The time I lost my [F] virginity to my roommate and her boyfriend [FM]

Long time lurker, first time poster.

I’ve always craved sex, something about it always kept me up and horny. I thought it’s about time I share some of my encounters over the years. I’m now in my early 30s, but here’s the story about how I lost my virginity when I was a freshman at university. If you want to skip ahead to the juicy stuff, go to the ***.

Here’s a bit of background about me. I’m Asian, 5”2’, average body. In highschool, I had few friends and was not the most attractive girl. I was flat chested and had no ass. During the summer between high school and university, I developed a bit of a growth spurt and my A-cup turned into a C-cup, and my ass really filled in my jeans. This meant I could really update my wardrobe and physically change into a whole new person. I literally cleaned out my closet and filled it brand new clothes.

I went to university in my hometown, but since the commute would have taken over an hour each way, I decided to find somewhere to live closer to campus. I found an ad online where a group of girls were looking for a 4th to sublet a house with. I inquired and was fortunate to be the chosen one. The house was a three story home, 2-bedrooms on the top floor, and 2-bedrooms in the basement, with the middle floor being the common kitchen and living room.

My room was in the basement, along with another girl, who we’ll call Kate. Kate and I got along really well and we hung out quite a bit since both our rooms were in the basement. She said she was 5’ tall, but my guess is that she was a little shorter than what she led on. She had a nice round ass, with breasts that were a D-cup. And you could guess, she was a real bombshell that even got me turned on at times. She had a boyfriend, who we’ll call Brad, was the same age as her, and that’s where the similarities stop. He was a regular guy, about 5’6”, and pretty nerdy. He went to a different university nearby, so he wasn’t always around, usually just on weekends.

On a few occasions, Kate and I would have some late night intimate chats drinking wine. She would tell me all about her sexual experiences with Brad, along with fantasies. She knew I was a virgin, so I would tell her of my sexual fantasies and she would just smirk and tell me I would find someone one day. Just imaging Kate fully nude got me turned on. I would always go back to my room with soaked panties when it was time for bed.

***

Kate had invited me to join her and Brad to a Halloween party at one of her friend’s house. I obliged and Kate helped me pick out a costume. Kate and I decided on a nurse costume for me. She told me that she and Brad will be going as a couple, cheerleader and football player.

On the night of the Halloween party, Brad came over and was waiting upstairs for us as we put on our make-up and changed into our costumes. I got into my nurse costume and it made me feel like a slut. I had some nice cleavage showing and a lot of leg. I went over to Kate’s room and she had just finished changing into her cheerleader costume. The sight of her in her sexy costume already started turning me on. She looked a little unhappy so I asked her what was wrong.

Kate replied “I don’t feel this costume is sexy enough; grab a pair of scissors and help me alter my costume”

So I grabbed a pair of scissors on her desk, and she guided me to cutting away part of her top to expose even more of her cleavage. Kate then took the scissors from my hands, and started doing the same thing to my top. I was a little shocked at this and didn’t know how to answer, but once Kate finished her craft, she stepped back and said “damn girl, now you’re turning me on!”

I replied “let’s take this one step further”, took the scissors out of Kate’s hands, dropped to my knees, and started to shorten Kate’s skirt. Kate had a huge smirk on her face as I cut away the fabric of her skirt to shorten it. While I was cutting, I had the most amazing view of Kate’s ass. She was wearing a tiny white thong that was devoured by her nice round ass. Once I was done trimming and stood up, Kate automatically took the scissors back and started to trim my skirt to the same length. When Kate was done, she stood up and told me to put on a thong as well. We both went into my room, she playfully pulled down my panties while I was looking in my dresser and gave me a playful spanking on my bare ass. That really turned me on, and as I slide on my black tong, I would feel the tong instantly soak up my juices.

Now we were ready, and as we went up the stairs to meet Brad, Kate purposely lifted up her mini skirt and flashed me her ass. Now that was a view I would never forget! We met Brad upstairs, and his eyes instantly fixated on both of our chests with the amount of cleavage we had exposed. Kate had to snap him out of his gaze by tugging on his arm for us to get going. It really turned me on knowing that both Kate and Brad were both checking me out.

We got into Brad sedan, and we headed off to the party. I was sitting in the back seat, and wow, was this skirt ever short, it barely covered by crotch. From time to time, Kate would look back from the passenger’s seat and smirk and stare at my crotch to get a glimpse of my upskirt. I saw too that Brad would look in the rearview mirror to take a peek at my cleavage.

Just as we were about to arrive at the party, Kate got a phone call from her friend throwing the party. Apparently part of the city just had a power outage and the party was cancelled. It was a real bummer, because I really wanted to show off my sexy costume. Kate suggested we grab some food and head back to our place and chill. I had no objections to that, so we ordered some take out at a restaurant close to our place and stopped by the liquor store on the way back.

When we got back, our other roommates were hanging with some friends on the main floor, so we decided to go to Kate’s room downstairs (since hers was bigger than mine). We all hopped on to Kate’s bed and started to feast on our takeout. I noticed Brad kept checking us both out, and I definitely didn’t have a problem with that. It was a little awkward sitting on a bed with a miniskirt on while eating food. From time to time, I would spread my legs open just enough for Brad to take a peek. Soon enough, I saw quite the bulge in Brad’s tight football pants, and that really got me turned on.

