Jackmeoff5

Jackmeoff5 Avatar
Gender: Bi-Sexual Male
Age: 66
Relationship Status : With someone
Profile Visits : 252
Number of Comments : 23
Number of Confessions : 6
About Jackmeoff5:

Closeted bisexual

Jackmeoff5's Favorite Confessions:

Tease And Release

My roommate has been dating a religious woman for over a year now. She will get into kissing and some fondling but wants to wait until marriage to have sex. He comes back to our apartment all horny and frustrated. I listened to his woes of not getting it and sympathized with him. Being a bi curious guy it actually went beyond that and I would wait up for him after he drove her home as his inevitable horniness kinda turned me on.

A few weeks ago it was a Saturday night and he returned home hornier than usual. I teased him that this situation was driving him crazy and he needed some kind of release. He looked at me quizzically and wondered what I meant. I told him that I would be quite willing to get him off if he was cool with that. He looked at me quietly and after a long pause said okay just so long as he could close his eyes and pretend it was her touching him. I said sure thing excitedly. He pulled his pants and underwear off on the couch and closed his eyes. His throbbing cock was erect and sticking up. I was on my knees and softly caressed his hard dick. He groaned a bit. After fondling him awhile I wanted more and engulfed the head of his meaty cock in my wet mouth. He gasped and tensed up. I could tell he was going to really blow if I sucked him so I teased him with my lips and tongue then took his cock slowly in and out of my mouth. After a few minutes of this teasing he begged me to suck him until he came so I did. I got a mouthful of his semen after he cried out in orgasm. He opened his eyes and sheepily went to bed without a word. I went to bed to jerk off thinking of his sexy cut cock in my mouth. He did not talk to me for a few days and I was worried he regretted what happened.

The next weekend he went out with his girlfriend I waited up. He came home and had a strange knowing look on his face. He smiled at me and sat on the couch." Okay cocksucker do your thing". he instructed me. I did as he asked and pulled his underwear down. This time he watched me suck him with eyes filled with lust. I finished him off and he told me he needs this bad. A half hour later he was hard again and I sucked him to a second orgasm.

He is back to talking with me and I simply give him a blowjob most nights whether he has a date or not.

Ran Into Aaron After 15 Plus Years

I ran into this guy who I was very close to recently. What got us to stop being close friends was a women named Mandy. She was a petite woman b cup tits maybe 5 foot 4 140lbs with a bubble butt. She was very pretty long hair a cheerleader. This was Aaron’s gf at the time we were both Juniors. I played football he never did. We lived in a town very small in the middle of nowhere. So most of our games required a couple hours drive. The cheerleaders would always ride on the same bus as us. On the ride to the game everyone was serious but after the game on the ride home win or lose everything was more chill and the ride home was dark. I developed and hit the weights so I was a very muscular guy. Never have had an issue with women. On our ver first trip of the season we had a 3 hour bus ride there and back. I sat down and had my legs straight on the bench seat meant for 2 when of all people Mandy sat next to me. We knew each other and talked but never went past that. About 20 minutes into our ride it’s dark and cold I’m in shorts and a sweatshirt Mandy is in her tiny cheer outfit. I see she is shivering and pulled her close to me so she is laying on me her back to me front. I had my arms around her and she said thank you I’m very cold. We stayed that way for a while and I’m not sure why but my hand found its way to her super tight tummy and mentioned it to her that she had abs like I did. She giggled and leaned forward meaning to put her hand on my abs reached behind and accidentally grabbed on to me now semi hard cock and squeezed. She giggled laughing but didn’t let go. Her hands went under my shorts and started to jack me off. I’m a teenager 17 and have zero control of my cock and she is giving me a handy. I had my mouth on her neck kissing it and licking her neck. I whispered Mandy I’m going to cum and it’s going to be a mess. She very quickly and quietly spun around put her mouth on my dick and sucked 3 times before i exploded. She at an early age sucked dick like a champ. She sucked it clean. Hardly any spilled and what did she licked up. I gave her my sleeve to wipe up but she said she as good. She got closer to me and now my hand was under her skirt and my finger was in and out of her slit. I fingered her the entire way home. She was supposed to hitch a ride with one of the girls but bailed on her and hitched a ride with me. By the time we got back to the school it was late she was wet and ready I was hard and ready. We got our stuff and hi tailed it to my truck. I pulled out of the parking lot pulled into a stores parking lot she climbed on top of me and whispered to take her virginity. I did just that fucked her silly twice. She broke up with Aaron the next day. The following Monday she was my gf. We dated all through high school and when I left for college she stayed and worked for my dad. I fucked other girls in college but eventually came back after graduation and married Mandy. 2 kids later she still looks hot as hell. Still a freak in bed and will fuck me anytime she thinks she won’t get caught in public. We will always have the bus ride to remember. I ran into Aaron while we where on a family vacation in Southern California. We didn’t speak he was with his family I was with Mandy and my 2 kids. I didn’t feel bad his wife was cute Mandy was in a pair of really short shorts and was leaking a bit of cum. I had hammered her into our bed early this morning before the kids where up. She saw him as well and looked at me and said she was glad she was with me. I told her babe me to. She then winked and told me that she was wearing a but plug. Fuck I love this women

