock. Second same age they did each other both partners were cheering. So, we started to panic a bit because if was coming out a 9 would have been a sorry we don't, but would have ruined the evening, but then lucky for us the only major thing happened she had the tits (naked) and ass grabbed (shorts) in front of the crowd before someone shouted bingo and it was over. We thought to sign up for another round, but few beautiful couples left already and we didn't want to have to refuse someone, so we went to the bar.

2
# 82469 - by Aaaaaaaaa / September 15, 2025
- Embarrassing Moments -
Bi-Sexual Male / 48

Never Thought I Was A Cuckold Until..

Never even knew the word cuckold when this happened. Early twenties my gf and I were going strong. A friend of mine I've known fir years met us for a drink. Busy bar, loud. Us 3 were sitting at a table gf an me on one side him facing us. I excused myself to go to the toilet. When I came back we'll, he had changed seats and sitting next to her and talking quite close every now and then he would touch her hand. I froze looking from a distance, not knowing what to do. I just watched. Yes I should have gone over. But that's when I felt the tingling in my groin. I realised I was getting semi, precum leaking. I was so embarrassed at this went back to the toilet to relieve myself. Came back and both were know sitting opposite. I was flustered but we carried on our evening. 3 or 4 times my friend was playfully touching my gfs hand, she never pulled away. We got up he held her waist as we moved through the bar me following. It should have been me holding her waist, but I just felt like I couldn't stop him. We both went our separate ways he home us 2 to our apartment. From then on I could only think about her with him or someone else. Came very quickly that night. We broke up within a month, she saying things not working out. Been having these feelings for life now and John my friend had planted the seed

1
# 82423 - by SimonH888 / September 14, 2025
- Anything Goes -
Straight Female / 37

Pregnant By My Late Boyfriend's Son

I've been intimate with my late boyfriend's 19 year old son since this spring. It's not something I ever planned. I felt very immoral at first, but now, neither one of us wants to turn back.


My late boyfriend, call him Jim, got a girl pregnant way back when he was a teen. She had a son, Scott, and her parents helped her raise him. As Jim became more and more prosperous over the years, he made sure his son had the best of everything, although Scott contined to live with his mother. I first met Scott when he was in middle school, and he was the very image of his handsome father. It was obvious Scott found me attractive, but his flirtations seemed cute and innocent back then.


And then last February, something horrible happened. Jim was killed instantly when a drunk driver went over the center line and hit his car. I was beyond heartborken and so was Scott. I saw him at the funeral, and he and I promised to keep in touch.


Jim left me the home we lived in and enough money to live comfortably, and all the rest of his assets and property he left in a trust for Scott when he's older. A few weeks after Jim's death, Scott remembered he still had a few things at the house, and he wanted to come over and pick them up. I said sure, it'd be great to see him. While he was here, he offered to do a few chores.


He was on a small ladder in the living room changing a light bulb when he just started sobbing uncontrollably, out of nowhere. I helped him climb down and we hugged each other for awhile. He started very lightly kissing my neck. I was suprised, but not totally shocked because I remembered the way he used to gape at me when he hit puberty. I tried to make a joke out of it and whispered, "No, honey, we can't, and besides, I'm twice your age." He said nothing. He brushed his lips across my cheek and then held my face gently in his hands. He turned my head upward to look him in the eyes (he's a foot taller than I am). He kissed me on the lips and I parted them when he timidly probed with his tongue.


Scott ran his hands up my bare lower back and undid my bikini top (it was unusually warm that day). After he thoroughly explored my mouth with his tongue, he kissed down my neck and I gasped when he took one of my nipples. He sucked hard and started crying a little again. I felt his tears on my breast and I cried too. He kissed on down to my flat midriff and then lifted my swim skirt. The panties were drenched and stuck to my pussy.


He pulled my swim skirt and panties off me. He stood and looked up and down my naked body, and then he pulled me to him and we kissed some more. I was so horny I thrust my pelvis into him and lifted one of my legs and tried to wrap it around his waist. I'm petite, so he just grabbed my waist and lifted me as I wrapped both legs around him. I could feel my pussy getting the lower part of his tee shirt wet, but I didn't care. He carried me like that into a bedroom.


He lay me down and got out of his clothes. He was rock hard, but he thrust very gently at first. I rubbed my hands down his back and grabbed his butt, pushing him to go harder and he took the hint. I felt ecstatic. I uttered some unworldly grunt every time he thrust. If he hadn't held my body down I'd have probably bucked him half way across the room.


