Sissy s first time at a busy gloryhole
- 4 years ago
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2 TV CD Sissy Have Wild Time In Gloryhole free porn video
A TRUE story I wrote a while back about a TGirl friend from the Dalles, Or. who would cum to PDX once in a while to dress and play.
She always had a tight asspussy and she would easily cum when a cock was fucking her. So I would make her jack off while I was fucking her so I could feel those gripping convulsions her orgasm would give my cock. Makes me hard just remembering those orgasms.
~
"Oooh, Yeah, suck that cock you tranny bitches". The
6'2' black man growled as he closed his eyes in ecstasy.
He was quite a specimen, skin almost coal black, shaved head,
brutish face, heavily muscled chest, beautifully rounded ass
and an amazing 9 inch cock with a bulbous head. Tara and I
were taking turns on that beautiful snake, She was literally
choking on it, trying to get past the gag reflex, relax her
throat and take the whole thing. I was looking on in lust as
I saw his balls contract, the first wave his orgasm
contracted his sculpted abs and wrought an intense yet
blissfull look to his face.
Tara's eyes bulged in a look of
slight terror as the monster cock exploded into her throat.
Good thing we insisted on a condom or she may have choked to
death right there. Spasm after cum exploding spasm, the
orgasm lasted for almost a minute. Tara ever the tranny slut
kept that magnificent member in her throat milking it the
whole time.
Finally she pulled off, stood up and then
French kissed my willing mouth. I pulled a few paper napkins
from my purse and handed them and a piece of paper with my
special voicemail contact number written on it to the
gorgeous black man. I said "call that number if ever want
more of my tranny ass, I would love for you to use that
thing to make me your bitch". He just smiled. Tara and I
held hands as we exited the Dirty bookstore peep show
booth. " mmmm, that was nice, except for him though, it's
kind of dead here, I think we should head to the club, the
show starts in a half an hour and there will be plenty of
men there." She just smiled her agreement at me and we left
the bookstore.
Flashback to 4 hours earlier. After I got off work
on that Friday afternoon, I drove to the hotel where Tara
said she had rented a room. Tara is a man from the Dalles,
Oregon who comes into Portland every couple of months to
satisfy her dirty tranny cravings. I looked her up and
knocked on her door with my special suitcase in my hand.
She wasn't dressed yet either. I suggested a shower so we
could give each other the thorough shave needed for the make
up session. So we both stripped out of our man clothes and
jumped in. Right away my cock stirred in anticipation of the
fun to cum.
Before I get into that though, a bit about myself. I
am a bi male, late 30's, 5'11" 167lbs, 5and 1/2 " cock with
a decent girth. 95% of the time I conduct myself as a
heterosexual male and you would never guess that I am also
a proud transvestite slut unless I told you. I dress 3 to 6
times a month solely to express this hypersexual side of
myself. In the last few years I have come to accept and
embrace this side of myself. I don't think I am a woman and
I don't want to live like a woman.
I fully enjoy hetro sex
and I am very comfortable as a man. The thing is, I have
this kink where I like to dress up as a woman and have sex
with men. I like to fuck men and be fucked by men, I like to
suck men and be sucked by men all while dressed as a woman.
This has caused some relationship problems but there may
still be an accepting woman out there for me, who knows? My
other stickler is that I am clean, no diseases and I want to
stay that way, so I insist on condoms, even when I am
blowing some guy and especially when some guy is sucking me
off. Got it? Good, enough of that, on to the hot tranny sex.
Even though I got hard, the shower was uneventful,
although I did have to slap Tara's cock hungry hands away a
few times. On my dress up nights I like to cum 4 or 5 times
so I like to pace myself. After the shower we both got into
our slut clothes. Tara ( 6", 150lbs, 6" cock thin with a
small head) went with 4 " inch black heels, fishnets,
Tight pink mini, D cups under a blue sweater and a long
blonde wig. Me -black Flats, a long black leather skirt with
the ass cut out. ( I have very muscular legs with thick man
calves, but a great ass) a black thong with gaff, leather
corset, « cut undercup bra with c breast forms -nipple
pierced with quarter size rings under a black silk blouse.
Mid length red wig. The nipple rings are VERY visible and
they scream Pole SMOKER to all men who can see.
Before putting on the wigs we did each other's make up. Very
garish and whorish style make up with deep maroon lipstick.
