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Who do you think about while masturbating?

Who, not what, sigh.
A future partner who started as vanilla, found she enjoyed domination, and eventually caged me.
 
My 17 year old stepdaughter.

She's danced ballet nearly her entire life, so her body is literal perfection. Cute little round booty, flat tummy, perfect B cups, long toned legs. And add to all that, she's very pretty.

I've felt like she's "tried" me, a lot. To name a few, one day I'm driving her somewhere and she says "I have a tattoo somewhere my mom can't see, do you want to see it?" Another time, we're in the kitchen standing across from each other. I'm wearing gray sweatpants, and out of nowhere she says "I want a horse for my birthday" while looking me up and down. It wasn't near her birthday, she's never expressed an interest in horses, we weren't remotely talking about anything like that.

But more recently, she's gone way past that. Her mother's job requires her to travel, so it can often just be me and my stepdaughter home alone for a week at a time. During these times, she walks around the house in her bra and panties... SHEER bra and panties. I don't have to use much imagination, at all. She will walk back and forth in front of me, sit across from me in the TV room while she's eating a bowl of fruit. Follow me into the bedroom when I'm basically trying to run away because now, suddenly, she needs something out of our bathroom.

I eventually became overwhelmed with the tension and started going in her room while she's out, wrapping her panties around my dick to jack off. I remember one pair of her panties in particular, there was so much juice that it left basically an imprint of her pussy. You could clearly see, outlined in her dried juices, both lips and her clit. I went crazy at the idea that she's just walking around this wet... or maybe she isn't. How could she get such a perfect imprint if not on purpose? Was she rubbing herself and leaving me a present? I had already been leaving fresh drops of cum in her clean panties, partly hoping she'd notice, maybe she did and started leaving me gifts. These black, imprinted panties were laying very obviously on her bed, after all.

But recently I've started to reciprocate. Yesterday I decided to not get dressed, just wear my boxer briefs around the house. She kept coming around, staring, probably as I've been doing to her when she's in her sheer red panties.

But she recently got a job that has her on her feet all day. I'm planning on offering her a foot rub one of these days, maybe turn that into a lower body rub, and as I work my way up her legs, eventually rubbing her butt, ask if she wants me to touch her there. And if she does ... pump one end of her or the other, full of cum.

I don't want to be with her in the sense of "a relationship." But she's legally and sexually mature, and unrelated, I do care deeply about her and would never hurt her or hold her back. I'd want her to go have the experiences and relationships that are normal for her age, even getting married one day. I just see it as adding great, recreational sex to an already good relationship between consenting parties.

It probably doesn't help that my first time was when I was 14, she was in her 30s, and we maintained a sexual relationship until I was 18. That woman, nor I ever had the illusion that it was anything other than pure sex. She occasionally had boyfriends, I occasionally had girlfriends, but we always had each other. And it ONLY stopped when I became a dad and wanted to build a family/life with my child's mother.

IDK. Sometimes I wonder if I am "passing trauma" even though I don't feel traumatized. I'm now 40 and as I look back, I enjoyed ever second of those experiences. Sometimes I just think like hey, I'm a physically healthy man with literally every man's dream: (17 is legal in all states), barely legal, tight bodied teen walking around in panties, and clearly sexually interested, and the house to ourselves. We could literally fuck as loud as we want, all over the house, day and night, sometimes for a month at a time (the longest my wife has been gone is 3 weeks).

IDK. And that's why I haven't offered the massage yet because I feel like as soon as she says yes, the rest is already written.
 
I often imagine thus one nurse from work, little short thick stack, red hair, green eyes. We flirt every day and tease one another but neither make a move for whatever reason. But if she see what I imagine when stroking off she would either be a drooling slut or turn me in to HR
 
I was buried for thirty four years, and almost never thought about my spouse when I masturbated.

In the early years, it was the crush from high school that I never got together with.
He happened to be my husband's best friend so I saw him regularly. I was often reminded of what I was missing.

In the later years it was his boss with whom he shared an office.
His boss was open about his conquests.
He often sent pictures to my husband when he was with a new woman or was part of a threesome.

I had the joy of experiencing one of those threesomes in 2017. It was oral only but more orgasms in one session than I have ever had.

Since leaving my husband I've had the pleasure of receiving his load twice. It was better then my imagination.
 
You know what suuuuucks? I don't have a very vivid imagination when it comes to fantasizing. Like, I can write out or read anything and it becomes realistic like a movie but if I tried to just lay down and fantasize about someone or a situation I have a very hard time focusing and lose my train of thought very quickly. That's how I found Literotica, actually!
 
Bigboobbabe said:
I was buried for thirty four years, and almost never thought about my spouse when I masturbated.

In the early years, it was the crush from high school that I never got together with.
He happened to be my husband's best friend so I saw him regularly. I was often reminded of what I was missing.

In the later years it was his boss with whom he shared an office.
His boss was open about his conquests.
He often sent pictures to my husband when he was with a new woman or was part of a threesome.

I had the joy of experiencing one of those threesomes in 2017. It was oral only but more orgasms in one session than I have ever had.

Since leaving my husband I've had the pleasure of receiving his load twice. It was better then my imagination.
Click to expand...
Love this. People my spouse knows well are on my shortlist for masturbation
 
I don’t have a specific who that I masturbate to. If I am chatting here with someone on my PM’s or on KIK or Telegram or something like that I am thinking about them and our conversation. If it is not that, I am watching a video or reading a story on Lit and getting off to that.

I have tried to get off on past girlfriends, or strangers or people that I met at a bar or other social settings but it doesn’t get me off.
 
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