Ruth and Charley
- 4 years ago
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Having Fun With Charley free porn video
Having Fun With Charley
Charley and I began living together about a year ago. We both work for a large
firm of attorneys in San Francisco. I'm a junior partner and Charley is a
secretary. We both started with the firm at the same time and we were both
looking for an apartment and decided to share. Over the course of the year we
became good friends and have been occasional no strings attached sexual partners.
Charley is very oral which is fine with me; I definitely have a stronger orgasm
with a guy giving me head. We both date other people. I'm 35 and Charley is 32.
He is good looking, 5'9" and 135 pounds with black curly hair, blue eyes and
freckles. I'm 5' 7" and I weigh 120 pounds with blond hair, blue eyes and light
skin, people tell me I look like Madonna.
Two months ago the firm sent me to Chicago for a week. I was due back in town on
Saturday but I finished my business early and came home on Friday evening. I
arrived at our apartment at 7:30 and walked in and found Charley in the living
room sitting on the sofa wearing my clothes. He was wearing panties, a garter
belt, a push up bra, a short silk skirt and the matching blouse. He had on bright
red lipstick and some eye shadow. His hair is shoulder length, the overall effect
was powerful. He looked like a girl.
He was watching a video, the picture on the screen was of a guy in women's cloths
down on his knees sucking another guys cock. He jumped up when I stepped through
the door with a stunned look on his face, "Janet you're home early." "Yeah, I
finished my meetings this morning so I came back today." I was struck by how
strange it was to be having some semblance of a normal conversation considering
what was happening, I felt anger rising inside me. "What are you doing in my
clothes," as I said this I noticed what was on the screen, "and what are you
watching, not that that's any of my business." "I'm sorry Janet about your
clothes." "I'm glad your sorry about borrowing my clothes without asking but I
think you owe me an explanation."
It was incredibly hard for Charley to speak at first but eventually he admitted
that he has always had a fascination with women's cloths and has dressed up once
or twice a month for the last 2 years. He goes to a club in Berkeley that is run
by a group of dominant women. For $50 a dominant will dress him up or make him
dress up and then make him get down on his knees to suck on a dildo, sometimes in
front of other women. He never sees another guy there as the women maintain
strict confidentiality. The strange thing is that as he was telling me about his
experiences with domination I was getting turned on.
He had been trying to quit doing this and hadn't been to the club for 3 months.
On the way home from work he had a sudden impulse and had gone into an adult
bookstore and bought the shemale video he was watching when I walked in. When he
got in the apartment he had an overpowering urge to dress up and had borrowed my
cloths. He had just sat down to watch the video when I arrived. The funny thing
was that the entire time we were having this conversation he was still sitting on
the sofa dressed as a woman with me sitting next to him and the video was still
running on our 42" t.v. The scene had changed entirely while we were talking, the
guy finished the blowjob. In the next scenario a woman had dressed a guy up as a
French Maid, their doorbell rang, a pizza boy came in, the woman paid him and
then she made the guy she had dressed up give the pizza boy a blowjob as a tip.
"Does that turn you on Charley, watching a dressed up guy suck another guys
cock?' "No." "Are you sure? It turns me on and I wonder why are you watching it?"
I slid over closer and reached under his skirt and he was hard. "I don't think
you're telling me the truth. I bet you wish you were the guy up there on the
screen."
"No, I don't know why I'm watching it." I got up and went in my room, "Just wait
here." I came back with my digital camera and began snapping a couple of pictures
of Charley. "What are you doing?" "I just want to have a record of this." "What
for?" "I don't know, it seems like a good idea."
In the meantime the guy in the maid's outfit had finished blowing the pizza boy.
Now the scene had shifted to a woman coming home and catching her husband dressed
up in her cloths. I put my camera on the stereo and I sat back down by Charley.
"That's almost like what's happening with us", I said. The woman was angry. They
talked for a minute and then the woman left the apartment and came back with
another couple. The woman made the guy go and bring them all drinks while they
were making lewd comments about him. The new guy commented on how sexy the guy
looked in his wife's cloths and the women suggested that maybe he would look even
sexier down on his knees giving a blowjob. "Wow Charley, I'd bet you'd like it if
I brought someone over for you to suck off wouldn't you?" The strange thing is
that I began to be turned on by the idea of making Charley give a guy a blowjob
while I watched. I felt that telltale wetness between my legs. "In fact I think I
should call out for a pizza." "Listen, Janet, I am really sorry for all of this
but please don't joke around like that."
"Who's joking? I really want to watch you down on your knees sucking some guy
off." "There's no way that's going to happen." "Really," I got up and walked over
and got the camera, "I could just e-mail these photos to a few people at the
office or you can submit to me. Which would you like?" He started to cry, what a
wimp. "Don't think crying is going to get you out of this. "
"You know thinking about the office gives me a good idea. Fred Johnson is always
hitting on the women in the office for a blowjob. I know a couple of women who
have taken him up on it and they say he has a super dick. I'll bet he'd be happy
to get a blowjob from you." I walked over and picked up our portable phone and
looked up Fred's home number in our office directory. "Please don't call him,"
Charley was sobbing. "Stop that bawling and make up your mind you're about to
become a cocksucker you little sissy."