As I was applying Tara's make up she just could not keep her
hands off my cock, and for me as soon as the slut clothes
come on, I become jackrabbit horny.
So I led Tara to the
bed. I commanded her to bend over and show me her asspussy.
As soon as she pulled her thong off, I whacked her ass hard
with my hand several times. I commanded her to open her
cheeks and wink at me. She almost managed the wink! Ha!
Seeing that hot tranny ass just there for the taking made my
cock rock hard and I moved in to ream that ass. I took off
my skirt thong and gaff and put on a condom as I applied a
water based lube to that tranny hole. I rubbed my cock
around her hole and I asked if she wanted it. She said "ooh
yes, please, please" I moved the head to the hole and slowly
her rosebud expanded, Damn that whore was tight ! (not for
long though) My head finally impaled it's way in. God what
an exquisite feeling, so warm and tight. I pushed on slowly,
back and forth until I was balls deep. At this point I
ordered her to jack off and let me know when she was close
to cumming, I was very close right then, so I stopped and
just savored that hot tight ass. Well it didn't take her
long and she said she was cumming so I ramped up my strokes
and I rammed into that bitch as hard as I could, in and out,
I loved seeing that tight bitch hole cling to my cock as as
I pulled out for another stroke. Her orgasm contractions on
my cock were sending electric pulses into me and the
floodgates just burst. Spurt after spurt of hot white cum
flooded out of my condom clad cock. My legs got shaky, I
positioned her onto the bed and I fell on her back while my
cock was still buried to the hilt in her quivering bitch
hole. Finally spent, my cock withered and plopped out. We
spent about 15 minutes like that, regaining our strength.
Finally our mutual lust to be tranny cock sluts overtook us
and we headed for the booths at the bookstore.
In Portland, the bookstores are usually a good
choice for a tranny whore in heat for COCK. Tara was
staying at a downtown hotel so we headed for the Fantasy on
Burnside and W 14th.
We entered holding hands, got some ones
and headed for the back booths. There were a few guys
roaming, so we decided to let everyone know that we were
cock sluts for real. We started French kissing and I made a
show of grabbing and kneading Tara's ass. That got
everyone's attention. We picked out one decent looking guy
by walking over to him and whispering that we both wanted
his cock in his ears. We all made a beeline for one of the
large booths. He was 40ish, full head of brown hair, about
6'1" and a small paunch. He ponied up some ones, we loaded
the machine, set it to a tranny gang bang flic and the we
got down to business. I ordered him to drop his pants and
make his cock available for us. He complied quickly. He was
sitting on a chair in the middle of the room. We approached
hand in hand and got either side of him. We knelt down near
the flaccid cock and started frenching each other while
looking in his eyes. I then grabbed the cock and started a
slow motion jerk. This did it for him as the cock
immediately sprang to life.
At that point I took out the
root beer flavored condom. He protested, but I laid it out
for him, no condom- no blow job. He agreed quite quickly as
we both started to lick our lips while looking him in the
eyes. I like to keep eye contact with a man while I am
blowing him, I think it makes the act more sensual, in
having sex with a lot of men during a night, there is kind
of an impersonal masochistic feeling to it all for me, and
looking in someone's eyes makes it a little less impersonal.
As Tara was trying to deep throat him, I pulled out
another condom and some water based lube. Looking into his
eyes the whole while I put 2 fingers in the condom and lubed
it up, I then spread his legs and started playing with his
hole. I smiled at him when my fingers found his ring. At
that point I started lightly massaging the ring and gently
moving one finger after the other into his pucker. Playing
with his pucker and slyly smiling at him, I winked at Tara.
She knew what was coming. Slowly and gently I got one finger
and then the other in past the first knuckle. At that point
Tara had loosened up enough to take the whole cock. I
continued to finger fuck the guy deeper while jealously
admiring tara's whoremanship. Finally I was in deep enough
to hit the guy's prostate, I gave Tara another wink and she
started to furiously polish that knob. The guy's face went
from a state of lusty peacefulness to eyes popping
satisfaction at the finger fucking his ass was getting. It
didn't take long after that for the orgasm to wash over him.
Tara gobbled that knob all the more as his searing cum
splashed out of his cock. Tara continued sucking until the
condom clad cock withered. I pulled out too and dropped the
condom I used into the trash. Tara rose and I then pulled
her to me for a deep French kiss. We exited the booth and
went to the desk to get the key to the bathroom so we could
freshen our make up and I could wash my hands. . That's when
we caught his eye.