Once we finished eating, we were all so stuffed, Kate decided to lie on my lap. As I looked down at her, she was staring at Brad’s bulge with a huge smirk on her face, and I glanced down at her cleavage, and it looked like her breasts were going to pop out of her top. After a few minutes of silence with the three of us in a food coma, I made a comment to Kate “the view from up here is amazing, I don’t know how your breasts are staying in your top”.

Kate sat up from my lap, smirked, crossed her arms, and lifted off her top, revealing her voluptuous breasts cupped by in a white bra. She then replied with “is this better?”

Brad interjected “mmm, Nicole, maybe you should do the same, your breasts look like they want to join the party too!” I smirked at Brad and said “it’s only fair if you drop your pants then”. Brad didn’t need to say a word, he stood up, and yanked off his tight pants. His bulge was even more defined and waiting to be released. He quickly replied with “a deal’s a deal!”

I stood up, crossed my arms, and lifted off my top. Right as a I raised my top up over my face, I felt my bra strap come undone. The old me last year would have screamed like a little girl and ran out the room, but now, I didn’t mind at all. As I took my shirt off and placed it on the ground, I see Brad starring with his eyes glued to my chest, and Kate is not on the bed anymore. I looked down to see Kate’s hands holding my bra in place with her soft hands and she whispered into my ear “are you ready to have some fun tonight?”

Hearing those words from Kate got me even more excited. I slowly turned around to face Kate, and as I did, her hands wrapped around me and my bra dropped to the floor. I wrapped my hands around Kate and unhooked her bra, and she dropped it to the floor as well. With both our hands wrapped around each other and our breasts squished together, Kate leaned in and we both slowly started making out. Our tongues exploring each other’s mouths and our hands slowly groping each other’s breasts. We probably did this for about 10 minutes straight and totally forgot Brad was in the room until he started to hear him make moaning noises.

We broke apart our kiss, our bodies separated, and we both slowly turned to face Brad. Brad had taken off all his clothes and was sitting in Kate’s chair watching us stroking his dick. With our breasts in full view of Brad, Kate grabbed my hand and walked us over to Brad. We both dropped to our knees and Kate said while grabbing Brad dick “would you like to do the honors?”

As I reached over to grab my first dick, I was amazed at how big it was, probably 7” or 8”. I slowly stroked it up and down and Kate would join in with her hands. Brad was loving every minute of this, and so was I. After a few minutes of stroking Brad’s dick, Kate leaned in and started sucking him. Brad was so long, that Kate was probably only going down about 2”, so I leaned in and started licking and sucking his balls and lower shaft. We took turns and alternated positions.

Soon after, Brad stopped us and needed a break or he was going to blow. I had no problems with that, so we all stood up, and started making out 3-way. As we were making out, I felt Brad’s and Kate’s hands grab each of my butt cheeks under my tiny skirt, so I did the same to them. I slowly slipped a finger under Kate’s tong and started rubbing her pussy. It was soaking wet already and she let out a moan. As I slipped my finger inside of her, she stopped kissing us, stepped back, climbed on her bed, and slipped off her skirt and thong. She lay on her back and spread her legs wide open, and said “ Nicole, I need you to eat me” while rubbing her pussy.

I instantly climbed onto the bed and planted my head between Kate’s legs. I sunk my tongue into her pussy and her juices tasted so delicious. As I ate her out, Kate kept moaning and telling me not to stop. As I kept eating Kate out, I felt my skirt and thong being pulled down by Brad. With my ass in the air, Brad had sunk his face into my ass and was starting to lick my pussy and asshole. This was totally new to me and it felt amazing.

After a few minutes, Kate and I both swapped positions. We continued on for a little longer, then Kate stood up on the bed, and we started to 69 each other. With both of us eating each other and moaning, I saw Brad reach into Kate’s desk, and pull out a condom. He slid it on and walked over. Kate reached for Brad dick, and slid it into my pussy. Having a dick inside of my for the first time was amazing and felt better than I had imagined. After a few minutes of Brad sliding his dick half way into me, and with Kate still eating my pussy, I relaxed and Brad was able to sink his dick into me all the way. I moaned so loudly when that happened, that our roommates upstairs probably heard, but I didn’t care, this was my time to lose my virginity.

Brad got Kate to spin around, and she was lying on me, facing me, and Brad was taking turns fucking Kate and me. It was an amazing feeling having Brad fuck us back and forth, and Kate and I were making out the whole time. After a little while, Brad told us he was going to cum.

We all got off the bed, Brad stood up and Kate and I got on our knees. Brad took off the condom, and we both grabbed his dick and pumped together. With our breasts pushed together, Brad unloaded his cum on our faces and breasts. As we stood up, Kate slowly licked the cum off my body, then I did the same to her. Kate then asked “so, how did it feel to lose your virginity in a threeway?” I replied “amazing, probably the best way possible!”

I gathered up my clothes and said goodnight to Kate and Brad, then headed off to my room. As I was getting ready for bed, I heard Kate and Brad go upstairs. A few minutes later, Kate walks into my room with a robe on and says “mind if I spend the night with you?”

I replied “is Brad not staying the night?”

“No, he has an early class tomorrow morning”

“Then come on in!”

Kate closed my bedroom door, dropped her robe on the floor, and walked over with her fully nude body and we climbed into bed. We made out a bit, but nothing else more. I think we were too exhausted from earlier.

After tonight, Kate and I became even closer friends. We would have some more fun encounters in the years to come. Look out for more of my stories to come :)

Source: reddit.com/r/gonewildstories/comments/jb82fz/the_time_i_lost_my_f_virginity_to_my_roommate_and