It My Passion

I absolutely love it. I love fucking marraied men. I know the sound horrible but that's to turn on, its wrong, it's naughty, it's a slut thing to do. I've done it a lot and it's always a rush.

Years ago, I lost my virginity to a marry man in our apartment building who was significantly older than my own dad. Nobody knew but we had a seriously secret affair and he taught me everything about sex and I loved it so much I was always at his door when his wife left for her shift. Sex was always so naughty and risky and I loved how he'd tell me I was sexier then his wife, tighter, that I made him cum harder she did. I loved being better in bed that his fat bitch lazy wife. I loved being able to take what has hers. I loved helping him feel good and get away with it.

I am in my late 20's now and i have been to bed with so many married men its crazy. It's honestly a kink for me. I crave that rush of helping them get away with it, and giving better pussy and hotter sex than they get at how.

So many wives stop giving head or being nasty in bed after the hook the man with a ring or especailly after kids come. Trust me thats a big mistake. You make this way to easy.

Never Enough Now

Had my first sexual experience with a guy this past summer and ever since that day , all I seem to think about now is cock. Up until then I had only been with women but have always wondered what sucking dick was actually like. Met this guy who lives a few blocks from me and to make a long story short, we ended up back at his place. Told him I am bi curious and he just smiled and told me I am in for a real treat. Ended up on his bed with my head laying on his belly while I stroked his shaft, cupped his balls and eventually slipped his cock in my mouth and just sucked. Never felt or tasted anything this sexy before. Ten minutes of this and his cream was on it's way down my throat. We relaxed for a bit while I gently sucked him and before long he was hard again. He asked if I wanted to be fucked and I mumbled yes please. Got on my hands and knees then he lubed both of us and slowly entered me. Having roughly seven inches of thick cock filling me felt amazing. When he climbed right on top of me and really banged me hard and fast, I almost fainted. Felt him tense up then squirt like crazy. I just shook. So much pleasure. Now we get together at least once a week and enjoy.

FB Hookup

Early in our marriage my wife had a crush on a buddy of mine and I encouraged her to act on her feelings if she wanted to. One night we were together outside of his house and I went to pee and get more beer and returned to her sucking his cock. We went inside, I fell asleep and they had sex for the first of many times. I enjoyed hearing about it and having sex afterwards but I ttied getting her to agree to a threesome but she said he wouldn't go for it. Fast forward to a business trip she tagged along on with me and another buddy and we had a threesome with more to follow.
He and I were traveling alone, having a few beers in our motel room and started talking about our experiences. We were obviously comfortable with each other and were getting buzzed and horny. I got up to get beer sporting a raging hardon, dropped my shorts and walked over to hand him a beer. I said I wish she was here to take care of us, he said me too and pulled out his hard cock too. As we stroked a little he asked if I ever sucked cock, I said no have you? He said no and one of said you want to try? We awkwardly made an attempt but ended up jerking off. A few months later we rode together to a business dinner and on the way home I asked if he wanted to try again. I went down on him first while he drove, I wasn't sure how it would go but feeling his mushroom head against my throat felt great, I felt him tense up and day he was going to cum and I stayed with it and his cum shooting in my mouth felt good. We switched drivers anf he returned the favor swallowing my load also. We trsveled together so we got more comfortsble blowing each other and experimented fucking each other too. Once he came while I was inside of him while I reached around and stroked his cock, he said it was the biggest load he ever shot. He was the only guy I was ever with and I think I was his only one too. In between we fucked my wife too. We talked about sucking each other while with her but never acted on it, I'm not sure how she would react

Away From Home In The Army My Aunt Joy Took Care Of Me

My mother's sister was a spinster, never having found love. When I signed up for the Army I hoped to be posted abroad, but went straight to Ft. Bragg. I was so lonely and when I got leave my mother told me to go see Aunt Joy who lived in Chapel Hill. I got there by bus, Aunt Joy had the most delicious hot meal. After supper she asked me how long it had been?

