• story Just Friends by Delia365

    From a425couple@21:1/5 to All on Thu Feb 13 10:57:09 2025
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    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
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    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.

    I tug my dress back over my knickers, telling Phil that it was wrong. He
    just shakes his head and frowns. I tell Phil that i need to go and get
    changed, that i don't feel comfortable. He stands up, stopping me from
    leaving. As Phil grips my arms he tells me that everything is ok, that
    we have done nothing wrong. I start to say something and he steps closer
    to me, gripping my hands in

    his. Our eyes meet and Phil smiles, he quietly speaks, repeating that everything was ok. As we look at each other, Phil slowly guides my hand
    to his crotch. He is fully hard and i pull my hand away. I start to
    protest but Phil shushes me, again guiding my hand back to his cock.

    I don't know what came over me but i didn't pull away this time. I just
    looked Phil in the face, then started to rub his manhood through his
    jeans. We stayed like that for a few minutes, the occasional gasp
    leaving Phil's mouth. I say that we should stop, but i carry on
    stroking. Phil ignores me, putting an arm around my back, his hand
    slowly working it's way down to my backside. I push myself away,
    protesting, saying, again, that it was wrong. As i try to walk away Phil
    blocks my way, telling me to calm down, saying that it's just the two of
    us. He gets me to sit down on the sofa, he sits down close to me and
    starts to reassure me that it's okay again. Part of me knew that i
    should go and get changed, but i didn't.

    Phil leaned in closer to me, talking in almost a whisper. Somehow my leg
    ended up on his lap, his hand on my leg. He slowly stroked my tights,
    the feeling was incredible and i didn't try and move. The sensations
    shooting through my body were incredible and i didn't want them to stop.
    Phil's hands slowly worked their way up my leg, finding my knickers. I
    was now very aroused and Phil found this out, his fingers stroking the
    lacey front, stretched by my very hard cock. I gasped and grabbed his
    hand, telling him to stop. He knew that i didn't mean it though, he knew
    that i was very aroused. He tells me to stand in front of him, and i do,
    then he asks me to kneel down and again i do as he says.

    Phil stands up, nothing is said as he undone his trousers. He quickly
    pushes them down along with his underwear, his big cock standing erect
    inches from my face. I stare at his erection for a few seconds, then
    without any thought, i take him in my hand. His warm hard cock throbbing
    as i slip my fingers around his shaft. I hear Phil take a deep breath,
    but i don't look up at him. I instinctively start to stroke Phil's
    erection, not thinking, almost hypnotised, a powerful wanting taking me
    over. His cock is about 7 inches long and quite thick with a large
    helmet. Lost in the moment, i move my head to his throbbing manhood,
    softly kissing Phil's shaft.

    Phil let's out little gasps and groans as i kiss his length, my tongue
    licking him, making it's way to his helmet. Lust fills my body, im
    almost not in control of myself as i work my way to Phil's shiny helmet.
    I lick the tip, Phil oozes and throbs. My lips envelope his helmet and i
    gently suck, using my tongue to tease as i swirl it around his manhood.
    Before long i find myself taking more and more of Phil's rock hard cock
    in my mouth. He groans with pleasure as i start to bob my head, making
    myself gag from time to time as i try to take as much of him as i can. I
    don't stop, wanting to make Phil shoot his load, i know that i want to
    make him cum.

    It's not long before Phil tenses, almost on tip toe and holding my head,
    he cries out. I pull my head back, his cock throbbing as he ejaculates, shooting his thick creamy load over my face. He covers my eyes and
    shoots cum over my mouth. I continue to rub him until he can't take it
    anymore. Phil collapses into the sofa as im left kneeling down covered
    in Phil's warm cum. I wipe the cum from my eyes and look at Phil, a huge
    smile on his face. He is breathing heavily and repeating the word 'wow'
    over and over. I don't know what made me do it, but i started to lick
    Phil's cum off of my fingers.

