find it at
https://www.literotica.com/s/just-friends-37

Just Friends
Story Info
Two friends have the house to themselves.
3.2k words
4.6324.7k428
PUBLIC BETA
Note: You can change font size, font face, and turn on dark mode by
clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience
during our ongoing public Beta testing. Please consider leaving feedback
on issues you experience or suggest improvements.

Click here
Delia365
Delia365
28 Stories226 Followers

I have known Phil most of my life, we went through school together, was
always around each others house's. He was a little taller than me,
slightly bigger build. Phil was blonde and i would have to say he was
handsome.

Phil fancied my sister, Sally, was always going on about her and made
any excuse to chat to her. She was 18 months younger than me and had
just left school. I have to say that Sally was attractive, blue eyed and
blonde. She always dressed nice, i could see why she was popular.

So i had the house to myself for the weekend and Phil decided that he
would stay over. We got some drinks and snacks in, rented some videos
ready for Friday night. Phil arrived about 6ish and we got started on
the drinks. We were sitting in the living room, drinking and chatting,
and Phil decided he needed the bathroom.

After about 10 minutes i started to wonder where Phil had gone. I went
upstairs and saw Phil in my sister's room. He was holding a pair of
Sally's knickers and going through her underwear draw. I shouted at him
but he just smiled at me, i had to pull him out of Sally's room as he
protested.

Finally back in the living room, i start to tell Phil that he is out of
order and how much trouble he could get me into, he just laughs and acts
like nothing has happened. We sit in silence for a while, drinking and
watching television. Phil again starts to talk about Sally, he tells me
that he thinks im lucky as i get to see her all the time. I tease him by
saying that i get to see her in her underwear or wearing very little.
Phil sits up, asking me to describe what I've seen.

I indulge him and tell him a few stories about seeing Sally in her
knickers and bra, going into detail. Phil hangs on every word, wanting
more and more details, i know that he is aroused and i keep talking.
After a while, and a few more drinks, Phil looks at me and asks if i
have ever been tempted to try Sally's clothes on. I pause a second and
then stutter as i tell him that i haven't. Phil quickly sits up, calling
me a liar. I continue saying no and telling him to shut up but Phil
continues to probe.

Eventually i tell him that i had thought about it, but Phil keeps
pushing, sensing that there is more to the story. I could feel my cheeks
blushing as he kept on at me, then i blurted out a yes. A few seconds of
silence followed before Phil shouted out that he knew i was lying. I ask
him to not go on, but even i knew that that would be impossible.

Phil starts asking questions about what things i had tried on, i stand
up and start to pace backwards and forwards, asking him to shut up. Phil
tells me that it's okay, that he would not say anything to anyone. He
tells me to calm down and that he doesn't think badly of me. I sit down
again, embarrassed and nervous, i start to explain that i had been
dressing up in Sally's and my mother's clothes for a long time. I tell
him that i couldn't help myself and dress up when ever i can.

Phil gives me a drink and tells me to relax. I sit there, not quite sure
what to do next. Phil says nothing for a long time, then asks me again
what i wear and why. Slowly i start to tell him about wearing tights and
knickers, mainly for pleasure, that i love the feel of the underwear. As
we talk i start to open up, and i go into more detail, explaining about
dressing up in dresses and high heels, even telling Phil about wearing
makeup. Phil asks more and more questions, even asking if i was
interested in guy's, i shake my head, explaining that i was definitely
interested in girls, that i dress up just for pleasure.

After a while Phil looks at me and asks if i would dress up in my
sister's clothes and show him. I tell him no, shaking my head,
explaining that i have only dressed up when im alone. Phil asks again
and again, saying that we are friends, that it would be a bit of fun,
that no one else would know. Eventually i give in, i tell him that i
will put on some of my sister's clothes but not makeup. Phil agrees,
asking me to put on a dress and high heels.

As i enter Sally's bedroom i start to shake a little, i can't believe
that i had agreed to dress up in my sister's clothes, let alone agreeing
to show Phil. I took a deep breath and opened Sally's underwear drawer,
a smile spreading across my face as i run my fingers over the pretty
female garments.

