How I became a cheating slut

I’ve shared many of my stories in the past, but here’s one from when I was younger. I was in my late teens, and fresh out of high school, and I decided to move in with my boyfriend at the time. We both had extremely high sex drives, and it seemed we couldn’t get enough of each other. Alan (my boyfriend at the time) was well aware of my recent discoveries of exhibitionism and how much showing off turned me on… and he seemed to like it as well. At the time I was really concerned about being seen as a slut, so I preferred my exhibitionism to appear accidental… and Alan loved to tease me with ideas to show me off to his friends and random strangers… and honestly I was hoping that by moving in we would have more time to explore those ideas… I just felt lucky to have someone that was OK with me occasionally showing others my pussy, and also being a great fuck.

Alan lived with his father still, but his father was going to be in another state working a construction job for a couple months… so we basically had the house to ourselves. The only other person there was Alan’s grandfather, and he rarely left his room for anything other than to get food. He was very hard of hearing, and never said a word, just the occasional grunt. Alan told me he had his own restroom, so other than getting food or a drink he rarely left his room. Apparently he’s a bit senile, and masturbates a lot… i was told to never go in his room without him being prepared, because chances were good that he was watching porn and masturbating. Kind of sad, but i was glad he still got aroused at least. Alan worked over night, so he’d sleep between 10 in the morning and 6 at night… and because I enjoyed sleeping with him, I started sleeping the same hours as well. We’d always fuck before going to sleep, and often would again sometime after waking up.

Alan seemed to enjoy showing me off almost as much as I liked being seen, but he always made it very clear he didn’t want me fucking anyone else. Teasing was fine, but he couldn’t handle more than that… he liked knowing other guys wanted me, but couldn’t have me. I was content with that, and during sex we would often discuss fantasies about scenarios where a friend would walk in on me naked… or one of his buddies secretly watched us fuck. That coming weekend would be the first weekend that I’d be living with him, and a group of his friends always came over to smoke, drink, and play games at his place… so we discussed ways I could “accidentally” show some skin or be seen.

We laid on our sides in bed as Alan fucked me slowly from behind and said “would it turn you on if Billy walked in on us right now?… what would you do?”. No one else was in the house at the time (other than grandpa), so I knew he was just playing scenarios. I responded between thrusts “I’d try to act like I didn’t see him for a long as possible, and then hesitate to cover up so that he could see as much of me a possible before I acted like I didn’t want him to see and got under the blanket… do you think he would do that?”. Alan grunted “any of my friends might… I can tell they all think you’re sexy… I’ve seen Jose stare at your ass many times when he thinks I’m not looking”. I moaned “maybe I can put on a robe after a shower, and find a way to let Jose get a peek of my bare ass… maybe with a little pussy peeking through”. Alan seemed to enjoy that thought as I felt him empty his balls inside of me.

Around 9 that night, my best friend at the time (Evelyn) came by with her new boyfriend and a bottle of tequila. I knew Evelyn was coming over, but I didn’t know that her recent boyfriend (i don’t even remember his name) would be joining her. We greeted them both and I asked Evelyn to join me in the kitchen as Alan and her boyfriend got to know each other. I asked Evelyn “you didn’t tell me he was coming with you… I don’t want to be disrespectful to Alan by having a guy over here while he’s not home”. Evelyn apologized by saying “I’m sorry, he came over unexpected and then invited himself… I didn’t know what to say… he’s honestly been getting on my nerves, so I might just ask him to leave in a bit”. I understood where she was coming from, I think we’ve all been in awkward situations like that… so I told her “it’s cool, I get it… let me just talk to Alan real quick so he doesn’t get the wrong idea”.

We walked back into the living room and Alan got up to get ready for work, so I followed him in the bedroom. As soon as the door closed Alan said “Holy shit, that guy is annoying as fuck”. I did my best to give an apologetic face and said “I’m sorry, I really didn’t know anyone else was coming… I thought it would just be me and Evelyn tonight, but she did say she might ask him to leave after a bit because he was getting on her nerves to… she goes through boyfriends fast, so this will probably be the only time we ever have to see him”. Alan said “It’s OK, I’m just glad I don’t have to deal with him…” Alan gave me a squeeze and then added “so… are you going to tease him while I’m at work?”. I was honestly caught off guard by the question, as I hadn’t even considered it. I was just concerned with Alan being upset… but seeing as we talked about it a lot, it made sense. I gave him a little slow kiss and lingered close to his face as I looked down shyly and said “I hadn’t thought about it… but I could try to, if you’d like that”. Alan ran his hand under my shirt and played with my breasts as he said “I would like that… I want to know all the details if it happens of course”. I said “of course” as his fingers flicked my nipples back and forth.

Alan reminded me again (although it wasn’t needed), “no fucking… only teasing, ok?”. I smirked as I told him “of course, I only want to tease anyway… you can Fuck me when you get home”. Alan gave me another kiss before saying “I really need to go, I’m running late… I’ll see you in the morning”. We walked out into the living room, and Alan told everyone goodbye as he walked out the door. I sat down next to Evelyn, and grabbed my weed pipe and took a hit. Evelyn’s boyfriend was a stocky guy in good shape, and looked to be in his mid 20’s (which was mature in my eyes at the time), and over all a very attractive guy… I could see why Evelyn would want to be with him… but it didn’t take long before I found out why he seemed to get on everyone’s nerves.