Still wet behind the ears I didn't catch on. You ever had a girl? No ma'am, I went from scared to nervous. Never? No ma'am. Poor boy, she said, you got to wet your whistle. She sat down on the small chair and picked up the telephone. She called her friend and asked her to send over a girl. Keep her young, she said, this boy needs to feel wanted.

A little later a cab drove up and this girl knocked on the door. Ms. Thomas sent me. Aunt Joy took her into the kitchen and had a long talk with her. Then Aunt Joy showed us to the room she had ready for me. The girl stood against the door. Is it true you've never had a girl?

To get started she asked if I wanted to see some tits, and she took off her shirt and bra. You can touch, don't feel bad. Come over here and get some titties. After handling her tits, she showed me how to kiss a girl. She unzipped me and gave me a blowjob, before she got totally undressed. Is this the first girl you've seen? Don't you have any sisters? Just come here and lay down on me, as she grabbed me by the pecker. See, how warm it is, let it in slowly, enjoy the moment. She asked me to slap her ass, to fuck her. Eat her pussy. By the time she stepped outside for Aunt Joy to pay her, she'd had me cum three times. Be a good soldier boy, she told me, as she walked out to the cab.

Aunt Joy wasn't what we thought back home. During her early years she was a dancer, later on she entertained rich men in New York before moving down south. She and a friend hired college girls and rented them out. And that's how she took care of me while I was posted at Ft. Bragg.

A Need For Size

I’m 42 and married almost 20 years. I love my husband and would never ever cheat on him. We have satisfying sex and my husband is very giving in bed. My problem is that I can’t tell him he’s not as big as I want. It would hurt him and make him feel less masculine. He would take it very personally. So whenI have privacy and time I go down to our basement and mount a thick 8” realistic cock and balls on a support column, get on my knees, lube up, and back slowly into it until my knees are straddling the post and it penetrates deep into me. I’ve tried mounting it other places but the column allows me to wrap my legs around it for very deep play. Then I rock back and forth hard, ramming that big cock into my wet needy pussy. Other times I lay on the floor and mount the cock near the floor and lift and spread my legs and wrap a belt or towel around the post to be able to pull in hard against the post to create a deep pounding. Sometimes I fantasize it’s my husband and call his name and beg him to fuck me harder and deeper with his big cock. Other times I imagine it’s a celebrity….I’ve always had the hots for Bradley Cooper. Other times it’s a stranger. Other times it’s nobody, just nice big hard cock. Even though I orgasm with my husband, it’s not like this. With him I cum gently and soft. With my mounted friend I have full body convulsive orgasms that leave me limp, useless and melting. I’ll never have real cock this size, and I’m ok with that. This works for me. I wish I could open up and share this with my husband. It would be so naughty and such a release to share that I love big cock. But he can never know. So I had to tell someone. I just had to. God it feels so good to tell, to express, out loud sort of. I don’t even know why.

