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First Time Stories

Experiencing a sexual encounter for the first time is a rememberable occurrence for everyone. A first time experience doesn't necessarily just stop at losing your virginity during your teenage years, it can also include unlocking a new sexuality, exploring a new interest, or adapting a change in lifestyle like swinging.

Have you ever been curious about being bisexual, gay, or want to feel what it's like to be a crossdresser? Have you ever thought about breaking the sexual normalities and considered sex toys, adding an extra partner to play with in the bedroom, or getting involved in a gang bang? An introduction into a new lifestyle like swinging can fulfil longstanding desires and liberate a relationship.

Share your first time experiences with the rest of the erotic story community by writing your encounter below.

Matt's Massage

True Story - Matt's first bi encounter

I had met and played with Matt and Candice a few times, they were great people. Great to hang out with and have a drink, great social fun and they loved hot wifing. Matt loved watching Candice with other guys, MFM and they had a few MFF experiences. We had met up a few times and were pretty comfortable around eachother. Candice was a curvy blonde with a few tatts, tanned, with great boobs and waxed. Matt was a straight ta...

Score 9 9
2
427 Views 427
2.6k words 2.6k words
Marc747ca

I went on the swingers website to see what was happening. I saw many of the usual names and photos, so I figured it wouldn't be an unsusal day. I spoke to my wife about meeting some people who were in the lifestyle. She agreed with me and said, "Look around, you might find someone." I was looking around when I saw an interesting name. It wasn't a popular name, but I knew of it. I decided to send an email and see what the...

Score 26 26
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1.7k Views 1.7k
1.4k words 1.4k words

So after many failed attempts to meet up it finally happened. Everything was set to head for a drink . Things went very well as we left she grabbed my hand and steered me to a cab. We ended back at my hotel, where she sat me down on the couch and stripped down out of her lingerie to bare perfect skin. She was soaked and we haven’t hardly stared. Some soft kisses and as I played with her perky breasts she hauled my pants o...

Score 11 11
3
1.2k Views 1.2k
151 words 151 words
Marc747ca

We came to the hotel lobby to check in. I observed that the guy at the desk was curious about us but obviously did not say anything. We entered the room and there were 2 double beds. We took our shoes off and hung our jackets in the closet. There was a small sofa beside one of the beds, Dave and Krissy sat there. Laura and I sat on the edge of the bed. There was a few moments of awkward silence and Krissy said “so how do...

Marc747ca

Like many married couples, we were becoming used to each other and life was becoming routine. We often talked about how we could spice up our marriage but nothing seemed to make us say yesssss! One day we were in the kitchen and I walked up to my wife and said I want to ask you a question but I’m not sure how you will take it. She said ok, with a slight look of worry. I mustered up the courage to ask her the question that...

Marc747ca

After that night of exploring in the truck, Dave and I talked about how things went. There really weren't any complaints except the fact that we couldn't fully enjoy because one of us had to make sure we wouldn't get caught. As exciting the risk was, the price would be too high for us if someone saw. We decided that it would be a good idea if he came over to my house. No one was home and wouldn't be for a while. He arrive...

Marc

It is great hearing from you! Bi the way… Months went by since our encounter with Dave and Krissy and one Sunday, I received a text that said “good afternoon”. It was Dave and I was surprised as both my wife and I thought they were no longer interested in us. There was some casual conversation going back and forth and then we started to reminisce about the evening when we first met. A lot of compliments were going back an...

Score 10 10
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1.0k Views 1.0k
988 words 988 words

First Time Hotwife while Husband Watches.

Inviting an Ex for a dirty weekend

That’s what I was thinking this morning. That you texted Ross and invited him for a dirty weekend…we meet him at a nice downtown hotel. He’s very surprised to see me, I tell him not to worry. We go and have a drink, you are dressed sexy, with some slutty lingerie underneath…looking exquisite. Both Ross and me can’t keep from staring at you. After a few minutes, he’s looking all anxious, when he finally asks you…”why did y...

Score 17 17
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1.3k Views 1.3k
5.9k words 5.9k words

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dmk74133

Wendy Part 2

The fun continues

I hope you all enjoyed part 1.... I gently caressed her lovely little tits. She had nice big nipples and she enjoyed me playing with them, rolling them between finger and thumb while tugging just enough to elicit another heavy sigh. She lay on my chest and one of my hands wandered south. She had on pair of leggings and I worked a hand inside the waistband. She put up no resistance, rather grabbed my wrist a pulled my hand...

Score 12 12
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1.1k Views 1.1k
799 words 799 words
dmk74133

Wendy

A lovely coworker

I first met Wendy at my place of work. She worked in the tool supply room for the maintenance department. I was a Millwright in the same area. She was a bit older, just over 6 years older than me. Needless to say, I found her quite striking, small pert little tits with a real nice ass. I knew her reputation from others in the department and didn't care.... I found her gorgeous 😍 I am a horrible flirt and worked my best l...

Score 9 9
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1.5k Views 1.5k
297 words 297 words
Tom

The opening of Cindy's lust.

Retro story about first time sharing A girlfriends pussy

This is A story about the first time I have watched A girlfriend getting fucked by two other older men and me. I will start with some background about Cindy and me. Cindy was 19 at the time I was 18. Cindy is the image of beauty 5'7" 110 lbs. Tight petite body firm perfect ass and A very tight sweet little pussy with me being only the second guy lucky enough to enjoy her tight pussy. Nice firm c-cup breast on her petite f...

Score 9 9
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1.4k Views 1.4k
5.1k words 5.1k words
Anonymous

First Night Out

EROTICA · 14 MIN READ

First Night Out A Night Out. It’s our first time going out to meet new people. We are both kind of anxious but excited we found an event to try out. This is huge step but we put the time in and discussed the boundaries. As soon as we walk in my Girl taps me and points to a couple. You both got our attention right off the bat You’re cute with red hair your husband is in great shape with a beard and very inviting smile. I l...

Score 1 1
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1.1k Views 1.1k
4.0k words 4.0k words

Fantasy fulfilled

Getting pegged

Finally after years of having a fantasy of being pegged, it has come true! This evening I got together with a fwb, she is very open minded and has a way of getting me to talk about my deepest fantasies. One of them being, getting pegged. Well my fwb absolutely loved that, and she’s always wanted to peg a guy also.. win win. We met at her place, started having some fun together, then she put a vibrating butt plug in my ass...

Score 10 10
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889 Views 889
181 words 181 words

it was approx 8 years of play with having mfm and watching denis with my wife and joining of course it was stricktly mfm play .i have had fantasies as a young boy when i read my dads naughty mags my fav mags were penthouse letters and i always gravitated to a young boy house sitting for the neighbours and snoopping in the house and making my way to the bed room . i loved searching thru the pantie drawers and sniffing and...

Score 13 13
5
1.4k Views 1.4k
758 words 758 words

My First Time...Bi

It just happened..did not see it coming

Hi there..I was playing golf late in the day,when I finished I had a couple of beers...the place was deserted..I decided to have a shower before heading home...the club had one of those large open showers...lots of soap..so relaxing..I was lost in relaxation & quiet...all of a sudden I heard feet splashing as another gent entered..he greeted himself..general intro...his body was athletic.. impressive to say the least..we...

Score 6 6
5
1.6k Views 1.6k
222 words 222 words