She always had a tight asspussy and she would easily cum when a cock was fucking her. So I would make her jack off while I was fucking her so I could feel those gripping convulsions her orgasm would give my cock. Makes me hard just remembering those orgasms.
~
"Oooh, Yeah, suck that cock you tranny bitches". The
6'2' black man growled as he closed his eyes in ecstasy.
He was quite a specimen, skin almost coal black, shaved head,
brutish face, heavily muscled chest, beautifully rounded ass
and an amazing 9 inch cock with a bulbous head. Tara and I
were taking turns on that beautiful snake, She was literally
choking on it, trying to get past the gag reflex, relax her
throat and take the whole thing. I was looking on in lust as
I saw his balls contract, the first wave his orgasm
contracted his sculpted abs and wrought an intense yet
blissfull look to his face.
Tara's eyes bulged in a look of
slight terror as the monster cock exploded into her throat.
Good thing we insisted on a condom or she may have choked to
death right there. Spasm after cum exploding spasm, the
orgasm lasted for almost a minute. Tara ever the tranny slut
kept that magnificent member in her throat milking it the
whole time.
Finally she pulled off, stood up and then
French kissed my willing mouth. I pulled a few paper napkins
from my purse and handed them and a piece of paper with my
special voicemail contact number written on it to the
gorgeous black man. I said "call that number if ever want
more of my tranny ass, I would love for you to use that
thing to make me your bitch". He just smiled. Tara and I
held hands as we exited the Dirty bookstore peep show
booth. " mmmm, that was nice, except for him though, it's
kind of dead here, I think we should head to the club, the
show starts in a half an hour and there will be plenty of
men there." She just smiled her agreement at me and we left
the bookstore.
Flashback to 4 hours earlier. After I got off work
on that Friday afternoon, I drove to the hotel where Tara
said she had rented a room. Tara is a man from the Dalles,
Oregon who comes into Portland every couple of months to
satisfy her dirty tranny cravings. I looked her up and
knocked on her door with my special suitcase in my hand.
She wasn't dressed yet either. I suggested a shower so we
could give each other the thorough shave needed for the make
up session. So we both stripped out of our man clothes and
jumped in. Right away my cock stirred in anticipation of the
fun to cum.
Before I get into that though, a bit about myself. I
am a bi male, late 30's, 5'11" 167lbs, 5and 1/2 " cock with
a decent girth. 95% of the time I conduct myself as a
heterosexual male and you would never guess that I am also
a proud transvestite slut unless I told you. I dress 3 to 6
times a month solely to express this hypersexual side of
myself. In the last few years I have come to accept and
embrace this side of myself. I don't think I am a woman and
I don't want to live like a woman.
I fully enjoy hetro sex
and I am very comfortable as a man. The thing is, I have
this kink where I like to dress up as a woman and have sex
with men. I like to fuck men and be fucked by men, I like to
suck men and be sucked by men all while dressed as a woman.
This has caused some relationship problems but there may
still be an accepting woman out there for me, who knows? My
other stickler is that I am clean, no diseases and I want to
stay that way, so I insist on condoms, even when I am
blowing some guy and especially when some guy is sucking me
off. Got it? Good, enough of that, on to the hot tranny sex.
Even though I got hard, the shower was uneventful,
although I did have to slap Tara's cock hungry hands away a
few times. On my dress up nights I like to cum 4 or 5 times
so I like to pace myself. After the shower we both got into
our slut clothes. Tara ( 6", 150lbs, 6" cock thin with a
small head) went with 4 " inch black heels, fishnets,
Tight pink mini, D cups under a blue sweater and a long
blonde wig. Me -black Flats, a long black leather skirt with
the ass cut out. ( I have very muscular legs with thick man
calves, but a great ass) a black thong with gaff, leather
corset, « cut undercup bra with c breast forms -nipple
pierced with quarter size rings under a black silk blouse.
Mid length red wig. The nipple rings are VERY visible and
they scream Pole SMOKER to all men who can see.
Before putting on the wigs we did each other's make up. Very
garish and whorish style make up with deep maroon lipstick.
As I was applying Tara's make up she just could not keep her
hands off my cock, and for me as soon as the slut clothes
come on, I become jackrabbit horny.
So I led Tara to the
bed. I commanded her to bend over and show me her asspussy.
