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:

Most Exciting Moment Watching Wife

By far the most exciting moment of my sexual life, was watching as my beautiful wife took another man's cock into her mouth for the first time. I had long fantasized about this, and about ten years ago, I convinced my wife to indulge me.
We were in our mid forties, and my wife still looked amazing. Her beautiful face had gotten more sexy with age, and her body, especially her tits, got plenty of attention from men. So it was not too hard to find a guy for our adventure. She wanted a younger man, ( obviously a fantasy of hers!) so we carefully searched until we found a younger gentleman that seemed right.
After a first meeting, that went very well, we set a date for our next rendezvous. I'll spare the details about the guy, just suffice to say he was in his twenties and fairly well built. And a really nice guy, very mellow.
We chose a nice hotel a few towns away, and my wife and I stayed there for a night before our scheduled date the next evening. The anticipation of what we were about to do, led to amazing sex, we fucked like crazy.
Less than 24 hours later, I found myself sitting in the corner chair of the hotel room, while our new friend sat on the edge of the bed. We talked a few moments, and i reminded him that he would not fuck Mary, only enjoy her mouth. He said that he was looking forward to it, that after meeting us he was very smitten with my beautiful wife.
When Mary emerged from the bathroom, she was wearing a black lace teddy we had bought for the occasion. She looked unbelievable to me, her nipples and pubic hair visible through the sheer material. Our friend stood up and ran his hands over her body, feeling up her big tits. Mary smiled at him, and then sat on the bed. She pulled him over and started to undo his pants.
In a moment he was down to his boxers, with his stiff cock poking out. He was a good bit larger than me, and rigid as hell. He was still feeling Mary's tits, as she started to stroke him. Then came the most thrilling moment. Mary moved her head forward, parted her lips, and took his cock into her mouth. The sight is burned into my mind. My wife sucked about half his length into her mouth, before starting to bob slowly back and forth. More and more of his cock disappeared between her lips, and our friend started to moan quietly. Mary was giving this guy the blowjob that I'd gotten so many times, her eyes looking up at him, her tongue poking out from time to time, making a slurping sound. I was jerking my self furiously! After about 5 minutes, our friend indicated that he would cum soon. We had agreed that he could not shoot in her mouth, Mary was just not a fan of that. She did , however say that he could cum on her face, if that was something I wanted to see. Of course I did!
Mary had picked up the pace with her mouth, and was rubbing his balls, and he said he was going to cum. Mary backed her mouth off his cock, and stroked it . It was only a second or two before he shot his load onto Mary's face.(something i had only done once)
The sight of my beautiful wife, eyes closed, a sexy smile on her lips, being splattered with cum was truly unforgettable. I masturbate thinking of it quite often.
We met with the guy one more time, for much the same thing, but I think he was frustrated that he couldn't fuck my wife, so that was it. We never pursued it again, Mary saying that she really enjoyed doing it for me, but it made her feel a bit uncomfortable. So now I am thankful to her for the memory, and I must say she seems to enjoy a facial more often.

