00999

00999 Avatar
Gender: Bi-Sexual Male
Age: 28
Relationship Status : Not specified
Profile Visits : 453
Number of Comments : 29
Number of Confessions : 0

00999's Favorite Confessions:

Early Lessons Paid Off

I know I am going to catch crap for saying this but I am "Not Gay". I very much like women. I am only 25 and I am well off financially. Well off because I learned very early that older men were attracted to me.
I was never a big athlete, Kinda skinny and the only sport I ever played was track (running). Also as for my looks, I have been described as "pretty for a boy".
First time it happened I was only 13. Mowed a lawn for a neighbor. His wife wasn't home when my sweaty self went inside to get paid. After he gave me a $20 he shocked me by offering me $50 to let him touch me. I stood there shaking as he rubbed my cock. He pulled my shorts down and stroked me then got down and put my cock in his mouth. I came in seconds! He gave me the $50 and I ran out the door.
After that experience I began to realize just how many older men were sexually attracted to me. I won't bore you with a long story of each sexual act I did for money or grades.
Fast forward to my first job after college. Big company and by that time I knew I wasn't going to work for a big break. In 3 years with the company I have had several "mentors". I play the game and get them to notice me. I make it clear no sex will occur without some form of compensation. I am currently a personal assistant for a VP in the company. I get paid very well and travel frequently. As for my duties, my boss has a high sex drive. Every morning I go in for a closed door meeting and suck his cock. Once or twice a week he takes me to a hotel and fucks me. Like I said we travel frequently. To keep up appearances we book 2 hotel rooms but one always gets unused. I sleep with him in his room. Like I said he is constantly horny and after our trips I always come home pretty sore. Hard not to be, I take it in the ass 2-3 times a day when we are out of town.
Even though I have a good position I am constantly networking within the company to scope out my next promotion.
I have a girlfriend and we are talking about moving in together. She doesn't know about this. She is pretty open about thing and I often wonder if I should tell her?

What's A Mother To Do ?

I have a son Robbie, who is now 16 years old. We've been concerned about Robbie for several years. He's gotten into the local theater group and has also been taking dance class. He has become somewhat feminine in his look and behavior. He doesn't date and the few of his friend I have met give off the same vibe.

My next-door neighbor and close friend Anna is a seamstress and works from home. In the past she had made some costumes for the theater group, My son Robbie had gone over to her house to do a fitting for an upcoming performance.

After about an hour, I decided to walk over to visit and see how things were going. There was no answer at the door, so I walked around and went in the side door. I went down the basement steps to her sewing room and got the shock of my life.

Anna, a curvy Hungarian lady about my age was bending over the table and my son Robbie was slowly fucking her from behind. I stood there in shock looking at Robbie's tight ass and fine young penis slowly thrusting in and out. Anna's heavy boobs were wobbling back and forth and she was moaning and mumbling something in Hungarian.

I was fascinated by what I was seeing but I had to back away and go back home. I went home almost breathless and mixed myself a strong drink. To say I was conflicted would be an understatement.

On one hand I guess Robbie isn't gay after all, but at the same time, my next-door neighbor and best friend is fucking my son ... What's a mother to do ?

I Just Really Like Being A Woman, No Longer A Girl

When I was four I discovered reading. At eight swimming. At twelve puberty and my clitoris. By the time I was a 'woman' I had baby making hips, baby feeding tits, stocky, fit, a top student, and pretty. Deep brown eyes, dark auburn hair. Five six, one forty. My best friend is my clitoris, insertions not so much. Graduated top of my class, went to college on a full ride academic scholarship. Met my Mr. and graduated with my Mrs.

I stand in front of the mirror, baby hips, baby tits, both tried and true. Baby fat that's stubborn, two kids and a husband. I decided to stay home, take care of home and family. Alone time, kids in school, I treat myself to some me time with my clitoris. My shower comes later, catching myself wet in the mirror. I like having a woman's body, baby fat belly. I can take it, whatever my husband wants to dish out. Making babies, not a problem.

I use very little makeup, stay out of the sun, don't smoke. I like my soft skin, my soft face, my husband's strong hands, his whiskers, the smell of sex on him.

