Becoming a bit of a whore – [Group] [First-time] [Virgin] [Anal]

A lot of people have been asking me to repost this story, so here goes. It’s about how I lost my virginity, both vaginal and anal, in College.

Before college, no boys ever noticed me. I was too busy to have a boyfriend. Always studying. Going to after school activities. Anything to get into a good college. The boys only wanted the pretty girls. The cheerleaders. When I got to college everything changed. In one class, my engineering class, I was one of only 5 girls. Soon 3 dropped out. Suddenly I was the center of attention. Everyone wanted me to join their study groups. These 3 cute guys always sat next to me. From the beginning. I also had Math and Physics with them. So we always sat together. Two of them were roommates. The third was next door. My room was one floor up. We hung out a lot together.

Their names were James, Tom and Ken. I had a lot of firsts with them. It was fun hanging out with guys. I barely had any guy friends in high school. One night while drinking (also a first), the topic of sex came up. I told them I wasn’t interested in a boyfriend. I was focused on school. Tom, who is also asian, agreed. Ken and James did not. We talked about sex. I admitted I was a virgin. So were Tom and James. Ken had a girlfriend in high school. They asked if I was interested in losing my virginity. I said of course. I jokingly asked if they were volunteering. They quickly said yes. I brushed it off as the alcohol talking. There was an awkward pause after that. Someone quickly changed the subject.

A few weeks later the topic of sex came up again. It was late. We were drinking and playing a board game. Settlers. One of them asked the other if he had ever seen boobs before. I forget who it was. Probably Ken asking Tom. He said no. Well not in real life. I am sure he had seen them in porn. I told him I would show him, but mine are small. They still wanted to see them. I immediately became embarrassed. Couldn’t believe I suggested it. I quickly backed out. They kept pushing. Asking me to show them my boobs. Saying they are sure they look great. The attention was getting me excited. Finally one of them suggested that if I win, I don’t have to show them anything. If I lose, I have to flash them. Obviously I lost.

I quickly lifted my shirt and my bra. I gave them a quick pick and pulled it back down. They protested. Said they barely saw anything. I told them too bad. They were really disappointed. We ended up calling it a night. I went back to my room and masturbated. I couldn’t believe I flashed them. After that night everything changed. Every time we met to play board games they tried to get me naked. At first I resisted, but the truth is I liked the attention. I always complained to them about how small my boobs are. They would then shower me with compliments. In high school no boys looked at me. In college I had the attention of 3 guys who were dying to bang me.

I loved knowing that every time I met them, they would try to get me naked. As soon as they would invite me I would get butterflies in my stomach. I spent so much time keeping myself presentable. Shaved my legs almost every day. And my pussy too. But I left a landing strip, so I won’t look like a little girl. I loved their compliments. Before coming over I would take a shower. They started complaining that it took me too long to come over. I didn’t care. They didn’t seem to mind when I looked my best. No matter how long it took, I always made it up to them.

They knew I was a virgin. They really wanted to fuck me. Truth is I wanted to fuck them too. I didn’t know how to go about it though. I wasn’t dating them. I liked all three of them. If I went out with one of them the other two would get jealous. Finally I told them. I explained that I like them but don’t want to hurt our friendship. I didn’t want to pick between them. They said I didn’t have to. I was confused. Ken said we can go to a hotel room. Over the weekend. All four of us. We’ll hang out. See what happens. I liked the idea.

They got a room at a hotel near campus. For the whole weekend. They split it amongst themselves. They didn’t ask me to pay. I realized I was going to pay. With my body. We got there friday afternoon. We went out to eat. Then we came back. It was a bit awkward. I said I was too full from dinner. We watched tv a bit. Then we played some cards. No one knew how to start. What were we going to do exactly? The bathroom was pretty big. The bathtub doubled as a jacuzzi. I decided to take a bath. I asked them if they wanted to join. Of course they did. I told them I’d call them in when it was ready. I filled it up. Put a lot of soap to make bubbles. Before going in I took a quick shower. I made sure I was clean. Inside and out. Just to be sure, I cleaned my butt hole too.

I slipped inside the jacuzzi and called them to come in. I enjoyed watching them strip. All three were hard. We turned on the jets and sat in the tub. It took them time to get used to the water. It was fun watching them sit on the edge. Their hard cocks at attention while they got used to the heat. We sat there for awhile. Not sure what to do. Finally Ken made the first move. He leaned in for a kiss. I kissed him back. We started making out. James and Tom watched us. His hands started to wonder. He was playing with my nipples. Then he moved lower. Touching my pussy. I didn’t want to leave the other two out. So I broke off the kiss and slid over to kiss Tom. We made out a bit. Then I moved on to James. They all wanted to finger me. The water was washing away my lubrication. It didn’t feel comfortable. I was getting light headed. So I stepped out to take a shower and wash away the soap. They joined me.

