The time I [M]asturbated with and then [F]ucked my best friend.

Hey guys, back with another story since you guys liked my last. This one took place during my senior year of college. It was a mellow weekend and there wasn’t much happening on campus. That being said most of my guy friends who I’d drink with every weekend were gone so I was planning on having a chill night maybe doing some homework until Rose hit me up asking to hang just cause her friends were also gone and she wasn’t up to much.

Now me and Rose had been friends since the first day of college since we lived on the same floor but had never had any sexual history. Only a small peck here and there at a party while we were drunk it was a pretty “regular” friendship. The farthest it had gone was us changing in the same room but we’d always just look the other way if it involved us getting naked. Anyways she was gorgeous. About 5’5, white with blonde hair. Had a nice ass with skinny legs and C, borderline D cups above. She was as hot as they come and she was one of my best friends. I’m sure I would have fucked her much earlier but I had a girlfriend and she had a boyfriend most times so we were never really single while the other one was. However, during this night she had gotten out a relationship and it was the first time we were both single in college.

Anyways she invites me to come hangout and smoke a little so I agree cause its not unusual. I head over and she opens the door in an oversized crewneck. Not that this is an unusual question but I jokingly ask “are you not wearing pants” to which she simply answers nope. It was a bit unusual because she had never really done that before but then again we both were pretty comfortable with each other that I didn’t think much of it. We go inside and start catching up for a bit while we watch some t.v. and then go to smoke in her garage. As we got I grab a quick glance of the black underwear she’s wearing underneath everything. It’s so simple but enough to get me a bit horny, just thinking about her juicy pussy underneath it. I come back to my senses quickly, thinking nothing can really happen, and head down to smoke.

We hit the bowl a few times and start feeling it pretty quickly. We continue talking and she asks what I plan on doing for the rest of the night. Now it was still fairly early like 9pm or something so we had a whole night ahead of us. I however didn’t have much planned. I just respond saying “nothing much all I had planned was some homework. I wish something was happening tonight so I could fuck but guess I’ll have to take care of myself tonight.” Now this would probably be odd thing to say between most people but Rose and I were close so we kind of make statements like that all the time and it was always just casual. She responds “to be honest same, I don’t have any dick I can get so I might just have to use my dildo on myself.” This took me by surprise because for some reason because I never thought of her having a dildo. I quickly respond “there is no way you have a dildo” to which she says “come up I’ll show you.” I agree and we hit the bowl a bit more and then go up to her room. She goes to a drawer and shuffles around a bit and pulls out her dildo. It was black and about sixish inches long. I’m stunned but I say something along the lines of “at least you got that to bring you some pleasure.” She laughs and says ya it helps her out. Now I’m really horny at the time and kind of out of nowhere spurt out “I’d love to see you use it.”

She looks at me a little crazy, because like I said we were best friends but had never done anything like that. I quickly try to recover and say “I mean we could both like masturbate together and nothing else. She seems a bit taken back but we are both faded so she agrees. I quickly take my pants and boxers off which she notices, and makes a remark about how eager I am. Chuckling, I respond how could I not be getting to masturbate next to someone as gorgeous as her. She laughs and takes her crewneck off revealing a nice black bra holding her perfect breast. We both sit down on the bed, my dick hard as ever and slowly kind of start. At the beginning, it wasn’t even awkward we were both just kind of in our own world. I was thinking about my own thing, getting off to it and she was doing her own thing. I glance over a few minutes in and notice her playing with her pussy without the dildo, moaning hard. Eventually she moves her underwear to the side and glides her dildo into her pussy with ease. She goes back and forth eyes closed in her own world, while I happily am watching. She keeps fucking her self with it eyes closed as I watch in amazement. While she keeps going I start stroking harder and harder, watching her pleasure herself wishing that instead of the dildo, my dick was in her .All of a sudden she freezes and I know she just cummed.

I still have my dick in my hand going back and forth and say fuck it, I’m gonna go in for a kiss. I’m way too horny at this point and know all I want to do is fuck. I slide over the bed and without thinking too much just lean in for a kiss and she kisses me back. All types of hormones are running high and soon we are passionately making out while she rubs my cock with her soft hands. I firmly grasp her boobs pushing the bra down and takes turns between kissing her to sucking on her soft tits. I roll over so she’s on top of me and finally remove her bra, letting her gorgeous tits hang. We keep making out and she pull away and for a moment we just stare at each other. She tells me to take my t-shirt off so I’m naked and she’s just on top of me with her underwear on. She slowly goes back a bit, moves her underwear to the side and slides my dick in. It glides in easily and she starts riding my dick. She bounces up and down, her tits doing the same and for the next few minutes changing the pace going fast then slow to fast again. After a couple of minutes she stops and we switch positions, me on top and her underneath. We fuck for a few minutes in missionary, but quickly switch to doggy. I get off the bed and stand while she puts her ass up inviting me to keep fucking. Before, fucking I remove her underwear, finally getting to she her beautiful pussy soaking wet. I go in give it a little lick and then glide my cock into it. I do to her what she did to me, going fast and slow while she moans for me to fuck her harder. We continue to fuck, me fully thrusting into her, while she moans louder and louder. At this point I’m close and say I’m about to finish expecting her to want me to pull out. Instead she responds to just keep it in and finish in her. Way too horny to think I release my load into her pussy and keep it in there for a second. I pull out and fall on to the bed next to her kissing her a bit and catching my breath. We both lay down and after a few minutes of being in shock, just discuss what happened. I let her know that i’ve thought she’s been hot for a while and she smiles.

Like I said the night had just started at that point so we fucked again that night and once again when we woke up in the morning. We would keep on fucking and keeping up our platonic act infront of others only to fuck when no one was there until I finally asked her to be my girlfriend. We dated for a long time until she happily agreed to be my wife :^) and we have shared many great sex adventures in our time from fucking our neighbors to our friends to fucking outdoors :^)

Source: reddit.com/r/gonewildstories/comments/fg8jo7/the_time_i_masturbated_with_and_then_fucked_my

29 comments

  1. That was hot as fuck. If you have anymore stories, I’d love to hear them.

  2. Aw. A happy ending. Good for you two. So Wholesome it brightens my bleak Coronavirus day.

  3. I stopped stroking in appreciation of the last paragraph. That was cute af.

  4. Hot and wholesome, it doesnt get better than this! How long ago was this? I love she went from best friend to amazing fwb who took you bareback to gf to wife!

    Also in past stories (which I was a fan of) you mentioned being tanned but not white, and having an Asian ex-gf. Are you Asian as well?

  5. Wait a hot minute… What happened between your neighbors/friends and you two?

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