I pick out a pair of dark tan tights, always loved wearing tights. Next
i chose a pair of pink knickers with a lace front, i also picked out a
black bra, id worn it before and loved how tight it felt. Sally had lots
of dresses to choose from and i knew the one i wanted. It was a short
sleeved navy dress, velvety and soft, high neckline and stopped just
below my knees. The shoes were an easy choice, 3 inch heel, black and shiny.

I took the clothes to my room and laid them out on the bed, excitement
building up inside me as i stared at the feminine garments. I suddenly
became aware of what i had agreed to do, but couldn't stop myself. I
stripped quickly, gathering the tights and slipping them over my foot. I
held my breath as i slowly pulled them up my leg, then slipping them
over my other foot and pulling them up over my waist. I took a minute or
so to calm myself, then pulled on the knickers. The pink lace front
looked so sexy and feminine.

I then put on the bra, always loved wearing a bra, it felt tight but
comfortable. I slipped on the dress, almost gasping with pleasure, it
hugged my body and felt so soft. I tugged it down, just covering my
knees, enjoying the feeling of the dress against the tights. I slipped
on the high heels and went to my sister's room to see how i looked. I
felt wonderful, my stomach turning excitedly as i stared at myself.

I finally walked downstairs, stopping at the living room door. I tell
Phil to close his eyes and that he is not to look until i tell him to, i
tell him that he is not to tell another sole about this. Phil tells me
to stop talking and just show him what i was wearing. I take a deep
breath and walk into the room, standing just in front of Phil. I tell
him to open his eyes.

Phil sits there, looking me up and down, mouth open and saying nothing.
I ask him what he is thinking and he just shakes his head and smiles.
Finally he tells me that the clothes look good on me, i say thank you to
him, my body trembling. I ask if he has seen enough and tell him that i
should go and change. Phil tells me to sit down and chat for a while,
asking me to stay dressed the way i am.

After a nervous few minutes i decided to sit on the sofa with Phil. I
sat on the edge, legs together, tugging the dress over my knees. I can
feel myself shaking as i look at Phil. He tells me again that i look
good, telling me that my legs look amazing in the tights. I say thank
you to him, then i ask if he is ok, asking what he really thinks. Phil
leans forward, he looks me in the face and says that he is perfectly
fine with me being dressed as a girl, telling me to relax.

After a while, and lots of questions, i start to feel at ease. Phil asks
me if i would walk around the room, saying that he would like to see the
clothes properly. I do as he asks, walking from side to side then around
the living room. He tells me that i have great legs and the heels make
my bum wiggle nicely. His comments make me smile and i start to enjoy
the fact that i am dressed up as a girl and showing myself to someone.

Phil asks me to sit down next to him, patting the sofa close to him. I
do as he asks, sitting very close to Phil, my stomach turning as my
heart beats faster. Im nervous, staring at the floor, hands fidgeting on
my lap, then Phil asks if he could touch my legs. I nod, not looking up,
Phil puts his hand on my knee. I take a deep breath, electricity
shooting through my body, Phil slowly starts to stroke my tights.

I'd never experienced anyone seeing me dressed as a girl, let alone
touching me. The feeling of his hand on my leg was incredible, so
thrilling. We were both silent as Phil stroked all the way down to my
ankle then back to my knee. I don't make any protest as his hand slips
just under my dress, touching my inner thigh. Phil stops and asks me to
stand up in front of him. Without thought, i do as he asks, standing
right in front of him. My whole body starts shaking, nervousness turning
to excitement.

Phil is quiet as he looks me up and down, talking to me quietly, telling
me again and again that i looked good. He asks me to turn round, i do as
he asks, knowing that he was getting aroused but unable to stop myself.
Phil touches my back, feeling the soft fabric of the dress. I feel his
other hand touch my leg, touching my tights, fingers slipping under the
hem of the dress. I'm told to bend forward a little, my whole body
tingling, i put my hands on my knees. Phil pushes my dress up and
exposes my knickers, i offer little resistance. Phil starts to stroke my
thighs, making his way to my underwear. As he touches my cheeks, i pull
away and tell him to stop.