Accidentally deleted this in my mini-purge so reposting :(
So I had been on a series of false starts, disappointments, and near misses at the time. Been in a dry spell for awhile thanks to being single and being off of birth control due to some medication I have needed to take. And even though I had been really needing a good sexing I am not one to go out and just pick up a random, anonymous partner. For some reason if there is no emotional connection (even if it is just as friends or a bond from common interests) I just have 0 interest and desire.
So I am just crapping around at work (been working a lot that winter break so I can make extra money with the free time from not being at all), but I am also kind of being a little bad and trolling Facebook when I get a message from someone I know from school who also lives in the area. We get to chatting and he mentions how he still hasn’t beaten Portal 2 in coop mode because his gaming buddy was bad at it and they just never continued with it. I kinda scoffed at him a little because Portal 2 isn’t exactly super hard as games go, so I thought I would help him achievement whore and get more points for his xbox profile.
I ended work kinda late because I picked up a few double shifts that week, so when I got there he was already in his pj’s and looked a little sleepy. Don’t blame him, but I convinced him to drink a coffee so we could throw down because frankly I could use some gaming time too. So we went to his room to start playing and after a little bit he starts to wake up a little. After we finish one of the puzzles he stretches and says he has to get something really quick. He leaves the room and comes back in with a couple small packages and a cup of tea for me and one for him. He sets down the two packages and I notice one of them is a box of condoms. I raise my eyebrow and ask what those are for. He just shrugs and says that they are for later. Honestly, the fucking super confidence that he thought he was going to get some turned me on more than a little… Especially since I had given out no hints what so ever that I was in the mood. But, ok, I was curious and wanted to see how he would try his luck.
I don’t know if he was trying to gauge my reaction or what, but he did sit down a hell of a lot closer to me on his bed. I pretended not to notice and kept pretending as he gradually moved closer until our legs and sides were practically on top of each other. We beat that puzzle too and I put my controller down and looked at him and asked if that was enough for one night, since we had been going at it for a couple hours and I needed to start thinking about bed.
He said “Not even close…” and just dove in for a kiss. I kissed him back and though “well, not the smoothest transition ever but it works…” and let him work on gently pushing me down to his bed and letting his hands roam all over.
And, wow, did they roam! I am not sure if he was just really eager or really inexperienced but he wasted no time in getting my breasts out and exposed from my dress. I didn’t get to see too much (but I sure felt it) because he kept his face glued to mine while he rubbed and squeezed my breast with his hand. I guess he then needed to reach lower, because he started working on my neck with his mouth. I will be honest, I could have done a better job and I just coo’ed a little bit and helped bring his shirt up so I could feel his skin on my nipples. But I was enjoying myself. He reached down under the dress I was wearing to move my panties to the side so he could gain access.
I thought to myself that he wasn’t going to have to work too hard there, I was already pretty wet and it was gaping open and ready. My only fear is that I still might be gross down there since I was getting over a period, but it’s not like he gave me a chance to let him know. (Thankfully, btw, I wasn’t bleeding at all anymore)
He moved back up to give me a kiss and look down at me, and that’s when I felt his finger go in. Except, I realized almost immediately, it wasn’t his finger at all. He just decided to go right for it! My lips parted and I could feel my pussy welcome him inside. It sucked in all of him and I could feel him pushing some of my juices out to run down my thigh and butt in a small dribble.
He sighed and started working his way in and out, making it in a little deeper each time he went back into me. I was so sensitive and turned on, I could feel every detail of his cock. I could feel the slight bend in his cock and how when he pushed in, it wasn’t a perfectly straight push. I felt how his head would slide along the bottom of me, and I hoped he left a little trail of precum there as he did so. Worst of all, I could feel just how hungry my pussy was, and how it opened so easily for him to go as deep as he wanted.
But, I didn’t think it was fair, either. Inbetween one of my gasps, I held his head to look at me and I told him that I wasn’t on the pill or anything. He grunted and said that it was OK. I told him as much as I wanted it, I really was not ready for a baby yet so we should probably do something before we got too far in to it. He said it is OK, he had it all handled. I guess it is a sign of how much I was turned on and how much I get off on the risk that I let myself be convinced by such a flimsy statement.
I have been cybering/sexting a lot lately while I have been single as something to get me by while I haven’t been doing the real thing. I thought a lot about all of the sexy things that I said or have been said to me, and then thought about that was happening right now. Right now I had a cock inside me of, unprotected, leaking away (hopefully), with no signs of stopping and my pussy just wanted more and more of it.
Soon, I felt him go really rigid inside of me and I felt his head swell up. I smiled and felt that familiar tingle down there I hadn’t felt in awhile. Knowing what was coming, my pussy started throbbing and begging for him to release in me. I clutched him, and held him down and let the tingling inside of me keep building up. I could feel his penis locking on to cum deep in me, I was ready. It felt so heavy. He started moaning and looked down at me “B***, I am going to cum soon…” I giggled a little bit and said “Well that’s the idea, dummy.”. But he told me to hold on and he pulled himself out.
Boom. Just like that I felt vacant, incomplete and had this huge sense of longing. I heard him go to his nightstand and to the box over there and opening it. I was just crying on the inside “no no no please no…” when I heard him tear the package of the condoms and but I knew it wasn’t fair to him given that it was very possible for me to have a baby.
He positioned himself over me and smiled and said “sorry, just had to do that quick so we didn’t have an accident…”. I smiled back and was like “Ok”, thinking to myself at least I could feel the warm spread even if it was contained by the condom. He easily pushed himself back into me and I thought it wasn’t too bad, at least he got the extra thin condoms so I couldn’t really feel the difference.
Soon enough, I could feel him building up again. He started grunting and asked if I was ready. I told him “yes… go ahead and let me feel your cum…” and that was all the encouragement he needed. He leaned down and kiss me deep. While he kissed me, he slipped me a pill on his tongue while he thrusted and emptied himself. I could feel his cock spasming all inside of me and filling me with a spreading warmth. I swallowed the pill more from reflex than anything else and immediately knew that he did not put on the condom. It was like a light switch, I pulled him so deep as he came and it started one of the most explosive orgasms I had in awhile. I think it was the combination of the surprise and the fact that I hadn’t had cum inside of me in a long time that I just started uncontrollably rocking against him as the entire length of my pussy throbbed and clutched at his shaft. I drank it all down, and I drank it deep.
He limped out rather than pulled out, and I could feel just what a wet, sloppy, horrible mess everything was down there. I was a little selfishly glad the skirt of my dress was hiked up while he did that or else coming home and sneaking by my parents and brother would have been… um… weird. I can’t say that his bed was in the same state though. :) Turns out that I guess he was playing me and that he also brought in a box of morning after pills. It was perfect… almost too perfect. And I wondered if maybe he had got insider knowledge somehow. Since I don’t exactly advertise this stuff irl, but I guess it worked out in my favor this time.
Quest complete.
Source: reddit.com/r/gonewildstories/comments/zno81r/an_old_memory_but_a_good_one_fm