Unforgettable summer

A 2 part follow-up on "A normal relationship turned into a wild weekend orgy".

After the eventful weekend thing got back to normal. The beach trip was canceled as we were all busy at this time and decided to push it a couple of weeks back. The coronavirus hit, and everything got shut down. We started working from home, which I didn’t mind some peace and quiet is not bad. I had started working out to get into better shape and put on some muscle, or at least I told myself that, I secretly just wanted to lock hotter when I dress up like a girl. My life was starting to get normal and kind of boring again. I stayed in touch with the guys, we keep texting, teasing each other, and going out on occasion, but nothing special. I stop “dating” Tom, he had become one of my closest friends, we hang out, but I didn’t participate in the other activities. The Guys – Ed, Sam, and Dick (big D), still got together from time to fuck. But they also had normal jobs and regular life, so I didn’t have too often., as far as I know.

A few months into the lockdown, I started to date one of my co-workers, Lily. She was really sweet and pretty and we hit it off. So I was working, studying, hanging out with my friends, and even having a girlfriend, life was going great. 6 months into the relationship shit I started getting bored again, and having my old craving, me and Lily were fighting all the time and we were not happy. One day I was at a coffeehouse to meet Tom. We were talking, complaining about work and so on, then I told him about our fight and that I was thinking about breaking up with her. After a few hours we got up and decided to head home, Tom invited him to his place for some “relaxation”, knowing I would say no as I had done every time in the last 9-10 mounts, but this time I agreed. We got to his place and started talking about old times, how we use to fuck every day, the clothes I liked to wear, and about the weekend we spend all together. The next moment, we were naked, and I was giving him a blowjob. The next moment he turns me over and started to lick my ass, I felt the need to fill him inside of me again. He started to slowly penetrate me, and I felt some pain, I haven’t been fucked in almost a year, but then the familiar pleasure was back and the pain faded away. While he was fucking me all I could think of was, is this cheating, no because I’m not fucking anyone. Then the roles reversed, I fucked Tom and said fuck it, we were done anyways.

After that day, I started to hang out with the boys even more, but never all together. Me and Tom were fucking again, I met up with Ed and Sam from time to time, mostly taking it in, they were the more active fellas normally, but not always. Dick was out of the country, working, so we didn’t get to see him, but constantly teased him, with pictures and clips. Things were getting more crazy than before, I met up with Sam for lunch, and end up sucking him in the bathroom, met up with Ed for a drink, end up getting fucked in the alley behind the bar. I was still dating Lily, we were fighting less now so keep dating, and it was exciting for me to keep my other life a secret from everyone, after all, Ed and Sam also had girlfriends, and still fuck me, Tom, or each other, from time. One time we were all at a party with some other friends, and we run out of beer, the boys volunteered to go to the store, and I went with them. Tom and I, ended up getting fucked in the lobby, I don’t know how we didn’t get caught. On another occasion. I was with Lily at the mall, and while she was wandering around the stores, I met up with Sam in the mall bathroom for a quickie. We were just having fun with all of it.

After a few months, we still ended up breaking up. I found out she was cheating on me, and to be honest I wasn’t judging her, after all, I was taking more dick than her. We broke up as friends, after all, I liked hanging out with her. I also ended up keeping some of her panties, I just like to wear them even though there were a little tight, and it seemed fair since I got rid of all my other stuff when we started dating. After Lily, I wasn’t looking for a new relationship, I just wanted to have fun. I had good progress in the guy, I was looking fit and slim, so I started to shave my whole body, wanted to be nice and smooth and I liked it that way. Even got Tom to come with me and get smooth as well. He didn’t like it as much but still did it for me. We spend the next 2 months, doing whatever we want and whenever we wanted to. At the beginning of the summer, Ed and Sam broke up with their girlfriends, Tom was still going out on dates with guys from grinder, but nothing special like me. We all ended up single for the first time in a long time.

It was summer in July and the lockdown measurements were softer. Dick had come back, and we all met up for coffee. Started to talk about old times and teas each other up, we talked about the weekend we all spent together, and how I was their little bitch maid. Then we talked about the trip we never took.

- “Why don’t we do it now?” – asked Sam.

- “Yea we can plan something and go all together” – said Ed.

We all agreed that we are free and this was something fun we need to do.