Fuck Buddy Is Now My Boyfriend

Well here I am again. It’s been a bit since I’ve posted. If people have read most of my posts then they might think of me as the fuck buddy girl or woman. There’s been a few changes since the last time I’ve posted. I am now living with the fuck buddy who is now officially my man. Yes, we are officially together and I have been busy moving into his place, which is 16 hours away from our hometown. I found out at the beginning of the year that I could work from home so that worked out perfectly. I was ready to get out of that apartment and away from the roommate and just wanted something different. On New Year’s Eve we made it official and had a good fucking session right at midnight. About 3 days later, he was going home because he hadn’t been to his own home in over a month so I had some packing to do. The roommate wasn’t happy but I don’t care. As soon as we got to his place after a 16 hour drive we took our clothes off and went to the bedroom. We went at each other. He devoured my pussy and I sucked his cock as deep as possible until we both came. After about 20 min or so, I rode his dick hard. I did reverse cowgirl and fucked him for awhile. We both came again. We had been going down on each other and fucking each other every day since the 21st of December and usually at least 2 or 3 times a day and it still felt just as amazing. He had to go back to work on the oil rig on the 8th of January so we had some time to help me get adjusted to living with him even though I had been to his place before. I had forgotten that the last time I was there I had gotten some handcuffs to play around with and that I left them there. Over the next few days we definitely did some playing around with them. He handcuffed me to the bed and had his way with me. He gave my pussy a good licking while he played with my tits. He tongue fucked my pussy and spread my pussy lips apart and licked and ate every inch of my pussy. He had all the control. He sucked my nipples a few times as well. He licked my pussy for a long time. Just how I like it. When I had my orgasm, he sucked on my nipples and then licked all the pussy juices up. He undid the hand cuffs and then we did some chores. In the middle of them, he said he wanted to take a break. I said I was waiting for him to say that. I led him to the bedroom and I put him in handcuffs this time. I stroked his cock and played and sucked on his balls. I then teased the tip of his cock with the tip of my tongue abc rubbed it with my finger. I licked up and down his cock on both sides while cupping his balls in my hands. I finally took his cock in my mouth and he moaned. I never get tired or hearing him do that. He loves it so damn much and I love pleasing and satisfying him. I sucked his cock for awhile and then stroked it and cupped his balls again. He squirmed but I was in control. I went back to sucking his cock again and gave it slow long sucks. I knew he was getting close but I wanted to pleasure him more so I stopped for a few min. He looked surprised but then I took his cock in my mouth again and he moaned. I sucked for quite awhile longer and then he finally shot his load. I took it in my mouth and swallowed his sweet cum. He told me that was damn incredible. I told him I wasn’t done yet. I left him handcuffed and went to the living room for about 30 min. I came back in rubbing my pussy and got on top of him and lowered myself onto his cock. His cock entered my vagina slowly max it felt so good. I fucked him slow and steady at first. His cock felt so good inside my wet vagina. He thought so too because he was moaning loud with his eyes closed just enjoying the sensation. That guy sure loves his sex as well and enjoys as takes in every second of it. I then started riding his dick harder and was bouncing hard. He moaned and shot his load inside me and not much longer later I came as well. It was an incredible few days until he has to leave to go back to work on the oil rig. He told me he wished he could just stay and fuck and eat my pussy and get his cock sucked every day. I told him I would be waiting for him when he got home and I would pleasure him as much and as often as he wanted. He told me he would do the same for me. He left on the 7th and is coming back on February 4th so he’s gone a whole month. This is the third week already so we are slowly getting there. I wonder if anyone who reads my posts will still want me to post since me and him are now together. I enjoy writing about our sex lives and will still enjoy it. Heck it’s no different then before except we know that we will for sure be together every day until he goes back again and I for sure don’t have to share him now. I would possibly still be up for a threesome but not with the ex roommate. I know that I’m the one he will be with but just to have some sexual fun.

Love That Ass

Last night I was invited to my neighbors to watch the niners and packers and then the UFC fight.y neighbors are in there 40 Tony and Net. Net is a tiny spinner maybe 5 foot tall 120 lbs nice perky tits and this ass that just stuck out no matter what she wears. I’m mean a true bubble butt. They have 1 kids that out of the house. We talk football so when he heard I was watching the game at home he immediately invited me over. The drinks were flowing I stuck to beer and Tony was hitting the hard stuff. By half time he had put down half a handle. He took a break and quickly started to fall asleep. He made another heavy drink and then laid on the couch and proceeded to quickly pass out and snore. Net was feeling it as well and was talking and being a little flirty as usual. Liquid courage got me to ask her about how her ass looked so good. She blushed and insisted that it was not that nice. Of course she stood up to show me her ass. She was wearing yoga pants and she turned so I could get a nice close up of her ass. I put my hand on her waist and forcefully turned her more and I cupped and squeezed her ass. I took each cheek and gave it a firm squeeze like a massage. She didn’t stop me and seemed to enjoy it so I took her yoga pants by the waist and yanked them down over her ass. There was this amazing ass right in front of me. I wasted no time and ran my hands right between her cheeks pushing the the thong feeling her asshole and the heat from her pussy. I moved her thing and started to slip my finger in her. She moaned a bit and i pulled my cock out and before she knew it I had thick 7 dick half way in. I fucked her in the kitchen nice and rough. I shot a load then took her to her room. She was worried about Tony coming up but I was more interested in ass fucking her. Which I did and we made a mess. She cleaned up showered and we went back down stairs and feel asleep but not before fucking again. I spent the night woke up found Net stuck my dick in her one more time before going home. I’m invited over again today for the other 2 games. We shall see how this all plays out.

