Choose language

Forgot your password?

Need a Spoofbox account? Create one for FREE!

No subscription or hidden extras

Login

Confessions

Older Confessions

Read the best #older confession stories


I (18m) am sexually and romantically attracted to my neighbor (39m). I see him almost every other day and I can’t help the way I feel when I see him, his smile, his beautiful beard and his body I can’t help but feel butterflies. I know that I will never ever be able to get him. But I want him to know how much I love him.


#gay   #neighbor   #lust   #crush   #olderman  


I'm a young and pretty girl but I bet that no one would have thought that I would have such a fetish. I'm attracted to the complete opposite of myself, old and ugly men. I also like the thought of being molested or gang raped by a group of old, disgusting and fat men while being called degrading things like slut and cum dump.


#fetish   #raped   #molested   #oldmen   #older   #degradation  


At my boyfriend's, I changed into my swimsuit in the pool bathroom and left my clothes there. When I returned to get dressed, my underwear were gone so I dressed without them and moved on. My boyfriend was with me, so the horny widower stole them. I gave him a smirk and imagined him sniffing and jacking off on them. I got excited and wanted him to look up my shorts to see I had no panties. Maybe he could see how smoothly I had just shaven. I felt so nasty, horny, and wet. I was inventing what I could do on my next visit. I was so involved, I forgot my boyfriend. I will surely masturbate tonight. With tonights event on mind, masturbation would be more enjoyble than sex with my boyfriend. His father might be 18 years older but is more attractive, more manley and handsome with lots of confidence and surely longing for young sex.


#older   #stronger   #manley   #sexy   #panties   #dirty   #horny   #young   #18   #shaved   #wet   #confidence   #attractive   #masturbation   #boyfriend   #father  


I am 18 and have been fucking an older married woman for 2 years. She lives in my neighborhood. She is really very pretty, has a little belly and wider hips because she had three kids. She is 38 years old, blonde on top and brunette on her pussy. It all started because a neighbor of hers, a really hard body brunette of 35 was giving me BJ's and she thought it was crazy that the woman wouldn't fuck me, but the woman didn't want to cheat on her husband. So the blonde said she would let me fuck her and being 16 and a guy, I took her up on it. I would play with the neighbors tits, ass and pussy, as she'd usually get totally naked when she blew me, but this time I got to actually fuck someone. She got very excited that she got to take my cherry and told her neighbor that she did it. So the neighbor stopped blowing me because my cock has been inside another woman.

So knowing I wouldn't have any source for sex my new blondy became my lover. She has taught be how to fuck, how to make women cum, and do everything to please a woman. About 8 months into our fucking she got pregnant, she really didn't know if it was mine or her husbands, but since they still fuck a decent amount she says it's his. He and I sort of look alike anyway. I got to fuck a pregnant woman, and more importantly got to suck her big, bulging tits. Mary is only a B cup normally but she grew to a really big C. I liked squeezing her tits and making the colostrum come out while pumping her pregnant pussy, but afterward I really loved the milk. After the baby stopped nursing I got her to keep her milk flowing for me for almost 4 more months. Then her husband was asking about it too much so she had to let it dry up. It's been great having a steady lover. Her husband leaves at 6am everyday and doesn't return until about 7pm so we get plenty of time together in between my work and classes. She's taught me everything, even letting me fuck her butthole. That has become my absolute favorite. I didn't realize it but she has been talking to Carrie her neighbor, the one who used to give me BJ's. So now Carrie let's me fuck her in her butt (her husband has never done that to her) and she feels she isn't cheating because he doesn't do that to her, and I don't stick my cock in her pussy, though I really want to do that. I'd love to know what that smooth shaved pussy feels like. I do eat her out though, and she totally screams when she cums, and loves what Mary has taught me. Carrie actually cums from getting fucked in her butthole. Mary likes that her stuck up neighbor is a bit of a slut too.

Plus with all I've learned and the confidence I have around girls, I fuck plenty of them my age now. I guess it's the confidence of my knowing what I'm doing in bed, and the fact that I don't care because I know I can cum in any of two very good looking, older women.


#married   #affair   #virgin   #anal   #oral   #nursing  


Guy in his mid to late 40s. Obsessed with women half my age if not less. Legal, but less. Currently having sex with two such women, who's combined age still isn't mine. Yet, I obsess over both, keep constant contact, have done favors, and changed my screensaver to a photo of one of them.

