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First time same sex, was it planned?

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In-House Sapiosexual
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I don't think it was planned, not on my part. Saying it happened when I was an undergraduate seems to belittle it as an experimental whim. It wasn't. We were good friends, close like sisters (everyone thought we looked alike). I knew her preferences and I knew that she was attracted to me. We would play sometimes, mostly to tease on lookers when we went out. I had a pretty emotional break up one Spring. She "soothed" me. She "soothed" me all summer. She had this great opportunity, but it was in Italy. Life moved on. We are still tight like sisters. I love her dearly. She was the only one I let in the room while I was having my son. She flew half way around the world to be there. We have our stolen moments. She understands that I could never fully belong to a woman, I love men too much. But, I love her too. She's a photographer; I love posing for her. She sees me. I post a lot of pictures she has taken. Part of my Summer schedule includes two weeks with her, like clock work. The summer before my wedding, my husband actually joined us. She's strictly female, but he had a wonderful time never-the-less. Oh, the pictures we took...absolutely beautiful. I'm not allowed to share images of him. Even now, he doesn't intervene. He understands that it is just a sensual side of myself. He doesn't feel threatened by it. I thoroughly appreciate a woman's body and how they appreciate mine. With men it's worship, with women it's understanding. I learned that during that summer.
? A True Story ?
Active Ink Slinger
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It wasn't planned by me but looking back at it, certainly looks like he had every intention. I went out with my boss, who is gay, and colleagues for a meal one FFriday night while my gf was working. After dinner a few of us went to a few bars and carried on drinking. One by one people were heading home till it was only me and my boss left.

He lives fairly close to me so we was walking home together and took a shortcut through an alley. Next thing I know, I'm on my knees with his cock in my mouth sucking him. He was complimenting me a lot which felt nice and his cock was massive. He eventually blew his load in my mouth. Next we ended up at his place and had sex where he shot two more loads into my ass that night.

I went home and my gf wanted to fuck me which I felt if I turned down would look suspicious as I was drunk and not thinking straight. Ended up on top fucking her with cum leaking out my ass.
Active Ink Slinger
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Nope, I walked in on two people having sex and joined them.
Lurker
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My first time was a complete surprise. I was after a hot MILF and when we started going at it her husband came in and joined, I was a little freaked out at first but then just went with the flow.
Rookie Scribe
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My first time same sex was my first sex. I was young and unbelievably innocent. He was much older and slowly introduced me to it over many months.
Lurker
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The first time I had sex after I had divorced it was unplanned. In fact, most of the time since I have been divorced it has been unplanned!
Advanced Wordsmith
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Quote by Jason2013
It wasn't planned by me but looking back at it, certainly looks like he had every intention.


Yeah... Different story, but I know what that part's like.

My first time having sex with a guy I figured he must have been trying to get into my pants for a while. Eventually, I decided to let him.
Happiness

My life has no meaning, no direction, no aim. No purpose. But I'm happy. I can't wrap my head around this. What the fuck am I doing right?
Active Ink Slinger
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Quote by Warrior_Ink


Yeah... Different story, but I know what that part's like.

My first time having sex with a guy I figured he must have been trying to get into my pants for a while. Eventually, I decided to let him.

Hope you enjoyed it. It's not always easy taking that step and the guilt can be tough.
Active Ink Slinger
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Quote by Warrior_Ink


Yeah... Different story, but I know what that part's like.

My first time having sex with a guy I figured he must have been trying to get into my pants for a while. Eventually, I decided to let him.
Lurker
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My bros wife took my cherry and made me the slut i am
Active Ink Slinger
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Not planned. On a city bus, cutting school. Guy sits down next to me in back of bus.... I feel his hand moving under my ass. he unzips my pants and wraps his lips around my NOW rock hard cock. He makes me wrap my fingers around his hard cock. when he shot his load, he simply got up, zipped up and got off the bus. I was very young at the time..... but I never forgot the experience.
Lurker
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Nope! It was a crazy time in my life and alcohol makes you loose. We were hanging out, drinking. My friend was always bi and I was curious, so let's just say it was a fun experience for us both.
Active Ink Slinger
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Quote by Tyrin1000
Nope! It was a crazy time in my life and alcohol makes you loose. We were hanging out, drinking. My friend was always bi and I was curious, so let's just say it was a fun experience for us both.