Wow, What An Amazing Experience

I was on a business trip about a month ago. The day finished and Jane and I decided to just go to dinner in the hotel bar. Simple, easy, no fuss.

Well, four drinks later and we start talking about sex. It was silly, funny, awkward, naughty, but it led to an amazing experience.

We had figured out that both of us wanted to play with another woman. So, we both decided that night was the perfect night. We bought a bottle of wine and headed to my room.

Hooking up with a woman: not in my wheel house nor in Jane’s either. As we fumbled our way through this, we both started laughing so hard that we knocked over a glass of wine. We both got on the floor to clean it up and the night began….eye to eye…we just kissed each other.

Piece by piece, kiss by kiss, our clothes came off. Jane was a beautiful white girl, me being a beautiful Latina. It felt so right, so we ended up in the bed. Kissing, touching, sucking, licking…then some fingering. She made my pussy cum so good. I returned the favor in delight.

We spent the next two evenings in each other’s bed. After the business trip, we went back to our regular lives. Maybe one day I will do this again.

What’s Your Favorite

Was wanting to start a Q&A my sexy bride has been enjoying some “her” time and was wondering what other woman like.

So Ladies, what preference of porn do you like? How often do you enjoy porn? Are you using dildos or other toys??

Caught In The Act

So yesterday, my husband comes home early from work unknown to me.

I just so happened to have the toys out having a little self love session.

I had one of the ejaculating suction cup dildos stuck to the foot of the bed and was in a doggystyle position on the floor in front of it. For the fun of it, i had it in my ass and was riding it and actually got it pretty deep.

I hit the plunger to shoot the load and what a feeling, while staying in this position, i grabbed my bullet vibrator and was playing with my clit. Felt so sexy.

My husband walks in on me, 2 mins into me dj scribbling my clit.

Fair enough, i was caught and i knew he liked what he was seeing.

He walks up to me, pulls his cock out and starts forcing me to deepthroat him and I look like a spit roasted pig with cock in both ends.

Some minute later, he grabs my hips pulling my hips forward, sliding the dildo out of my ass and i feel the fake cum i had pumped in their earlier sliding down my pussy and on to the towel i had below me. He spins me around and slides his cock just as deep as his 7 inch cock could into my ass.

He bangs me had, and dumps his load deep.

Wow what a fun day.

When I Met My Husband

When I met my husband, I was at my girlfriend Leah's apartment, she had her boyfriend Ryan over and his best friend John that everyone called "skip". Don't ask me why...

We stat around playing cards, radio on, having some drinks, good laughs and making sexual innuendos out of nearly everything.

After a few hours, Leah said we should make this strip poker and you just know everyone went for it, and we started playing for clothes rather than chips. Only issue was Leah was wearing shorts and a button up blouse and I had on a tank top and a cotton skirt. Braless of course

Of course Ryan flopped a straight I never saw coming, and I lost my top. So I did the best i could to keep my sand dollar nips covered going forward. The group had a good laugh at my expense and continued on.

Leah leans over, while the others were going on and says to me, if you lose again, get on top of the table and kiss my boyfriend, I've always wanted to see him kiss another girl. Now understand, Leah and I have been best friends since the 6th grade. We did everything together, we even learned how to masterbate together in 8th grade and yes we have done threesomes together. This wasn't a big deal.