I know this isn't the healthiest or best thing, but, how can I stop? I've got 2 twenty-somethings who are sex hounds and just drive me crazy..Fresh young things!

Also always on the lookout for more women of the same age and type..


#sex  


I'm in love with someone 17 years older than me. I'm 15 and he's 32. He has confessed to having some sort of feelings for me. I can't stop thinking about him, and i know I shouldn't have these feelings, but I do.


#relationship   #older   #discord  


My old part time secretary came over to my house for a sauna.
She did ask me what I wanted for Christmas and asked to have a sauna with her in the nude.
Her being a farmers widow, older and stuck-up, she was not so sure about the idea.
She does not know of the hidden floor camera I installed under her desk and already got her pussy pics published on the net.
I wanted to see her tits and come over them. That's exactly what I did.
She was embarrassed of getting nude in front of me, embarrassed because I got hard in the sauna; embarrassed that I kissed her nipples,
that I stroked her to an orgasm (she tried to suppress it but had to let go eventually) and that I masturbated and came on her.
You will find some of the pics on a certain web site in the next few days.


#embarrass   #olderwoman   #masturbation   #tits  


Im just trying to figure out if me liking older women is a problem.


#horny  


I am 16 with several boyfriends of the past, but intercourse only once. I am fixated on a man with lots of experience, but not sure how old to go. I am thinking to double my age and have him be 32, but what if he's a dud? So far they are all frauds and don't know how to please.


#horny   #experienced   #masturbate   #sex   #older   #duds   #boys  


I'm a 17 year old girl and I really wanna be fucked by an older woman. Just the thought gets me so horny and I get off to just that fantasy all the time. I know I'm technically still underage but I don't care I need it so badly ugh


#masturbation   #lust  


I really want an older woman like 20-35 to have sex with me because I think that having an older woman command me around and tease me is sexy. I want her to get a strap on and talk about how big her dick is and how I'm too young for her. I'm a 16 year old male and I just would love this experience please


#older   #sex   #mother   #dominace   #seduction  


When i was 16 i started playing around with my besfriends dad, one day me and my mates dad was sat in the living room whilst my friend was in the shower and his mum was out doing a food shop. He kept looking me up and down, i noticed he was getting and erection so i keep looking at his groin and watched his bulge get bigger in his trousers. He was smiling as he knew im looking and enjoying it, he unzips his jeans looks over at me. I got up and sat next him, put my hand down his boxers and felt how hard he was. Then stopped as we his my friend/his son get out the shower.

A few days later i went round theres, his dad opens the doors and says to me no ones hear. we talked about what happened and agreed we shouldnt of done that as its not right due my friend and his mum.. sitting down having a chat, i just get on my knees and start blowing him..

A few times this happened and then we started having sex whenever we could. we played with eachother for over a year, his son and wife never found out.

Sat at the dinner table with them a few times and they had no clue my arse is filled with semen.

I´m now 27 and constantly crave sex from older men, i turn into a slut and no one knows.


#discreet   #bi   #sex   #oldermen  


So I'm 14 but I guess I look older and I'm about 5'8 so guys have thought I'm older before. Anyway, not many guys in my year are hot or mature so I haven't had a boyfriend in ages but I went out with some friends to a nightclub and got in because my friend is older and she got really drunk and went home but I had no ride then... so I asked this hot guy if he could drive me home because I saw he wasn't drinking and he started feeling me up and said he'd drive me to his place. At this point I thought I should just go sleep at this guy's house and go home in the morning because I was tired and drunk but he started kissing me so I kissed him back, but was kinda psuhing him off and asking him if we could leave already. So we drive to his house and in the car he starts feeling me up again and I kinda got turned on. We got to his house and he pushed me on the bed then lay down next to me, touching my boobs and all so I straddled him and we fucked about three times. He said he was in college, so way older but he dropped me at my friends house in the morning and I never told anyone.


