I lost[m]y virginity to my best [f]riend, and i took hers.

A little backstory, so i’ve been best friends with this girl for a very long tine, since we were about 7. were both 19 now.

Let’s call her Lola, (not her real name) Now Lola is beautiful, she has an amazing figure with great legs toned with a tan from the Australian sun, decent sized ass and a fair sized chest about b cup. She reached a height of about 5’8, beautiful beach blonde hair, doughy brown eyes, cute button like nose with lips you could only dream to kiss.

I on the other hand, 5’9 ish. pale due to being English, a little muscle, light brown hair, blue eyes and i wear glasses.

We both had a very close bond and she would often ask for me to come over to hers for company usually just chill out, muck around, eat food, pillow fights.. we are teenagers i guess is the best description i can give.

So, now Lola has some PTSD from the past, she was touched by her babysitter in the shower and it has given her trust issues with all men. She has Insomnia and would often only sleep when in the company of someone she really trusted. (this is important for later on)

two months ago, she texted me about 10 past 6 at night asking for me to come over, her mum had gone on a date with some guy (her parents were divorced) and it was likely she wasn’t coming home until late. I grab the usual, comfy clothes, toothbrush, my laptop and charger, spare change of clothes and my earphones. I go to the shops and grab some sweets and crisp packets before arriving.

Lola greets me in some sweatpants, messy bed hair, odd socks and what looks like the remainder of yesterdays makeup still on. she hugged me, closed the door and lead me up to her room where a bottle of wine and tissues lied on the bed. she closed the bedroom door and i was putting my things down when i heard her start sobbing

“hey, hey come here” i hug her and lead to to the bed, i didn’t care the remaining makeup smudged over my shirt. we started talking about what was up and i eventually calmed her down and she started to giggle as she was less worried about what was going on (her mum and dad were fighting about her staying at her dads for another weekend) she took the cap off the wine took a sip and passed it to me and i took a sip.

we got comfortable, cuddled in the blankets, ate the sweets and crisps, set up my laptop and watched something on netflix. she got up stretched a paused what we were watching, she placed her hand on my face and rubbed her thumb over my cheek. “i have to tell you something” i nod and say sure she struggles to get it out at first and then she sighs

“i. i-i love you, you’re so nice to me and you always do what it takes to make me smile and yo- i just love you”

i sit up and with a scratchy voice i say, “i love you too” i rub her hand and she smiles, drawing closer and closer to my face. we rub noses and i’m certain she wants to kiss me “you sure you want this? i don’t want you to regret it or me trigger something” she nodded and whispered “i’m sure” and she leans in and kisses me, we kiss once, pause and kiss again, deeper this time, she slips tongue and we get a little more passionate as she starts feeling my chest or grabbing at my back under my shirt.

I take off my shirt and move my laptop to the floor and she has already taken off her jumper revealing a sports bra and her tanned stomach, she kisses me again and straddles me, we begin kissing again and she straddles me moving her hips about, as i can feel my erection getting bigger under her.

she gets off me and says “take off your shorts” i oblige and remove them “underwear too” she says my bulge emerging from my underwear as i pull them off too, all while she is taking off her track pants and removes her sports bra i stand there in awe while she stands in nothing but her socks and her red panties i managed to say “you look beautiful” and she crawls up to me and starts lowering her mouth over my dick, i haven’t had a blowjob before, nor have i had sex so i didn’t last too long, i ended up cumming and she swallowed, she instantly regretted that and started laughing after pulling a awkward face. “now my turn she says” lowering herself on her back i pull her panties down and begin to lick her clit, she was guiding me on where and what to do as she started to get really loud with her moans. she was extremely wet, i felt her thighs tighten around my neck as she came, she shook as she moaned grabbing me and pulling me up and kissing me, i could taste a hint of cum while kissing her and giggled giving the same awkward face she did.

I felt her come closer and closer “i don’t have a condom, we shouldn’t risk doing this, fully knowing the minute i enter her id cum” Lola smiles and reaches into the bedside table pulling out a packet of condoms she replies “my mum is very pushy with safe sex” she helps me put it on, and i looked her in the eyes “on three” she says “1. 2.” we pause as my head reaches the entrance of her pussy, “3” i slowly push in asking if it’s okay, if it hurts and she said it’s fine while biting he lip, she moaned and brought my ear to her mouth and whispered “were not virgins anymore” and kissed me.

i thrusted 3 times and came after, we became very passionate and kissed a while i thrusted in and out asking her if it was okay, and how she was. she came 2 more times that night and i came 3 more times.

2 months later and were going strong, and i must admit, losing your virginity to someone you love and trust and who is very special to you is much better than someone you met 3 hours ago.

sorry if it was too long, and i apologise if i bored you, thanks for reading

Source: reddit.com/r/gonewildstories/comments/cupkzd/i_lostmy_virginity_to_my_best_friend_and_i_took