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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:

- Anything Goes -
Straight Male / 27

Sunday Football

My buddy Robert who we know from work had myself and another guy Mike over for football Sunday. We got there at 9:30 and brought snacks and of course some booze beer and vodka some mixers. He is married we are not. We date a lot and have met his wife Christine a few times. She is good looking cropped brunette kind of short thick nice tits and a big ass. Mike and I have always thought we would fuck her if we had the chance lol.
We Show up Sunday morning Robs in the living room and he has a beer already open. Christine comes down and is in these short ass shorts and a tight ass tank top that barely keeps her nice big tits in. As she came down the stairs those puppies were bouncing. I looked at her and told her damn girl can you do that again for me. She turned bright red and said sorry il get dressed in a minute a just came to get my phone. I told her it’s your house you should just dress comfortable it’s just as watching the game. She said oh I wasn’t planning on staying i didn’t think you guys wanted me around. I looked her up and down and said hell I’d rather have you hear then Robert of you dressed like that. I figured what the hell see how she reacts. She chats me up a bit grabs her phone and keeps chatting me up. Robert is on beer 3 and it’s almost kick off. Christine decided to stay and since the morning game was niners Steelers she wore a niners tank top with a pair of skimpy shorts. These came up a little higher and where loose enough you could see her thin g string. She looked good. Mike got Robert another beer and a shot I got Christine a shot of Jameson they had there and a vodka soda with a twist of lime and made it a double. By end of first quarter Robert’s feeling it. Christine is as well. She gets up to get the snacks Mike gets Robert another beer on 6 or 7 now and a double shot of Jameson.
I have my phone out and as Christine gets up a video her getting up and walking by. She made it a point to fade away from me on the couch and since I was sitting down she passed me and squeezed between the coffee table and my face. As she was a few inches from my face I put my hand on her cheek and gave it a squeeze. Im. It talking light squeeze. I had handful of asscheek thumb was resting on her butthole type squeeze. Didn’t flinch smack hand away or anything. I got up followed her to the kitchen and came up from behind her and slid my hands under her boobs and was kissing on her neck. Before she could say anything I had my dick out and was pushing In been her cheeks and I hit pay dirt. It was wet and it slide right on in. She started to ouch back and we got into a rhythm Mike could see us in the kitchen I pumped hard and fast and shot my load in her. Just a then Mike wakes up and we switched spots and he hammered her from Behind and I had her cleaning me up I brought Robert another beer and shot and he just kind of slurred something to me. I patted him on the shoulder and said I know buddy. He passed out shortly after. We fucked her until the afternoon games where over. Sunday night halftime we left so she could clean up. Robert was still passed out on the couch. Christine text me later that night planning next weeks Sunday fun day. I didn’t tell Mike but she is going to meet me after work. She is going to skip her Spinning class so I can smash her again. Looks like Mike and I have a new toy to plate with for a while anyways.

2
# 67571 - by H / September 11, 2023
- My Family -
Straight Female / 43

A New Baby Has Taken Over Our Lives, A Love Baby

Connie just left with her love child. She brings her everyday while she works. My husband's love child.

I was 40, married 17 years with two teenage daughters. My husband 44. Connie his star girl on his staff, 23 her first job out if college. I suppose I should have recognized the signs but I didn't. I thought he was suffering from ED. Then at breakfast, 'by the way Connie's pregnant'. Oblivious. My answer was 'she's not married'.

What was it like? What do you think? Everyone said divorce the SOB. My husband, divorce him?

I spoke with several people. Not a lot of help. One woman friend said 'it's a baby for God's sake, you don't ruin your life, your children's life, your family over a baby'.

I consulted with my daughters, they offered to adopt the baby, two teenage girls. 'Or you adopt the baby'. My next call was to a lawyer friend of mine, not family law. A friend. 'You will go from well off to poor in two years'. She followed 'He has his job, and may marry the girl'. Only I lose.

I had a family meeting, my husband and daughters. They know Connie. She could live with us and the baby. An older new sister. My husband said he was not sorry, she is pregnant, and the solution is making room for the baby. No one goes anywhere. No divorce, his decision. I was relieved, his decision not mine.

