The Best Days Ever
by Vin
Copyright© 2025 by Vin
Erotica Sex Story: A man recounts his relationship with his friend, which escalated from kinky sexual acts to discussing fantasies and so the erotica begins...
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Mult Consensual BiSexual Orgy Swinging Anal Sex Oral Sex Scatology Sex Toys Water Sports .
My story is based on the truth, and I have changed the names for obvious reasons.
The best days ever are about the 18 months or so I had a relationship with a woman when I was 28, who changed my outlook on just about everything I thought and had considered before our meeting.
From the events I’m about to describe, don’t think of me as some sort of sad pervert because since the end of the described relationship, I have been in a stable and loving relationship for 3 years.
Caz came into my life in June 98 by the way of a kind of blind date rushed at the last minute. I did have a girlfriend at the time, but she lived at the other end of the country, so being recently divorced, I was going through the time when anything was fair game.
Our first meeting was just drinks and a chat with a mate of mine and his girlfriend. Even then, Caz caught my eye; she was about 5’2” and thin with no chest to speak of but a lovely pair of deep blue eyes with brunette hair cut into a bob.
I arranged a date for the next week, and we took off from there. Our first sex was nothing to shout about, even though Caz was a squirter when she came. I will always remember her thick pussy hair didn’t seem to fit on such a thin body, which would have passed for sixteen, which wasn’t bad considering she was 26 at the time with a 2-year-old son from a previous marriage.
I have always preferred shaven pussys so Caz was eager to do this, which when completed showed her small slit with no sprouting lips to their fullest. Also, with her going on the pill, our sex life began to expand to the perverse.
Our first time at anal was initiated by Caz telling me of her constant masturbation since her divorce and since she had been an Anne Summers rep, she had a full collection of toys.
One night in bed, I remember her giving me a long, slow blowjob with spit dribbling all over my cock and soaking my trimmed pubes. For such a tiny woman, she could still swallow my cock to the root on the downstroke. She abruptly stopped and just said, “Let’s play.” I watched her remove from a box in the wardrobe a thin anal vibrator and tested it. It worked. Slowly pushing me onto my side, she began licking and tonguing my arsehole. At the time, I wondered how she was finding it considering I had not showered and had been for a shit at work. The tonguing went on for some time, which I found erotic and dirty, with me moaning the words for her to “clean my stinking ass out, you dirty bitch.” With great tenderness, Caz applied a blob of KY to the vibro and inserted it up my ass. It felt great and caused my cock to leak and throb. “Now my turn” was all she said and came up with wet lips to let me taste my own arse.
She proceeded to get on all fours and present her shitter to me. I think the way she reached back and spread her cheeks was the clue. With her cheeks spread, this caused her bald pussy lips to spread also, giving me a view of thick girl cream smeared from one lip to the next. This was not my first time at anal, but with my average-sized cock, I said, “This is never going to fit in there.”
“It will” was her only reply.
With Caz being only a size 6, I had visions of hurting her, but what the fuck? She started this and was obviously no anal novice. A quick swipe through her pussy lips was the only lubrication, and I peeled my foreskin back and eased it against her backdoor. I slid the full length in slowly but determinedly and knew right away this hole had been busted many times before with vibrators. I found out later, but probably by more than one or two cocks as well. Caz was turning out to be a bit of a nympho. The quiet ones are always the worst.
The vibrator in my arse was transferring the sensations through my cock and into her shitter, causing her to grip the sheets and moan. I fucked her arse just as I would her pussy, enjoying watching her anal ring stretching around my bell end. On one outward stroke, I noticed her shit behind my crown, which the smell of turned me on even more and gave me a sadistic pleasure. Even though I never have been into scat. As a note, in real life, anal sex is more often than not a smelly and messy affair, yet most erotic stories fail to mention this. Back to the sex, I knew now Caz had lost control from my reaming.
This runny shit lubed her up and allowed air into her rectum, causing arse farts on each inward thrust. We were both lathered in sweat from the exertion by way of this primitive and taboo sex. Nice girls aren’t supposed to like it up the arse, are they?
I was beginning to lose that tight sensation of her arse as her muscles slackened, so I concentrated on spunking it, with nasty thoughts and an increase in tempo. I unloaded into her shit-streaked bowel with my last thrust, pushing past her rectum with her being so small. That will take some shitting out in the morning, I thought. With no ceremony and because I was worn out, I fell back, tearing my softening, shit-smeared cock from her ruined arse.
Sitting back and with Caz catching her breath, I watched her arsehole twitch, and 2 small bits of shit just fell from her hole to the bedding. I don’t think she even knew she was doing it because her hole was so abused. On her turning around a minute later to light a fag, she noticed the shit and said,”Well, if we’re going to play with our arses, it’s bound to get messy.” She proceeded to watch me remove the vibro from my own arse, then gather up the bedding to change it. I heard the plop of the shit into the toilet before the sheets were put in the washing pile.
Over the course of our relationship, anal became a regular occurrence, and more often than not, Caz shit herself but couldn’t give a dam.
Our expansion on anal play progressed to the purchase of a strap-on cock. Caz could fuck me in return for all the times I had mercilessly pounded her back door. The strap-on was huge when it arrived, some 9’ with a thick girth.
With some tender, patient coaxing from Caz, I managed to get the dam thing up my arse with the aid of plenty of KY but couldn’t be fucked by it until I could learn to relax more. The day came when, after being partly pissed, Caz strapped on her new toy and slipped a condom over its length. This was to make it a smoother feel, I was told.
