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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:

- My Cheating Heart -
Straight Female / 26

My Bachelorette Party

I’m due to get married in September and I had two bachelorette parties in July. The first one was with my bridesmaids and that one was very tame. The second one was with my coworkers who are a bunch of nurses and being nurses it was of course filled with much debauchery.

There was a lot of drinking and I received many large dildos and vibrators as g*fts. We had alot of fun drinking and dancing when of course there was a knock on the door and two very muscular men dressed as cops came in. Of course they were strippers which I had suspected they would hire. One was black and the other was white.

Things got out of hand pretty quick. Both guys stripped down to g strings quickly and made their rounds to all the girls and gave us lap dances. There were about 15 of us at my coworkers house. When they both got to me they took turns getting me in various sex positions to the amusement of my coworkers. Lots of picking me up and dry humping and smacking my ass. The white guy went back to my coworkers but the black guy seemed to take a lot of interest in me and got out a bottle of whipped cream and sprayed it on his chest. I licked it up and then he stripped down to reveal the largest dick I had ever seen. Huge thick dark black cock.

The white stripper was also naked and my one coworkers was licking his cock up and down. I wish I could say I didn’t but I was incredibly drunk and also turned on by these guys so when he sprayed whipped cream on his cock. I licked up and down his shaft to clean him up and he got rock hard. I then proceeded to blow him for a few minutes. It was very challenging as I have no trouble deep throating my fiancé however no luck with a cock his size. He smiled and then picked me up and threw me over his shoulder. He smacked my ass a few times and told my coworkers he needed some alone time with the bride to be. They all laughed but were mostly focused on the other stripper and his cock

He took me up to a bedroom and threw me down on the bed and told me he wanted to give me a night to remember so when I eventually get bored with my husband I will always have this memory. I didn’t protest as he had an amazing body and I let him removed my pants and thong to eat out my pussy. It didn’t take long for me to cum on his tongue.

He then flipped me over and I stuck my ass up in the air for him to take me from behind. He wasted no time and I was surprised I was able to adjust to his size pretty quickly. I was super wet and he commented to me how tight my white pussy was. He fucked me harder and faster than any other guy I have been with and talked dirty to me the whole time which was hot. He took me doggystyle the entire time aggressively with alot of spanking. A few of my coworkers came up and I saw them open the door and cheer me on as I got his black dick. When he was ready to cum he pulled out and had me get on my knees to cum down my throat. After he finished he told me my fiancée was a lucky guy to pound an ass like mine whenever he wanted.
I went downstairs and saw the white stripper fucking one of my older coworkers who was married with 3 kids. She was getting fucked on the couch while a few were watching and some were passed out. After they finished both strippers left and I found out all the women at the party sucked a dick and two were fucked in addition to me.
My fiancée went to Vegas for his party. Not sure if it even came close to the Craziness of mine

7
# 67059 - by Nicole / August 13, 2023
- My Spouse -
Straight Male / 29

Pregnant Wife Exposed Herself And Got Bukkake By My Card Players

I was playing cards with my card buddies and we was all boozing it up. My wife tits really swelled up and grew really big since she became pregnant. My buddies noticed how big her belly got too. My wife overheard us talking about her and how great it would be to wack off on her pregnant body or her jerking us off on her.
They began running their hands on her saying , don't hide your body with clothes on. I guess it was the drinks in me in me and told my wife to show herself off for us. She looked at me and said, " You don't mind ? " She stepped out of the room then returned completely naked massaging her huge breasts and huge belly. The guys pulled out their dicks tugging it. My wife removed my pants and started jerking me off with her milk filled tits. One by one they surrounded her, blasting her with their cum. She began sucking dicks off, making me get really turned on, so that I had to put my dick in her.
The next day my wife admitted she enjoyed our sexual activity

4
# 67058 - by Bo / August 13, 2023
- Embarrassing Moments -
Straight Male / 36

Planning A Football Party

My wife, Terri, and I love college football. We met in college at a football game and we’ve remained fans since then. We prefer our alma mater, but love watching almost any college game…especially SEC games. We had a BIG game coming up against one of our rivals and were going to have a party at our place and planned on inviting my brothers and a few friends. One brother was currently at the same university we attended, and the other planned on attending the rival university. 2 other friends went to a different SEC school and 1 went to a smaller college. Terri is the only female who would be there, but she was as big a fan and just as knowledgeable about the game as anyone.