So i "lost" again, Ryan laughs, Ha! lose it now girl. So I get on the table, crawl across it to him, look him in the eyes and kiss him soft. I tell him, if you want it off, take it off. and everyone went wild laughing.

So I spun around on the table with my ass in his face and said "well take it off big boy" and he was so shy about it, and slowly pulled my skirt AND PANTIES off my hips and down to my knees and i slid out of it going back across the table and getting in my chair.

Leah leans over and whispers "oh that was hot" and I whisper back "my pussy was getting wet by the second as i was crossing the table"

Leah looks sternly at Ryan and says, "you let that poor girl crawl away and didn't even try to please her?" Ryan laughs, I'm not going to do that babe. Leah looks at him again, then looks at me and tells me to get back on the table and put my ass right back where it was. i mean, ok i'm horny as fuck, i'll comply. So i get back on the table and put my knees right on the edge of the table, my ass literally right in front of Ryan's face.

Leah walks around to where Ryan was sitting, and pushes his head into my ass, his mouth squarely on my pussy and commands "lick her pussy Ryan"

My pussy was literally about to gush, my knees were shaking man i was the spotlight and everyone watching. All i literally had on was some socks.

Leah pulls Ryans head back and kisses him, pulls back and says oh this is fun huh babe? Ryan literally speechless quips back uh oh yea. As Leah is talking to Ryan, she slides her hand down my ass and slides a few fingers into my pussy and how we have done maybe a thousand times before she knows I will squirt if she keeps going in a fast motion. and ... well she kept going.

As she finger bangs me, she moves Ryan's face in close and tells him to put his tongue out and help, but she knew what was about to happen, and BAM, that firecracker went off and I gushed squirted all over Ryan, Leah and the table.

Leah pushes on my ass as if to tell me to lay flat and tugs on my hip to move back, and i do and my feet hit the floor. So I'm bent over the table, ass still facing towards Ryan, who has also moved back to give me room. Ryan stands up as Leah pulls on him to stand up, and she unzips Ryans pants, at this point I can't see what's going on, I'm just laughing, small talking with Skip, asking him if he likes what he's watching giggling (I was sorta embarrassed at this point, but whatever)

I tell Skip, you know it's ok if you want to jerk off while looking at me. He nods and slides down his shorts and pulls his little 6 inch hard dick out stands up to the table and strokes himself looking at me smiling back at him. Meanwhile I can hear Leah sloppy head banging on Ryan's cock. Oh you know that sound anywhere. I kind of open my mouth half smiling as if to give Skip a target.

Then just as quick, I feel Leah put her hand on the lower part of my back, and then I feel her guiding Ryans cock right up to my pussy and in that fucker goes. It's a solid 7 inches, girthy as fuck, felt great, Ryan slowly puts his cock fully into me, grabbing my hips to get it in as much as he could. Leah slaps his ass pretty damn hard and yells "Fuck her Ryan what are you doing?" and WHEEEW he bangs away, pounding my pussy and then I feel it, he grabs me tight and pushes all the way in and stops, I can feel his cock pulsing in me.

Leah yells "Oh FUCK Ryan did you just cum in Clara?"

Now RIGHT at this point, I feel something wet hitting me in the face, and i twitch. It's fucking Skip cumming all over my face and the table in front of him and Leah yells "Oh fuck you too Skip?!?!?!"

They both fall limp, and Leah says When's my turn?

I married Ryan 8 months later, we all still have sex together. Skip and Leah are engaged!

One Is Not Like The Other

So last night my husband called my girlfriend Leah and her man Skip over for some swinger fun.

After some time of hanging out, watching a movie, Leah said she was gonna get some more drink, I playfully leaned over the arm of the couch to ask her to get some for me too.

Skip who was sitting next to me says, Hey Clara, do you think that pussy of yours could take us both? I laughed and said why not, Leah as she's walking back, says oh that's too easy, see if you both can get in her ass.