With much gritting of teeth, she began to fuck me. Wow! It was like nothing else I had experienced, and I felt like I was out of control this time. My cock was leaking all the time, and Caz just gently shook it, not wanked it, so I wouldn’t cum too quickly. With plenty of re-application of KY, Caz began to build a sweat up, shagging me in doggy style. After only five mins or so, she increased the pace and tempo, which I can’t lie, did hurt when in too deep, but the rubbing on my prostrate and the feeling of a sweaty woman being in control of me more than made up for the pain. I can’t remember the exact words she said at this point; something like “now you know how I feel.” I was out of control and spunked all over the sheets. As Caz let me cum, she slowly withdrew the cock, and I felt a little embarrassed as a flood of brown-colored jelly ran from my stretched arse and over my balls to the bed.
I’ve always had a bit of a water sports fetish, and most girlfriends in the past and since have indulged me in this, if not joined in with vigor.
The first time with Caz was on a summer’s evening, sat in her small back garden drinking wine when she said she needed a wee. “Just do it there so I can watch,” was all I said. She had on only a small flowery summer dress and nothing else, so with that she squatted down by the wall between her home and the neighbors and lifted her dress above the waist. She proceeded to squat and spread her legs, revealing her tiny, bald pussy still red and swollen from our early sex, and began to push. Nothing happened until she twiddled her tummy button, then a thin stream of clear piss arched out from her flaps and splashed a good two feet away. This sticks in my mind because as she pushed her piss out, my spunk from earlier gathered at the base of her hole and blobbed to the slabs below. All the time, I was slowly rubbing my cock, ready to pounce and fuck her to within a blink of her life. Needles to say, I dragged her to bed.
Our water sports got kinkier as time went on. After a vigorous shag in the kitchen, I was still inside her freshly spunked pussy when I felt the need to piss. I just giggled, being full of beer, and let go inside her. Caz rubbed her size A tits as I filled her to the brim with my beer piss. The pressure in her pussy built, so my cock was forced out, which was proceeded by a gush of spunk and piss from her hole, which surprised me by its force as it splattered all over the cooker front.
After nights out more often than not, I would sit her in the shower naked and put my soft, piss-flavored cock in her mouth and slowly release my bladder so she could drink every drop. All the time, she would gulp and stare in the eye.
Caz enjoyed making me drink her piss. The kinkiest time was probably when we were out drinking, and with it being busy, the ladies were always full. So, in between pubs, Caz just said, “Come on, I need to piss,” and led me to a stinking alley between shops where everyone went for a piss. Dressed in her summer dress with only a brown, see-through thong on, she went to the back of the alley, leading me by the hand through puddles of piss and two lads and one of their girlfriends pissing and squatting away. Leaning against the wall, she took her thong off, that was already soaked with pussy juice because, by her own admission, her pussy leaked juices all the time and rotted her underwear before anything else. “Kneel down and drink my piss.”
“What about my shirt?” was my answer before she pulled me down by my shoulders to her pussy.
The smell was beautiful, a mixture of red-hot woman and juices, which, believe it or not, had a hint of copper as Caz had come off the pill and had a coil fitted. “You can just say someone spilled a pint on you,” was all she said before thrusting her pussy to my mouth and letting go a solid stream of beer and wine piss with a sweet tang from Alco-pop. I felt heady as I gulped and slathered my way into her pussy. Fortunately, I managed to drink most of it, but I had a strange smell around me for the rest of the night. Back home, I re-cycled the liquid once more by giving Caz my bladder contents once again.
After 6 months together and having sex several times every day, our limits were being pushed, and we began to talk of our fantasies.
One night after putting a full load up Caz from the back, she remained on her hands and knees whilst I lit a fag to share and recover. Her swollen, bald pussy was only inches from my face when I noticed the combination of our juices begin to slither from her hole and form a pearl. For some unknown reason, I lent forward and licked the pearl up and began sucking and tonguing inside her slimed hole for more of the same. This unexpectedly drove her crazy, and she bucked on my face until she squirted her girl cum from her piss hole, which tasted slightly bitter but meant I’d really got her going. “Thank you, that really turns me on. Simon used to love doing that to me.” She said after she had got her breath back. This was the first time she had mentioned her ex-husband and what their sex life was like because we both knew we had a past record but agreed not to talk about it because whatever had happened in the past was what had made us like we are today, and that was the person we liked now.
“Was he kinky?”
“Yes, he tried to talk me into a 3-some with his skin-head mate because he wanted to see me fuck someone else, but I decided not to.”
“Not my cup of tea that either,” was all I could muster in response.
“I wouldn’t mind having a 3-some with another girl,” she said sleepily. “And I’d let you have that double girl blow-job you said you’d like, but she’d have to let you spunk up her arse so I could suck it out.” Fucking hell! She’s really gone crazy, I thought. Trying to sound casual,
“The hard bit would be to get someone who’d fancy it.” After a few draws of her fag, “There’s a girl at college. She’s only 19, but one of our exercises was to tell the person you were working with a secret you had told nobody else, and hers was to sleep with a man and a woman at the same time. I’ll ask her next time I see her.”
“Yeah, sounds good if you think you can handle it?” trying to sound like it was all in a day’s work. After a moment, that seemed like an hour, “It’s only sex.”
I should have heard the alarm bells ringing then that the woman I had fallen in love with was a grade one slut, but only time would make me realize.
To read the complete story you need to be logged in:
Log In or
Register for a Free account
(Why register?)
* Allows you 3 stories to read in 24 hours.