I monitored Connie and her pregnancy, took her to the doctor for each of her visits. Young and healthy. 24 is so young and healthy. Like she's not even pregnant. I took her home with me and had my two daughters join in, new baby classes. How can someone have a Masters degree and be so disconnected with the real world? My daughters were more understanding about how life was going to change, not just for Connie, for all of us.

This love baby is now a walker, she has three adopted women looking after her, and a mother. How does one child warrant four mothers.

3
# 67561 - by Leslie / September 10, 2023
- My Spouse -
Straight Female / 36

Does Anyone's Husband Do This?

I am on my second marriage. My first husband was jealous and possessive and would blow a gasket if I ever mentioned a past sexual experience. My current husband, however, gets off on hearing stories about my wild college days. He loves when I oil his cock and stroke him while I tell him the places and ways my exes have fucked me. He says he'd love to watch me fuck a stranger in the car but I don't think I'm ready for that. This whole thing seems really strange to me but I am happy to fulfill his fantasy. Maybe one day, I'll give in and let him watch me have sex with someone we don't know. Does anyone else get off on stuff like this?

5
# 67558 - by The good wife / September 10, 2023
- My Spouse -
Straight Male / 38

She Didn’t Do It For The Money

My wife, Heather, and I have been married since we got out of high school. I worked my way through college and have a decent job as a mid level manager for an insurance company. Heather went to work as a receptionist for an auto dealership, later worked as a cashier in the service department, then eventually became a service advisor. Initially, she did ok earning about 50 - 60k per year, more than she had expected to earn but it’s sales. Several years ago most auto manufacturers started pushing customer surveys and scoring their results. Soon, everyone’s pay was tied to their scores in some fashion. One bad survey once cost Heather well over $1,000 for the month.

She was still making about the same money, but after 9 years with the dealership, and inflation impacting everything, she should be making more. But, she liked her boss Aaron. He’s a good guy, approximately 6’4” tall, he was in good shape when she started there but has let himself go a bit since divorcing his wife, and has a good personality…except where CSI is concerned. He’s very demanding that scores need to be good.

A bunch of people from the shop went to a nearby bar one evening, Heather called me and invited me to meet them so I did. I was surprised to see she had taken a change of clothes, she was wearing I skirt and low cut blouse. Nothing too revealing but not work clothes. Aaron was there along with several mechanics and other advisors. They had been there for over an hour when I arrived and it showed. We eventually left there and went to Aaron’s house to hang out. He had plenty to drink for the several of us that went and we were drinking quite a bit.

Heather and Aaron had some deep conversations, starting with her struggling CSI that month. She had 3 days to get some good surveys in or her pay would take a serious hit, as it has for several months. Then, they discussed his divorce and personal life before discussing ours. Everyone had left except us and they were still drinking and having a good time. Ok not really sure how it happened, but eventually they were kissing and Aaron was fumbling with Heather’s blouse trying to unbutton it. In no time Heather was on top of Aaron on the floor riding him. The sex lasted just a few minutes and when it was over Heather cleaned herself up in the bathroom, Aaron stumbled to bed.

2 weeks later, when Heather got her commission check, it was WAY more than what she expected based on her surveys. The next month, her check was back to normal which was $2,400 less than the previous month. A few months later, we were back at Aaron’s house drinking, it had become a common place for us to hang out, and they had sex again. Just like before, her check was WAY more than it should have been…over $2,800 higher. He had given her credit for perfect CSI even though it wasn’t. She’s had sex with him many times now, each time her commission check is maxed out. Her pay for the year will be around $100k this year, and it’s obviously because of the sexual relationship between them. Heather and I have discussed it. She said neither of them has ever mentioned it, and he’s never pressured her or asked her to fuck him. She does it because she enjoys his company and enjoys the sex, the money definitely comes in handy though.

5
# 67539 - by Instigator / September 9, 2023
- Anything Goes -
Straight Male / 53

Question For The Ladies

Ladies,
How often do you see a man in the grocery store (married or single) and think about fucking him?