Wife’s BFF Wanted A Baby

My wife’s BFF confessed to me that trying to start a family was not going well because her husband had a low soerm count. She then surprised me by asking if I’d help, and over a week begged me to help her as she didn’t feel comfortable with anyone else.
Finally I agreed but swore her to everlasting secrecy. We agreed we would meet twice a week until either he or I got her pregnant.
The first meet was awkward but she sucked me and I licked her a little until our bodies at least responded and as I came inside her we found ourselves kissing.
The second time we kissed from the start and when she slipped off her dress she had the sexiest lingerie set on which I complimented her on. I wanted you to find me sexy and enjoy this she replied.
Four months later and she tells me she Thinks she is pregnant but we have sex that afternoon as usual. Two days later it’s confirmed and we don’t. A week after she asks to see me and when I arrive she is dressed in lingerie, heels and nothing else. I’m pregnant so could we have sex one more time but without the need for you to come in my pussy we could do anything. Anything I asked and she replied I always thought you’d like my ass with a smile. And you can cum there too.
She’s five month gone, her belly is swelling and yet her figure remains tight. We can’t stop and I love fucking her

Back In The Day

When I was in the 4th grade my best friend was spending the night at my house. It was very late at night and we were just laying in my bed talking when he touched my crotch. I thought it was on accident but he started to rub his hand over my cock and never said a word.
Then he asked if it felt good and I said it did. He told me to do it to him so I did. Pretty soon we both had our shorts down and we were both playing with each others cock. Neither of us could cum at that age but it sure felt good so we played with each other for a long time. Off and on all weekend he and I had our hands on each others cock making each other feel good.
Weeks passed and we continued to play with each other and one night at his house I was jacking him off and I had positioned myself between his legs on my stomach with the bed sheet over my head. His cock was very hard and it just felt good stroking him with my face so close I guess I got carried away and I licked the head of his cock. He jerked a little then I heard him sucking a deep breath them move his hips. Before long I was sucking on the head of his dick with my hand around it.
He never said a word but I knew he liked it so I kept going and tooo my hand off his cock and now I had all of it in my mouth and was sucking on it. I made him feel very good and in a little while he put his hands on my head and pushed down and pushed his hips up and he started to shake all over and get stiff as a board and his cock was twitching in my mouth and it felt so good I just sucked harder until he calmed down.
Once he spoke he asked me not to stop. It felt good to me too so I just licked and sucked on his cock and he got hard again so I sucked him off again. Minutes later after he had a second dry cum he wanted to do it to me so he went down like I had done him and he sucked my cock. He and I didn’t sleep much and we sucked on each other for hours.
The next day we had to sneak around but we sucked each other off a few more times and did it one time out in our storage building in the back yard. We took turns on our knees sucking each other.
My mom had to run to the store and he and I were watching TV in the living room. As soon as she drove off he and I were sucking each other again. He and I couldn’t stop pleasing one another so we got much better at it and months later he and I both started to cum but it wasn’t much at all but we both enjoyed sucking each other and having our cocks in each others mouth when we came just made it a lot better. It was not much cum at all so it was very easy to just swallow it and we both agreed that it felt good to cum at the same time in a 69
The older we got the more things we did. He jumped on me a lot and he liked to cum while jumping on my ass. He let me jump on his ass a few times and I came on him also.
I will never forget in the 6th grade he and I were at his house on day. Both his parents were at work so he and I were naked sucking and humping on each other. I liked laying face down with him on top of me it felt good when his hard dick was in the crack of my ass while he humped on me. He came in the crack of my ass like always and his dick was rubbing up and down in his cum and he raised up enough to hold his cock then he said “I want to try something”. I never said a word as he rubbed his cock up and down in the crack of my ass until he found my asshole then he started to lower his body down and his cock was pushing on my asshole then it slipped in. We both jumped a little as his dick went in my ass and he got excited and pushed it all the way up my ass and laid on top of me with his hard cock buried in my asshole.
Once he started to work it in and out a little it felt so good I started to move my ass up and down to help him fuck Mr and I told him it felt good and to keep doing it. It didn’t take long at all before he said he was going to cum. I never said a word and in a few seconds his cum was in my ass.
He managed to stay hard and fuck me again and he came in me again. He and I were getting our clothes back on when his mom got back home from work he and I took chances often because he and I both liked fucking and I liked having his hard cock in my ass. We came very close to getting caught a few times but never did.
He and I had sex often all thru our school years and even after we had steady girlfriends I still let him fuck me and we both liked sucking each other off so it happened often.
We are both in our 60’s now and once or twice a year he and I go hunting or fishing together for a few days and we still suck each other off and he fucks me as much as we can the days we spend together. Our wives don’t suspect a thing and he and I are very private about our and discrete. None of our friends suspect a thing either but I sure like having his big fat cock up my ass. We both still get excited when we are naked together and I like spreading myself open for him to put his big hard cock up my ass.

Niece Piece

My niece is only eleven years younger than I with her and I being close. Not super close but always in contact. A few summers back she had me over at her place for ten days helping put new cabinets in her kitchen.
She’s an outgoing girl, athletic with her and I getting a few games of tennis and a hike. On the hike we ended up on a beach pretty secluded when we came upon a couple of small groups who were completely nude. A nudist beach! She knew about it and said we should find a spot and join in. She quickly dropped her laundry as I followed suit and I must say, she’s a solid nine when nude. I had seen her many times in a nightie or bathing suits, one piece. This was a first look at her nude. I’m in great shape myself but am not hung like a porn star. Average at best. It is what it is. We laid in the sand. I not being use to being nude in public, got an erection causing me to lay face down. She looked so beautiful. She asked why I was face down, I told her and she laughed. My tally wacker would not calm down. I rolled over, she laughed and without warning placed her hand around my cock followed swiftly with her mouth. She blew me on the beach! To completion!
I played with her tits and fingers to her pussy but she said let’s take this home stating the sand would ruin the sex. I get it. We got home and fucked like minks. I’ve had an active sex life but not a crazy one. This was as exciting and as kinky as I’ve ever experienced. Not complaining!
She and I have hooked up anytime we visit and it’s great fun.
That is all.

