JakeDeschain

JakeDeschain Avatar
Number of profile visits : 271
Number of comments made : 1
Number of confessions : 2
Country : USA
Relationship status : Not sure
About JakeDeschain:

Separated for four years so I masturbate and fantasize constantly. I live in the South and am proudly Bi.

JakeDeschain's Confessions: See All

Brother Sister Game

I've never told anyone this but I very much want to tell you. And I'm not ashamed to tell you that even now these memories turn me and as I write this confession my cock is hard and leaking precum. Most certainly I will jerk off when posted.
I remember playing “Doctor” with my two sisters and brother when bored at Grandma's house. Grandma lived in a very small town in rural Alabama where there wasn’t much for kids to do other than hunt, fish and ride bikes. I don’t remember the first time or how we came to play like this but we would go to this old high school football stadium near my grandma’s house. The stadium and field were only used at that time for practice since a new stadium was built. At the main gate where you enter, there were two small ticket booths standing on each side equipped with short two-person benches.
My brother, who was 11, and I would go to a separate booth, each of us with a sister. Once inside, the boys were doctors while our sisters were patients. We would say all the words Momma would spank us for saying. I would “examine” my sister thoroughly, exploring her sweet pussy, the little bean like clit, wet with awakening. I could put several of my small fingers in them and did. Sometimes I liked to pinch pussies. Pull small pussy lips. To try and push my finger in their tight ass. There was always two undeveloped breasts right there for the touching. Hard nipples that I would pinch and pull. I would suck on their tits just because I liked the way they tasted.
The “medicine” was given by inserting different things in their tight little hairless pussies and tight asses. I can clearly remember using small sticks to examine them, sticking it in and around. Sometimes a slingshot handle. A coke bottle. An umbrella handle. Popsicle sticks. Countless fingers but curiously, never a dick.
Then they would switch booths. They would go back and forth several times and David and I would stick things in their c**ts or assholes. Many kisses and constant touching and rubbing would occupy us for what seemed like hours. Time would pass so quickly and we hated having to go home when Grandma called.
I do know my sisters enjoyed the game. My younger sister who was 7 always liked playing “Doctor” more than my other sister, 14 months older, who liked it enough to do it with a little coaxing. More times than not the younger sister was the instigator. All she had to say was, “Let’s go the field”, and we all knew what she wanted.
Her little snatch would get so wet and flushed, especially when I would slap her puffy little girl pussy. Not hard slaps, but the way you would think a 5 year old would. She would raise her ass so when I smacked that sweet delicacy it would feel harder to her. My mind’s eye can see her touching her c**t, working on her little hole and her clit. She loved to play with my little cock also. Of course, I was too young to produce cum but that didn’t stop it from feeling so good when she would stroke my cock. Several times she would kiss it or suck my dick until I couldn’t take it any longer. Unsurprisingly, she became a real cock lover in her teen years and adulthood.
My older sister would sometimes pretend she didn’t want her “medicine” so the doctor would need to be mean and give orders. “Spread your legs. Touch your pussy. Put two fingers inside. Put my dick in your mouth” and other things that escape memory. Other times the “Doctor” would need to force the “Medicine” which was always very exciting. She liked a hard pinch of her ass or vulva when she was resisting or when we gave pretend “Shots”. I should have known she would end up married to a rich farmer and to this day she is a “Traditional” housewife deferring to her husband in all things. She has told me it’s a wife’s duty to obey her husband which makes me think she is a total Sub.
Although sometime later I would find my little mouth eagerly sucking my brother’s cock, we never played “Doctor” together. I did suck him and give him many handjobs in his bed just at dawn before Momma and Daddy got up. I also helped him with a Sunday newspaper route when he was 17 and I was 11. Not many Sundays passed when his big dick wasn’t in my mouth most of the route.

Best Friends For Life

This reminds me of my friend and I. We were best friends for 50+ years when he died this year. He and I shared a great friendship as well as a GREAT sexual friendship. First time I can really remember anything sexual we were 8 or 9 and spending the night at his house. Like most young guys it wasn't too long before we were talking about dicks. We only touched and looked that first time but over the years I've swallowed lots of his cum. I've stroked his cock so much I know it like I know my own. I've watched my cum run out of his tight man pussy more times than I can count. His rough working man hands have rubbed my cock raw and bleeding. We were both married with kids living the small town Southern life. Good fathers, good husbands yet no one ever suspected I sucked his cock or gave him a handjob almost daily. I miss him, let me tell you. I miss his cock in my mouth. I miss his funny stories. Most of all I miss my friend.