Work Wife

I was in my early 30s when our office manager retired. We worked together since I was part time in college. Her name was Marian. I always called her Marian the librarian. She was so conservative. Long hair pulled up tight in a bun. Long skirts with baggy sweaters in the winter. In the summer we would get a small glimpse of her body. She walked everyday at lunch. She was stacked under those clothes.
Married, but she was a tiny bit of a flirt. I think it was that she came from a time when a smile from a pretty girl made most men accommodating. She had a wonderful smile. She seemed to flirt with me most. I returned it back to her plus some. She would say “if I wasn’t married I’d teach you some tricks”.
One late Friday afternoon we were the only two left in the office. Marian was not a drinker. Our bosses were, again this is from a time gone by. A little Sherry from the bosses office sounds good, you want a glass. I was fully expecting the no thank you she had given me every other time.
She said oh yes that sounds wonderful. I want to tell you something that everyone will know on Monday. We sipped our drink and she started to get a little choked up. “ I’m putting my notice in on Monday that I’m retiring” I said no please no don’t leave me here. She told me that I kept her there longer than she planned. I laughed and then I saw her face was serious. “You’ve kept me feeling young, you seem to sincerely think I’m pretty” her face blushed as she said this. She mentioned times, sorta like this one that she came so close to kissing me. I thought back and I could see it. She went on to say she loved her husband and would never leave him. When they had sex she thought of me. Wow. She told me that if I ever would have kissed her we would have started to have an affair. And that would make her leave the company. I was taking all this in and she leaned in and gave me a passionate kiss. When made out like teenagers for 20 minutes.
Do you want me? She asked followed by I want you. I did I really really did. She laid out some rules. Three weeks, that’s how long we would meet. No longer. The first time would be special, an entire day, a dinner and a hotel room. After that she wanted some fun at the office until her last day. Quick dates after work and one over night together in a hotel room. She had set a plan in place so her husband didn’t find out.
The first time was wonderful. Seeing her completely naked body was such a turn on. We made love all day and into the evening until she had to get home. It was emotional when we kissed Goodbye.
At the office she giggled like a teenager she felt me up. She slipped her underwear off and handed them to me each morning. We had intercoms back then. “Uhmmm yes, I need you to look at the copy machine.” That was her buzz to me when the coast was going to be clear. And the best when everyone finally left. Buzz. “Get up here and fuck me.” Hearing Marian say this was cock throbbing material. I would never think that this angel would get on her knees and suck me hard. But that was constant for our magical three weeks. She came so hard, squirted when we had time to go at it for a while and begged for cum. Her dresses, were so convenient, easy access. I spent a lot of time standing next to her desk. At first we would actually be working on something. Then her dress would slide up to her thighs then higher until I could get a look at her slightly trimmed hair. I’d slide my hands on her thigh then up, up up her leg until she was biting her lip. She would run my cock over my pants with the back of her hand. Turn her face towards it and look me in the eyes running her tongue around her lips. “Oh my God, we are so going to fuck today.” It was the best, she’s the best lover I’ve ever had.
As quickly as it started it was over. We never reconnected. I missed her my entire life. I’m the age she was then, now.

Never Been This Good Before

Iv"e enjoyed sucking a few cocks in the past 20 years or so and always had a real blast. Met this guy online roughly 2 months ago and after a lot of just chatting and exchanging pics and such, we finally decided to get together last night for some extra curricular activities. When G knocked on my door we both just smiled then with our tongues entwined and hands exploring each other, I led him to my bedroom where we quickly undressed. Stood there for a bit while our cocks rubbed together and met for the first time with lots of pre-cum being exchanged then I laid down, G got on top, slowly lowered his dick to my open mouth where my tongue circled his beautiful, shiny knob then sucked him right in. Never tasted one this good before and as I got lost in such pleasure he was getting to know mine. Very soon we were both just using our mouths. When we were very close to cumming, his balls rest against my chin and I sucked and gobbled like never before. He was throbbing and pulsating then gloriously emptied his balls right down my throat as I did the same. Loved feeling his seed squirting. We rested for a while and with G propped against my pillows I laid my head in his lap and took him in my mouth again. Jerked and sucked him then slipped him out just in time and he covered my face with gobs of cream. So fucking tasty. All I need is more.

So Proud Of My Wife

My wife is 69 yo. I am so proud and happy with her sexual energy. She usually gets herself off with her wand a few days a week while I’m at work, and then tells me about it when I get home. She especially likes to tell me when she does something out of the ordinary. Such as last week she had a couple of sessions in the same day. She will go at it any where from a couple of minute quicky to 30 plus minutes. I think she’s a little embarrassed she masturbates more than myself. We encourage each other to go for it as often as either one desires. I will often do it while rubbing her butt if I can’t sleep.

We also play together a couple times a week. As she has gotten older she is more open to her desire for anal play. For years that was a no go. But now she realizes she has been missing out on some different and intense orgasms. She will regularly ask me to finger fuck her ass while she uses her wand on her twat. When she is really worked up she will ask to be fucked in the ass and or lick her ass. She also loves for us both to play with her nipples, including her sucking her own.

I read a lot of people on here whose spouse is uninterested in sex with them and that’s a shame. My wife is very monogamous but I have always encouraged her to be herself and do whatever she enjoys sexually. Her wand is the ticket to her orgasms, so it is both of our best friends. We are 30+ years and both are very happy sexually . I’m sure it won’t work for many relationships but I think if more couples accept their spouse for who they are without being judgemental we might have more people happy in their relationship.