I passed the pipe to Evelyn and put on some music as her boyfriend pulled out the bottle of tequila and said “let’s get this party started!” As he went into the kitchen to find shot glasses. I heard him going through the cabinets as I looked at Evelyn and said “he’s just going through Alan’s stuff, that’s kinda rude”. Evelyn blew out her hit and said “I know, I’m sorry… honestly he’s just a good fuck… I’ll dump him once I get bored with him” and then took another hit. I laughed while saying “I understand” as he strutted back into the living room with a stupid grin. He started pouring shots as he said “Hey Diana, I noticed you have a hot tub outside”. I just responded “yeah, it’s Alan’s dad’s” as I took another hit off the pipe.

Her boyfriend then took all three of the shots he poured and then laughed, I’m sure knowing we assumed he was pouring them for all of us, and then said “so let’s take the party outside into the tub… why let it go to waste?”. He started pouring more shots as I thought about it and looked over at Evelyn. Honestly, he was so obnoxious that I didn’t even feel like teasing him anymore… but I thought about Alan, and I think he was wanting me to… and I didn’t want to disappoint him. This time he passed us each a shot (which I later learned was double shots) as Evelyn said “we don’t even have our bathing suits… and don’t expect us to get in naked”. We both took our shot and reacted with cringy faces… neither of us really drank heavily, usually just some casual drinks and some smoke. Her boyfriend rolled his eyes and said “you guys are lame” as he poured another round.

I sent Alan a text telling him about the hot tub suggestion to see how he would feel about it. It was awhile before he could reply, and in the meantime we continued to take shots and bullshit about what we were going to do now that we graduated, and how happy we were to be out of there… her boyfriend kept trying to change the subject to sexual things, often telling us about times he was with 2 girls and how well he could handle them. It was obvious why he was bringing it up, and he didn’t seem to bother to hide the fact he was checking me out. I wasn’t wearing anything revealing, just a t-shirt and jogging pants, but he would look me up and down a lot. I hated the guy, but the more I saw him look at my body… and the more shots I had, the hornier I got. I was starting to hope Alan would be on board with the hot tub idea.

I checked my phone to see that Alan had replied! He said “I guess with Evelyn there he won’t get out of line, and it might give you a chance to let a nipple slip”. He then replied as I was reading it “I have extra bathing suits for him to use, Evelyn can use one of yours. I don’t want him being naked”. I replied back “I completely understand. He really is obnoxious, lol”. Alan said “give the obnoxious bastard a little thrill. I’ll fuck you when I get home ;)”. My pussy started to heat up, and I realized I had probably had to much to drink as I watched him pour another round of shots.

I noticed that Evelyn was feeling really good too, as she giggled and started flirting with her boyfriend more. I suggested “why don’t we slow down on the shots for a bit and just have some wine?”. Her boyfriend responded “lame!” as he did his shot and Evelyn followed suit. I replied “You can wear a pair of Alan’s swimming trunks if you guys want to get in the hot tub… I have an extra bathing suit you can wear, Evelyn… we can take the wine out there and relax”. Evelyn said “sounds like a good plan”as she quickly stood up, but then fell back into the couch again laughing… it was obvious she was a lot more drunk than I realized… and as I got up to help her stand, I realized I was a lot more drunk than I realized as well. I looked over at her boyfriend, and he was just staring at my ass with a grin. I felt my pussy throb a bit, but I ignored it and I asked him to help me get her into the bedroom.

We got her back there, and laid her on the bed as she continued to laugh hysterically. She sat up and took her shirt off while I pulled out a couple of bikinis and threw them on the bed, and her boyfriend was quick to undo and remove her bra as she let out a “Wooooo!” followed by laughing. Evelyn gave a little shimmy despite not having very large breasts (a decent b cup with little puffy nipples), and I fell on my butt while bending over to dig in my dresser. We all laughed and her boyfriend looked at me and said “do you need some help getting your shirt off too?”. I playfully rolled my eyes and said “I’ve got a boyfriend, so you don’t get to see me naked… your girlfriends tits are right there, enjoy them!”. I knew adding he wouldn’t get to see me naked would make him want to see me that much more… and I hoped he would… It just had to look like it was an accident, or I didn’t know.

I tossed him a pair of shorts to wear and told him to go to the bathroom to change, and I’d help Evelyn. He responded by saying “I don’t mind changing in front of you guys” as he started lifting up his shirt. Evelyn laughed as she jumped up and stopped him and playfully smacked his arm. She looked at him and said “stop making her uncomfortable and help me out of these pants,I want to get in the tub”. I stood up and watched as he pulled her pants done while she wiggled out of them, and I admired her body wearing nothing but panties… she looked incredibly sexy. Evelyn reached for her bathing suit as I said “I guess I’ll go change in the bathroom since he doesn’t want to”. This guy was such a pompous jerk, and you could tell he really thought highly of himself. “Don’t be so uptight” he said before adding “if you want to join us in a threesome, I’m sure Evelyn won’t mind”. I scoffed and said “keep dreaming, pal… I’m happy with my boyfriend, and I’m not a whore” as I walked out the door.

I didn’t bother to close the door behind me and I heard him tell Evelyn “talk to your friend about having a threesome tonight”.