This story is loosely based on something that happened many years ago when I was younger, more naive, and about a stone lighter (not that I’ve ever been skinny!) I’ve embelished it, changed a few details and names. I’ve also left out some boring bits. Oh and please don’t use moisturizer as lube.
As so many of my stories start, this took place when I was at uni, me and a couple of friends had had a couple (OK quite a lot) of drinks after helping my bestfriend Ann move into her new place. It was your typical student house. Plain white walls, a mysterious stain on the ceiling just to the left of the ikea paper lampshade, badly laid wood print lino, that same tired wipe clean couch that sticks to your skin and seems to live on every student house. Add to that a pile of moving boxes, a lot of empty drinks bottles & four students piled on that sofa with me sat on the floor slowly turning bright red as my best friend starts telling her course mates about the butt plug she persuaded me to buy…
As soon as Ann finishes, her friends bombard me with questions, why? where did you get it? have you done anal? How big is it?… Can we see?To their disappointment I tell them I’m not wearing it. (I’ve just been helping with boxes wtf would I be???) but they are not deterred. How big a plug can you take?… I don’t know… I hold up my fingers in a ring “uh about that big… I think?” I’m embarrassed as fuck, but also a bit drunk and loving the attention.I carry on answering questions as best I can with a mixture of embarrassment and exaggeration. Meanwhile Ann has started rummaging about in her moving boxes. She finds what she was looking for and asks me again how big an object do I think I could take? I make another O with my fingers. She pulls out a handful of sharpies and puts them through the O. Why is she…? Oh… Oh! No I’m not trying that. No, no way. It’s bad, but I’m drunk and being egged on. I’m really enjoying the attention. Shes really into the idea, and I’d only recently publicly come out as bi. And she’s basically asking me to undress. And I really like her. Like, really ‘like’ like her. The attention is such a turn on.
Eventually I say ‘OK… But go slowly… Just one.’ One of her friends holds up her fingers on a big O imitating my boast. ‘One… at a time” I hastily add.
Ann drags me upstairs and into an empty bedroom.Then she stands there looking expectant, a handful of pens in her hand. I want to kiss her so badly, but she grins expectantly. Instead I undo my dungarees and pull them down. I pull them over my hips and they hit the floor. She kicks them to the side of the room. My hands are shaking so badly I’m fumbling struggling trying to slide my panties off, I manage to push them down till the elastic is digging in around my ass, but as I turn to look at her she’s there smiling. My heart is thumping so hard I feel like everyone in the house must be able to hear it. She takes my hand leading me to the bed giggling “oh my god I can’t believe you’re letting me do this”I climb on the bed, it creaks in that horrible way student beds creak when you’re trying to be quiet. She hasn’t put any sheets on yet, and it has a horrible plastic cover over the mattress. As I kneel there is a shred of sanity that is still asking why I’m doing this… I bend over, my ass in the air, my arms resting on the cool clingy plastic. She grabs my panties and pulls up on then, teasing the fabric against my pussy, making me quiver, that last shred of doubt evaporates. She slides them down, and pulls them off.
She teases me putting on a fake american accent “Oh. my. gaad. look at her butt” she is kneeling beside me as she smacks my ass, then grabs it. “I’ve always wanted to do this” there the wet sound of a tube being squeezed, I feel a something cold and slippy between my cheeks, before she pulls on one of my ass cheeks, leaning over me suddenly the cold lubed up tip of the pen is jabbed against my asshole, she pushes it against me, I try to relax, the tip pops in, I gasp. Oh-Auh-Uh… FUCK. I gasp, FUCK!She checks if I’m OK, between my short heavy breaths “I’m… OK.. . It’s just….a Lot… “I just about manage to catch my breath when she starts pushing, sliding it in and out, pushing it deeper…
Someone bangs on the door and opens it without waiting. “oh my god, you already started!!! you know Alex has never seen a girl naked in real life…” I don’t have time to process this before Alex is shoved into the room and the other girls follow. A whole drunken giggling audience stood at the end of the bed. I’m frozen, I don’t know what to do, but no-one seems to notice. She calls one of her friends over to lube up the second pen. All I can do is take short shallow breaths. I am so stupidly turned on and want to touch myself, but I cant do that infront off all these people. She asks if I’m ready for the next one, I nod trying to somehow relax myself.