    After a few minutes i get up and tell Phil that im going to wash my
    face, he begs me not to get changed. I wash myself, looking in the
    mirror, i can't resist a smile. I decide to stay dressed in Sally's
    clothes, then go back to the living room and sit down next to Phil.
    There was silence for a while, a kind of uneasiness in the air. Phil
    asks if im ok and i say yes, he goes on to say that he enjoyed me giving
    him a blow job. I don't know what to say back, but i wanted to smile,
    getting aroused at the thought that i had just made another guy cum. My
    bulge is obvious against the tight dress, i cross my legs trying to hide
    it but Phil had noticed.

    Phil tells me that he isn't going to do the same thing for me, that he
    doesn't want to stroke me either. Before i can protest, he tells me that
    he would like to see my hard cock bulging inside my tights. Instantly my stomach turns, and excitement fills my body. As i sit there i pull my
    dress up, exposing my sister's pink knickers and tan tights. My hard
    cock tightly restrained, desperate to be released. I smile as i watch
    Phil staring at my knickers, i run my fingers up and down my length,
    making myself throb.

    After a few seconds i slip my thumbs inside the lace trim on the top of
    the knickers, then push them down. I push the knickers down, almost to
    my knees, my erection clear to see through the tan tights. Almost in a
    whisper i ask Phil if he wants to watch me cum. He doesn't look up,
    staring hard at my cock, he just nods. I push my hand inside my tights
    and grip my cock, knowing that im being watched, and slowly stroke
    myself. I get more aroused and open my legs, stretching my sister's
    knickers with my knees. I whisper to Phil to stroke my tights, and he
    slides his hand up and down my legs and over my inner thighs. The
    feeling of being touched sends shockwaves through my body and i
    masturbate faster and faster. I don't last long and quickly pull my
    throbbing cock out of the tights just in time, spurting threads of warm
    cum onto my stomach. I cum hard and gasp loudly with each throb.

    A minute or so passes and i look over at Phil, he is smiling as he says
    that he enjoyed watching me cum. I tell him that i hadn't cum as strong
    as that before. He hands me a towel and i clean myself up, trying hard
    not to get anything on my sister's dress. I pull up the knickers and
    sort out the dress, sitting down again i pick up my drink. I ask Phil if
    he wants me to go and change, he tells me that he doesn't want me to. We
    sit in silence for a while as we watch the television, then i ask if we
    should talk about what just happened.

    Phil is reluctant at first but i tell him that i didn't want what
    happened to get in the way of our friendship and he starts to talk. I'm surprised when he says that he liked seeing me dressed as a girl, going
    on to say that he really enjoyed me giving him a blow job. I listen to
    him as he says that he would love to see me in makeup and how he would
    love me to give him another blow job.

    Phil stops talking, then apologises. I put my drink down and turn to
    face him, looking him in the eye. I smile and tell him that he doesn't
    need to apologise, that i too, really enjoyed what just happened. I
    pause for a second or two, then i tell Phil that i would love to wear
    makeup for him, reminding him that we have the whole weekend in front of us.

    To be continued......

    comments include
    Anonymousover 1 year ago
    I quite liked Just Friends and hope you will write more chapters and
    share the adventures of just friends that can be so much more!

    MichaelfantasiesMichaelfantasiesalmost 2 years ago
    Admitting to a friend that I like wearing girls clothes would be a hard
    thing for me. Would he want to see me dressed? With the promise not to
    tell anyone, I would, like in this story! I'd let him touch me too ( I'd
    WANT him to touch me ) ! With him getting aroused, I would be SO
    NERVOUS! Just the thought of a friend wanting ME to give him a blowjob
    gets MY dick hard! I'd LOVE to be a "girl" for a friend like Phil
    (discreetly)!

    orvasorvasalmost 2 years ago
    Seconding the need for an editor. Weird, sudden swap from past tense to
    an awkwardly handled present, bad capitalization and grammar throughout.

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