First Time Stories

I can remember it well. My friend and I were hanging out at my grandparents place helping them out doing odd chores for a bit of extra money during the summer holidays!

Murray, my friend, had never shown any physical/sexual interest in me. We played pick-up ball together in his backyard. Would go for bike rides together. Road hockey, you know, all normal stuff.

All that changed one Saturday afternoon in July!

He was always right ne… Read more

I was 18 when I first discovered online websites like swingingheaven and where you can connect with strangers and potentially meet for fun. A little bit about me, I'm 5'7, 110 lbs, slim, ethnically Indian, with an average sized cock. Personality wise, I'm shy/introvert, so communication whether it be verbal or written is not one of my strengths, moving on. I was a virgin at the time with the only experience of kissing and at 18 years old, hormon… Read more

It was a week day morning I was sleeping and my husband is always rock hard in the morning most morning he wakes up and pulls my pjs off and slides his hard cock in my pussy and fucks me most times I just remain asleep and let him do his thing some times he come back after his shower and fuck my cream filled pie this morning he pulls my PJ off slides his cock in for 30 mins until he cum in side of me and left the room i wake up to round 2 i jus… Read more

Preface: This is a X-Post from my reddit account. I wanted to share this on my SwingersHeaven profile, because for interested parties, the details within help to illustrate the kind of partner I am. Still, if you're just interested in hearing a descriptive and thoughtful ex-virgin's perspective on his firsts, from first time holding hands with a woman all the way to first time being deepthroated by a man and fingerfucking a woman's g-spot at the … Read more

The pleasure begins..
As the guys drove off I mustered courage to approach the couple. Uncertain if they might say no. I stepped closer and found them welcoming as she was hot wet and horney, ready for some more deep action.
I grabbed her by her thighs and started licking and Kissing. Pushed her into the picnic table and took of her long skirty dress.
Spreading her legs and started to lick her into an unforgettable bliss. The juices were out … Read more

Hi moved to Winnipeg in July of 2019. I played on side now and then for two years due to husbands poor stamina and barely cums before moving here. I could not sleep so decided to go for a walk when my husband was sleeping at 1am in the morning. I walked to a small park off of Portage Avenue having a smoke and relaxing for a few mins there behind the Living Prairie Museum at the park. No lights there so very dark. Two guys came by asking for a smo… Read more

It all began one fine summer evening. I came across a craigslist post for a dogging adventure at the Hamilton princess point.
The hunt began at 9pm with me encountering the post. Excitedly drove parked at the lot waiting for the adventure to unfold.
My motivination to write something intriguing started with the ample amounts of posts available at my disposal. Might I share my experience.
Upon arrival the lot was partially empty with a few c… Read more

After Talking about fantasies and playing games role play and dirty talk, she finally agrees to try a different cock it took some time searching and showing her pictures of different guys on this site large cocks seemed to be further east of AB, we travel to different parts of the provinces and finally just by chance we meet a guy while having dinner. First it was like excuse me and he walked by us I noticed him check my wife out and she did as… Read more

I had chatted with Jim and Lucie a few times and exchanged pics. They were attractive - actually, he didn’t interest me overly, but he wasn’t unattractive and she was smoking hot! Also, they seemed interesting and compatible, so eventually we had agreed to meet one Saturday afternoon. Jim had a fair bit of experience in the lifestyle. His new wife did not – it was her first 3sum; he wanted to introduce her to the lifestyle and she was ea… Read more

I was moving to Canada from the states and i was having a goodbye party friends were giving me. i went to sleep on the couch later that night after partying at my best friends house! I was sleeping on the couch and felt something in my sleep and when i woke up my best friend girl was sucking my cock!! I was shocked and i almost screamed ,and i stopped her and i was saying,what are you doing? and she said she wanted to give me a goodbye present. I… Read more

I have been thinking about writing this for a while, she was the first mature women in my life

Bit of intro into the story, So my parents divorced when I was young. My dad remarried when I was 9 I lived with my dad, as every divorced kid me and my brother hated her, Dad married my stepmom J when she was in her early-30s

So nothing interesting happened growing up. Things started to change around the age 22 (thanks to all stepmom porn). J was… Read more

For as long as I can remember, I've been an ass man. Not that I fail to appreciate the beauty of a slender leg or plump breast and taut nipple; Far from it. But ever since I was a teenager, stroking my cock to the glossy images in girlie magazines, the primary object of my desire has been the soft, peachy fullness of a woman's bottom. The image that never failed to send waves of pleasure crashing through me, while thick streams of cum spurted fro… Read more

You come back into the room wearing the strap on. I am standing at the end of bed as you grab me and kiss me hard, your cock pressing against mine. You reach down and feel me harden, precum seeping from my cock. You push me back on the bed, my cock slaps against my abdomen. You grab the lube and squirt your cock. Then in your hands and you rub my ass crack teasing my hole. You lube my cock and squeeze tight as you pump my shaft. I spread my leg… Read more