When he came, his sperm shot hard into me over and over like one of those giant spray trigger bottles, shot after shot. I could feel a little of it running back out. I kept my palms on his butt, clenching his cheeks for I don't know how long.


Later, we talked for hours, and we were more honest and unguarded than we'd ever been. He told me how he'd always thought I was sexy, and how he liked my lighthearted personality. I told him how much I appreciated that. If he had disliked me, he could have made things difficult between his dad and me.


Since that day, he's been spending a lot of nights at my house. I've become so comfortable waking up in his arms. His kisses are a lot better than an alarm clock.


And now there's something else. I missed my period, and a doctor just told me on Thursday that I'm probably around 9 weeks along. I can't give a good reason why I didn't take any precautions. Scott's not much more than a boy, and I should have been the mature one. I stopped taking the pill when Jim died, and didn't start again when I began sleeping with Scott. I was always sure I never wanted kids, but now, I don't know, part of me really wants to have this baby. I've told Scott and he's super excited. He's begging me not to terminate. He hasn't thought about what we're supposed to tell friends and family.

7
# 82435 - by Jennifer / September 14, 2025
- True Sex Confessions -
Straight Female / 37

A New Person

My lesbian daughter used to hang out with a neighborhood boy named Carson. They grew up watching movies and having sleepovers. I loved Carson as my own son, because I always wanted a boy. After my second daughter it was extremely hard to have another child. That’s why whenever I opened the door on this stormy night, I was completely shocked to see him at the door. I hardly recognized this stud with facial hair, muscular and tattoos on his arm. He trapped me in his arms with a sweet embrace. I couldn’t believe I had to look up at him now. Those sweet eyes were staring back at me in a new body. He walked to our house in the rain to surprise my daughter with a movie night. I couldn’t send him back, it was already late. I said, I’ll watch a movie with you! He comes in for another hug, holding me with his hips thanking me and then complimenting my figure. You lost weight, you look fantastic! A sudden thought comes out my mouth, you can probably pick me up now big man! Without warning he picks me up effortlessly, a sudden realization turns me pale. A gust of wind in between my legs, I’m not wearing panties! My heart starts racing, could he tell? I’m wearing a skimpy satin robe, I just gave him a handful of me without thinking. I excuse my self, give him the remote telling him to find a movie. I check up on my youngest daughter who is sound asleep, and try to refresh my face. I slip some panties on, but I’m overcome by anxiousness. Was he hitting on me? What should I do? I don’t remember when I started leaking. I’m turned on that easily? I can’t help myself, I skip the bra and walk back to him. As we talk I’m increasingly more nervous realizing he’s occasionally staring at all of me. We pick a movie, I hand him a blanket. He gets up, unbuckles his belt and takes off his pants. The sound of him unbuckling does something to me. He has been over before i think, I’m just thinking crazy. There’s no more blankets, I’ll have to grab one from my room. Wait don’t, come here and let’s share he said. Wowowowow, im laying on his right thigh, with his big hands massaging my head and caressing my arms. I’m so comfortable I want to fall asleep. He’s so much bigger than I remember and it works so well right now. We watch the movie for a few minutes, the rain and thunder start to calm. Truthfully I don’t think I was trying to fight my desires, I was aching for him to make a move. I’m not even thinking about the movie, maybe he wasn’t either. Oh but then we are suddenly paying attention to the movie. The longest, steamiest sex scene you can imagine. Huge tits, kissing, rough fucking, wet noises, choking, skin on skin, moaning and grunting. He pauses the movie, is your daughter asleep? I nodded quietly. You are soaked in between your legs right? I nodded again, now slightly shaken by his right hand in between my legs. Do you feel this? He grabs my hand, I feel him hard and slip to his huge balls. Im shocked, they feel nice in my hands, plump and heavy. I open my mouth and find his cock in my mouth. I haven’t given a blowjob in so long but I wanted it so bad. I’m giving him my best, but his pace picks up. He’s violently thrashing my throat, then he’s violently fucking me like the movie. My panties are half way down and he’s filling me up. He was so strong, I lost count of the orgasms. We wake up the next morning in each others arms, another hour of pleasure. He cums in me so hard I feel his semen gushing out. We laugh, and I ask is that your first cum? He smiles, I came in you three times last night!

2
# 82444 - by My heart / September 14, 2025
- My Spouse -
Straight Male / 52

Swinger Bingo

It's a long story but the kids are moved out and wife and I have been toying with the idea of swinging again. We did this early in our marriage and then settled down. Nothing for the last 22 years.

Anyways some old friends invited us to a swinger club and said they were playing swinger BINGO. Told us not to worry we didn't have to swap to play but the winner got a $500 g*ft card to the club for drinks.

