Cheaters Never Win part 1
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Cheaters Never Win Part 2 free porn video
The door crept open and I stopped in my tracks and pulled my head out of
Anna's ass trying to head who it was. Then an unfamiliar voice shouted,
"Anna are you here, I'm home love." Anna pushed me in panic and only
managed to say, "Shit it's Luke." It didn't click at first but then I
realised that Luke was her boyfriend. I couldn't help but think this was
going to end in a fight because I had fucked his girlfriend. Anna hid my
clothes and threw me her jeans, underwear and a bra. Anna said, "Quickly
put these on, so we can pretend you're my new gay crossdressing bestie."
Not wanting to let shit to hit the fan, I did as I was told. I threw the
clothes on as quickly as possible as I could hear Luke coming up the
stairs.
Then the door opened just as I hooked on the bra. Luke walked in and
looked at me funny. Anna said, "Oh hi love this is Chris. Remember the
gay guy from work I was talking to you about." She then kissed Luke on
the cheek as he awkwardly greeted himself. I tried my best to keep my
cool. Luke queried, "So what's going on here?" Anna replied, "It's just a
bit of fun, Chris wanted to let more of his feminine side out so I was
playing dress-up with him. What do you think?"
Luke was unsure if this was a real question. Luke wasn't giving up just
yet and asked, "How come you're dressed in some new lingerie then?" Anna
replied, "I was showing Chris before I tried it out on you." Luke stated
as he assessed the situation, "Okay, well you guys can keep
experimenting, I just came back for my boots to play football."
Luke took longer than what we thought he would so we continued to act.
Anna started to paint my toenails pink before moving onto my hands and
painting them the matching colour. I already had Feminine hands and this
nail varnish wasn't helping. Anna then moved onto makeup. She applied a
base level of what I believe was foundation before continuing with other
makeup. I was mesmerised by how good Anna was at this type of stuff. Anna
moved onto pink lipstick before finishing off with doing my eyebrows and
mascara. Some point during this Luke has left but I didn't even realise.
Now fully feminised I said to Anna, "I think Luke has gone." She replied,
"Oh yeah sounds like he has, you're right." I went into the bathroom to
wash off all the work Anna had just done but before washing it off I
looked in the mirror to see what I had become. I was shocked at what I
saw. I looked like a girl, a pretty girl. I wasn't a 10 by any means but
I was sure could pass as a girl. I said to Anna, "Wow I'm amazed how good
you are with makeup, I actually look like a girl." With this, she said,
"I've always wanted to kiss a girl and shoved her tongue down my throat."
I was taken back by this but I went along with the kiss hoping we could
go back to fucking. Anna continued to kiss before taking control and she
pushed me into her bedroom before pulling down the girl's jeans I was
wearing. I stood there with a bra and panties on, with my boner poking
through the panties. Anna then got on top of me and put her pussy in my
face. I began to lick her cunt as she moaned I added a finger into her
too. She bent over and put her head in between my legs and began sucking
and licking my balls. She knew that this turned me on a lot. As she did
before she put two fingers in my ass. My cock sprang out of the panties I
was wearing. Anna the used her teeth to peel off the panties, I found
this somewhat feminine but erotic too. I had stopped licking her out at
this point but Anna wasn't finished with me just yet.
Anna moved her tongue into my bum hole again. This made my sex drive go
crazy. My dick really wanted some affection but Anna was giving it all to
my ass. She worked my ass for a few moments more, then stopped in her
tracks. I looked back to see why she stopped and saw her go into her top
bedside draw. I didn't know what to think but I was ready. I kept looking
at her wondering what does she have then I saw it. She pulled up a strap
on. She looked directly into my eyes. I was so turned on and I just
needed a sexual release. Anna filled the strap on with lube then put the
tip near my ass. Anna again looked at me and I nodded at her in a horny
craze, letting know I was ready.
Anna entered my ass with her lube filled strap on. At the start, there
was a bit of pain but I soon got over the pain and with each stroke Anna
gave, the more pleasurable it become. I began to love it, I even found
myself wiggling my ass into the strokes Anna gave out. I let out a cry of
pure pleasure. Anna was pleased that I took her artificial dick so well.
It wasn't long before I came. Anna thanked me and said, "Wow you sure
know how to ride a dick, you sure you haven't done that before." I just
smiled back at her whilst still being in a euphoric moment and said,
"Nope that was my first time." Anna smirked and said, "It won't be the
last either." Just a month ago I thought guys who liked bum action were
secretly gay now here I am secretly wanting Anna to fuck my ass again.