Now, I've done this a few times before, but damn is will stretch your ass. So I told them give me a few mins to warm up. I go to the bed room, lube my ass really well and use my larger dildo to get things going. After a few mins I'm pretty much ready, I pull my panties back up, holding the big dildo in my ass walk out and ask, who's first?

Skip tells me to come here, so I walk over to him, he pulls my panties down, and the big dildo drops to the floor with them, which drove them wild. I'm just like guys, come on, just take it a little easy.

So I hop on top of Skip, and slide his dick in, then my husband comes behind me, and starts to work his dick in my ass too.

Leah is just behind my husband, and I saw her grab lube, but didn't know what she was doing.

the boys go to town fucking me in my butt and wow if you have never had two dicks in you, try it. I wish i could fit a third. The motion of them fucking me was amazing and I cum pretty hard. Which the boys just love to watch....

Right about this time, I look back and see Leah riding my dildo in her ass. She gets off of it, and lays over the couch, and pulls on me to come next to her.

So I pull up and skip slides out of me, and i get down and bend over the couch with Leah, so we are both there side by side, Leah is like, come on boys fuck us

My husband pulls up to Leah and slides his dick in her ass as deep as it would go, and looks over to me, and skip pulls up and slides his dick in me. They begin to thrust and fuck our asses and I hear my husband say "Damn Leah your ass is tight tonight.

Laughing Skip says "damn Clara your ass is loose tonight", which got everyone laughing. I reply "yea, I bet, two dicks will do that, you should try it" which made everyone laugh again.

So my husband, motions to Skip to switch, and Ship pulls his dick out and they switch, my husband slides into my used ass and says "damn Clara your ass is pretty loose" which seem to make him go at it even harder.

My husband says, Hey skip, let's take turns. So they both get behind me, one after the other sticking their dicks in my ass. I gotta say, it was pretty hot, and felt amazing.

They both ended up cumming in my ass and we had a good laugh. my ass was fucking loose, gonna take a few days to recover.

Best Of Both Worlds

They have a number of social activities in my condo building. I started attending bingo night which is mostly an older crowd but very nice folks. In the course of going for a year or so I became friends with a senior married couple Judith and Allan. I went to their condo for dinner,coffees and just to chat.

Judith is 65 fuller figured with long gray hair and plump full breasts. She is very chatty easygoing and thoughtful. Her husband is tall and slim with 67 yrs old with a distinguished moustache and quieter.I was surprised me being in my 20's we got along so well and had tons to chat about.

One Saturday evening J was over there and after dinner we starting having some nice brandy they had. Judith took me aside and confided that her husband had ED and could only please her orally.She was attracted to me and wondered if I would like to make love to her as she missed it. She said her husband was fine with this as they had discussed it in depth. I went over to him and he confirmed this was true. I admitted to Judith I found her appealing and would be willing to do it. She smiled and poured me another glass. Later Judith asked me to dance to the slow jazz that was playing on their stereo set up. Allan was watching as she moved close to me and we danced together. She surprised me with some deep kisses and she led me to the bedroom. She quickly undressed and had me do the same. I must admit my cock was erect in anticipation and the fact Allan was watching made it hotter. Judith soon had my cock in her mouth on the bed and sucked me seductively. Her pussy was very wet and she had me mount her in the missionary position so she could see my face as I fucked her. My cock slid in and it felt amazing. I could not last long and soon filled her pussy with my cream. Her husband undressed and went down on her tasting my cream as she shook in orgasm. This was an indication of what was in store. As I lay back and the 3 of us chatted I noticed Allan had moved closer to me on one side. Judith said softly that her husband wouldn't mind having some fun with me. I didn't expect this but being 24 my cock started to stiffen. I nodded okay and Allan starred exploring my body with his hands and mouth. His kiss was different than hers more needy more insistent.The more he kissed me the harder I got. I could feel myself surrendering to his need in a strange way.When he took my cock in his mouth I almost came right then.He sucked me slow and deep with obvious experience. Judith urged me to let go and give him what he needed. My body shook with an even more intense orgasm than I had with her. Allan made sure his mouth emptied my cock of every drop. I lay back in bliss.We fell asleep all together.In the morning Allan woke me up with another blowjob on my morning wood. I left their place in a mushy daze.