“This time you don’t need to be our bitch, unless you wanted to” – said Dick, “Let’s just go and have an amazing vacation.”

We found a nice remote house in Greece, right on the beach, 2 stores up, with a big living room, nice kitchen, and 5 bedrooms each with a separate bathroom, it even had a backyard. We booked it up for the end of the month and everyone started to make plans.

We were all going as a friend, to relax, have some fun, and fuck each other like old times. Even though they told me that I wasn’t going to be their bitch this time I had other plans. Since, it was going to look weird, carrying all the women’s clothes and toys I wanted on the plane, I ended up ordering a bunch of stuff online to be delivered the day at the house the day I arrive. Since I was able to work from home If needed, Tom and I ended up going 2 days earlier than everyone else. We flew in the morning, rented a car, and got up to the house. It was amazing, secluded, right on the beach, and so peaceful. We picked up rooms, they were all the same and unpacked. Tom suggested we should go for a quick swim, so I agreed. Of course, we went skinny dipping, the water was clear and warm. We ended up having sex on the beach in front of the house, there was no one around so we didn’t care. In the afternoon I had to do some work, so Tom went into town to pick up some food. While he was gone my delivery arrived, perfectly planned.

Tom got back, and we threw some stakes at the grill and chilled in the backyard. After dinner, we were talking about what should we do all week.

- “I don’t have any special plans, I decided to just wing it” – said Tom.

- “Well I have a lot of plans in mind if you are up to it”

- “Yea? Let me text the boys then, we are the head of planning, except for a few surprises of course.”

They all agreed and told me to keep it to myself, more fun that way.

“So you want to see where my plans start?” – I asked Tom.

We went to my room and I shoved him all the stuff that I got. I had ordered a ton of clothes and toys. We had bras, thongs, miniskirts, blouses, and cute little tank tops. Different kinds of summer dresses, pantyhose, long socks, and high heels shoes. Different color wigs, all kinds of makeup, and nail polish. The toys were also amazing, different size vibrators and dildos, for when you felt like playing alone, a butt plug for all of us, and so much lube. I even got 2 sex dolls one normal, and one of a man with a hard cock. He was amazed at the sight and asked what was all that for.

- “Mainly for us” – I said.

- “For us?”

- “Yea I want us to dress up together and be the sluts we were meant to be”

He knew I liked to dress up, but he was not expecting the same from him. We took a shower, mostly to shave up any missed spots. After we started to try out the different outfits, just to see how they fit. Then started to play with different toys, to see if they work and how do they feel, we took the double dildo and stuck it into each other, just like in the porn movies. It was kind of hot, fucking each other with it, then he took the women’s sex doll and started fucking it in the mouth, while I decided it was time to ride the male one. It’s not like the real thing, but not bad. Before we went to bed I told him we should stick the butt plugs in, and sleep like that, and he agreed.

The next morning, we got up early, I was in the kitchen making coffee when Tom got down. I asked him if he is participating in my plan, but he was still hesitant. I reminded him how he convinces me to stay over the weekend last time and I had no regrets. After that, he was all in, after all, that was what this vacation was all about, and anyways when I was not around he was the one getting fucked so it’s not like he didn’t want it.

We got dressed and went to the town to explore. It was filled with young people, it had different coffeehouses and restaurants, and bars I told him we should definitely check out at some point. We went to the local supermarket, to stock up. We got food and soft drinks, a ton of alcohol, and cigarettes. We wanted to get all we needed for the boy’s arrival so we can start the party. We went back to the house, and I had some work to do, so Tom decided to take a nap. When I was done I decided to check up on him. He was still asleep, I figured to wake him up nicely. We weren’t wearing any clothes at the house, so he was sleeping naked, I lay next to him and started to suck his cock, with no movement on his side, but he was getting hard. After a few minutes, I got on top of him and started, adjusted his cock in me, and started to jump up and down. Still no reaction from him, and I was already getting close to finishing. I stood up, lifted his legs on my shoulders, spit a little on his ass, and started to fuck him. Then he started to laugh and moan. I ended up finishing in him and then sucked him off until he came in my mouth, I drank it all.