So whatever was hanging out, wasn't hanging for long!
Active Ink Slinger
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On my part not planned on woman who was teaching me sex she planned it with her ex husband for him to give me my first bi experience as a threesome she took my virginity he took my bi virginity was an amazing night getting me horny just remembering that night
Chuckanator
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I just turned 17. I worked in the summer for a middle aged couple across the street, mowing their yard, cleaning their pool and baby sitting their two kids 5 and 9. He was an air force officer and they went to cocktail parties quite often. I was baby sitting on a Friday night when they came home at 2am. Both were drunk. He went to bedroom and passed out. She was paying me and caught me staring at her well endowed cleavage in her low cut cocktail dress. She smiled and asked, "do you see anything you like?" Feeling like I had nothing to lose i replied, "yeah, a couple things." She took my hand by the wrist and placed it on her breast. Within a couple minutes I was fucking for the first time on their couch, while her husband snored away. It was incredible and would be the first of many, as we fucked almost daily while her husband was at work. That continued till they moved away six months later. By then I was well schooled in the art of love. I was of course deeply in love with her but that lasted for about a week after they left. Every guy should have an a cougar teacher. Thanks Mrs. Hanson. I will never forget.
Active Ink Slinger
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No. A group of us were playing spin the bottle while high. I went in for a peck on the lips, she wanted more. To the delight of the boys we made out for quite some time. When she went to her room I followed and had the best sex EVER. She ended up not liking me cause I started a casual thing with a guy she liked. She never spoke to me again. I still think about that night though.
Drink. Smoke. Fuck. Live!
Lurker
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hell no it wasnt planned it was a all girl 3some
i was 16 and we were at her birthday party and it just kind of happen
Lurker
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Not yet, but I think when it happens it will be planned...
Lurker
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I thought it was a get to know each other meeting but turned out to be a wonderful introduction. He knew what he wanted to do that evening and I found I had an awesome teacher.
Advanced Wordsmith
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my first time same sex orally was planned I met another guy who dressed we dressed he went down on me then I had made up my mind to suck for the first time so I went down on him I knew then I loved it and would not stop the first time same sex anal was years later a man I had been seeing I told him my desires were to strong and I was ready that night I bottomed for him he made it a wonderful experience and I was then past that open door and on the life path to sexual relations with same sex and loving it
Lurker
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not really it just happened with college roommate
Active Ink Slinger
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Definitely not planned on my part. But meticulously planned on their part.
Active Ink Slinger
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No. In a porno theatre and an older guy came and sat next to me.... Well, you can guess the rest! ?
Rainbow Warrior
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It wasn't planned by me. I thought it just happened spontaneously, but she may have planned it.
Active Ink Slinger
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Mine just kinda happened. Things lead to another, and before I knew it, I was dressed up and receiving his cock doggy style. Then one thing lead to another and it turned out to be a threesome. Was a great night!
Active Ink Slinger
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No not at all
Active Ink Slinger
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Well it was kind of planned.....went to be with a woman..............been going to this club for a while...one night we connected, wasn't looking to be with her specifically but when it happened it was magical.
Active Ink Slinger
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Posted my first same sex story as a young boy under other topic. But briefly. No, not planned by me, but evidently by him.
A determined person with perseverance can overcome many obstacles. They can, many times, perform better than those who are more intelligent, stronger and with better finances by determination and perseverance
Active Ink Slinger
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It just happened.
Lurker
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I guess I should say yes, tho use and no might be a little more accurate. A girlfriend and I had just broken up. Not sure if I was hurt or mad or what, but I was certainly upset and lonely. I made a point to drive out of town to go to a gay bath house ( first time). Wandered around for some time, totally unsure of what to do, how to behave and then basically succumbed to the advances of an older man. He realized "where" I was and was very cool about it. It was a wonderful experience.