It was just the excitement my wife and I were looking for. We had to take pictures and label each picture to win.

First couple were easy. B-cups and lace panties. Like most couples we did this just walking around the club. Some couples were already in corners stripping down and as we were talking we're interuppted by a man saying he would trade a pic of his wifes C's for my wifes B's so we agree.

Wife lifts her shirt, not her bra and lets the man take a pic. Then we hurry to one of the rooms and pull a curtain closed.

We get cock on pussy, cock on ass, shaved pussy and 6" or below cock (mine). In our rush we missed another easy one, fingers inside pussy.

We got alot of spaces but none in a row. We need facial, or cum on stomach to win. While talking we start comparing card with another couple. We have alot of the same. Even the 6" and under cock so no getting 6" or bigger spot.

However, we trade shaved pussy for natural pussy. Both wives drop their pants and I take a pic of the other wifes pussy while he gets one of mine. Wife gives him the B-cup spot but his wife is a C-cup so no go there. Although I should have asked to see hers anyways.

We decide to go back in the room and get blow job, cum on stomach and facial which would let us win. Wife takes off her shirt and bra and Just as my dick is out and wife is getting started we here a few dings and everyone cheers.

we pull the curtain back and see that another couple as won. The wife still has cum on her face. A few couples notice us. Wife half naked on her knees with my cock in her face. One couple comes over and asks to join us but we shoot them down politely.

We get dressed and go have a few drinks and make some convo. We were both so horny that we end up in one of the back rooms fucking. She's bent over a chair and moaning. I see several couples peaking through the curtains which just encourages her to be louder.

All in all in was a fun night.

3
# 82442 - by Chris1973 / September 14, 2025
- My Spouse -
Straight Male / 43

She Left But She Came Back To Me

When my wife walked out two years ago, it felt as if my life was over. She left me for a 26-year-old ski instructor she'd met on our trip to Switzerland.

I read Reddit, Chump Lady, "Leave a Cheater, Gain a Life", everything I could get my hands on. The advice was all the same: divorce, and don't even talk to her about it.

I couldn't do that to a woman I'd loved for 20 years.

I went through the motions of living until I could get through a whole day without thinking of her.

Then, I came home from work one Friday evening and found her on my doorstep, sobbing.

The first time we made love again, we were both scared. She, that I had already found another woman and I, that she still wanted the ski instructor. I, that she had forgotten how to relax and take my nine thick inches (my only advantage over my Swiss ski bum rival), she, that I had forgotten how to penetrate her patiently and gently, the way a petite pussy needs.

Our mutual thrusts were tentative at first. I was trying not to hurt her and she was trying to accommodate my length and girth after a year of being with a small-dicked guy who spent more time on the slopes than inside her.

We had kept our eyes closed but as I bottomed out in her pussy, touching her cervix, her eyes opened, and mine. I couldn't help but kiss her.

"I never stopped loving you. There were no other women, I promise."

"I still love you. I am sorry for what I did. He is out of my life, don't worry."

Those words opened the floodgates for me and I fucked my wife. I fucked her for flirting with the ski instructor. I fucked her for running off with him. I fucked her for ignoring all my messages.

I fucked her hard. I fucked her relentlessly. The more she moaned and cried out, the harder I pounded her pussy.

Needless to say, I was on the brink of orgasm. I thought of asking her where she wanted me to cum, but I realized what she needed now was direction from a real man, not some 26-year-old who was flattered by an older woman's attention and was just out for fun.

I came inside her. She knew what was happening. She knew what I'd decided. At 40 there was a chance she could still get pregnant. I needed her to have my baby to confirm her loyalty. No ski instructor was going to be interested in a middle-aged mother, her pussy stretched out from the birth and all her energies consumed by the care of her baby.

We cuddled for a few minutes before I took her again. That weekend I planted seven loads of potent seed in her eager pussy.

Nine months later, to the day, we became parents. My hopes were confirmed, that caring for a baby would refocus her energies on what matters in life. She became the perfect mother to our son. So I offered to renew our vows. We arranged a sitter for the baby and flew to Hawaii, where we had had our wedding.

The moral of my story is simple. If your wife runs off with a younger man, it's only a fling. Let her have her fun. Bide your time. Live well, but tune out the short-signed advice to divorce immediately. Your wife's young lover will soon tire of her, and she will come back to you, grateful for what she had. If you have a nine-inch pussy pleaser, that doesn't hurt, either!

4
# 82323 - by Delbuck Alvarez, Jr. / September 11, 2025
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