4
# 67518 - by Anonymous / September 7, 2023
- My Cheating Heart -
Straight Female / 64

I Maintain Two Men

My husband is 5 years older than me. Over weight with several health issues. He hasn’t been able to perform sex for 7 years. Our neighbor a few house down has always been our best friend. The neighbor comes over almost every day and hangs out with my husband. Our friend had been divorced for several years and was two years younger than me. He is tall and slim. He is in great shape and attractive. My treadmill broke down and our neighbor offered the use of his exercise equipment. This was approximately 3 years ago. I thanked him and went to his house while he hung out with my husband. He has a room with several exercise stations. I loved the exercise room but his house was a mess. I offered to clean things up. I worked two hours a day for several days and finally got his home tip top shape. He had started hanging out with me while I cleaned his house. We realized we enjoy each others time together. I would go straitened up his house and cook a meal almost every day. One day he came to me and gave me a big mouth kiss and thanked me very much. I was shocked but reacted by pulling him back to me and we kissed and he was groping me. We were all over each other. He took me to the bedroom. I apologized and told him I hadn’t had sex in years. I didn’t tell him I was active with my toys. He was very caring and gentle and we had sex. It was very satisfying. While laying together he told me my husband had given him permission to have sex with me months ago. My husband said I deserved a man’s attention. I go over almost every day and do his house work and we have sex. My neighbor wants sex every time I come over. After some time I had gotten in shape for sex. We do most anything when it comes to sex. I’m up in years but with lub and exercise I can perform well with my neighbor. I can’t understand why his wife divorced him unless it was to much sex for her. We never have discussed this with my husband but I feel he knows we have sex. I often pet my husband which he enjoys but no erection. I give my neighbor 2 hours most days and give my husband the remainder. My husband participated to satisfy me for years but no longer needs to because I get my needs met. My neighbor is much a skilled lover and I surrender my body to him when I visit. My husband and I eat out with my neighbor often. Neighbor pays most meals because of the work I do for him. My husband and I both have a neighbor for a best friend.

0
# 67528 - by Joy / September 8, 2023
- My Spouse -
Straight Male / 40

Wife And Strippee

My wife and I have an open sex life, she has had several sex partners she fills me in on and we've had threesomes with one of them so I'm open to her desires. We became friends with a bartender at a favorite place and one night he confessed he was a male stripper in a previous life. We talked about him later and she said she wished she could check out his performance. He was a few years younger but one night we invited him over for drinks after his shift. Several drinks in the conversation turned to his stripping. He said he had a blast, liked to dance and perform. I asked about his audience, he said anyone and everyone, men, women, he just loved performing. My wife said let's see your act, he said ok so music came on, he started dancing and clothes started coming off. Down to his bikini briefs revealing a nice package he motioned to my wife to join. She started dancing and shedding clothes down to her bra and panties. The were having fun dancing and he unhooked her bra letting it fall so she said you next. He wiggled his briefs down exposing a big cock, dancing more she asked to touch it. Looking to me I said go for it so she started touching and rubbing commenting on his size and asked how far she could go. He shrugged so she was on her knees soon sucking him hard. After a few minutes she said her mouth was sore but she wanted him inside. At this point I was kind of invisible which was fine, it was a gteat show. He hoisted her on a bar stool, pulled her panties off and moved closer. He asked if she was sure, she grabbed him and guided his cock inside her. She gasped at firsr but slowly worked deeper. He lasted quite awhile, she came at least 3 times before filling her with cum which oozed out as he pulled out. Wow, he said, that waz my best performance ever. They sat naked having one more drink before he dressed and left. We went to bed where I enjoyed her wet stretched pussy. She said he was great but once was enough with that size.

1
# 67531 - by Ironking / September 8, 2023
- Embarrassing Moments -
Straight Female / 39

Wow, But Not For Me...