As soon as she pulled her thong off, I whacked her ass hard
with my hand several times. I commanded her to open her
cheeks and wink at me. She almost managed the wink! Ha!
Seeing that hot tranny ass just there for the taking made my
cock rock hard and I moved in to ream that ass. I took off
my skirt thong and gaff and put on a condom as I applied a
water based lube to that tranny hole. I rubbed my cock
around her hole and I asked if she wanted it. She said "ooh
yes, please, please" I moved the head to the hole and slowly
her rosebud expanded, Damn that whore was tight ! (not for
long though) My head finally impaled it's way in. God what
an exquisite feeling, so warm and tight. I pushed on slowly,
back and forth until I was balls deep. At this point I
ordered her to jack off and let me know when she was close
to cumming, I was very close right then, so I stopped and
just savored that hot tight ass. Well it didn't take her
long and she said she was cumming so I ramped up my strokes
and I rammed into that bitch as hard as I could, in and out,
I loved seeing that tight bitch hole cling to my cock as as
I pulled out for another stroke. Her orgasm contractions on
my cock were sending electric pulses into me and the
floodgates just burst. Spurt after spurt of hot white cum
flooded out of my condom clad cock. My legs got shaky, I
positioned her onto the bed and I fell on her back while my
cock was still buried to the hilt in her quivering bitch
hole. Finally spent, my cock withered and plopped out. We
spent about 15 minutes like that, regaining our strength.
Finally our mutual lust to be tranny cock sluts overtook us
and we headed for the booths at the bookstore.
In Portland, the bookstores are usually a good
choice for a tranny whore in heat for COCK. Tara was
staying at a downtown hotel so we headed for the Fantasy on
Burnside and W 14th.
We entered holding hands, got some ones
and headed for the back booths. There were a few guys
roaming, so we decided to let everyone know that we were
cock sluts for real. We started French kissing and I made a
show of grabbing and kneading Tara's ass. That got
everyone's attention. We picked out one decent looking guy
by walking over to him and whispering that we both wanted
his cock in his ears. We all made a beeline for one of the
large booths. He was 40ish, full head of brown hair, about
6'1" and a small paunch. He ponied up some ones, we loaded
the machine, set it to a tranny gang bang flic and the we
got down to business. I ordered him to drop his pants and
make his cock available for us. He complied quickly. He was
sitting on a chair in the middle of the room. We approached
hand in hand and got either side of him. We knelt down near
the flaccid cock and started frenching each other while
looking in his eyes. I then grabbed the cock and started a
slow motion jerk. This did it for him as the cock
immediately sprang to life.
At that point I took out the
root beer flavored condom. He protested, but I laid it out
for him, no condom- no blow job. He agreed quite quickly as
we both started to lick our lips while looking him in the
eyes. I like to keep eye contact with a man while I am
blowing him, I think it makes the act more sensual, in
having sex with a lot of men during a night, there is kind
of an impersonal masochistic feeling to it all for me, and
looking in someone's eyes makes it a little less impersonal.
As Tara was trying to deep throat him, I pulled out
another condom and some water based lube. Looking into his
eyes the whole while I put 2 fingers in the condom and lubed
it up, I then spread his legs and started playing with his
hole. I smiled at him when my fingers found his ring. At
that point I started lightly massaging the ring and gently
moving one finger after the other into his pucker. Playing
with his pucker and slyly smiling at him, I winked at Tara.
She knew what was coming. Slowly and gently I got one finger
and then the other in past the first knuckle. At that point
Tara had loosened up enough to take the whole cock. I
continued to finger fuck the guy deeper while jealously
admiring tara's whoremanship. Finally I was in deep enough
to hit the guy's prostate, I gave Tara another wink and she
started to furiously polish that knob. The guy's face went
from a state of lusty peacefulness to eyes popping
satisfaction at the finger fucking his ass was getting. It
didn't take long after that for the orgasm to wash over him.
Tara gobbled that knob all the more as his searing cum
splashed out of his cock. Tara continued sucking until the
condom clad cock withered. I pulled out too and dropped the
condom I used into the trash. Tara rose and I then pulled
her to me for a deep French kiss. We exited the booth and
went to the desk to get the key to the bathroom so we could
freshen our make up and I could wash my hands. . That's when
we caught his eye.
Stevie
- 10.12.2022
- 9
- 0
