moregain's Blog

[Story] My Ladybug (an Omegle chat)

You: asl?
Stranger: hi
Stranger: f 19
You: 21 m. into?
Stranger: my b*****r
You: how old is he?
Stranger: 24
You: have you ever done anything with him?
Stranger: no, this is kind of a thing i just started lol
Stranger: he doesn't know i like him
You: lol me too. When did you figure it out?
Stranger: i dunno. i was just thinking about stuff one night and randomly realized how much i was turned on by him
You: My s****r doesn't know I like her either. Do you think you'll ever try something?
You: btw do you have kik?
Stranger: i dont sorry. this isnt really something i want people to... Continue»
Posted by moregain 1 year ago  |  1

[Story] She is a Wild One

This happened the other night and I've been wanting to tell someone, anyone about it but in my circles everyone knows everyone. I can't repeat this story to anyone I know so I'm telling all of you on here except the changing of names for more than obvious reasons.

I'm a tall guy with an athletic build (I get mistaken for military or a baseball player frequently) I have brown hair and brown eyes, I have a lot of charisma and am very outgoing. I often go with a buddy of mine. He's not as tall or as athletic, he has blue green eyes and short dark hair and he can talk to anyone for hours. We ha... Continue»
Posted by moregain 1 year ago  |  4

[Story] Me and My Cousin Alex pt2

My cousin Alex had finally graduated high school so everyone was coming to celebrate for her. Of course I had a special reason I wanted to visit her. I walk into the auditorium where the ceremony was being held and I can't find anyone in my f****y. So I search around for a few seconds like an idiot and find a place to sit. The ceremony starts and I see Alex waltz by in her gown and high heels. DAMN!! Even in that thing she looks incredible. My dick starts shifting in my pants and for a moment while she is looking over the crowd we make eye contact and she winks at me!

My dick shuddered and ... Continue»
Posted by moregain 1 year ago  |  2

[Story] My s****r and Me (recent)

Not too long ago my parents decided we hadn't spent enough time at home and planned on having a f****y dinner back home. I live about 2 hours away from home and my s****r lives about half of that. So we all get the arrangements to head home and the next day I head out in the afternoon. I had gotten d***k the night before so I got up late but that is neither here nor there. I'm heading home and I get the urge to give Stephanie a ring and see if she may want to fool around before we get home.

Right when I go to grab my phone my dad gives me a call. I hesitantly answer it and ask what's up. He... Continue»
Posted by moregain 1 year ago  |  4

[Story] My s****r and Me pt 3

This happened between Stephanie and me over last summer. Every year my fam has a float trip where we all get d***k and go down a river for a day. To those of you who have never tried this it's actually quite fun; especially when you have your hot s****r in a tight bikini and your cousin, with more full attributes, in her two-piece.

Everyone is coming from all different places and we show up at different times. My parents show up first but there is a BBQ coming together down the road with the younger k**s and their parents. Our cabin is a little more secluded than the others and is back in s... Continue»
Posted by moregain 1 year ago  |  7

[Story] Me and My Cousin Alex

This is a follow-up from when my s****r Stephanie introduced my cousin Alex and me to sex with each other. Alex is slightly shorter than my s****r at 5'5" with deep blue eyes, size D tits, athletic build and the kinda ass you can't help but stare at.
As you may remember my s****r caught Alex playing with me and got pissed and made us finish up by having Alex suck the load I had from fucking Steph.

I went back to this small town for a summer because 1)there were much more attractive girls there 2)I didn't want to spend another entire summer in my crummy hometown 3)my cousin Alex was coming... Continue»
Posted by moregain 2 years ago  |  3

[Story] My s****r and Me pt 2

One fine summer I was working at a country club pool when I was 18. I gazed at all the attractive women that came through to get a tan. I wasn't from the wealthy class so I didn't get to go there before. I was a lovely pool hall with private showers, a massive hot tub and 2 separate pools for k**s and adults. Since I had gained employment there my immediate f****y was allowed into the pool area. Some days when Stephanie didn't have work she would stroll in and get a tan.

The 5'7" frame with perky tits and a tight ass caught everyone's attention. Girls and guys alike. Most rich people look v... Continue»
Posted by moregain 2 years ago  |  4

[Story] An Unlikely Exercise Part 2

Trish and I had been texting back and forth but she mostly liked talking on the phone. I guess that is what 47 year-old's are in to. We were talking one night and I asked her what she was wearing. She didn't quite grasp what I was getting at when she said jeans and a converse sweater. I laughed and told her I meant what was under those clothes. She objected saying we really shouldn't talk about that but I reeled her in and she finally told me she was wearing blue underwear and no bra.

