Adventures with Amy Part 5 – Halloween: The Sequel [cuckold] [MFF]

(this directly continues from part 4)

I woke up the next morning when I heard Amy moving quietly, trying her best not to disturb me. The sun had already risen, but I decided to keep my eyes closed and pretend to be asleep. It had been a long night, and it was the weekend.

I felt Amy moving on the bed next to me, then felt my blanket being lifted from my legs up, stopping below my chest. I resisted the urge to peek, unsure if I was calling Amy’s bluff or if she genuinely thought I was sleeping. Then suddenly I felt a wet warmth enveloping my cock, which was already hard with morning wood. A moan escaped from my mouth.

“Aha!” Amy got up from where she was kneeling and loomed over me. “I knew you weren’t sleeping!”

“Ughhh. Can’t you let me sleep in, babe?” I groaned back.

“But it’s 2!” Amy replied, hitting me lightly.

Jesus Christ. It was 2?! I’d thought it was 10, 11 at latest. But I stayed still and quiet, trying to fall back asleep, until I felt Amy’s mouth on my cock again.

Adventures with Amy Part 4 – Halloween Party [MFM] [cuckold] [consensual]

Amy and I continued to have a strong relationship through our freshman year, and we even shared an apartment over the summer as we’d both landed internships in New York. Once our internships ended, we went back home to our respective hometowns.

While back home, I met up with my best friend from high school, Andrew. Andrew and I had gone to the same school since 2nd grade, though we didn’t really become friends until middle school when we found ourselves in the same classes – a trend that would repeat every year until we graduated from high school. We’d kept in touch during our first year of college, but being in person we started catching up in greater detail, in particular talking about our sex lives. I told Andrew about Amy, including the details about Josh and Alice.

“So you’re a cuck then,” he stated.

“A cuck?” I was unfamiliar with the term.

“Yeah. Cuck. Cuckold. Don’t you remember from Mr. G’s English class when we had to read Shakespeare? Tina got sent to the principal’s office when she asked Mr. G if he was a cuckold.”

I did remember. Tina was a bold girl.

Adventures with Amy Part 3 [MFF]

Decided to retroactively give this series of stories a title. I don’t think I can edit titles, and I don’t want to spam by re-posting to change the titles, so Part 1 (College Threesome Turns to Cuckolding) and Part 2 (Threesome Leads to Foursome) will remain as they are.

After the events of the first night of Fling, we decided to dial things back the next day. The girls, especially Alice, were still having a little trouble walking after their encounter with Josh, and so the next day was spent mostly hanging out in my room as Alice and I got to know each other better.

The day after, we went back to the Delta house for a party they were throwing, and shortly after we got there, I saw Josh walk up to Alice. The two talked for a bit, but I was too far to hear what they were saying, and Amy was busy talking to another brother’s girlfriend. Josh gave her a hug, and then Alice scampered over to us before whispering something in Amy’s ear as she giggled.

“What’s up?” I inquired.

Threesome Turns to Foursome [Group]

This continues the story in my last post. tl;dr I (Mike) started dating a girl (Amy) casually, drunkenly decided to have a threesome with an acquaintance/friend (Josh), ended up getting cuckolded.

After brunch, Josh went back to the frat house to sleep off his hangover while Amy and I walked back to our dorm together. Since she had a roommate, we usually spent more time in my room, even though it was smaller. As we walked down the hall, Ryan came around the corner.

“Mike! Hey man, saw you at the party, then you kinda disappeared? What’d you end up doing?”

I froze. I didn’t know what to say. “Oh uh…I uh…Amy..uhh..”

Ryan laughed, “don’t remember? Not surprising man, you drank a metric fuckton. I’ll remember that for Brotherhood Olympics. When you’re a brother, of course,” he added with a grin.

Good thing Ryan was such an easygoing guy. Amy and I went into my room, and as soon as the door closed she grabbed and kissed me. I was startled, but I went with it. And then just as suddenly, she pulled away and fell to the floor crying.

“Are you okay??” I asked, perplexed.

College Threesome Turns into Cuckolding [MFM]

A few years ago, I (Mike) moved across the country to attend college. New state, new school, new life. College was my opportunity to re-invent myself. No longer would I be the nerd who had never had a girlfriend, let alone get laid. Instead, I would be cool and, probably more importantly, get laid. Now for background, I’m Asian, a little over 6 feet tall, with a thin but athletic build.

The first few months of college were great! I was doing well in my classes, made a lot of friends in my dorm, and even had a number of one-night stands with girls I met at parties. None of them led to much though; in fact I only ever had sex once with each of these girls. Not that I minded – I actually preferred fucking girls with no strings attached.

(M)y (f)irst part 7: return

Link to part 6: https://www.reddit.com/r/gonewildstories/comments/3ca05q/my_first_part_6_deadline/

Well, it's been nearly half a year since I last updated. My bad. LOL. I know, I know, OP is a faggot and I suck and all that. In my defense, I got a job and stuff! And I'll try my best to finally finish this story.