I clean myself up and wiped the makeup off whilst Anna cleaned herself up
too. Ann then started to remove the nail varnish too leaving no trace of
what happened. This would be the last time I would see Anna outside of
work before returning home to my girlfriend and our parting sex didn't
disappoint. I went back to my house walking a little different. Max
noticed this and asked why I was walking so weird I just said I fell over
and now my hamstring was hurting. He laughed and replied, "You're walking
like you've been bummed." I didn't comment and went up to my room where I
laid just thinking about Anna. I figured that I would start packing my
stuff for the return trip before I left tomorrow. I slept like a log that
night.
The morning birds woke me up on time to get ready for work. I checked my
alarm on my phone and saw that I had a message from Anna. It states,
"Hope you enjoyed last night, be a good boy and shave your ass and legs.
I bet you'll love the sensation next time." I didn't know how to take it.
I felt a bit ashamed after rethinking what went on last night. Thinking
over having a strap on up my ass felt like I was a bit less of a man. But
I knew even if I was ashamed I would be still going back to Anna for more
fun. I entered the shower and took my razor with me. I hadn't shaved my
body before, I had only shaved my face and pubic hair. I grabbed my razor
and followed Anna's instructions to shave my legs and bum. I must have
really enjoyed the water running down my shaven parts because I continued
to shave until there was only a tiny bit of pubic hair. I hadn't felt the
water run down my bare skin before but I definitely liked it.
I stepped out of the shower with my newly shaven body and put on my
clothes. I waited a bit for Max before we both left for work. Again I saw
Anna there. I was a bit apprehensive about speaking to her. She was
trouble and now we had nearly been caught in the act I knew I should of
broke things off. I waited till after lunch to talk to her. Then I walked
up to her and was going to declare things over. I was going to make my
first ever affair a short one but as soon as I arrived at her desk. Anna
said, "Hey beautiful, how are you today? Got much work or should I have
my dinner." I knew I shouldn't but I replied, "No work, so maybe you
should come taste me again." She winked at me and grabbed me by my hand.
She led me into the disabled toilets.
I was powerless again and she knew it. She was like a drug I couldn't get
enough of. She was my heroin and I was an addict. I would do almost
anything to have sex with her and she knew this as she pushed me into the
larger disabled toilet. She started to kiss me sporadically and I
returned the kisses too. She pulled her too off then undid my ironed
shirt. She liked the new shaven body. She bit and sucked my nipple whilst
pulling down my trousers. I was hard and wondering what she would do
next. She motioned to turn me around so I did. Here she went again
digging her tongue into my ass. I almost let out an erotic cry. She
buried her tongue deeper and then pushed two fingers up there. I started
to find more pleasure in this and immediately started to grind on her
tongue and fingers. I was ready to explode but Anna wanted cum in her.
She pulled down her trousers and showed me her shaven pussy. I started to
fuck her pussy with my hard rod.
This time though it was different. Not only were we fucking in work, the
thought of getting caught and my shaven body against her shaven body felt
incredible. Feeling my sweat drip down my body onto hers whilst I fucked
her was a thing I had never felt before. It wasn't long till I exploded
in her vagina. I slowly put my clothes back on whilst her vagina was
dripping with my cum. Anna commented on how much she liked my new shaven
body and was well impressed that I listened to her. She dressed herself
and we left the toilets at different times so that no one thought we were
in the toilet together.
The rest of the day was pretty much uneventful. I completed my various
work tasks and left work to go home and collect mine and Max's suitcases.
We had a long drive ahead and I knew Max saw Anna lead me into the
disabled toilet. As soon as we left for home Max asked, "So how come you
fucked Anna in work?" I pretend to be shocked and not know what he was on
about but Max could see right through it. Max stated, "Listen mate if you
want to fuck another girl whilst we're away, don't worry I won't tell
your girlfriend." I was happy that he wouldn't tell but gutted that he
found out so quickly but I guess that what happens when you live with the
fella.
During the long drive home I told Max almost everything, I left out the
anal part and the part about me wearing feminine items because I knew
that would bring up even more questions. I told him that me and Anna was
nothing more than a little bit of fun that outside of the relationships
we have. He gave me some pointers on how to keep Kirsty from finding out
about Anna. I told him that we had it sorted. I told Kirsty that Anna is
a lesbian and Anna told Luke that I was her gay best friend. Max was
impressed with the cover story and the more than impressed that I was
having sex with someone as attractive as Anna. I wasn't sure if I should
be proud of myself or disappointed.
Pansy
- 03.10.2020
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