I started a group text so we could plan the party, who would bring what, when to arrive, and that sort of thing. Since the group was split on their team loyalties, we started shit talking and ragging on the other guys teams. There were 7 of us in the text group so at first it was not stop messaging, but after about a day of that it slowed to a text or 2 a day leading up to the game which was a week from the upcoming Saturday. I had an out of town trip that I was going to have to take soon and crossed my fingers hoping it wouldn’t be the day of the party. Fortunately, it turned out to be the Saturday before. I flew to Cincinnati on Thursday and wouldn’t return until Tuesday but would be back a few days before the party.

Saturday afternoon Terri called me and asked if I had a problem with her going to the bachelorette party for a neighbor’s daughter? She said it was at their house and she wouldn’t be driving at all, but there would probably be a lot of drinking and, knowing the neighbor, male strippers. I laughed and encouraged her to go and she said she’d try and behave and would talk to me later. We texted several times as she got ready, and when she left I started texting the guys talking shit to those against our team.

By 9:00 that night I was back in my room and once again started slamming our opponent and my brother for wanting to attend their school. It was getting close to the game day so everyone was getting excited. All the back and forth just made it fun. Pretty much everyone was participating, Terri even texted 2 or 3 times from the party. Terri also texted me a few times, she sent a picture of the male dancer the neighbor had hired and a few pictures of the others at the party. It all looked pretty tame to me but I responded that I was glad she was having fun. In the meantime, I was still harassing the others in our party text group.

By midnight, I was about to go to bed when my phone dinged. I looked at it and Terri said she was back home and drunk. I just responded with a thumbs up, I was tired and a bit drunk myself, and got in bed. A bit later, my phone dinged again and I looked at it and saw Terri had sent some more pictures. This time, they were selfies of her naked in front of the mirror, one of her squeezing her tits, and one with her foot on the counter and her vibrator in her hand pressed to her clit! She commented in the message “I’m so horny, I wish you were here. Guess this will have to do tonight but you better be home before next week or the football party is going to become an orgy!” And then she laughed typing JK afterwards.

I set the phone on the counter and then heard it dinging like crazy! I picked it up and one by one saw my brothers and friends typing a response! That’s when we both realized she’d accidentally sent the pictures to the football party group text! They were sending g*fs and responding that they couldn’t wait until next Saturday! I burst out laughing and could only imagine what Terri was doing! I called her and she was horrified and embarrassed. She kept apologizing and tried to even cancel the party stating she couldn’t bear to face any of them. I reminded her that 2 of them were family so she didn’t really have a choice. The party took place and we had a great time, despite her having to put up with a bit of teasing.

2
# 67056 - by The Dude / August 13, 2023
- True Sex Confessions -
Straight Female / 34

Camping Adventure

I wrote this earlier today but maybe I did not save it correctly.

My husband and I went camping with some friends. The first night, however, I was the only female. As is normally the case, we all got drunk. This night, my husband thought it would be funny to tease me sexually all night and letting our friends know he would be fucking me in our tent later.

The night finished and, like he said, my husband fucked me doggie style as soon as we got into our tent. He was semi hard and could not cum, but he kept fucking me. I came one time and yes, you could hear us outside the tent.

At some point, I hear the zipper of the tent open and our friends come in. One tells my husband to move out of the way and starts fucking me. He lasts about 10 minutes and shoots his load all over my ass and back. The next guy takes his place. 15 minutes later, he cums all over my back as well. The next guys takes his place but my knees can’t do anymore. So I ride him until he cums inside of me. My husband lays down and I ride him too, until he tells me he is going to cum. I climb off and jerk him off.

