I had Fetish Day down for January 15th but, whilst doing to some research for
a blog article about fetishes, I found several references to International
Fetish Day falling on the 3rd Friday of January, which would be January 20th
this year. I'm not sure if these are different days (one being International
and the other not) or if the place I got the original date was just wrong.
Either way, by the time that I had discovered this discrepancy, I'd already
been busy celebrating Fetish Day in the best way I know possible; with some
sexploits!
So I figured that I'd give you half now and half and Friday. That way I'll
have covered off both days and you get a double dose of Laura's Sexcapades.
I'd call that a win win situation!
I don't think I'm what you would call a fetishist but, after thinking about it
for a while, it did occur to me that I like pegging. That's got to be a fetish
of sorts, right? And very conveniently, I've recently been seeing a pegging
house party that is open quite often. It's almost like it was meant to be!
It was moderately busy when I arrived at the pegging party so I decided to
lounge around on one of the beach chairs and wait until I got propositioned by
one of the guys there. I waited and I waited and I waited... but nothing.
As is so often the way when I want to have some fun, it seems like simply
going to a suitable place and making myself available is not enough. So I
decided to be bold! Exploring the inside of the house, I discovered a rather
nice bedroom, which would be the perfect place to entice someone into letting
me fuck their ass.
I stripped off and prepared my strap-on for action. And then waited for
someone to take interest.
This time I was not kept waiting for too long. A young man timidly poked his
head round the door and approached. Submissively kneeling before me, he
complemented my beauty and the size of the thing between my legs. It was this
last comment that really got my interest as it strongly implied that that he
had an interest in the same thing as me.
After politely thanking him for his kind words, I enquired about whether he was into pegging. His response surprised me somewhat but also intrigued me.
He told me that he was only 20 years old and very inexperienced. He then
continued by telling me that he very much wanted to try pegging but found it
embarrassing to talk about and was ashamed of himself for having such dirty
thoughts.
Taken aback by this, I reassured him that there was nothing wrong with wanting
to try new things and that he shouldn't be embarrassed by it. Then I made him
an offer that perhaps I could help him to try some of these things that he
thought were too taboo to discuss with others.
His eyes light up with excitement. He proclaimed how comforted he was by my
words and that yes, he would love to have an older woman guide him on his
journey of sexual discovery.
By no means do I consider myself an "old woman" but I suppose in this case
there was truth to his words. I mean, I am almost twice his age. Although not
the largest age gap to someone I have performed sexual acts with, that honour
belongs to a gentleman in his 60s who was 30 years older than me, this would definitely be the
largest gap in the other direction to someone younger than me.
It was actually kind of thrilling to be given such responsibility by him. A
responsibility that I would take seriously. So, when he eagerly climbed onto
the bed next to me and spread his buttcheeks apart for me to enter, I had to
slow him down and explain that we would take it slow and steady to ease him
into this new experience.
First, we would just get him used to handling my fake cock as he had never
before even touched one, let alone taken one inside him. I also explained the
need to get it nice and slippy before attempting any sort of entry into
him.
We started with some light licking before quickly progressing onto sucking the
tip. All the time he wanted to do more and more but I tried my best to reign
him in and take things steady. Despite that, he was soon begging me to push
his head down to help him swallow the whole of my fake cock.
Bit by bit, my hands applied the pressure required to ease his head down between my legs; my cock disappearing between his lips as it did so. I was impressed that he was able to handle it without gagging. Good going for a first timer.
Embolden by this success, he wanted to move things along quickly. He begged me
and implored me to but my cock in his ass. If not his ass, then how about his
mouth, he enquired.
I probably shouldn't have but I found this prospect quite tempting and, since
he had done so well swallowing my cock now, I saw no harm in giving him a
little bit of what he wanted.
Of course, I showed plenty of restraint by holding back from properly fucking
his mouth. I gave him just enough that he could feel some sense of achievement
and progress, without really testing how well his throat could take me
stuffing my cock down it.
Once again, this only served to build his enthusiasm to try more. Again, I had
to slow him down. Sure, my cock was nicely lubed up from me shoving it into
his mouth, but his tight virgin asshole would not simply accept something of
this size without a little preparation.
If he wanted to take my cock, first he would have to take a finger, and then
maybe two. If he could take those, only then would we think about stretching
him open with my strap-on.
Disappointment was etched on his face that I would have to wait a little
longer to realise his darkest fantasy, but he was also appreciative of the
good care I was taking of him.
As my tongue started circling around his tight anus, he exclaimed that it was
the first time that he had ever been touched there but he liked it very much.
His hardening cock swaying in front of my eyes confirmed how aroused he was by
it.
Then my tongue pushed inside slightly. His semi-hard cock stiffened instantly
as he stifled to suppress a loud moan. The moan escalated to a gasp as my
index finger gently pressed against his anus.
Worried that I was going too fast for him, I checked if he was alright. He
begged me to keep going.
Slowly, my finger disappeared into his ass. First up to my first knuckle and
then up to my second knuckle. Then another pause to check how he was feeling.
It was uncomfortable for him but he was desperate for me to keep going.
I promised him I would but only after rewarding him for being so brave.
Another gasp as my tongue swirled around on his tight ball sack. Taking his
cock in my spare hand, I could feel it twitching as my tongue glided across
his skin, introducing him to a type of pleasure that he hand never before
known. A subtle stroking action accompanied by ball licking antics.
