Newfound Roommates
- 1 year ago
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The Apartment: New Roommates free porn video
A little fantasy that I've been playing with recently and thought to
share with you all...
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The Apartment: New Roommates
I needed a new place to live anyways, so why not give it a try? All it
took was a simple and honest ad on craigslist: "Looking for 2 discrete
crossdressing roommates to share a 3 bedroom apartment near campus."
I ignored a lot of jerks and jokers, screened out some that rubbed me
the wrong way, and asked for proof from the rest that they actually
crossdressed.
Of the handful that complied and eventually took a tour, I picked a
pair of older college students, Mike and Andy. Both were small and
feminine. I knew they would look fantastic walking around the
apartment in dresses.
Mike went by Michelle when dressed and considered himself to be
straight, but really enjoyed dressing. He explained that he had first
tried it with an ex-girlfriend and enjoyed it enough to do it on his
own and with a few other girlfriends.
Andy preferred to be called Samantha and, though shy, told me that he
was a virgin and thought he was gay. He had long brown hair in a pony
tail that he admitted growing out just for the purposes of
crossdressing.
They settled in well enough, but both were shy about dressing in front
of me or each other the first few weeks. They spent a lot of time in
their rooms. It wasn't hard to guess what they were doing.
So on a Thursday night when everyone was in, I invited Andy to have a
few beers and watch a movie with me in the living room. We were just
watching TV before stating the movie and I brought up the fact that I
hadn't seen him dressed, and pretty soon he was back in his room
changing while I waited in front of the TV.
Mike managed to walk by at just the right time, and I invited him to
watch the movie with us. He gave a 'what the heck?' look and sat down
on the couch. We chatted only for a few moments before Samantha walked
in.
Samantha was hot.
His face looked decidedly feminine with his brown hair down and in a
girl's style. The makeup was light and tasteful, but the bright red
lipstick stuck out.
And the body... He wore a tight red dress with white polka dots that
showed off his slim and slightly curvy frame. Even the bra was giving
a good impression of small breasts under the dress. The dress cut off
at mid-thigh, showing bits of the lace top of white stockings. He
finished it off with red heels and a number of well chosen accessories.
"Wow," I exclaimed. "You're gorgeous." I was almost gaping. I
glanced Mike out of the corner of my eye and noticed he was having a
similar reaction.
Samantha blushed deeply before sitting down. "Thanks," he managed
quietly.
"You really are beautiful," Mike finally managed. "I'm jealous." I
felt like I'd won the lottery when I heard him say that, because I knew
where this was going.
For a few minutes Samantha tried to convince Mike that he would be just
as pretty and Mike tried to convince Samantha that he was an ugly troll
in comparison. But it ended with Samantha trying desperately to get
Mike to change and eventually succeeding.
I reminded Samantha how beautiful he was while Mike was getting changed
into Michelle. Samantha blushed terribly but clearly enjoyed the
attention.
When Michelle finally emerged I enjoyed the site almost as much as
seeing Samantha for the first time.
Michelle was definitely more boyish than Samantha. The facial
structure didn't give him away, but the wig and mediocre makeup job
would warn anyone that something was up.
His body though was very attractive. He wore a classic little black
dress that went over his shoulders and down just above his knees. I
could also see dark pantyhose that went down to some simple black
heels. Michelle also clearly lacked Samantha's experience with jewelry
and other accessories.
Definitely boyish, but for someone that loved crossdressers, Michelle
was gorgeous.
Samantha and I both complemented him as Michelle made his way to the
couch next to Samantha. Where Samantha had taken some time to settle
down and was now more excited than nervous, Michelle was still unsure
of what was going on.
Then Samantha nearly jumped across the couch and gave Michelle a hug
deserving of long lost friends. "I'm sorry," he said as he backed
away. "I just had to hug you!"
After that things calmed down, at least for those two. As we started
the movie I kept glancing over to see the two of them inching closer
together, which only excited me more.
Having planned this whole thing, I was anxiously awaiting the romantic
lesbian love scene. It wasn't much, but it was my opportunity to
suggest that the two of them make out.
It didn't take much work on my part. Samantha moved over and started
kissing Michelle right on the lips. Michelle seemed hesitant at first,
but soon was into it just as much as Samantha and then started to even
lead the action.
Both of them had their hands running up and down the other's body,
rubbing their stocking legs and feeling their boy breasts. The kissing
and sounds of passion turned me on to a dizzying degree, and I reached
into my own pants and began fondling my hard cock as I watched.
Occaisionally I would offer encouragement along the lines of, "that's
so sexy," but mostly I just watched and touched myself.
Soon Michelle was lifting up the bottom of his black dress and leading
Samantha's hand to his hard clit straining against their black lace
cage. Samantha was all too happy to oblige by stroking it. At the
same time, Samantha lifted up his red dress enough to get at his own
clit through the white satin panties he was wearing and begin stroking
it as well. Eventually Michelle came around to the idea and began
helping out.
Next Samantha decided it was time to go for it, and he climbed down
onto the ground next to the couch while maneuvering his head towards
Michelle's clit. Pulling the panties aside, he looked up at Michelle
and licked his red lipstick covered lips before diving in.
I was going at it myself more vigorously now, but decided it was a good
time to get involved as Michelle started giving out soft moans of
pleasure.
"How about bringing some of that over here and helping me out girls?"
I asked with my pants now down enough to reveal my hard cock.
Michelle seemed oblivious at first, but Samantha looked up at me and
smiled before crawling over towards my seat. Michelle seemed to be
thinking but ended up following.
Samantha was on my cock first. His lips felt amazing! I tensed ever
so briefly and then sank into a more steady pleasure as he pulled off
and then worked me with his tongue.
Eventually Samantha pulled off and gave Michelle a look that said "your
turn," and Michelle obliged. Tentatively at first, Michelle put her
lips around my hard cock and began working up and down. I lost track
of Samantha for a minute only to see that he had repositioned himself
behind Michelle and was carressing every part of Michelle's body with
his hands as Michelle worked. Mostly though, Samantha was carressing
Michelle's clit.
And then Samantha was down on the ground, lying back with his head
underneath Michelle so that he could suck on Michelle's clit as
Michelle took care of me. All of this was driving me absolutely wild.
I was trying to hold back in order to increase the pleasure, but I knew
I was losing control.
Here was a beautiful girly-boy in a sexy black dress sucking on my
cock, and below him I could see another beauty working the other's clit
and at the same time rubbing his through his white panties.
I came first in buckets, filling Michelle's mouth with cum before he
pulled back, only to have more splatter on his face. Michelle must not
have minded, because about the same time he shot a load into Samantha's
mouth that Samantha took down greedily, with only a little seeping from
the edges of his mouth. Finally Samantha exploded in his hand and in
his panties.
All of us lay spent for a minute before Samantha got up and began
cleaning up Michelle's face. The two kissed sweetly a few more times
as I watched, completely relaxed and content.
Thank God for 12 month leases.
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