Telling Like It Is

This is about an incident and how it affected me. I was r**ed. It was a street r**e, grabbed in a parking lot and r**ed between two cars. He got up and spit on me, called me a spic bitch.

I went through trauma counseling, not for the r**e, for calling him a N, wishing his head split open, dead before his body hit the ground. I am not traumatized. Having my pussy fucked by a Black Man, a thug, that's my trauma. As a Latina girl I know how to deal with macho guys. I know about men. But this is different. Yes I'm prejudiced. That man deserves what happens to him. That doesn't bother me. Being fucked by a black man does.

My pussy belonged JP. Now he won't touch me.

You Can't Be Too Careful

It was totally by accident. She stood up, her skirt was too short, she flashed me. I couldn't divert my eyes, she accused me of staring, making her uncomfortable. The company took her side.

Later, another day, she walked beside me 'you want my pussy, don't you?'

Several years passed, I was working for another brand. I ran into her at a bar. 'Still wanting my pussy?' I walked her out back, over the hood of a car and whipped her ass with my belt. As I walked off she called me a weeny, too scared to fuck.

|She flashed me on purpose, she's a shank, a bitch, a slut. When you run into one, walk away, look up, look down but don't look up her skirt. She's not worth the fuck.

Wrong Place Wrong Time

Short and unsweet confession:

One day last week I stopped at my house (while in the road seeing clients) to go to the bathroom. There were two cars out front and my wife’s car was in the driveway.

When I walked in, the sound was like no other: my wife was getting fucked. Not really knowing what to do, I went back out to my car, parked down the street enough to not be seen, but close enough to watch whoever leave. About an hour later, not one, but two men left the house. They both drove away.

I called my wife and asked how her day was going. She said it was a quiet day. She did some house cleaning and WAS running errands. I then drove into the driveway and told her that I was home.

I asked about the guys and about them fucking her. She knew I caught her, so she told me everything (I guess).

I told her to pack up and go to her sisters until I calmed down. I haven’t seen or talked to her since.

Being A Total Bottom In My 20s

I lost my virginity when I was 18. A classmate who I didn’t know was bi fucked me in the back seat of his vehicle one night during a football game at school. After cumming in my virgin butt I was hooked from there on. I knew I was a bottom

From 18 to 29 I bottomed a lot. At least 2 times minimum a week.

Cock size. Most guys I had sex with were smaller to average. Very rarely do you find a big dick. But I had a few 7 to 8 inch dicks. They definitely were nice when I had sex with them. But I’d say most guys I had sex with were 5 to 6 inches long. Which was plenty enough dick for me

Protection. Yeah I used condoms but not every time. Some guys I let cum in my butt because it’s a major turn on for me

Age of the tops. I’ve had sex with guys my age to guys all the way up to 78 years old. Honestly I seemed out older guys. I loved a nice daddy top. An older married guy was always so appreciative of nice younger hole to fuck

Effects of sex. When a guy cummed in my butt it always eventually leaked out. Especially the more I had sex. So as a bottom briefs were mandatory for underwear. Boxers and boxer briefs would had let the cum run down my thighs while briefs being snug and no extra fabric caught all the leaking cum. Plus tops liked a nice pair of briefs or bikini briefs on a bottom I found out.

My butthole has definitely changed in appearance. It’s definitely not the tight pink hole it was when I was 18 but guys never have told me it looks bad. I’ve had some guys say I definitely look like I’ve taken plenty of dick. That’s the price to pay for being a bottom

Yes I’m on prep. Just to be safe. And I use condoms if I don’t know the guy.

Number of guys I’ve been with. Honestly I probably will sound like a whore but I’ve bottomed for 54 guys. It’s so easy to find dick with all these hookup apps nowadays. And out of those 54 I definitely had my favorites and regulars.

Now in my 30s I got two regulars. Both are married guys. Both got nice 6 inch hairy dicks and both are aware they share my butthole. The one is in his late 50s and the other is in his early 50s. Both fuck me after the get off work. The one gets off work at 5 and will stop by my place once a week usually to fuck me. The guy in his early 50s gets off work at 10pm. He fucks me way more. At minimum 2 times a week at the most it’s been 5 times a week. He’ll stop by on his way home from work. We get right to sex. He cums then cleans up and leaves.