It was the evening and we were out laying on the sand in front of the house. I had some idea of how we should surprise the guy’s tomorrow, and if he is up for it. “I told you I’m up for anything, I will not object this weekend”. We lay there, discussing my plan. We went back in, cleaned the sand out of our asses, and got to work. The plan was to dress up as school girls and surprise the boys. But I wanted to go all in, so we picked out our uniforms, white bra, white panties, short skirts, and white blouses on top, with long socks to the knee, and little high heels. Tom decided he was going to wear the blond wig, and I ended up being the brunette. We painted each other nails and toenails, bright red for me, blue for Tom. And we went to bed early so we can get up on time and get ready. The next morning, we got up, chilled for a bit, drank some coffee, and started to get ready. With our nails done, all was left to put on some makeup and get into the clothes. We did our makeup as much as we could, put on some red lipstick, and got dressed. With the wigs and all, we looked hot. We posed for a while in front of the mirror and took a lot of pictures. I was getting horny and was thinking of riding the sex doll again but decided to wait for the other.

Not much long after they pulled over. We saw them walking towards the house and waiting at the door. The surprise on their faces when they saw us dressed like that. We shoved them around the house, while vigorously shaking ass in front of them. We let them unpack, and went waited in the living room. They got down in a little bit, all wasted up and fresh, dressed in shorts and t-shirts. Dick was wandering around, while Ed and Sam sat on the couch. Tom and I sat on their laps and we started talking about the house and told them about the nearby town, and the nice beach we have in front of the house. I got up to get a cigarette and sat on the edge of the armrest, on the armchair Dick was sitting. He started to caress my back slowly going down to my ass, while I was smoking, leaving red lipstick marks on the cigar. I felt so hot and horny, like a whore waiting for some action. We also mentioned cloth is optional this weekend, and they commented on our choice. Dick asked if we were dressed like that for any special occasion or if we are planning to be like that all week. I told him that we are full of surprises, and so I got up and put on some music, took Tom, and started dancing.

We were going up and down slowly caressing our bodies, and making out. We saw the pants of Ed and Sam were like tents. So we started to move towards them, kneeled, and started to rub them off. Then took out their cock and started sucking so thirstily. I looked to the side and saw Dick just sitting there watching, got up and sat on his lap and started to kiss him. In the meantime, Tom was working both cocks. Big D picked me up, laid me on my back took his dick out, and started to fuck me in the mouth. I was choking a bit, but nothing new. When I looked up I saw that Ed had put Tom on all fours pulled down his panties and was fucking him hard right next to my face. The next moment I started to feel something, Sam was pulling my panties off, lifting my legs, and starting to fuck me. D was still fucking my mouth, but from time to time was letting me breathe as he was also giving it to Tom, to suck. After a few minutes like that, Sam pulled out his cock, put some lube on my hard dick, and just sat on top of it. At that moment Dick went in his place and started to slowly penetrate me. Good thing my ass was already prepared. It didn’t last long, with Dick hitting me in the right spot again, I came into Sam’s ass. After he felt his ass filling, he started to come on top of me, even managing to get some in my mouth. While we lay there on top of each other we looked aside, Ed had pinned down Tom and was still fucking him hard, the next moment Ed felt something, Dick was on top of him, penetrating his ass. They were fucking each other for a bit, then Tom started to breathe heavily and came to the ground, in the same time Ed came into him. After a few strokes, D took his dick out and started to masturbate and cum all over us. We were laying there laughing and smiling.

After the meet and greed, everyone split, Tom went to lie down, the boys went to test the water and I took a shower to clean up the makeup and the sperm. Then went out, they were laying there, with red lipstick still all over their cocks. We stood there and enjoyed the sunset. At dinner, we shared that, that we should get to town, visit a bar, and maybe do some sightseeing. Ed joked that he thought that this was sex weekend, and all we will do it fuck and sleep. Well not 100% of the time, but mostly yes. They said that I was the guide and to make plans for the next few days. They teased me there are prepared a surprise for me, but did not reveal it yet. After dinner, I wanted to show off my purchases. I showed them the clothes, took out all the toys from my room, left the 2 sex dolls in the living room, and told them to have fun with them. They pulled out all the plugs and told them to wear them tonight. I gave one to Dick as well, but since I have never seen him be passive, or anyone fucking him, I didn’t know if he is willing to. I told him no pressure and that he doesn’t need to wear it, he took it looked for a second, and asked me to put it in him, he was up for everything this week.

To be continued in Part 2