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JamesDean69

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Gender: Straight Male
Age: 35
Relationship Status : Not specified
Profile Visits : 474
Number of Comments : 8
Number of Confessions : 7

JamesDean69's Favorite Confessions:

- True Sex Confessions -
Straight Female / 30

Threesome Number Two And An Amazing Time With Fuck Buddy

Last time I wrote on here was about 2 weeks ago talking about the threesome me and the fuck buddy had with my roommate. Well, it happened again this past weekend. He ended up staying in town for 2 whole weeks. I wasn’t thrilled about it happening again because it happened by accident. He had gotten a hotel so I had been meeting up with him there every day but he had come over to the apartment after I got off work to do our normal thing and she ended up coming home not long after and, of course, caught me in the middle of sucking his cock. She came in and took her clothes off and laid down on the bed and spread her pussy lips apart expecting someone to eat her out. Well, he was about to cum so I kept on sucking him. He shot his load and I swallowed every drop. He has already ate my pussy before I sucked him off. I didn’t want to just leave the roommate naked on the bed so I told him to fuck me from behind while I ate her pussy. He did just that and I licked her pussy. She moaned. I didn’t think I was that good but I guess I was. I got caught up in the moment of him fucking me and was trying to focus on that because it felt damn good and I stopped licking for awhile until she asked if I was gonna finish. I started again and she moaned again. Meanwhile, he was thrusting in and out as hard as he could and I felt my orgasm coming on and I came as well as him. He licked the cum off my pussy. I continued licking her. She didn’t last much longer until she had an orgasm. She quivered and finally had her orgasm. I was hoping that was enough for her but she wanted him to fuck her. He said he needed to wait for a bit. About 30 min later she asked if he was ready and he said sure. She wanted him to fuck her from behind while she ate me out. I let her. She’s nothing like him but I eventually had an orgasm. She thanked us both and then said she had to go out and asked if he would be there. He said he was going to spend time with his family which was true because he isnt going to be able to be home on Thanksgiving because he has to go back to the oil rig and his sister, her new baby, and her other 2 girls were in town so he could see them. She seemed bummed. After she left, he said he still had the hotel and I could still go there. He spent the Friday and Saturday with them and on Saturday night he told me to come to the hotel. When I got there, he opened the door naked and laid down on the bed. He was hard as a rock. He started stroking his cock and asked if I would suck his cock for a long time. I did just that. He put his arms behind his head and relaxed and closed his eyes and just enjoyed me sucking his cock. He grabbed the back of my head and pushed it down so his cock would go as deep as possible. He moaned so loud. I loved it! Just knowing that I was pleasing him turned me on. I sucked him for quite awhile and he moaned several more times until he shot his load. I swallowed some and then just wanted to watch the cum shoot out of his cock. He told me that was his favorite thing ever was me sucking his cock and then him retuning the favor to me and then fucking my brains out. Well, we did that for the rest of the night. He ate my pussy for a long time so I could lay back and enjoy it as well. He then fucked my pussy hard. He had to leave Sunday afternoon so we spent Sunday morning pleasuring each other and fucking. It will be 3 weeks before we get to see each other again but we saw each other every fur 2 and a half weeks so that was pretty amazing. The threesome kind of just happened again. He said she’s not very good doesn’t taste good like I do and I also suck and fuck him better. He said there’s no better feeling in the whole world and he was glad we got to for as many days as we did and can’t wait until we can do it again. I hate how he has to be gone for weeks at a time but it’s so damn amazing when we finally get naughty again. When I feel his tongue on my pussy, it’s like heaven and when his cock is inside me thrusting in and out it’s so damn good. He said when I start sucking his cock and deep throating it that’s it the best fucking feeling in the universe as well as when his cock is inside me. We were meant for each other.

2
# 68715 - by Afc / November 21, 2023
- True Sex Confessions -
Straight Male / 43