I dialed Fred's number and lucky day he was home on a Friday evening. "Hi Fred,
this is Janet." "Oh not much, I'm also home on Friday. I need you to help me out
with a little situation here." "You know Charley and I live together." " Charley,
Angela Frame's secretary." "Yes that Charley. Well I just came home from a trip
to Chicago and when I got to the apartment there he was on the sofa dressed in my
cloths and watching a video of guys dressed as women sucking other guys off." "I
know that is really weird but he is definitely into it. He told me he's dying to
try it himself. You know you have quite a reputation in the office of being mad
to have your dick sucked. When I told him that he asked me to call you and see if
you'd be willing to come over and let him give you a blowjob." "You would,
great." "How long will it take you to get over." "1273 Filbert, apartment A."
"Twenty minutes, that's great, we'll be here."
I was very hot by the time I got off the phone. I dropped my skirt and walked
over and sat back on the sofa next to Charley in my panties and blouse. "Well in
twenty minutes you're going to have some fun. Until then I want you down on your
knees with your face buried in my pussy. Furthermore when Fred gets here you had
better go along with everything I say. I'm going to tell him you're dying to give
him a blowjob and you'd better agree." Charley didn't say a word, he slid to his
knees and buried his face in my crotch. He was giving me really great head when
the doorbell rang. I pushed him back and went to the door.
"Great Fred you're right on time. You can set where I was on the sofa. Charley is
already warmed up. I was just sitting in front of him with his face buried in my
pussy. But I know he's dying to get your cock in his mouth." I restarted the
video Charley had rented. "You can see what the little sissy was watching." Fred
sat where I had been with Charley on his knees in front of him. I was behind the
sofa holding the photos in my hand where Charley could see them. "Go ahead and
tell Fred what you want to do dear." "I want to give you a blowjob," these were
the first words out of Charley in a long time.
"That sounds great Charley, go ahead and unzip my pants. You know you are a sexy
looking bitch. I bet you suck cock just like a woman." I started fingering
myself, it was definitely hot. My view from behind the sofa was perfect. Charley
reached out and unzipped Fred's pants; his fingers were trembling. "Now reach in
and get my dick out." Charley stuck his hand in and pulled out Fred's cock; it
was about 7 inches long and already hard.
I walked over and got my camera. "I'm going to take some pictures if you don't
mind Fred; of course I won't get your face in the picture. I'll just get
Charley's face and your cock." "No problem." I was back behind the sofa. "O.K.
Charley go ahead and start licking and kissing Fred's dick." Fred put his hand
behind Charley's head and pulled it forward so that his lips were about 1/2 inch
from Fred's cock. Charley stuck his tongue out and began licking the head of
Fred's cock. I got a great shot. Charley looked up at me with a pleading look on
his face. I silently mouthed the words, "do it." He opened his mouth and wrapped
his lips around Fred's cock. It was so exciting watching Charley take a cock in
his mouth for the first time. Fred kept his hands on Charley's head and started
sliding it up and down on his dick. "That's just how I want you to do it; I'm
going to let go and you just keep your mouth sliding on my cock." He let go and
Charley kept up the motion on his own. "You look great with a dick in your mouth
Charley", I said as I snapped another picture, "It really turns me on to see you
sucking Fred off."
"Use your tongue more," Fred said and then he moaned and kept on moaning.
Apparently Charley was figuring out what to do with his tongue. "Oh yes; you're
definitely getting the hang of giving a blowjob; if you keep it up like that I'm
going to cum in your mouth." I put the camera down and started playing with
myself again; the thought of Fred cumming in Charley's mouth was such a turn on.
"Oh, Charley it's so hot watching you give your first blowjob," I sat down next
to Fred as I said this. I had one hand in my pussy and I reached over and got the
base of Fred's dick in my forefinger and thumb and started stroking it with the
same rhythm that Fred was using to fuck Charley's mouth. "He really does suck
cock just like a woman. Ohhhhhhhh, I'm going to cum." Fred pulled Charley's head
all the way down and started moaning louder and shooting jizz in Charley's mouth
all at the same time. "Don't pull out yet; I want to get a shot of this." Fred's
cock was buried in Charley's mouth and jizz was oozing out around it and down his
chin. I got a great shot to go with my other photos. "Now lick it clean, I don't
want to get any cum on my cloths." Charley started licking the cum off of Fred's
cock and I started cumming; it was so hot watching the little sissy.
"That was great; I 'm going to be looking forward to this 2 or 3 times a week.
You can be my regular cocksucker," Fred said as Charley finished licking his cock
clean. Fred mentioned that he usually wakes up at 8 on Saturdays and that he'd
like to have Charley wake him up with a blowjob. I suggested that he spend the
night so that I could watch the action and he agreed. He left and said he'd be
back in a couple of hours.
"That was so hot Charley. I can hardly wait for the morning." "I'm glad you
enjoyed it." He had a very sullen tone to his voice. "Admit it you enjoyed it
too. You were smiling when you were licking the cum off of Fred's cock. I'll bet
you can hardly wait for tomorrow morning." "Alright, I admit it, it turned me on
when you put your hand on his dick and you were jacking him off into my mouth."
"I knew it. I'm going to make a video of you sucking Fred off in the morning and
I'm going to mail it to the address on the video you bought. You might have a
whole new career as a shemale video star."
Miracle
- 30.11.2020
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