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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.

Anonymous

Mina the MILF part three (conclusion)

First hookup with much younger guy

As he parked I was excited but nervous. "Back seat?" He asked, I nodded. We got out. I followed his lead pushing the front seats forward. We met in the back. Now what? I think, fuck I don't know what to do. He leaned over and kissed me gently. He immediately reached up my skirt past my underwear and touched my clit. I couldn't contain my excitement. "Oh my god you're so wet!" He said. Panicked, I blurted out "oh I'm sorry...

Score 23 23
5
1.3k Views 1.3k
491 words 491 words
Pixie121

Mina the MILF part two

First hookup with much younger guy

My phone buzzed as I finally started to drift off. It was Luke, a small rush of excitement pulsed through me. "Mina, I don't mind the age gap, I truly think you are so beautiful and if you just give me a chance I promise I can make you feel good." Curious I responded "have you ever been with an older woman before?" A few minutes passed then "yes, a 42 yo and 2 30-somethings" I'm not sure why but this made me laugh, I wasn...

Score 19 19
3
1.3k Views 1.3k
379 words 379 words
Anonymous

Mina the MILF part one

First hookup with much younger guy

I usually delete messages from super young guys on hinge immediately, but this 22 year old was really cute and really sweet. "Hi Mina, I'm sorry to hear about your separation. I hope you are doing ok, I think you are really beautiful and would love to talk to you". I matched with him just so I could reply and let him down nicely. "Hi Luke, you're very cute and I'm flattered but I'm way too old for you, thanks so much for...

Score 16 16
4
1.5k Views 1.5k
303 words 303 words
Codyone

Fucking mother inlaw

Get what you want

I must have been about 24 or so and been with my girlfriend for around 1 year and still hadnt met her mum,my girlfriend was turning 21 and her mum had invited us to her place outer town for drinks and I would get to meet her.The mum was a 38 year part Maori lady and had a smoking body and had had 7 kids over the years.i remember thinking man nice big firm looking tits and flat tummy for 7 kids.the night was going good the...

Score 13 13
1
1.7k Views 1.7k
438 words 438 words
Anonymous

We had a rare weekend off coming up for our big anniversary and we thought we want to do something new, something special, fun, something exciting and of course something sexy. So we decided to check out CCK !!!! We are both out of relatively conservative background. We do have a great sex life but have never done anything outside our relationship and certainly never ever anything like that!!! Ahead of the date we talked...

Score 15 15
2
1.3k Views 1.3k
825 words 825 words

My Wife’s Best Friend

Names have been changed to protect the naughty

My Wifes Best Friend A bit of background, my wife Tracey is 5’8”, dark hair, beautiful curvy body with 36D breasts. When she is aroused, she’s an absolute firecracker in the bedroom and in the almost 18 years we’ve been together, our sex life has never waned apart from the usual work/life challenges in every marriage where children are involved. Several years ago we decided to ‘open up’ our relationship. From what started...

Score 34 34
1
2.3k Views 2.3k
2.1k words 2.1k words

Her first big cock gangbang.

Sex with a group of strangers

After her last work trip back from Aussie having surprised her by her being blindfolded & bound over the bonnet of her car & fucked by a stranger, I had plans for her next return home too. This one she knew about in advance & once again, it was about ticking off more than one of her fantasies at once. She loves watching porn & has always liked seeing a girl take more than one guy but had never done it herself – only ever...

Score 64 64
16
3.1k Views 3.1k
2.2k words 2.2k words
Hiddenworld

Had just come out of a long term relationship and figured there had to be more than just boring sex. This is when I entered the online dating world. One male really stood out and I was not holding back with my forwardness and openness about sex. We shared the same fantasies and just knew exactly what the other one was thinking. Once in the private area we started kissing and undressing, he pulled me in and feeling his har...

Score 25 25
5
1.3k Views 1.3k
559 words 559 words

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First meet

First time meet and fuck

We had connected through Tinder and the discussion was certainly not the normal for a Tinder connection. We had only been talking for a week and would of meet sooner but with her on the Coast and me in Christchurch it wasn't to be. She had guests for the weekend but she told me early Sunday morning that they were leaving by midday. So I arranged things at home, packed a bag with the intention that I would be staying but w...

Score 20 20
2
1.3k Views 1.3k
836 words 836 words

We walk into CCK, its a little quiet early on. Off to the bar for a quick drink and a walk around to see if anything has changed. There are a few people around mostly keeping to themselves. We find a quiet seat in the corner a bit of chit chat while we finish our drinks, the anticipation high but not wanting to rush. a few more people are starting to arrive now. I head back to the bar for a second drink, while you go to s...

Score 13 13
1
1.8k Views 1.8k
1.5k words 1.5k words

After having a shower I prepared the cereal left in the room for the courtesy of the guests. The kitchen bench faces the wall with the shower door just a few feet behind me. Cathy comes out of the bedroom for a shower fully naked and as bold as brass. This is the first time I have laid eyes on those tits without them being in a bra. Her tits haven’t been affected by gravity yet and her nipples look very edible. As she wal...

LNow I could feel her breasts through her thin dress and lacy bra pushing against me. Her lips were soft and wet and she slid her hands down my side to my arse and pull me close to her and so our mounds were grinding together. I was in heaven. She dropped to her knees in front of me and I knew I would be her slave for the night and she could use me in anyway she desires. I knew exactly what to do. I lifted my dress slight...

My first time with another woman Part one

Only A woman knows how to touch another woman

I work for a nationwide company in the Christchurch office. I was selected to go to Auckland and attend a work conference. I was told it was the two day conference and the company would accommodate us in a hotel, sharing a room with another conference member. I took a red eye flight from Christchurch to Auckland and went straight to the conference. After we had all arrived we introduced ourselves and sat down and began to...

Score 14 14
0
909 Views 909
566 words 566 words

A mixture of fact and fiction - Out shopping

A chance encounter at the Supermarket

One of the things I love about this lifestyle is that you never know when something might happen. Take the other day for example, a normal everyday trip to the supermarket. Just your basic trip to shop for the week's groceries. Emily looked delicious as always in jeans and a jersey that covered everything but still had her looking quite delicious. She always looks amazing in jeans as they hug her curves perfectly, and rea...

Score 61 61
14
1.8k Views 1.8k
817 words 817 words
Anonymous

My First Sunday Roast Some years ago, and well before I joined KS, my FWB at that time, Mr Caramel, and I decided to attend CCK on a Sunday afternoon. We had been several times that year, generally on a Saturday night, but never on a Sunday afternoon – we were unknowingly about to attend our first ‘’Sunday Roast.” I got ready at Mr Caramel’s place, we shared a passionate kiss or two and fondled one another in our usual de...

Score 22 22
4
2.1k Views 2.1k
569 words 569 words