Caved In To Mother-In-Law Wishes

I remarried. My second wife was a bit heavier than my first wife with smaller tits but she was much younger and I was attracted to her because of her age . The fact she was years younger and she let me do oral on her hairy snatch which my first wife wouldn't do, led me to marry her. We went to her mother's often . I began eyeing her mother. Her mother was aged but had big tits on her. She reminded me of the fun I had with my first wife tits. I had good connection with my mother-in-law.
She stopped by our house while I was napping on the couch. I felt a hand on my semi hard dick. I thought it was my wife being frisky. When I opened my eyes I was surprised to see my mother-in-law standing there. " I need to ask a favor that you might help me with. " She began telling me her husband takes medicine that causes him not to have an erection. Her daughter confessed to her that I'm frisky in bed. My wife's mom confessed to me that at times she desires sexual relief and figures me being youthful can help her.
She exposed those big tits that she has and started massaging my privates. She's an older mature woman with nice looking tits as she slipped her hand into my pants and began tugging my dick. I began sucking on her big tit nipple. " Suck it hun ! Please this old gal ! " She unbuttoned my pants and pulled it off. To my surprise that old gal began giving me a blow job which I never expected from an older lady. She removed her bottoms and got onto the couch naked playing with her clit as I looked on. She opened her legs and begged me to stick it in her while she was still playing with her clit. I grabbed my dick and slowly eased it into her hairy snatch. I never had a snatch that felt so good. I put my dick all the way in her slapping her with my balls. " Please don't stop babe! " she screamed out. I finally exploded giving her the sperm I had as it leaked out on to the couch.
She cleaned the mess I made before her daughter finds it when she comes home. To my surprise my mother-in-law gave me a mouth to mouth heavy kiss and a " Thank-you ! " I said, " No, thank-you ! " as I groped her big breasts.

1
# 68191 - by Ron / October 20, 2023
- My Cheating Heart -
Straight Female / 26

Can't Stop Thinking About My First Big One Pt. 2

Hey, so I caved again and had to get another fix of my big one. Retelling my story basically psyched myself into it! I'll add a little more details because this is fresh in mind... I'm writing this while my boyfriend is asleep next to me :)

Let's call my hookup Daniel. The first time with Daniel happened around the 4th. As usual with these things, my boyfriend was traveling and I had raging hormones. Retelling my story didn't help with keeping it out of mind. In fact, it just made me hornier and I kept reading my own story to relive the experience. I was so horny that I fucked my boyfriend every night. It felt great, but I am starting to feel a little guilty for thinking about Daniel while in bed with my boyfriend.

This past Saturday evening, my boyfriend told me that he'd like to go fishing Sunday morning. I said, "OK, but we've been staying up late for the past few nights, I'd like to sleep in." Then without thinking, I texted Daniel, "Hey."

We had already turned in early for the night, no sex. I was quite disappointed, honestly, not because we didn't have sex, but because Daniel hadn't replied. When he did reply, my heart jumped in excitement, even though all he said was, "Hey."

I bit my lip so hard in guilt... here I was laying next to my boyfriend and texting this guy. I was having some serious second thoughts, but I was also so horny thinking about Daniel, so I quickly and simply responded, "DTF?" His next reply was really quick, he said, "When and where?"

At this point, I felt there was no going back and honestly, my pussy twitched a little in excitement. I gave him my apartment address and told him that I'll text him when my boyfriend leaves for fishing, probably around 6:30am, which will give us like a 2 hour window.

In the morning, my boyfriend came to kiss me goodbye in bed. Before the door even closed behind him, I texted Daniel to come on over. I barely had time to brush my teeth when there was a knock on the door. Turns out, it was Daniel, he apparently drove really early and waited outside until he was sure my boyfriend had left the parking lot. He even brought me some Starbucks.

I didn't get a chance to drink it because he pushed me against the wall. We started an intense make out session. He picked me up, walked into my bedroom, and tossed me on the bed. As he pulled off his clothes, I stared hungrily at him until I sort of snapped out of it. The second thoughts came back in mind and I weakly said, "Wait... I can't, I mean my boyfriend and I sleep on this bed."

All Daniel said was, "So?" before he buried his head under my nightgown. I felt his tongue lap at my clit and I gave out such a loud moan. He ate me out until I'm shaking, then climbed on top of me. Next thing I knew, he's got the head of his cock inside me. I arched my back so hard at being stretched apart. He braced me and gives one more mighty push until he slapped against me.

I held onto his shoulders for dear life as he ploughed me with his entire cock. I honestly don't know what happened, but I screamed so loud as I orgasmed on his cock. I think he caressed my face as I came down from my high. When my eyes finally focused on him, he just laughed and said, "Does that Asian pussy need more TLC?"

All I managed was a weak nod. He flipped me onto my belly and proneboned me. He was real sensual this time so that I could every stretch. I really started to get into it again when he sadly said, "Fuck, I need to cum." I don't know, maybe I was just too turned on, but I blurted out something like, "Yeah fill me up." And that's exactly what he did.