I am pretty sure nobody knows that the third guy came inside of me….

Such a forever memory!!!!!

5
# 67057 - by Allison / August 13, 2023
- My Spouse -
Straight Female / 41

Husbands Recent Circumcision

My wonderful husband began having more issues with his foreskin over the last two years. Ever since I’ve known him it’s been on the tighter side which was never an issue for us. Sex was fine and BJs were a regular thing.

But more and more my husband was worried about his foreskin so he decided to get circumcised. To be honest the 6 weeks of no sex was harder for me than him!

I was so damn horny the whole time and I didn’t ask for any oral because I didn’t want to turn him on at all and make his healing dick hurt.

As parents to little kids we definitely were kept busy as he healed but there was a string desire for sex. And at his 6 week follow up I went with him. Seeing the doctor look at his beautifully cut penis and saying it’s good to go made me instantly wet. He told us to use a condom for month just to be safe and take it easy at first

Well taking it easy is hard for me. As soon as we were driving out of the parking lot my mouth was around his dick. Admiring the sensitive exposed head with my lips and tongue. Sucking on his dick and having him cum in my mouth so quickly because he was so horny from not cumming in 6 weeks.

The feel and taste of cum in my mouth was something I missed! As we stopped at a store to get condoms we went home and had some really good sex

Over the next two months my husband got adjusted to being a cut man and I sure got acquainted with it too with daily blowjobs and almost daily sex as we worked to catch our sex live back up.

Resulting in a pregnancy now

2
# 67037 - by Anna / August 12, 2023
- True Sex Confessions -
Straight Male / 19

Gina My Neighbor

I recently moved back in with my Dad. I left for college but once there it was not what I expected and decided to come back and attend a JC close to my house then try again in a couple of years.

I work part time in the evenings so I am around most of the time during the day when I’m not in school. My dad has lived at his place for a while nice neighborhood bigger than usual homes. Parent’s divorced a while ago. Mom lives in another side of town. I help out do yard work clean up around the house stuff like that.

His neighbors on both side of him are older Bob and Grace to one side they are retired and Vick and Gina. What I did not know was that Vick had actually passed away before I moved back in. Gina always kept in shape she is in her late 50s early 60s dirty blond short hair killer body. I have seen her in a bathing suit and her boobs are nice but her ass loos good.

Dad tells me what happened and when. He says to help her in her yard or if she is out to ask if she needs anything. So I do next time I see her in the front yard she is in a Giants shirt snug fit and black leggings. As I walk up to her she is leaning into her trunk and have a really good view of her ass. I could clearly see she is wearing a thong. When you see her you can’t tell her age. Her face shows some age but her body does not. I asked her if she remembers me and she says she does. I ask her if she needs anything or help around the house. She gladly accepts. For the next few weeks I would go over and help her around the house. She had asked that I just come in from the side of the house if I knocked and she didn’t answer.

One morning I did just that I had gone to get coffee and bagels and had brought her some. Figured we could have breakfast together. She was in the back yard in a small cover. She was surprised and glad to see me. She said that she needed to get her laps in and if I would wait while she swam a few laps. She drops her cover and is in a 2 piece. Boobs are barely staying in and a what I’m pretty sure a g string. I get an instant boner.

She finished up I get up to get her cover and see her wet and bam instantly a hard on. She saw it I was fucking embarrassed. She giggled and said that I should take care of that. I was frozen before I know it we are kissing and she tells me that she has missed affection and touching someone since her husband past. I was more than willing to help. I’m not going to lie she dropped to her knees stroked me twice put my dick in her mouth and sucked maybe 3 times and I blew a massive load down her throat. She chocked a bit swallowed what she could. She was surprised how much cum there was. I picked her up spun her around over the patio table and spread her beautiful cheeks and vigorously licked her ass and pussy. I was hard again and this time I gave her a strong pumping. It’s is our every day routine. I sometimes tell my dad that I’m going out with friends and just go next door and fuck. There is a big age difference but for now I’m helping her out.