JakeDeschain's Favorite Confessions:See All

Watching Porn

So i got divorced after 20 years which led me to watching porn which in turn led to shemale porn. More and more shemale porn led to an addiction I could not control. Finally I gave in and hired a trans escort. We got naked and I could not wait to put her cock in my mouth. I sucked her good and it was delicious. She came in my mouth and I swallowed every drop. I have been with two other trans ladies since and I sucked them and swallowed their cum too. I admit that I have an addiction and that I will continue to suck and swallow girls with cocks as much as I can. Be careful with porn.

My Best Friends Personal Cocksucker.

When we were 13, my best friend and I began jacking off together. After awhile we started giving each other blowjobs. 5+ times a week we would trade bjs. I didn't notice at the time but he would bail on returning the favor now and then. Eventually it was just me blowing him. For 5 years I was blowing him nearly every day. When we were 17 he moved away. we have kept in touch. I never sucked anyone else until recently when he got married and asked me to blow him at his bachelor party. we are 45 now.

My Cousin Was My Best Friend

when i was really young my mom and i moved five states away to live with my aunt and uncle and three cousins. i didn't know them too well, but my mom said they were family and family takes care of each other so they were taking care of us. one boy three years older than me, one boy five years older, and one girl six years older. tyler, the boy closest to my age, he and i played all the time. his older siblings weren't really interested in having him around cause he was too "kiddie" for them and me too so we played together.

when i was 11 tyler got his first girlfriend and we didn't play as much anymore. i didn't like it and didn't understand, so when they broke up and he played with me more again i was happy. he had another girlfriend for a year and we didn't play, but we did when they broke up. he started hanging out with a new girl and one time he was going to go to the mall with her i started crying and told him i didn't like him anymore. he asked why and i told him because when he's with girls he doesn't play with me anymore. he said well girlfriends give him things i don't, i asked like what and he said blowjobs and he gets to finger them and touch their boobs. i didn't know what a blowjob was but i told him he could touch my boobs and stuck my chest out, my tiny barely grown tits poking through the fabric. i wasn't wearing bras yet. he reached out and grabbed both of them, punched my nipples a bunch, it didn't really feel any kind of way to me but he liked it a lot. he lifted my shirt and kept doing it. and then asked about the other stuff. he asked if he could finger me and i had never been fingered so i wasn't sure about it but said okay. he told me to take my pants off and lay on the bed so i did what he said. he licked me for a minute which felt kinda good and then stuck a finger in my hole which felt funny. i didn't get why he liked it so much.

then he asked me about a blowjob and i told him i didn't know what that was. so he took his pants off and laid next to me on the bed. his boner was hard and pointing straight up. he said i'm supposed to suck on it to make him cum. i tried but wasn't very good so he showed me a bunch of videos on his phone and said to do it like the women in the videos. i did my best to do it like they did and he eventually did cum in my mouth. he kept saying "swallow it" while he was cumming so i did.

he told me i would make a good girlfriend. he told me if i keep doing that and get him snacks when we play and help him clean his room then he won't need to get a girlfriend so i did. every day i let him touch and sometimes suck on my boobs, finger me, and gave him a blowjob. sometimes i would swallow his cum, sometimes he would cum on my face or my boobs.

it didn't take very long, just a few months, before he told me he wanted to have sex with me. we were both virgins but had watched a lot of videos on his phone so we knew what it was like. he had been licking me a lot which was feeling good, and i started to love the feeling of his finger in me, so i said okay. i remember how awkward the first time was, i laid on my back on his bed and he tried to push his dick in my hole but it wouldn't fit so he laid back and i sat on it. i kind of wiggled around for a while and bounced on it but i'm sure it wasn't very good. he laid me on my stomach and fucked me from behind til he came on my butt. it didn't last very long but all felt really good. he had a sex ed class and got condoms. he started fucking me with condoms and leaving his dick in me when he came. and soon enough i was obsessed with getting fucked by him. i wanted it after school, before bed, in the morning before school. i was going to school with his cum in my stomach most days. he said he wanted to cum inside me but i would get pregnant so he started fucking my butt. some mornings his cum would be leaking into my underwear on the bus ride.

he's got a wife now but he's still the only person i let fuck my butt.