After we both calmed down, I was really having second thoughts now because his cum was leaking out of me, but I had such a good time. We chatted and cuddled, got to know each other a little more. We eventually started making out again, he gets hard and... well, it was too late to say no. I rode him for a bit, even finally took my nightgown off, but that's just not my favorite honestly. Thankfully he caught on, flipped us over, and fucked me with my legs on his shoulders. It took a little longer until I came again on his cock. He kept going, didn't even ask this time, and came inside me again.

After he left, I showered and chilled. When my boyfriend got back home, he asks, "Oh wow, you went to Starbucks today?" There was that feeling of like a hammer hitting me. I simply smiled and said, "Yes baby." He shrugged and goes, "Well, at least one of us got something."

Heh...

3
# 65543 - by Jenn / May 15, 2023
- My Spouse -
Straight Female / 31

My First Threesome

When I married Tom, he was 34 and I was 20. He'd been married before, but I had only had one boyfriend all through high school and half way through college (when I met Tom). My ex-boyfriend and I had sex, but it was just regular, missionary style sex. We did have oral sex but that's as kinky as we got.

I hadn't been dating Tom but 2 months when we started having sex. It was amazing! We f***ed every way two people can. He also turned me on to having sex in public places where there was a risk of being caught or seen. And yes, we were seen (and watched) a few times by people in another condo while on vacation, in a parking lot, in a pool, etc.

After 10 years of marriage, our sex life was still amazing and strong. One day we were giving sex and he suggested his friend (Matt) watch us or arrange being seen by him. I downplayed it, bur over the next several days started getting horsing thinking about Matt watching us. He's a very handsome man, and obviously works out. He was married but had been separated for about a year (at the time). I decided if Tom mentioned it again, I'd express my interest. Sure enough, he did. The plan was to have him over for drinks, than Tom mention a new bikini he'd bought me, then I'd wear it in the hot tub, Tom would take my top off, then bottoms, and I'd fuck him in the hot tube with Matt watching. It would give "some" coverage but still Matt would be able to see my tits as I rode Tom's co**.

The night went it was planned. When I got into the hot tub, Tom pulled me over and immediately pulled my top off. I dipped in the water to shield my tits (I wasn't quiet ready), but Tom.told.me to stand up and let Matt see my tits (32DDs). Tom turned me toward Matt, as.he glared at my tits. Then Tom unties.my bottom and removed it. The water barely come to the bottom of my shaved pu**y. I was just standing there while Matt soaked in my body with his eyes. Tom pulled me back, then turned me.to the side.and lidlfted me where I was bent over the edge, with my ass showing. Tom reached between my legs. I was soaked. He pulled his trunks down and fu*cked me hard. I didnt cum, but I felt him pull out and as I was about to stand up, Tom pushed me down again and I felt Matt's c**k pushing inside me. Oh Gosh it was huge. I could tell how big but knew it was much bigger than Tom's. Matt fucked me hard and deep while Tom watched. The next thing i knew, i was flipped over as Matt stood in front of me. His cock was 2 feet from my mouth and it was as big as i thought. Matt pulled my head toward him and guided his cock in my mouth. I looked over and Tom jerking his. Matt was pushing so deep, my gag reflex caused me to choke a few times. It went down my throat more and once and his balls was by my chin. I'd never taken a c**k in that far. Matt shot his load in my mouth and it was dripping from my chin as he pulked out. Tom came and shot his load in the jacuzzi. Tom took me into our bedroom, made me shower, and fuck me. Matt left and went home. I can't stop thinking about it! I want to f**k Matt again, but Tom hasn't mentioned it. Matt had visited several times and had hinted. Tom says he talked
about it often to him and knew he wanted to fuck me again.

Recently Matt called me at work and ask me to leave work and meet him. I know I shouldn't have, but I did. We went to a hotel and he fucked me like no man ever has. I love Tom, and our sex is great, but Matt is unbelievable in bed. I'm thinking of confessing to Tom.

4
# 68049 - by Geena / October 10, 2023
- My Spouse -
Straight Female / 51

My Husband’s Secret Flickr Account

Two years ago my hubby put his pass code onto his laptop and I saw it. When he was at work I couldn’t resist having a look.

There was a lot of porn, which didn’t surprise me; however, I found a Flickr account they did shock me. Over the years I’ve let hubby take pictures of me in the nude. We’ve done loads of photo shoots and they usually end up in great sex.

On this Flickr account were all those pictures, hundreds of them. Thankfully, he had blurred my face or cropped my head so there was no way of identifying me.

I spent hours in shock looking through the pictures to make sure I couldn’t be identified and then reading the comments . I was annoyed with hubby, but the comments got me very sexually aroused. I ended up having a couple of orgasms reading the comments. Some were very graphic about what the gentleman would like to do with me. Some were very long and descriptive. I went from angry to reaching a sexual peak I’ve not experienced for years.