#drunk   #sex  


Her name was Stephanie. She was 18 when I met her. We worked together at a retail print shop. She was tall, thick, with sandy blond hair and a cute upturned little nose. I was 30 and married.
Stephanie loved talking about her personal life. It might just be me. People always tell me details about themselves for some reason. She told me when she lost her virginity. She told me when she had an ffm threesome. She told me a month later when her bf and his twin brother double teamed her. Yeah. This girl was having a HELL of a sexual awakening. Of course I was hard as stone with each tale.
One day she showed me a polaroid (this was before smart phones) of her and some girls on a couch. In the middle sat a guy with his dick out. She asked me if I could guess what she did. Without waiting for my response she said, "If there's a dick out I'm going to suck it. That's what they're for."

I immediately pulled my dick out. I'm huge, btw. I always love the shock when a woman sees or touches it for the first time. Stephanie smiled and said it was really nice but she didn't touch me. I was disappointed.

A week later she was in the break room. She was reading the schedule on the wall, her back to me.

I pulled my fat cock out under my work apron. It felt good knowing that only thin cloth separated my juicy dick from the world.

I came up behind Steph and started rubbing her back. This was actually a fairly common thing in those days, random back rubs at work. Today it would be considered harrasment. But work culture was different then.

She didn't mind it and even moaned a little. Then I kissed the back of her neck.

She turned her cute round face at me and said, "You WANT me!" as if it was a surprise to her.

I didn't speak. I just sucked on her ear.
This broke her 18 year old brain. She froze and said, "Umm...ummm....umm." as if she could no longer form words.

I gently caressed her breasts. She had ENORMOUS tits.

"Ummm...umm...mmm" she repeated, fervently.

She wore a white button down. I popped open a button. Just enough to reach in under her bra.

She gasped and I put my mouth over hers. We kissed long and hard.

Then I opened up my apron to reveal my giant cock. She was shocked and maybe even a little disgusted. Like she didn't think I was just trying to have my way with her.

I just held it out and smiled.

Her soft hand grasped my shaft.

"Do you want me to touch it?" She said with a touch of anger, " IS THAT WHAT YOU WANT?"

"I want you to SUCK it." I said into her ear as she jerked me.

Just then we heard our manager coming.

She turned back toward the schedule on the wall and buttoned her shirt.

I put my cock away.

We never hooked up again.

She's married with kids now. I saw her on Facebook a couple years ago and apologized to her for taking advantage when she was young.

She said not to worry. "It was a wild time. I had a lot of fun back then."

(Names changed. All else is true)


#young   #breast   #work   #sex   #flashing   #18   #older   #kissing  


Although my daughter (now 44 years old) has always been and still is beautififul (she looks to be in her 30's with a fantastic body) I had never thought about having sex with her.

My daughter, her husband and two young children live about 2 1/2 hours from us. Last year when my wife and I were at their house I helped my daughter and her husband install a dryer vent, As my son-in-law held the vent tube, I had my daughter hold the bracket so that I could tighten it around the tube. It was close quarters and in order to reach the bracket I had to reach between my daughter's legs. After tightening the bracket as I moved back I accidentally rubbed her pussy through her pants with the back of my hand. I quickly apologized and said sorry about the touch. She just giggled.

A month later I was at their home with just my daughter and the kids. When her husband travels for any length of time my wife usually goes to their house to help with the children but because her sister had had surgery my wife needed to help her and I went to my daughter's alone. The first evening I was there my daughter had just come home from the gym, taken a shower, put the kids to bed and came into the living room in her shorty pajamas. It was summer. I had also showered after an afternoon of working in their yard and was sitting in a chair in my shorts and t-shirt. She sat across from me on the couch and pulled her legs up to her chest. It was obvious she wasn't wearing panties because I could she the outline of her cameltoe against the tight pj bottoms.

She asked me if I remembered when we had installed the dryer vent and I had touched her pussy (she actually said pussy). I said I did. She said she couldn't say it at the time but if she could have she would have said I could touch her anywhere anytime.

So I asked if she meant that at that moment if I wanted to I could touch her pussy. She said that I could. I told her I was going to call her bluff and moved onto the couch with her. I reached down and rubbed her pussy through her pj's. She spread her legs further apart. As I moved my hand upward to slide into her pj bottoms she quickly removed them exposing her neatly trimmed pussy.

I slid my finger up and down her slit as she caressed by hardon through my shorts. She was dripping wet. Then she put her hand on the back of my head and pushed it downward toward her pussy. I quickly knelt between her legs and a began to lick her pussy. After a few minutes she came squirting her juices a over my face. She motioned for me to stand and then removed my clothing before lying on her back lengthwise on the couch. I climbed onto the couch between her legs and pushed my hard cock into my daughter's pussy. It didn't take me long until I was ready to shoot my load but my daughter had other ideas and told me to pull out and cum in her mouth which I did.