She was lucky. She really didn't need a bra. Her tits were big but still very perky. She texted me the nex... Continue»
Posted by moregain 2 years ago  |  5

[Story] My s****r and Me Pt 1

If you just wanna get to the shit skip this bit: (I'm trying to give my stories similar names so that they can be read back to back if you want, or whatever. I appreciate the feedback from y'all and I hope you continue to enjoy the stories I post.)

This was a while ago when my f****y went to go and see my dad's side of the f****y. They lived deep in the boonies. Driving out there was a bit of a bore and by this time my s****r and I were of age to drive ourselves. My s****r drove pretty fast and my parent were so slow so we rode together.

Stephanie, my s****r, is driving along and we're ... Continue»
Posted by moregain 2 years ago  |  9

[Story] An Unlikely Exercise

This is a story that took place while I was 17. I had little experience with women but since I was still a teenage guy I was very horny almost all the time. I had a few friends in school who went to the local gym to workout. I wasn't a meat-head like my friends but I enjoyed the sweat and the pain as well as, of course, the results.

One day my friend is offered a position at the gym as a barter for his membership. Fair trade in my book. 5 hours a week for a free month at a place you already frequent? deal. Anywho I started visiting my friend more often at the gym seeing as there was not mu... Continue»
Posted by moregain 2 years ago  |  7

[Story] s****r Punishes Me

If you've been following my stories as of late you'll know that I have quite an affinity for my s****r since she took my innocence from me. You never forget your first and I think that is even more impossible in my situation. My friends on the baseball team would give me hell and ask me when they could take her out and shit but the truth was that no one else but me was taking care of her but me.
(I hadn't used her fake name for a while because I couldn't find it. It's Stephanie. Aphrodite would be more fitting for this goddess.)

Now I'm going back to school for my sophomore year but I fin... Continue»
Posted by moregain 2 years ago  |  4

[Story] Best Birthday Ever

I've grown up now and I've had my fair share of girls. I say girls because they are far from what I believe women are. Immature and not very bright. I've only had a handful of women and it's very special. The youngest of the women I've had was my s****r. She's a few years older than me but she is very mature for her age. We first had sex when she came into my room when I was 14 and stole my virginity. I've never been able to forget that night. The following years we were on again and off again since we are modestly attractive people. We go shopping and girls shoot me looks and the same goes fo... Continue»
Posted by moregain 2 years ago  |  3

[Story] Just Another Day in the Fall

Follow-up to "My s****r keeps up on her promise"
Reminder: my s****r is a nice athletic build, 18 years old, brunette with brown eyes and C cup tits.

It was September sometime (a little while after my birthday) and my s****r had been taking pictures with a disposable phone and needed to get the rest of the reel developed so she asked me to take some photos of her around our house. Bored with having nothing else to do I decided to take her up on it. So we start shooting around the house, she got in a seductive pose from time to time saying that it was fun to think of what the guy at the pho... Continue»
Posted by moregain 2 years ago  |  3

[Story] My s****r Followed Up On Her Promise

After my s****r had taken my virginity on purpose we hardly talked. A few months later we got on a phone plan with our mother and we started being able to text. Every now and then she would send me a picture of her body or her tight ass. She was a little embarrassed about her tits so she never sent those. (Once again my s****r was about my height at the time 5'7" with long brown hair and brown eyes, tight body and a flawless face.)On the 3-level house we lived on my bedroom was upstairs and hers was in the basement. One night she told me to come downstairs to her room.

It wasn't what I thou... Continue»
Posted by moregain 2 years ago  |  5

[Story] s****r Wakes Me Up

It was a few years back and I had almost forgotten about it until now.

I was four-teen and my s****r was eight-teen. I'll get all the f****y stuff out of the way first. My parents married at a young age when they had my s****r. A few years later they had me. We aren't the closest of f****y members but we keep in contact mainly for the sake of saying we're a good f****y. My s****r and I never got along. She always had the hottest friends and I watched them from upstairs as they had slumber parties and compared each other. And I had never had a thing for my s****r but more for the girls she b... Continue»
Posted by moregain 2 years ago  |  19
1