0
# 66985 - by James / August 9, 2023
- My Spouse -
Straight Male / 41

Not What I Expected.

If you’re one of these people who hate stories about men who want to share their wives, quit reading.

My wife and I have been married for a long time, we have a great relationship and have been monogamous…for the most part. I have had a fantasy of seeing her pleasured by another man and have told her that on many occasions. She always laughs it off and tells me that it’s not happening. Often when we are having sex, I will tease her about having sex with someone else. Usually, the name I give her is Ken because I’ve always felt she had a mild crush on him. He’s a nice guy, fit, and always upbeat.

Recently, we were having sex. I was lying on my back and she was on her knees in front of me giving me head. As I had done many times, I began telling her I was picturing her getting fucked from behind as she blew me. She didn’t respond but kept going with the BJ. I then told her to fuck him back saying “close your eyes and imagine him fucking you from behind! Fuck him back for all you’re worth!” She actually began rocking back and forth rapidly and even moaned a bit. This went on for a few minutes then I had her lie down while I ate her pussy.

She was very turned on and moaning quickly. I would pause briefly from time to time and tell her “Talk to him. Tell him what you want him to do.” This time, she actually started moaning “Oh baby, eat my pussy! Make me cum!” I did but again paused and said “Who do you want to eat your pussy? Say his name! Tell him to make you cum.”

As she moaned and held my face to her pussy she finally said “Oh Carl! Eat my pussy! Eat my pussy Carl!” And then she came practically thrashing about on the bed! Just for explanation purposes, my name is Eric. Carl is a black guy she works with and who has gone to dinner with us several times. It never occurred to me that she would call his name. I was certain it would be Ken! Since then, she regularly pretends she’s being fucked by “Carl”.

2
# 66989 - by Oops! / August 9, 2023
- True Sex Confessions -
Straight Female / 25

The Last Year

For the last last year or so, I have been sleeping with a group of black men.

It started as an online hookup date with one of the guys. On our second date, he told me he had mentioned me to his friends and insinuated his friends were interested in dating me as well. The third date, two of his friends ‘just happened’ to come over his apartment while we were fucking. They wanted some of me too and I gave it up.

The fourth date was the turning point: the original guy invited four friends to join us from the beginning of the night. These five guys fucked me in EVERY imaginable way that night. They made me their sex toy. The sex was so good, that I willingly allowed them to take what they wanted. By the end of the night, I looked like I got run over my a train.

Since that fourth date, the original guy and six of his friends basically have me on speed dial. When they want it, they call me and we get together asap. If I told you I have been fucked 400 times this year, I would not be lying. In truth, it may be more than that. They are 22 - 30, plus one guy who is 55. They will not admit it, but I think he is one of the guys dad.

I do not see me or them stopping this anytime soon.

0
# 66958 - by Hailey / August 8, 2023
- My Spouse -
Straight Male / 35

Uhhh I Think She Forgot Something...

Probably a few naysayers won't believe this, frankly I couldn't either. But from the stories here, this kind of thing seems to happen all the time, just not in my world. At least as far as I know...

My son is challenged but high functioning, so we're trying him living on his own and he has a basic job.

When he moved in we hid a web cam so we could make sure he was ok since it's his first time out on his own. We don't use it often, usually only when the weather gets bad or he's upset about something.

He has monitoring hardware and software that helps him manage and for us make sure he's safe. It was having some problems after a storm, so the company sent a couple of young guys over to look at it. Since my son was at work, my wife went over to let them in and stay while they were there.

She had been gone awhile longer than I thought, so I remembered about the cam, I tured it up and couldn't believe my eyes...

