Winter Break
- 3 years ago
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Winter Break free porn video
Winter Break
Part 1
?Now, unzip my jeans, take out my cock and suck me off? he said, ?Otherwise
I?m going to drag your dressed-up ass into the hallway and lock you out.?
I didn?t have a choice??..right?
That?s how my winter break started. Well, actually, let me back up a bit. I
had met Mike the year before. We were randomly paired as roommates our
freshman year at the university. While from different parts of the country, we
hit it off and decided to room together again the next year. Mike?s a great guy.
From California, he is 5?9?? and tan with dirty blonde hair. Not a ?surfer dude?
by any stretch, he was head of his class and an overall great athlete. His family
was loaded and he wanted to get away from home for school, so he headed
east to our well-known southern private university. His grandparents were from
the area and the source of the wealth - land and tobacco stocks.
Mike pretty much did what he wanted. He drove a new SUV, had free run of
his grandparents? vacation homes (mountain house and oceanfront mansion)
when they weren?t using them, and could afford to regularly wine and dine the
ladies on campus.
Since he didn?t make the school?s football or lacrosse teams, he turned to running
triathlons for fun. Yes, Mike was his own person right down to his favorite shoes -
men?s clogs.
Me, I?m shorter than Mike, about 5?6 and 150lbs. I too was over-involved in high
school and played a sport each season. With my athletic build and brown hair, I
was the ?cute one? of the pair while Mike was the ?hotty? according to the girls.
Don?t get me wrong - I was having great luck with ladies too. I loved everything
about girls from how they smelled to how they dressed. Yep, nothing better than
a late night tumble with a fellow co-ed.
While Mike did his triathlons, I enjoyed golf and flying. My family wasn?t as loaded
as Mike?s, but I didn?t do without much. Southern born and bred, I was within 2
hours of home - not too far, not too close.
Anyway, Mike and I were good friends and a great pair as far as roommates go.
We lived in a typical college dorm - two 2-person suites connected by a shared
bathroom. We lucked out in that the adjoining suite was empty this semester. We
couldn?t get into it, but we didn?t have to share the shower and toilet. Our room
was divided by a large built in desk and dresser unit for each person. We had a
closet each and a single sink/vanity/mirror. Not large, but functional.
It was Tuesday and our winter break was quickly approaching. No classes on
Thursday and Friday meant a glorious four-day break from school. Already students
were starting to party. People were yelling in the dorm hall, playing music loud and
planning which bars to hit later in the evening. Wednesday would be completely
unproductive for most, if they even made it to class.
I was just getting off the elevator and heading toward my room when I met Mike. He
was packed and headed to the beach for a long solo weekend. He didn?t have any
Wednesday classes so he got an extra day. His grandparents weren?t using the place
and he said he planned to get some rest and work on his research paper for a class.
One stop at the library and he was off. We high-fived each other and said good bye
for the weekend.
That was fine by me. I planned to stay right here on campus for the break. I too
needed to work on some school projects, but mostly I wanted some time alone. So,
when I got into our room I flopped down on the bed for the required afternoon nap.
I was looking forward to the next several days.
It?s a well-known fact that guys, especially hormone-raging college guys, many times
wake up horny and this evening was one of those times. Having just awakend from
my nap, I was lying in bed with a monster hard-on. The beauty of it was I was all by
myself and could actually have some uninterrupted fun with it. It was only six o?clock,
so I had pretty of time to get dressed and have some fun before I needed to go out
and find some dinner.
So, sporting my woody, I got up and dug my secret duffel bag out of the bottom of my
closet. This is where I kept most of my girlie things. You see, one of my favorite things
to do is crossdress. I had been doing it for several years and had gotten pretty good at it.
Not only was it relaxing, but it was a huge sexual thrill!
Now, I wasn?t gay or anything, but the feel of sexy lingerie and high heels just made me
crazy. Over the years since I could drive, I had assembled a decent wardrobe. So, I started
laying everything out on my bed - panties, stocking, bras, nighties, makeup bag, brown wig,
heels, jewelry box, etc. Then I pulled my hanging suit bag out of my closet and removed
the couple of dresses, skirts and tops I had hidden behind the one business suit I owned.
It was going to be a fun few days. I planned on wearing sexy panties and stockings under
my jeans during the day, dressing up every evening and sleeping a soft silky nightgowns.
With everything laid out, I grabbed the strawberry scented soap out of my makeup bag
and headed for a long, hot shower. It was so nice to have the place to myself. I soaped
up real good so I would smell nice. I only wish I had the nerve to shave my legs. I had
always wanted to wear stockings or pantyhose over nice smooth legs, but I could never
get up enough nerve! I was always wearing shorts and I dated regularly - how would I
explain a clean shaven body?! I didn?t have the excuse Mike did. He had shaved his
legs since I first knew him. Of course when you bike and swim as much as he did for
triathlons it made sense.