This one doesn’t go in so easily, thankfully shes careful and doesn’t force me. She says something that I don’t hear. I feel her pull the pen out. Then cold against my ass again… what the fuck is she doing, I feel something bigger pushed into me, pushing me open, I’m breathing so heavily, I almost forget the audience, but then I hear someone laugh something about “fingers up my ass” shes properly fucking me now, sliding her fingers in and out of me. I cant think properly. I try to suppress a moan, but it escapes. I want her hand lower, I want her to be touching me between my legs, but oh my god, she is fucking me. She stops suddenly, pulling out again “that should make it easier”
She leans over me again making me shudder to pick up a tube of moisturizer now lying on the bed. Theres a ‘smack’ and she sits bolt upright “hey! Leave my ass alone – smack hers!” She demonstrates by giving my ass a light smack, someone else smacks me, but I cant see who. I’m expecting more when she announce “OK Round two!” I feel the cold tip again, followed by another, this time they slide into me, the third catches me off guard I gasp “FUCK!!” as Ann pushes it in, I’m taking short sharp breaths again and I can feel my heart racing. She lets me catch my breath as she chats with her friends… hearing them all talking behind me makes it hard to forget the audience… I am so stupidly horny and I can feel my cheeks burning partly from embarrassment, partly from the alcohol. I hate being watched like this, but the attention is such a turn on. I am a stupid horny mess.
Someone says Alex should grope me, Ann checks with me and I’m too far gone to care. I nod. His hand gives my ass a nervous squeeze before someone shouts “do it properly!” before they demonstrate grabbing my with both hands, then kisses my ass before bursting into giggles. Another pair of hands do the same, lingering on me while the girls whoop and cheer! The whole while Ann has been kneeling next to me, holding the pens pushed in me. As Alex lets go, she starts to move her hand, slowly starting to fuck me again. She gets someone to squeze moisturiser onto her free hand and starts putting it onto the pens as shes fucking me, her slippery hand is caressing between my cheeks. She complains its an awkward angle, before moving around behind me. Her friends start cheering and jeering daring her to finger me, her fingers brush against my pussy, clumsily teasing up between my lips. Its too much, I shake and moan “Ah AH Annn! ANNN!” my back arches and I collapse lying shaking face down on the horrible plastic sheet. I reach round trying to catch Ann’s hand before she pulls the pens out, wanting her to linger a moment more.
I bury my face as she holds my hand for a second, before her friends start laughing and drunkenly joking again. It sounds distant, but makes me smile “ Lets do Ann next” “No way!!” “Alex should fuck her” I cant believe what has just happened. Someone of her friends sit down on the bed. Someone gropes my ass again, the tip of their finger exploring between my cheeks poking till it gently pushes inside me, I dont know who it is, I dont care. Someone suggest that everyone should move downstairs and give me a minute, I dont want them to leave, I dont want this to end. I hate that they’ve seen me like this, but I dont want it to stop. They file out of the room as I roll over, Alex’s gaze lingering on me as he leaves. Eventually I get up to join Ann and her friends, I cant find my panties, and everyone has seen everything anyway and my head is spinning, so I don’t bother. However In my drunken head it seems like a good idea to give them all one last suprise. I leave my top and bra on the landing before coming down the stairs.
A few days later I meet up with Ann for coffee, she has a sharpie and a tube of moisturizer on the table in front of her. She looks up at me and grins.
Source: reddit.com/r/eroticliterature/comments/t8ujuc/the_first_time_someone_put_something_up_my_ass