She was topless, her 34C's hanging out, sucking one of the young guys while she was stroking the other guy, switching back and forth while they were pawing her tits. This went on for about 10 minutes, then she pulled down her shorts and thong and guided the one with the bigger cock into her while sucking the other.

He went slow at first, then you could tell he was about to lose it, he picked up the pace ramming his cock all the way in where you could hear his balls slapping. She started screaming she was cuming, he started moaning and grunting and with one big push he put it in as far as he could and started shaking like he was filling her with cum.

All this set the other guy off and he started unloading in her mouth. She coughed and swallowed as much as she could, but you could see it running down her chin on the floor. The whole thing lasted about 15 minutes and I sat here stunned.

About 30 minutes later she came home and said "its really hot out, I got sweaty I'm going to take a shower". I asked her how things went, she said "fine, they were nice guys. I think they are going to start checking it on a more regular basis". That's good, thinking to myself yeah I bet they are.

I had a lot of sexual experience before I got married and she didn't. I'm supposedly the only one who bedded her before marriage. I've given her a free pass to fuck whoever she wants, so it doesn't upset me. I hope she had some fun... I have my own FWBs.

I'm curious if she'll ever remember the camera is there. Or maybe she did remember and showed off on purpose. Either way I have the recording and you can bet I'll be watching it.

2
# 66950 - by RickySpanish / August 7, 2023
- True Sex Confessions -
Straight Female / 33

Taking One For The Team

In the USA, football is back! For my husband and I, this means lots of green clothes and green jerseys. Last night was no exception, even though the game was just preseason.

In the excitement of football being back, we had some friends over. By the end of the night, I was left in a physical state just the same way a running back feels after a game - tired, bruised from head to toe, out of breath, dehydrated and used. I had allowed my husband to convince me that this would be a perfect opportunity to do my first gang bang. Our friends knew this would happening.

I had dressed the part of the woman interested in flaunting her sexy body. Jersey, tank top, black yoga shorts. My ass and pussy were clearly on display all night for these men to see. My 48dd boobs filled out the jersey perfectly.

I greeted each guy as they entered the house with a kiss and a hug. All five arrived around 7:00, with all wearing jerseys and some type of shorts. My pussy was wet by 7:15, but my mind was hanging in a cloud of defiance and obstinance. Why would I actually allow this? Where was my dignity? Why did my husband offer me up like this? As the night went on, these men, all of which I have known for a good amount of years, were the answer to MY questions. I wanted this. I have wanted to do this since I was 21 years old when I had two college boys fuck me at the same time. This didn’t feel like a question of dignity for me. This was completely about me doing something I desired to do.

By half time, I was fully naked. My pussy was already fucked by two of these six men. I had sucked all six cocks. I was wanton for this. My body was in full harmony to give up everything to these men and it did. By the end of the evening, all six fucked me, like a running back runs through the offensive and defensive lines, until the climax of the play ending in a hit and a tackle. My pussy climaxed what seemed like a dozen times. These men all came at least once. I had my first black cock tonight too. I was made airtight!!! As the night ended, I was a sexed up mess. My knees were red. My hair was in a ponytail but not very neat. My body was tired. All three of my holes felt beaten down.

I took a shower, well, I stood under the hot water until there was none left. I dried off and found my bed and my husband. He smiled at me and I smiled back. I told him thank you for allowing me this. He acknowledged the naughtiness and the extreme sexual nature of it and he was happy I enjoyed it.

So here I lay in bed about 5 hours later in the dark, naked, used, satisfied that I had finally done this. My perfect husband is next to me, naked, sleeping and happy. The thought crossed my mind of doing it again when I was in the shower and it is in my mind now as I write out this confession. My completely used pussy is awake already, which I cannot believe is possible after last night. My clit, swollen and sensitive is hanging on a thread right now. If I touch her, I will cum in an instant. I do not dare! I will give that to my husband when he wakes up.

Thank you for reading my confession. Sleep well everyone.

7
# 66892 - by Melanie / August 4, 2023
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