Anyway, before I get into part 7, here's a brief recap. I'm about 6'1" and 135 pounds. Stereotypical nerdy Asian kid who went to college and decided he wasn't going to remain a virgin for the rest of his life. At this point in the story, I had an exclusive friends with benefits, Kristine, a thin Asian girl, about 5'8" with small, perky B cup breasts. I liked her as more than a friend, but she didn't seem to feel the same way.

(M)y (f)irst part 6: deadline

Link to part 5: https://www.reddit.com/r/gonewildstories/comments/3c6gly/my_first_part_5_fourleaf_clover/

The morning after the events of part 5, I woke up with my arms wrapped around Kristine. I had a slight hangover, so I got up to get some water before coming back to her room. She was still asleep, so I grabbed my phone and saw the text I'd sent Amy. Immediately all the memories of last night came rushing back in and I knew my morning wood wasn't going to go away. I got back in bed and began kissing Kristine on the neck while grinding my cock into her ass. It didn't take long before she woke up and began quietly moaning. I slipped a finger down the front of her panties and began stroking her pussy, focusing on the clit, then when her moans got loud enough I flipped around so I was now on top of her and began kissing her deeply. Without breaking the kiss, I reached about for a condom and handed it to her before fumbling with her pajamas and panties. She opened the condom and tried to get it on me before we realized it'd be easier just to break off and handle logistics. She quickly pulled both her pajamas and panties off, leaving her shirt on, while I put the condom on. She was already wet so I went in hard and fast, and within a few minutes I already knew I wasn't going to last much longer. I tried to do some math, think about naked old people, imagine North Korea taking over the world, but it wasn't working and I let her know I was going to cum. She quickly wrapped her legs around me, pulling me in all the way, and I felt her squeeze around me as I came hard. She moaned, not letting go of me, and I lay down on top of her before falling back asleep.

(M)y (f)irst part 5: four-leaf clover

Link to part 4: https://www.reddit.com/r/gonewildstories/comments/3813ht/my_first_part_4_plan_b/

Ayyyyy I'm back! Sorry for not putting up part 5 for about a month or so. Interestingly enough, writing these stories really brought back a lot of memories of Kristine, so I hit her up on Facebook and we briefly talked about potentially getting back together. Unfortunately, we're on opposite sides of the country and I plan on leaving the country soon, so those talks kinda died out. Fortunately, this means I'm back to reminiscing and writing stories about her! Now that that's out of the way…

Kristine and I continued to see each other after the events of part 3. Now sober, I felt embarrassed about how I'd acted that night and didn't mention how I felt about her. But I was still incredibly confused. I was jealous when I thought about her being with other people, but at the same time I was pretty happy with what we had and wasn't sure if I wanted a relationship. Also, she didn't really seem to want one and we had started off as a casual hook-up. I confided these feelings in a close female friend, Amy, and she suggested that we go on a double date with her and her boyfriend, Henry (who I was pretty good friends with), so that she could observe us together firsthand and give me her opinion. Amy and Kristine also happened to be friends (though not as close as I was with Amy or Henry), so I thought at worst it'd be a fun double date. The next time Kristine and I hung out, I asked her if she'd want to go see Christmas Village with Amy and Henry, and she excitedly agreed.

(M)y (f)irst part 4: plan B

Link to part 3: https://www.reddit.com/over18?dest=https%3A%2F%2Fwww.reddit.com%2Fr%2Fgonewildstories%2Fcomments%2F37wmi9%2Fmy_first_part_3_first_date%2F%3Fsort%3Dconfidence

So about a month had passed since our first real date, and Kristine and I were hitting it off great. We didn't really text back and forth too often other than to make plans, but any time I didn't spend with my friends I spent with her. We'd meet up to study, watch movies, eat, smoke, fuck, or some combination of the above. Obviously the most important of these was sex, and literally a day didn't go by where we didn't at least have a quickie. Our friends picked up on this pretty quickly and started thinking of and taking about us as a couple. But a couple we definitely were not, as I'd yet to receive a blowjob from her. Honestly, I was pretty happy with where we were. I'd define it as good friends with benefits. I wasn't sure if I actually wanted to be in a relationship with this girl, but I also didn't really give it much thought.

(M)y (f)irst part 3: first date

Edit: link to part 2 https://www.reddit.com/r/gonewildstories/comments/37lc2q/my_first_part_2_eeeeeeeeva/

I woke up the next morning to hair tickling my face. Kristine was still asleep, one of my arms still draped over her, and I took care to not wake her as I sat up and reached for my phone. It was pretty early, but I usually had trouble sleeping in anyway, so I got up, went to the bathroom, and climbed out the window to stand on the roof of my house and smoke a cigarette. One of my housemates must've heard me, since he came out to join me with a joint. We smoked and chilled for a bit, then I headed back in and to my room. To my surprise, Kristine was already gone. I'd kinda been planning on waking her up and fucking her, so I was a bit disappointed. Her body actually reminded me a lot of Lily Thai's, though I think Kristine is taller, so I watched some videos of her getting railed by massive black cocks and rubbed one out before taking a shower and heading out to class.