After my wonderful shower, I toweled off and headed back to my bed. Seeing all the
sexy stuff on my bed made me instantly hard again. To contain myself, I immediately
put on a great pair of white thong panties. I dried my hair and just stood there looking
at myself in the mirror wearing just panties. They were really cute with lace around the
legs and a little pearl on the waistband. I selected the matching white bra and filled it
out with some spare socks. A nice 36B/C did just fine for my frame - perky, but not
slutty. Then I rolled my suntan lacetop thigh-hi?s up my legs. WOW! It felt great.
Since I was just going to fool around for awhile, I decided to wear my red mini slip
dress. It was just small enough to hug my body and rub against my stockings and silk
panties. For make up, I just used a light powder and red lipstick that matched my dress.
I fitted the brown shoulder-length wig in place, clipped on some cute earrings and slipped
into my 5? black patent pumps. God, I loved these heels! They completely changed my
posture and made my legs look even better than they did for real. The finishing touch
was a little gold anklet I had had since I started dressing.
With the transformation complete, I walked over to the full-length mirror on the bathroom
door and inspected my handiwork. It was still amazing how I could pull this off. Other
than the light hair on my legs and chest, I looked really good. Only one problem - too
much lipstick. So, I walked into the bathroom to get some tissue paper. It?s the old trick
I?d seen my mom and girls do a hundred times - press your lips on the tissue paper to
set the lipstick and remove any excess.
As I walked back into my room I froze in place. There before me stood Mike. I nearly
fainted, but Mike grabbed me by the arm and led me to my bed to sit down. I couldn?t
talk, I couldn?t even think straight! Here I was completed dressed to the nines as some
kind of little slut girl and caught red handed, or red dressed as it were, by my roommate.
As I looked up I saw Mike standing before me. He was half sitting on my desk and just
smiling at me.
Finally he broke the silence. ?So, what do I call you??
?Ah?well??? was all I could get out.
?Look, I?m shocked, but pretty open-minded. Besides, you look good. Now, I can?t exactly
call you Billy when you?re dressed like that now can I?? said Mike.
?Well?.Ah?.I like Gena?.? I responded.
?Okay, Gena it is. So Gena, how long have you been doing this little route? ? Mike asked.
?I mean, this can?t be the first time since you obviously have lots of stuff? as he pointed
to my bed.
?Look,?? I can explain. It?s really not what it looks like Mike. I?m?..I?m not gay or
anything, its just something I got into and found relaxing?..that?s all. Let me
change and let?s just forget this happened.? I said.
I didn?t seem to be too convincing. All Mike did was sit there with a weird look on his face.
Man, had I royally fucked up. Not only was I caught, but I had feeling I had completely
freaked out my roommate and best friend. It must have been the clothes and such
because I thought I was going to start crying.
?I don?t think I can forget this Gena. It?s a little too visual for me. ?But don?t worry, I can
keep a secret if you can. But you have to do exactly as I say, understand?? said Mike.
I just nodded my head and braced myself for what came next. I had no idea what Mike
would want. It?s not like he needed anything, plus we were friends - even if I was in
a compromising situation.
Mike stood and took a step towards me. ? Speaking of relaxing, I have always found
that a good blow job did the trick for me,? he said. ?Now, lets see what those sexy
red lips can do, shall we??
It was then that I noticed a huge bulge in his jeans. Now, I had known this guy for
nearly 2 years and had seen him naked on several occasions but never with a hard-on.
His cock looked huge.
?No way man, I told you - I?m not gay! What the hell?s wrong with you?? I shouted.
As I started to get up in protest, Mike gave me a little push back onto my bed and
stepped closer. ?Look, I told you I could keep a secret if you could. Now, unzip my
jeans, take out my cock and suck me off? he said, ?Otherwise I?m going to drag your
dressed-up ass into the hallway and lock you out.?
I panicked. I had never seen Mike ever be forceful. Shit, if he pushed me out into
the hallway like this I?d be the laughing stock of the dorm. In the state I was in, I
had no idea if he was just kidding or what. Just then he grabbed my face and
said ?Did you hear me??
Okay, okay. I can do this. Just do it and get it over with and move on, right? So,
I reached up and unbuttoned his jeans. God, my hands were shaking like mad!
As I lowered his jeans, it looked like he was wearing black briefs. It wasn?t until
I had his jeans down to his mid-thigh and exposed black stocking tops that I
realized he was wearing black panties and stockings! Holly shit! How could this
be? Mike liked women?s cloths too?!