My finger was still half way into his ass and, the pleasant stimulation of my
tongue and other hand on his balls and cock, I used this as a distraction to
fully insert my finger into him. There was some resistance but a firm push was
sufficient to get it in him.
He looked in discomfort but, again, reassured me that he was enjoying it and
wanted more. He wanted another finger. I obliged and inserted a saliva-coated
middle finger into him as well.
It was only now that he had managed to take two fingers that I started to
finger fuck him with them. As they slid back and forth, I could feel the
resistance gradually decrease as his anus became more accepting of them. This
was good progress.
Again, he begged me to fuck him with the toy between my legs. This time I consented on the condition that we would go slow.
It would take more than some spit to get my fake cock inside him. I reached to
the night stand and grabbed a bottle of lube that someone had left lying
around. Squirting some on my fingers, I ran them around the rim of his
butthole and then inserted them one more time. Then a healthy amount in the
palm of my hand, I gave my cock a good stroke to smear the lube up and down
its full length.
Bending him over onto all fours, I double checked with him whether he was
ready for this. Insisting he was, he implored me to fuck him.
The tip of my cock began to put pressure on his anus as I began to ease it in.
There was a lot of resistance so I didn't force it. I could also tell that it
was uncomfortable for him but he wouldn't let me stop.
He gasped as his asshole stretched to consume the whole head of my cock and I
paused there for a moment.
Once more, I simultaneously rewarded him for his good effort and distracted
him from the pain by reaching round and softly stroking his throbbing cock.
His gasps and pants turned into moans and groans at my delicate touch on his
manhood.
Sensing him to now be a little more relaxed, I resumed easing my fake cock
inside him. Little by little the shaft of my toy disappeared inside him until
my thighs were pressed up against his body and there was no more to insert.
Craning his neck to look over his shoulder, he beamed with pride at the sight
of me being fully inserted inside him.
Getting carried away again, he demanded that I fuck him hard and deep. Knowing
better than him, I did begin to move my hips but only to give him slow,
shallow penetration. There would be no hard fucking. Not yet.
He insisted he was ready for it but I would not be rushed into giving it him. Instead, I gradually built up the intensity of my fucking. At times, giving it to him slightly deep but being very carefully not to be too hard. Other times, giving it to him slightly faster but while keeping my thrusts shallow.
Still, he wanted more. More and deeper. Deeper and harder. Harder and faster.
Only once I was fully satisfied that he was relaxed enough did I start to give
him his wish.
Pulling him upright in front of me, my hips gave sharp but deep thrusts,
pushing my cock deep and forcefully inside him. He wailed with pleasure,
begging for more and more. It was hard to believe this was his first time
doing this as he was taking it like a champ.
The full length of my cock's shaft was now sliding in and out of him. His ass
was fucking mine and he was loving every second of it.
Every time I thrust into him, his throbbing cock would swinging back and forth
as his hips were pushed forward from the impact of me clapping against his
ass. It was too hard to resist. I wanted to touch it again.
There was nothing delicate about my touch this time. Firmly stroking it while
I fucked his ass, I could feel his pre-cum seeping out and getting my fingers
sticky. It was a thrill! I wanted to furiously beat him off but, this time, I
had to restrain myself rather than him. I couldn't make him cum until we had
tried one last thing.
Until now, I had been in complete control of him, so his final new experience
with me would be to take some of that control for himself. A big step for sure
because time and time again he had shown his naivety towards anal play by just
wanting to go full steam right away. It had only been my leash that had held
him back from going too hard too fast. It was time to take that away though.
He looked slightly worried and unsure as I told him that I wanted him to ride
me. Despite his bravado until now, he clearly understood how well I had been
taking care of him to protect him from his own over-eagerness. I reassured him
that I would still look after him and not let him do anything silly.
Just like earlier, my words put him at ease as he climbed on top of me and
gingerly attempted to insert my cock back inside him. It took a few attempts
and another helping of lube but we got there eventually.
His initial movements were awkward and unsure, not quite sure what he should
do. But, after a little trial and error, he found a good groove. His hips
rocked back and forth as he began humping me. His hard cock slapping against
my tummy each time he did so.
Before long, his movements were becoming more energetic and more exuberant. Soft moans and groans turned into panting and heavy breathing. A wide smile across his face as he fulfilled the fantasy that he had long held but been unable to act on.
And then he began to shake and shudder. He tensed and moaned loudly.
A hot stream of cum erupted from him quivering cock. As it sprayed across my
tummy and tits, another stream fired out across my skin. And then another. He
emptied his balls all over me before slowly pulling himself off of my cock and
then slumping down beside me.
Taking a moment to compose himself, the realisation of what he had done struck
him. He apologised profusely for covering me with his sticky spaff.
Continuing the theme of our encounter, I reassured him that it was OK and that
I wasn't mad. He remained sheepish though so I gave him the chance to make it
right to me. I instructed him to lick up every drop from my skin and hold it
in his mouth. But he mustn't swallow any, no matter what.
Diligently, he did as instructed. For that, he was rewarded with a deep and
passionate kiss. His cum passing back and forth between our mouths. As some
tried to escape by running down our chins, I swallowed as much as I could.
Yummy.
One final kiss, this time a slightly sticky peck on the cheek, and then I sent
this very satisfied, and now slightly more experienced, young man on his way.
As for me, I curled up on this oh so comfy bed for a few moments of rest and
recovery. Perhaps it was a little too comfy though as my eyes became heavy and
I quickly drifted off to sleep.
But you will have to wait until Friday to find out what happened when I awoke.
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