Bath Night

This is a story more than a confession. It’s about growing up poor and it’s about love and it’s about sex. We grew up on a shitty little piece of land in southern Indiana. We were dirt poor. Dad went out looking for odd jobs everyday and mom cleaned houses. The responsibility to take care of our little farm fell on me and my big sister. We took care of a couple of pigs the chickens and occasionally a sick calf that dad got cheap. We had no in door plumbing just an old well with a hand pump. Now being outside all the time my sister Jane and I were always dirty. Janie was 3 years older than me. We never thought much about being dirty. It was a way of life. Dad would carry buckets of water in and mom wood heat it on the wood stove. It was a lot of work. As I remember we only took a bath about once a week. my sister didn’t start school until she was 8 years old because our parents didn’t want to lose their farm help. Finally the county made them send her They tried the same with me and only made it 2 years. When I started school I was 8 and Jane was 11.

When Jane had started school the teacher sent home a note saying that Jane had to come to school cleaner. Jane was mortified. Mom just told her she would have to carry and fix her own bath water or the county could come and do it. So every other night Jane would struggle with the water buckets so that she could be clean. I felt so bad for her that I started helping her. When I started school they sent the same note home with me. I said I already hauled enough water. So mom said come with me. Jane was in the bathtub when mom dragged me through the door. She sunk down in the water till only her head was above it. Mom told me to get undressed. I did while Jane and mom watched me. Then she said get in. So I climbed in the tub with Jane. Mom said from now on you two take a bath together. She left and me and Sissy just sat in the water. After a long time Jane said aren’t you getting out. I said you first. After a long argument Jane got out. Now I knew the difference between men and women but that nigh watching her dry off her naked body I understood. And so from then on we always took a bath together. Over the next couple of years Janes body changed drastically. I don’t remember when I first noticed she had boobs. It was like one day they were there. And one day as she climbed in the tub I noticed a funny little patch of hair between her legs. And then one day when I watched her undress and felt the stiffness between my legs. That whole bath I was hard and when I stood up to get out Jane said Lonnie you’ve got a boner. Finally got to the point where I had an erection every bath night for the whole bath.

Finally Jane told me she knew what to do. She was fourteen and had been in jr high for a couple years. She said I hear the other girls talk. She reached under the water between my legs and started pulling on my cock. I felt a tremble through my whole body and then I erupted. I told Jane that was amazing. The next bath night she did it again but this time I sat up so my Peter would be out of the water and we could watch. We laughed and laughed as the first rope of come shot way up in the air. And that became our nightly ritual. Jane would jack me off before we got out. Jane was 16 years old before we quit taking baths together. She ran off with our second cousin. She came back years later after mom and Dad were gone and we talked about what had happened. I know it was wrong but I still have fond memories about bath night.

Friend

I am 65 now, but remember it fondly. When I was about 11 or 12 had a friend that I ran around with that lived a couple of blocks away. He had moved to town that year. We became fast friends. I remember being in my bedroom one time, possibly changing after playing out in the sprinkler or such. Anyway, we are both changing and he is slow to get dressed again. Says something like, "wonder what it would be like to not have penis and be a girl." He tucks his dick between his legs and asks if he thought I looked like a girl. I think we were both starting to get a little pubic hair going. He asked if I wanted to rub my dick against his "make believe pussy". I do remember that I was erect, but had heard the taunts and disdain in friends making fun of faggots and such, so even though I was interested, I did not do anything. Not sure that we ever did anything. I remember staying at his house one night and his older brother came in to Steve's room in just his tighty whiteys and was asking if we got hard and did we know what to do with our dicks. He had some porn mags that we looked at. I sort of remember that he was somewhat hard. I think I remember him showing us his dick. Wish I would of been brave enough explore. Now I look back and feel loss that I did not. Friends with Steve on FB and think about asking if he remembers those days.