I must have been stopped and staring for a moment because Mike broke my
trance when he said ?See, I told you I could keep a secret if you could. Now get on
with it, my cock is rock hard and seeing you all dressed up is making me nuts!?
I don?t know what it was, but I suddenly was at ease and started to get into it.
Maybe I realized after seeing the panties and stocking on Mike that I wasn?t going
to be exposed to the entire campus as a sissy crossdresser. I pulled his jeans down
to his knees and ran my hands lightly up the back of his stocking-clad legs. This
obviously felt good because his visually shivered. Once I reached his backside, I
ran my fingers into the waistband of the panties and lowered the sexy undergarment.
Careful not to catch his hard cock at the top, I pulled his panties down until his monster
cock sprung out into my face.
There, just an inch our so from my lips was a big, beautiful cock. I didn?t know what to
do! Well, actually I did know what to do. After all, I was a typical guy and I knew how I
liked having my dick sucked - I just had never done it before!
First, I reached out and gently caressed his manhood and balls. Mike evidently did a
precise job in shaving his legs because his balls were smooth and hair-free and his
pubic hair was neatly trimmed. My touch made Mike groan and grow even harder if
that was possible. Holding his cock up against his stomach, I started at the base and
gently licked my way up his shaft until I reached the head. Sliding my hand down, I
wrapped my fingers around the base of his cock and swirled his purplish head with
my tongue.
Again, another moan from Mike. It must have been the sounds of pleasure coming
from Mike, but I was starting to get hard myself. My cock was staining against my silk
thong panties and it felt wonderful!
Reaching around with my free hand, I grabbed an ass cheek and pulled Mike into me.
Taking more cock into my mouth each time, I slowly bobbed up and down until I had
his entire cock in my mouth?. I was on fire. I had so much cock in my mouth that my
nose was buried in Mike?s pubic hair and his balls were resting on my chin. Holding
his cock tight in my mouth, I looked up at Mike. His eyes were glazed over and he still
had the dumb smile on his face! If he wanted a blowjob, fine he would get one! I
reached around with my other had so I now had both ass cheeks in my hands. Faster
and faster I bobbed up and down on Mike?s cock, pulling him into me each time.
Mike grabbed my head with his hands - more for balance than anything else.
I was completely out of control. Here I was not only sucking a guys cock but basically
pulling him into me so he could fuck my mouth! Suddenly I realized how noisy this all
was. Mike was groaning loudly, his balls were slapping against my face and I was
grunting like an animal - it seemed to go on forever. Finally, Mike managed to inform
me between grunts and groans he was going to cum. I just increased the pace and
squeezed his ass harder. Then, with no warning my mouth was flooded with hot cum.
It must have caught me off guard because I nearly choked, but I didn?t stop. When
Mike stopped pumping and I stopped pulling him into me, I slowly slid his cock out of
my mouth - cum dripped down my chin. Mike?s cock was semi-hard now, so I gave it
a little squeeze at the base. A little drop of cum appeared on his head and I gently
licked it off while staring straight into Mike's eyes.
Mike nearly collapsed against my desk. ?Oh my God, that was incredible?.you?ve
never done that before?? he asked.
?No, never? I said ? but it was unexpectedly fun. I?m so hard I could bust!?
?Really?? said Mike ?Then why don?t you just lay back on the bed jack off for me. ?
At this point, I was so horny and under his spell I would have done anything. I
scooted on to the bed and laid on my back. I pulled my dress up exposing my
panties and stockings. Since I loved the look of panties on me, I pulled my stiff
cock out the leg hole of my panties. This way I could jack off while looking at my
panties and stocking-clad legs with 5? heels on the end. It felt soooo good to
touch myself. It was like Mike wasn?t even there. This had been the plan all
along - to dress up and have a nice long jack off session. The fact that I had
just sucked a cock and was being watched made it even better.
I stroked my cock up and down, tickled my balls lightly with my fingers and rubbed
my legs together to feel the nylon stockings. As I stroked faster, I raised my legs in
the air and pointed the toes of my sexy heels. It was such an erotic sight I couldn?t
stand it. I nearly screamed from pleasure and cum exploded high in the air and
landed on my stomach. Wow! - What a feeling!
As I came down from my sexual high, I was aware of Mike clapping and saying
?Excellent!? I was so embarrassed and didn?t know what to say. Mike took care of
that. ?You?re coming to the beach with me for the weekend. Now, get cleaned up,
put on some jeans and jacket and pack only your girlie stuff. We?re going to have
a blast this weekend!?
To be Continued??
Mikhaela
- 02.03.2021
- 11
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