Afterward we talked and she told me that like most girls she'd wanted to have sex with her father when she was a teen but since that was not to be she decided that now was as good as ever and at her age incest would be a positive not a negative. She also said she had never cheated on her husband but didn't think this was cheating since it was only sex. I had never cheated on my wife and felt the same.

We talked a little more then she asked me to go down on her again which I did including pushing her legs back so that I could lick her asshole. She returned the favor by sucking my cock and licking my ass. Then we fucked again and unbelievably I came again this time inside her still tight pussy.

The next morning I walked the kids to their bus stop and when I got back to the house my daughter was in the shower. She asked me to join her which I did. Then she asked if I had ever done golden showers which I had not. Neither had she. She asked if I would like the to try. I said I would so she turned off the shower and told me to kneel and open my mouth. She then proceeded to pee into my mouth and down my chest. I tried to swallow some of her salty pee but most went on my chest. Then she knelt and I peed in her mouth and on her tits. We showered. She dried off first and when I went into the bedroom she was lying on her stomach with a pillow under her waist raising her ass in the air. She said that she loved the way I licked her ass the night before and would l do it again?

I spread her ass cheeks and tongued and licked her asshole pushing my tongue in until I could feel the slick inner walls of her ass. I fingered her clit as I licked her ass until she came. Then she asked if I had ever fucked anyone in the ass which I had not. She said she had always wanted to be fucked in the ass but never found anyone who would do it. She handed me a tube of KY which I applied to my cock and her asshole inside and out. I positioned myself behind her and slowly pushed into her ass. She said it hurt until my cock head was beyond her sphincter then it slid in easily. As I slowly fucked her ass she pushed back until we both were in rythum and came together. She then turned over a kissed me on the mouth for the first time sticking her tongue deep into my mouth. She thanked me for being such a wonderful dad any making her wishes come true.

Over the next two days we repeated most of what we had done the first two days except at my age I wasn't able to come every time. Then it was time for me to leave. We discussed how we might feel the next time all four of us would be together and how we were going to feel that day when her husband came home and I saw my wife, her mother, for the first time since my daughter and I had had four days of sex. We both agreed that since we loved each other so much and would never tell anyone about our four days of sex that we'd be ok. And we were though we both admitted to feeling a little guilty until the first time we made love with our respective spouses.

We never repeated everything we did though once or twice we discussed how much we enjoyed it and didn't regret a moment.

One time about a year later we were both in her basement looking for something and she was on a step stool and I was behind her. On an impulse I pushed my face into her ass crack through her pants. She turned, undid her pants and pulled them down along with her panties. Without a word I buried my tongue into her pussy and licked until she came. Almost falling off the step stool. Then she stepped down to the floor, turned around and bent over. I dropped my pants and pushed my cock into her sopping wet pussy. We both came together as I shot my load for the last time into my daughter's pussy.

We don't even discuss it now and while I still love to look at her and think about how great it was it's a thing of the past.


#incest   #older   #father   #daughter  


I went to a McDonald's one nice spring day and had lunch while my girlfriend was at work. While eating I noticed this mid fifties guy sitting in back, kept looking at me. He waited until I finished and walked past smiled and said hello. I watched him walk to his van and he got into the back and closed the side door. I walked out and was walking past his van side door opened I stopped and glanced in he said come on in. I got in he was reading a book and put it down and took off his shorts, I grabbed his cock and stroked it...... he then guided it to my mouth I started to lick and suck on it, after a few minutes it was hard and enormous I kept sucking and stroking it soon he let out a moan and filled my mouth with a big load of cum I swallowed and kept sucking every drop...... lost touch with him after that.


#swallow   #blowjob  


I just realized that I made a big mistake in life. I am female, 19 years old and I think I completely destroyed my whole future...
Couple of months before I graduated from high school, I met a guy in the café I worked at. She were chatting a bit, making small talk mostly, but I really liked the attention a stranger was giving me. I really liked looking at him, he was (still is) a very attractive guy although a bit older. He is 43, has no children and is divorced. I was 17 years old when we exchanged numbers.
I was not worried about his age. We started texting, he called me every night and we talked for hours about everything and anything. We started going out and I fell in love with him quite quickly. And so did he. Everything felt right. He was a real gentleman - corteous, generous and so so attractive.