It has been 6 months now and I visit them often. I fuck Judith and Allan orally services me. Usually Allan has me 2 or 3 times in the night after I have made love to his wife. Allan's need is so great he kisses me and feels me up throughout the evening and Judith jokes that I am more like his wife now. Allan does not hold back and engages in lovetalk with me as his wife encourages it to go as far as possible. What I failed to mention is that not only does Allan suck me off I now fuck his slim body in the ass as well. To be honest when I jerk off it is mostly Allan sexually I think about these days.

Girlfriend Takes Showers With Other Guys

My girlfriend and I are both 20 and in college. We have been dating for a little over a year and things have been great. We have a great sex life. 4-5 times per week and enjoy each others company.

She still keeps in contact with a few guys from high school. She used to help manage the guys track team and 2 guys she is good friends with still. I have met them both. They are nice guys and we have watched movies and gone out together before. I didn’t suspect anything at all between her and them.

So back in September I got out of class early and decided to go over and visit her in her dorm as I knew she wasn’t in class. She had told me earlier in the day that one of the guys named Will was coming over and they were going to go for a run and that after I got out of class I should come over and hang out. So I did come over but it was as like 45 mins before she expected. I let myself in her dorm and she lives in a suite with a main common area and two bedrooms on each side with a bathroom for the two rooms. Her roommates were gone as they all had class at this time. I hear the shower running and go into her room to look for either her or will. I didn’t see anyone which I thought was odd since one of them would be in the shower. I figured maybe Will went out to his car. I sat on the couch in the common room and that’s when I heard talking coming from the shower. I jumped up and down was confused but then decided to take a look if I could see what was going on. The door was left open and I could see the shower from the reflection of the vanity mirror.

My girlfriend had a see through shower curtain so I could quite clearly see her and will naked in the shower together. They were facing each other and soaping each other up and talking about the run they just had. I was still super confused and just watched to see what would happen. They pretty much casually talked the entire time while he soaped up my girlfriend’s body and then she did the same to him. He was half hard the entire time. Once they rinsed each other off she got behind will without saying anything and took some soap to stroke his dick. He got erect and she stroked him for about a minute until he shot his load. All she said after was do you feel better? And he said yes I needed that. She gave him a little spank and then I got out of there. We hung out later and everyone acted normal as if they had done that many many times. I never said anything to her about it. I don’t know why I didn’t but I just didn’t.

So fast forward to this past weekend. Everyone left the dorms for thanksgiving. My girlfriend said she was going to go back Saturday to study and I told her I would be back on Sunday. She said cool and also mentioned the other guy Anthony would be coming over to visit and they would probably go for a run and just hang out at the dorm for a bit. My radar went up after what I saw in September so I decided to come back a day early and see if she would be doing the same kind of thing with Anthony.

My dorm is on the opposite side of the campus so I went back to my room Saturday and saw her and Anthony run by at the end of their run to go back to her dorm. I waited about 15 mins and then went into her building and let myself in her room. As soon as I got in I heard the shower running and looked in her room and didn’t see anyone. I then could see into the bathroom and her and Anthony were in the shower together just like her and Will were a few months prior.

They were soaping each other up and rinsing each other off and Anthony had a fully stiff erection the entire time. He asked her if her boyfriend knew she did this. She told him no and that it’s just harmless. He laughed and said ok. She looked down at him and giggled and said it looks like he was ready. He said it had been awhile since him and his gf broke up. She soaped up his dick and they were a little more intimate and made out for a bit before she got behind him and stroked him. He reached back and caressed her ass too before he shot a big load all over the wall. I then got the hell out of there.

Should I say anything to her? Like I said we have a great sex life and fun together. Seems like she has been doing this with these guys since before we even started to date.