I confronted hubby, he was horrified and apologised. However, we have continued with the Flickr account only now we read the comments together. Hubby gets off with other men seeing me naked, and I get off reading the comments. It’s led to some incredible nights of pure passion.

1
# 68053 - by Anonymous / October 10, 2023
- Anything Goes -
Straight Male / 32

So Much Fun

I’m 32 and never been married, that’s by choice. I know that I would be a horrible husband. I have had many relationships but always end up cheating. It saves me the time and money by not marrying.
I have a women who lives a few doors from me that is married with a kid. My age blond hair green eyes short stacked with a fat ass. I have met her husband a few times mostly as I jog by and a have casual conversations. Same with Ashley his wife.
Except a few months ago I was out one evening with my buddy for happy hour at are favorite bar. There was a group of women that we where talking to and noticed this hot little blond with her tits about to flop out and these black stretch pants that where showing some fat camel toe. I walked up talked to her bought her a drink after a while she asked me aren’t you my neighbor then it hit me. I looked her and then told her to that’s right your that smoking hot chic from down the street. She turn beat red and gulped down her drink.
In 20 minutes I walked her out she had rode with a friend but that friend had left with my buddy. As we where walking out he text me I got a ride home then sent me a picture of the girls ass. She was riding him in the back seat of his car.
We got to my car and I was all over Ashley she was feeling good and the drinks helped her judgment. I moved my Tahoe down the parking lot where it was more private. With in minutes Ash was just in her g string with her legs up in the air. I sucked on her tits then went down and I had to taste her. I have this thing about leaving the panties on and just pushing it to the sides. After a bit of me rimming her and sucking her clit we kissed and she gave me a sloppy bj. I grabbed both legs and put them over my arms. I was getting ready to pound it and she asked if I had a condom. I pinched her nipples said no and my head split them lips open. She was so wet but tight. I’m sure my Tahoe was moving but i didn’t care. All she kept saying was oh fuck oh fuck I spun her around and put her doggy. I pounded away for a while then I put the tip of my dick right against her ass. Without saying anything she put spit and pussy juice rubbed it all over my tip then leaned her chest on the seat and spread her cheeks for me. It was great it took a little force to get it to go in but she helped by pushing back. I got my phone out and snapped a few pictures and a video of my cock sliding in and out of her ass. I sent a picture to my buddy and told him I’m giving a ride. After a few minutes of letting her dictate the pace i took over. I grabbed her by the her hair and squeezed her neck a bit and fucked her like an animal. She made some loud noises and grunts with the occasional fuck. I pulled out of her butt and put the tip in her pussy and shot my load in her. It was close to 8 when her phone rang and her husband called to let her know that he was about 45 minutes behind. She said that she was almost home and ran late because Beth had gotten sick.
We got dressed and I started to drive off as her and her husband talked. She acted as nothing happened. I reached over and pulled her tits out and played with her nipples. I could tell she liked nipple play. I pulled her head onto my lap and she proceeded to blow me again. By the time I was in front of her house her bottoms were off and I was pumping away in my front seat. I shot another load in her. We were short on time and couldn’t find her pants. Luckily it was dark and she hopped out and her pants were between my door and the seat. He said she would jog by my house tomorrow. She walked in to her house with her top on and a g string. She looked so hot I got hard again.
She did not lie she went for a jog the next morning and came through the side gate into my back yard and I gave her another ride for the next hour. She had to clean up as I shot a load across her face. Her husband and her son had a soccer tournament down south so she spent the weekend at my place. She let my buddy and I give her her first DP. After that day she said no more dps. She said it felt like we where going to split her in half. It’s nice to have such easy access to some ass. She is a stay at home mom. I have plenty of stories of things we have done. She herself has given me some good ideas. She won’t do my buddy again though she said he was an ass lol. I posted some videos of her on Xvideos

2
# 68041 - by P / October 10, 2023
- Anything Goes -
Straight Male / 36

It's Not An Easy Decision

Caught my wife dildo fucking herself in our lounge, whilst on a video call with a guy.
I could see him on her lap top stroking his huge cock, as they both described what they'd like to do with each other.
When he asked my wife to slide the dildo up her arse, she just did it. Something she'd never let me do, fuck her arse.

From some of the things they were saying, it was clear they'd obviously fucked and by the sounds of it, there was nothing my wife hadn't done with the guy.
The whole time I watched, I didn't once get jealous, but instead became increasingly turned on.