So now, after my graduation, we are newly married. All of my friends and family told me not to commit to him and not to get married, but I did not listen to them. I was in love. So, I broke off contact to those people who tried to talk me out of it.
I wanted to go to university after high school, get a diploma, travel the world, live in my own apartment. But I moved out of my parents' house, right in with my husband.
Well, I kinda feel totally unprepared for this life as a wife and an adult. (I mean, a wife, at 19!!). I still feel like a child most of the time and I feel inexperienced. I think that is what my husband likes best about me.

Now that the honeymoon phase is over I realized that we have nothing in common. We are living different lives, we are from different times. We do not share any common interests. And he does not want me to go to university or start a job, as he said I should care for our home and be there for our future children. He's already planned having children in the next few years, without talking to me about it.
He is some big shot at the police force, so he earns a lot of money. That is not a problem.
And I can be myself when I am around him, 100 %. And I do love him, but he kind of treats me like a child sometimes.

My family does not want to hear about my concerns any longer, as they say they told me from the beginning. Now I am all alone, with no friends or any social contacts and I know I've driven myself into a corner.
I confess that I am here, bawling my eyes out, listening to sad music, realizing that I have no way out.


#husband   #older   #married   #young   #regret   #parents   #children   #life   #sad   #unhappy  


I fell for a guy that is totally wrong for me. I have kids, he does not. I am 14 years older than him. He's moving about 2 hours away from my home to help build his business. Despite all those reasons, I am head over heels for him and can't stop thinking about him. Writing this today because I am going to his house tonight for dinner after I drop my kids off at my ex's house and I'm going to ask him to delay his move to see if our relationship really is real. I'm so nervous about what his answer is going to be.


#relationship   #younger   #older   #lust  


My best friend and I got wild with my boyfriend's dad and experienced the best sex ever. It is for us and fot the boyfriend to never know. WOW. Go for it girlfriends. (:


#older   #olderisbetter   #bfdad   #ggb   #sex   #wild   #hot   #fuck   #suck   #lick   #3some  


I haven't told anyone about this and I really feel the need to get it out. I was at my local strip bar, taking a piss in the urinal. I had had a few beers so was a little buzzed. I glanced over sideways and saw a black older guy, like maybe 50, taking a piss too. I'm 34 years old. I recognized this guy as someone who just had a lap dance. Apparently he was still somewhat hard because I noticed he still had a what I suspected was a partial boner. This guy was honestly hung like a horse. I couldn't stop looking. I've never ever had a gay experience but this was weird. He caught me looking and just smiled. He then said, it's ok people stare at my cock in the bathroom all the time. I kind of nervously laughed and said I didn't mean to. He again said its ok, it's a big cock. He then invited me into the bathroom stall to jerk off, as he said we were both probably horny. I said it's ok but he said he's not gay either and opened the stall door and motioned me in. He said come inside, so I did. He pulled out his huge dick and started jerking it. He told me to pull out mine but I said I didn't want to. He then put my hand on his cock. I froze and couldn't pull it away. The bathroom stall was disgusting and I wanted to leave. I thought we'd get caught too. I kept my hand on his cock and then he started moving it for me and I started jerking his cock. I started getting really turned on, probably because of the beer. He then put his hand on my shoulder and pushed me slowly to my knees. He then put his hand on my head and guided his cock into my mouth with the other hand. Well it didn't take long for him to cum and he had a very heavy load. It surprised me at first and after a couple of shots in my mouth I pulled his cock out but he kept cumming on my face and clothes. After he was done, he put his cock back in his pants, apologized for cumming in my mouth, he said it was an accident. He then left the club.
I don't know how to feel about this but I needed to tell someone, which is why I came on here. I feel used and gross and I'm not gay but I felt excited for that moment.
I've seen this guy three more times at the same club. He always waits until I go to the bathroom and then follows me in. I've done the same thing to him on each occasion. I feel used and excited at the same time. I'm very confused on this.


#sex   #bathroom   #blowjob   #gay   #cum  



Pray and roll the dice for #older

Confessions by confessionstories.org

back to top