That escalated quick Part 1 Five guys
- 2 years ago
- 18
- 0
That Escalated Quick - Part 3, First Date free porn video
Once I regain my composer I find out Sammy gave my chastity key to the guy
I fucked on the sofa. I can't believe she just handed it over. "I thought
you said I'd get the key back if I had sex with him?" I ask as the
frustration starts to build. "You'll get it back," she replies calmly,
"You just need to go on one date first." How can she be doing this? First
she goes way overboard with the blowjobs, and then she gets me to fuck a
guy, ok so the last part was kind of on me, but now she's forcing me to
date a guy. "By the way, if you've already given him oral and anal, he'll
definitely be expecting you to put out."
The day wraps up soon after that, leaving me to clean up and get changed
back into my usual boyish t-shirt and jeans. I'm left with a sinking
feeling in my stomach: The dread of having to see that guy again, the
humiliation of the whole ordeal so far, and the unfulfilled horniness
after experiencing an exaggerated form of my ultimate fantasy but still
being stuck in chastity. At the end of it all Sammy gives me the guys'
number and tells me she'll help me to go shopping for an outfit.
A couple of days go by and, horny as hell and needing a release, I call
the guy (finally find out his name is James) to arrange a date. Sammy
takes me shopping and helps me pick out a red lace, fit and flare dress,
plus a handbag and a pair of heels to match. The day arrives and I feel
sick to my stomach but my submissive nature and the need for that key
drives me to go through with it. I get all dressed up with beautifully
applied make-up, seductive red dress and sexy red heels. I'm shaking with
nerves the whole journey in the taxi to the restaurant, with this being my
first time out in public enfemme. He was rather nice, although seemed to
enjoy teasing me about my predicament. He even jokingly offered to pay for
me to have a boob job (I'm not completely sure that was a joke though).
Finally leaving the restaurant after a couple of bottles of wine, we get a
taxi back to his. Soon after arriving, we're in his bedroom and he
instructs me to take my knickers off and kneel at the edge of the bed.
Uninhibited by the alcohol, I comply as I watch him remove a large
vibrator from a draw and begin to apply a healthy layer of lube. Walking
behind me, he lifts my skirt. I have flashbacks to the first time I let
him fuck me where I felt so exposed standing, panty-less, in a short
dress.
I feel him align the head of the vibrator with my arse before gently
inserting it. When we had sex, he gradually moved deeper with each thrust.
However this time, the vibrator steadily progressed deeper and deeper
inside of me in one slow motion. Once in place, he had me sit back so it
was wedged against the floor and wouldn't come out. It felt nice and
brought back fleeting memories of how sexually gratifying his penis felt
inside of me. And then he turned it on. "OOO!" I cry out with a mixture of
shock and enjoyment. The power of the vibrations was intense and I soon
found myself insatiable like last time. I unconsciously start rocking back
and forth on the vibrator as an orgasm slowly builds.
He sits down in front of me, naked with his penis in his hand, and without
a word I willingly start to suck. This was different to the last time I
gave him a blowjob. The first time (well first five) were meant to be
submissive, yet reluctant. Now, I'm filled with lust and trying my best to
make him cum, to give him the pleasure I'm feeling. There's something
about being anally penetrated that seems to do that to me. I move a hand
up and down the base of his cock as my mouth works at the head. The more I
move my mouth, the more my body rocks on the vibrator. I can tell he's
building towards a climax, as am I.
I'm thrusting up and down on the vibrator more vigorously than he's moving
in my mouth. The feeling of a building orgasm grows more and more intense.
"MMMMMM, MMMM, MMMMMM." And then it hits. "MMMMMMMMMMMMM." The wave of
orgasmic pleasure, different but stronger to any I'd experienced before
radiates all over me. As I orgasm over and over on the unrelenting
vibrator, he climaxes too. My mouth begins to fill with cum but in my
lustful state I simply swallow it as quickly as he produces it. I suck him
dry, orgasming myself the whole time. Eventually he's done and pulls his
cock out of my mouth. I'm left breathless again as another orgasm begins
to build. I sit there panting as it hit and cry out un-muffled, "OOOOOO,
OOOOOOO, OOOOOOOOOOOOOOHHHhhhh....."
After that, he calls me a cab and I head home with the key I'd gone for.
Mid-way home I get a message from Sammy containing a video of my most
recent blowjob filmed off a hidden camera. That night I masturbated to
that video but cum far too quickly. Maybe it was the anal orgasms or
having been milked by that vibrator, but cumming then felt like a let-
down. I must say, I was glad when James called a couple of days later to
ask me out on another date. My only hesitation: he requires me to be
locked back in the chastity cage and I must hand the key back over to him.
Kaylin
- 18.07.2022
- 18
- 0
That escalated quick Part 2 Losing my virginity
- 3 years ago
- 15
- 0
Well That Escalated Quickly
- 2 years ago
- 26
- 0