It was crowded in the shower. They all wanted to soap me. They were soaping my boobs. Running their hands over my nipples. It was so sensitive I had to make them stop. They went down to my butt and my pussy. Sliding their hands up and down my crack. Touching my asshole. I liked it. Ken took the detachable shower head and sprayed my pussy. The stimulation was too much. I was too excited. I had to ask him to stop. All three of them were hard. They wanted me so bad. I wasn’t sure I was ready. I took some soap and started playing with James’ penis. I rubbed it a few times, and he came in my hand. I then moved over to Ken. He was more experienced. Asked me to play with his balls. Told me how to move my hand up and down. Soon I finished him off as well. I then moved to Tom. I was really horny by then. I took him in my mouth. It was my first time giving a blowjob. I licked and sucked on his cock. Suddenly I tasted something salty. He came in my mouth. I quickly pulled away and spit it out. Ken and James were laughing. We cleaned up and went to watch tv.

There were two queen beds in the room. We were all really tired. Tom and I slept in one. Ken and James in the other. I wore panties and a tank top. Tom wore only boxers. I forget what Ken and James wore. I slept really well. In the morning I woke up early. I lay in bed near Tom. It was nice. Hearing him breathe. Feeling his warmth. He opened his eyes. I smiled at him. We started kissing. I reached down and touched him. He slid his hand under my tank top. Played with my boobs. My nipples. I was getting really horny. I felt wet down there. His hand slid down my stomach. Down to my panties. His cupped my mound. I held my breath. His finger slid between my pussy lips. He pushed his finger inside. I couldn’t help it. I started moaning. He fingered me. Sliding his finger in and out. I was so wet. I slipped off my tank top. Pulled down my panties. He took off his boxers. We lay there. Naked. Touching each other.

I played with his penis. It was so big. And so hard. I was soaking wet. His finger was driving me crazy. I told him I wanted him inside me. He wanted to get a condom. I told him we didn’t need one. We were both virgins. I was on the pill. He got on top of me. I looked into his eyes and spread my legs. I felt the tip of his cock against my pussy. Then he pushed it in. Slowly. It didn’t hurt. He pushed it in all the way. He kept asking if I was ok. I was a bit embarrassed. I guess I already popped my cherry years before. Probably when playing with something. When I was in high school I was always horny. I don’t think there is a single cylinder shaped object in my house I didn’t stick in my pussy at one point.

He started pumping. Sliding in and out. It felt amazing. He started going faster and faster. I wanted him to slow down, but he was already at the point of no return. With a grunt he started cumming. I could feel his penis pulsate deep inside me. His warm cum filling me up. He collapsed on top of me. We lay there naked. I opened my eyes and saw James and Ken looking at us. They were both smiling. Ken said something like “I thought you were going to wait for us”. Tom rolled off me. I was still really horny. I told them that. Tom’s cum was leaking from my pussy. I went to the bathroom to clean up. When I came back I asked who was next. Ken and James exchanged looks. They played rock paper scissors. James won. I couldn’t believe they had just played rock paper scissors to see who would fuck me. I felt slutty. Like a whore. I loved it.

I climbed back up on the bed. Lay on my back and spread my legs. We didn’t bother with condoms. James got ontop of me. I was a bit dry. He slid off to the side and started fingering me. He took my nipple in his mouth. It felt great. I was getting wet again. I told him he can fuck me. He got between my legs and pushed himself inside. He was bigger than Tom. He started pumping. In and out. I was feeling a lot more self conscience. I wasn’t as wet as before. It didn’t feel as good. Ken and Tom were standing there. Watching. I had to make him stop. I told him I wasn’t wet enough. Ken said not to worry. He went to his bag and got some lube. He handed it to me. I poured some in my hand and rubbed it over my pussy. I slid a finger inside, making sure I was well lubricated. Then I took James penis in my hand and got it lubed up too. He slid into me easily. It felt a lot better. He started slowly. Then fucked me harder and harder. My pussy was making a wet squishy sound as he slid in and out. I loved it.

I wanted to try a different position. James got off and I got on all fours. He took me from behind. Fucking me hard. It felt great. Hearing his body slapping against mine. Just as I was getting into it he pushed himself deep. I could feel his penis pulsating. He came deep inside. I collapsed on the bed. James on top of me. His cock slipped out of my pussy and rested between my butt cheeks. Everything down there felt wet. From the lube. From my pussy juices. From his cum. We lay like that for a bit. Catching our breath.

I wanted to get up to clean myself again. Ken said I didn’t have to. I guess he didn’t mind sloppy seconds. I was still lying on my stomach. He got on top of me. He was already hard. He put his cock against my pussy lips and pushed himself inside. He immediately started fucking me hard. He knew what he was doing. He would slow down. Taking long strokes in and out of my pussy. Then he would fuck me hard again for a while. I couldn’t control my self. There were noises coming out of my mouth. Half moaning half yelling. The stimulation down there was too much. I begged him to stop. I told him I couldn’t take it anymore. My pussy was already raw.