When my wife had a massive anal orgasm crying out how much she wanted the guys cock inside of her, I found myself cumming in my trousers.
It was the first time in my life I'd ever cum like that, and it felt utterly wonderful.

I sneaked back out of our home, got in my car and the got out, slamming my car door, then noisily entered the house. Usually I'd have walked straight into the lounge but instead I went into the kitchen. When my wife joined me, she looked flushed, but was composed and dressed.

She kissed me and asked what the stain was in the front of my trousers. I told her I'd just spilt some water down myself. But even I could smell the cum in my pants.
She didn't press the matter though, so I went and got changed upstairs.
By the time I'd gotten back down my wife was preparing our evening meal.

That night in bed I became ultra turned on thinking of my wife masturbating and imagining the guy fucking her. Not giving my wife an option, I fucked her as I spooned her and even slid my cock partially up her arse at one point. She didn't stop me, but did move a little so my cock slid back into her pussy.
She seemed surprised by my spontaneous sexual desire, but from what I could tell when she climaxed, just before me, my wife enjoyed the sex.

Since I caught my wife several weeks ago, I've fucked her quite a few times with no advance hint of sex. She's getting a little more into it, and has even allowed me to fuck her anally.
I know for sure she's still fucking the other guy, because I could clearly taste his cum when I tongued her pussy and clit a few days ago.

I'm not sure what to do next. I'm really enjoying our relationships right now, and still getting off on her having an affair. Yet I'd also actually like to be there, maybe, when her lover is fucking her.
I've not decided what to do. Let her have her secret lover and carry on fucking her whenever and however I want. Or let her know I know and have her invite the guy around.

2
# 68044 - by Carl / October 10, 2023
- Women Only -
Straight Female / 41

I Know My Husband's Secret.

My husband LOVES taking photos of me nude. It really turns him and and it turns me on knowing that. I was pretty conservative before I married him 10 years ago (both our second marriage). After my first marriage ended (husband cheated), I went through some serious self conscious issues. I lost weight, had a boob job, and now have a very fit body with 34 DD breasts that look natural on my frame). My current husband, Trey, loves it ans loves showing me off. He even talked me into going to nude beaches when we visit Jamaica, and I have found it exciting. He also wants me to lay out topless on the regular resort beaches ans I get plenty of attention.

Here recently I discovered he's been showing his friend, Dan, the photos I send him. Trey always talks dirty during sex and at times mentions Dan's comments on my body. I don't ask, and figure it's plausible deniability for me and just go with it. Secretly it turns me on, but I think he senses that with how wet I become during sex. I get.so turned on thinking and Dan looking at my photos. I don't want to do any threesomes and feel that's too far, but I do think about Dan stroking his cock thinking about me. Oh. And hes.married to Angie, who I find very sexy as well. We've changed in front of each other and wow! She's so fit with a great ass.

4
# 68032 - by Tammy G / October 9, 2023
- My Spouse -
Straight Male / 34

The Hard Way

It’s not that she slept with someone else or even that she let another man use her perfect little Latina body. It’s just the way I found out and what I heard. I thought she was the most loyal, loving, beautiful little wife, a man could have. But two days ago I was driving to meet some guys for a round of golf and I thought I saw her car parked in a driveway near the course. I turned around out of curiosity because she was supposed to be at work. When I got there, it was her car and I had no idea who’s house it was. I parked behind her car and walked up to the door. I won’t lie, my stomach was churning, but it got so much worse. I listened at the door, and I thought I could hear muffled voices. I considered knocking, but for whatever reason I tried the door knob and it was unlocked. I quietly push the door open and to my horror horror my beautiful little sweetheart, was lying underneath a tall, lean man on a couch. There is no other way to describe it but to say he was fucking her very, very hard. The worst thing of all though was hearing her she was making sounds I have never heard and begging him. Her slim Little caramel colored, right leg was straight up in the air shaking. His head was buried in her shoulders, and both his hands had her ass tightly. I honestly didn’t know a person could fuck that hard, and she was cursing and gasping so loudly. I stood There for about 10 seconds, and I honestly had no idea if she was having an orgasm or just being fucked better than she ever had. I had to close the door quietly and look away as he arched his back, and I knew he was seeding her deep. I drove away and stopped and sobbed. I still have not told her what I saw even though we have had sex a couple of times. Both times she had orgasms and both times I pulled out and came in her mouth I guess as a sign of some type of having control. But she sounded nothing like she did when the other guy was putting it to her. I feel weak and terrified to say anything.

6
# 67516 - by Broken / September 7, 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
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