I am a nurse and my husband is a doctor. Both myself and my husband are very religious. A year ago we moved to a new state and joined a new church. We quickly made friends and I joined a women's group. At one point the church started planning a missionary trip to Africa. It was an annual thing and they had been welcomed by the same African town for many years. As a nurse and doctor the church hit us up really hard to attend the trip. We scheduled 2 weeks of vacation and made the trip.
Two of my best friends from the women's group were especially excited I was going on the trip. Later I found out why.
We arrived in Africa, got settled in and set up a medical office. Immediately I noticed that many of the local African males seemed odd. They would come in for unnecessary medical treatment but when they found out they were seeing my husband they would leave. Then they started demanding to see the "nurse". I quickly found out why. The men were quite forward and made their intentions clear. One man literally dropped his pants while my back was turned. I was surprised to turn around and see what could be described as an extremely large penis attached to a smiling black man. He seemed surprised when i bolted out of the room.
Now my two best friends have their assigned duties. One operated a food bank and the other clothing. When I told them about the incident they giggled. I nearly fainted when they told me to just "go along and have fun". The light went off in my head! My two friends were having sex with the native men! Now that I knew what to look for I started to see my friends finding ways to get alone with the native men and even a couple of teen boys.
Finally I got bold enough to confront them about it. They openly admitted they make this trip every year to get fucked by what they described as "huge black cocks". They actually thought I would join in on the fun. Over the 10 days we were there the men kept trying and I had to fend them off. i didn't tell my husband for fear of outing the other women. Gosh knows how many men, and teen boys, my friends had sex with? But I know it not a small number. Probably gonna find an excuse to opt out next year.

6
# 67504 - by HotNurse / September 6, 2023
- True Sex Confessions -
Straight Female / 26

Open Minded Rebound

A few weeks ago, my long term boyfriend did a string of not so nice things. He said some bad things about my mom, blew me off a couple of times to hang out with his friends and he also cheated on me. We eventually broke up after trying to have an adult discussion, of which, he was just being an asshole. No harm no fowl.

In trying to move on, I connected with a guy from my distant past. We had not seen each other in a few years but he was always flirty on social media. It did not take long for us to go out for dinner. It was actually a fun night. I do not drink, but the food was good. We decided to go back to his place after dinner - a condo he shared with his brother. The place was beautiful - in the hills, overlooking the large city we live in. It turns out that when his parents both passed away, they left him and his brother this condo and a large sum of money. His brother was out with friends so this would give us some privacy.

We eventually end up in him bedroom and sex ensued. I am not sure of some of these details because I was in the throes of getting the shit fucked out of me. Anyways, as I am coming out of my first orgasm, I see two guys watching us from the bedroom door. My date is still railing me into the mattress and I am still trying to fuck him back as these two guys continued watching. My eyes never left them. It was like I wanted to be watched as my date continued his railing of my heated up pussy. I start to cum again - a really hard one - and the two guys walk into the room. My date is unfazed by this. He just keeps railing me. But one after another, the two guys begin to undress. I start to feel uncomfortable and a little on the unsafe side. But I cannot make it stop. The pounding on my pussy has me open to whatever is coming. What came was a three on one fuck that refines a rebound fuck. I was fucked in seemingly EVERY imaginable position that night. I am a three hole kind of girl, but damn, there was no stopping these guys. The pounding they put on me and my willingness to allow it, left my holes battered and beaten. My pussy was puffy for a week. My asshole was raw and tingly. And my jaw hurt for a couple of days.

I went home that night, showered and went to sleep. Upon waking up in the morning, I was greeted with a funny text: each guy had taken a pic of their hard cock with the comment ‘we look forward to being inside of you again soon!’ In some ways, the cuteness of the text made being such a slut the night before a little more okay. But in another way, the thought that I allowed this to happen made me wonder if I was too easy.

Fast forward to last Friday night: the three of them were all inside of me for a second time. It was so intense. It was fucking fantastic. It was naughty. It was dirty. I was a total slut. This is already planned to happen again over the upcoming weekend and I feel like it is becoming a thing. I guess I am easy and I enjoy being a slut.

6
# 67465 - by Riley / September 5, 2023
- Anything Goes -
Straight Female / 23

Tinder And Bumble Dates

When I’m not at work I’m typically surfing dating apps. Well even on my breaks at work I’m still on dating apps

I’m definitely wanting to find a good guy to date but I also love having sex too. More so I actually really love giving BJs.

I’ve determined two things. Guys really love a woman who wears scrubs. They find them very sexy. And guys never say no when I pull their dick out to suck it.

This year so far I’ve sucked like 32 dicks. Yeah I have an addiction I guess lol. Only half of them I actually had sex with. Condoms are a must if they want to go in my pussy.

If anyone is wondering. Every guy I’ve sucked was average size or slightly smaller. Only one had a big dick. Which honestly I could care less about dick size. I’m small so any dick I take feels big to me.

0
# 67421 - by Michelle / September 2, 2023
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