He pulled out. I felt bad. He hadn’t come yet. He applied more lube. Rubbed my pussy with his hand. As he rubbed the lube against my raw pussy, he would slide his hand up. Up my crack. Over my asshole. When he touched it I couldn’t help pushing back against his finger. He stopped playing with my pussy. He put his lubed finger on my asshole. He started pushing inside. I couldn’t help but moan. I pushed against his finger. Suddenly it was inside. I was embarrassed how easily it slipped in. He slid it all the way. It happened so fast. My face was buried in a pillow. His finger was up my butt. He pulled it out slowly, then pushed it back all the way in. I liked it. He started finger fucking my ass. Then he pulled out. He applied more lube. He got on top of me again. I knew what he was going to do.

I felt the tip of his cock against my asshole. I didn’t know how he would fit. But he pushed it inside. Slowly. I pushed against him. He was so big. Suddenly the tip slipped in. I could fill it. Inside. I was breathing so fast. My heart was pounding. He pushed more. He was sliding in. Slowly filling me up. He kept going. I kept thinking it wouldn’t fit. No way I could take it all in. But he didn’t stop. He slid all the way in, until his whole penis was up my ass. We lay like that for a bit. Then he pulled out. Slowly. Until only his tip was inside. He poured some more lube, and started pushing himself back inside. When he was all the way in, he pulled out again. Faster. The pushed in. He started fucking my. In the ass. I lay there. Gripping the sheets. It felt so different. So good. He whispered in my ear. He told me to play with my pussy. I let go of the sheets and slid a hand down to my clit. It felt amazing. I could feel his penis sliding in and out with my fingers. I rubbed in rhythm to his thrusts. I could feel an orgasm building. My breathing was faster. My moans louder. I told him I was closed.

When the orgasm hit I felt like the whole world exploded. I started screaming. My whole body convulsed. I had no control over it. The noises coming out of my mouth were like an animal. My body was shaking. It was like electricity running through it. It kept going and going. Washing over me. Ken kept fucking my ass. His body slapping against mine. Then he buried himself as deep as he could go. I could feel him cumming deep inside. The warmth spreading from inside. He kept cumming. I don’t know how much. But it started pouring out. Dripping down to my pussy. Between my legs. I didn’t care. He slid in and out a few times. Milking the last few drops. Then he pulled out. I could feel his cum gushing out.

I lay there. I could barely move. My body was shaking. Ken went to clean himself up. Tom and James brought me water. Finally they helped me up to the bathroom. I sat on the toilet. The door was open. I didn’t care. Afterwards I took a shower. They joined me. Cleaned me inside and out. I was too raw to have sex again that weekend. They didn’t care. I lost my virginity, as did they. Had my first orgasm during sex. My first anal. Part of me felt like a slut. I love it. They paid for everything over the weekend. The hotel. The food. I guess in a way they paid for me too.

Source: reddit.com/r/gonewildstories/comments/5ynr4o/becoming_a_bit_of_a_whore_group_firsttime_virgin

57 comments

  1. That story was amazing! I think that’s a solid way to top off your first time, hopefully this opens the door for you to have more sexual adventures! Thank you for sharing!

  2. Fuck, that was incredible. I did a computing course at college nearly twenty years ago now. There was only one girl on our course and she NEVER did anything like this with us!

  3. Holy hell this was a great read. Thoroughly enjoyed it.

    What is your relationship with them like now? Did anything else happen?

  4. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  5. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  6. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  7. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  8. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  9. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  10. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  11. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  12. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  13. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  14. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  15. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

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  19. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  20. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  21. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  22. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  23. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  24. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  25. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  26. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  27. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  28. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  29. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  30. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  31. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  32. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  33. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  34. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  35. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  36. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  37. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  38. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  39. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  40. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  41. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  42. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  43. Not only did you lose your virginity to three dudes in one night, you also lost your anal virginity that night too. Lol BULLSHIT!!

  44. You know “popping the cherry” is not an actual thing, you don’t have a sort of sheet of flesh paper in a vagina waiting to get broken.
    If it often bleeds its because a lot of guys go like thugs inside and doesn’t let the hymen elasticity tone to adapt.

  45. Thanks, I LOVED reading your story! So raw, real and unscripted. I’ve been hard and stroking throughout reading your tale. However, I did not come…yet. I’ll be getting together with my Fwb couple…hopefully today to play with them. I love edging myself…you and your story is perfect for that. Thanks!

  46. If you didn’t prepare for it one way or another, there’s no way the ass play didn’t reveal some shit.

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