my first few times meeting guys online [FM]

Im a kind of nerdy girl who always seems to be quietly in the background. I have friends but am awkward talking to people I don’t know. I am very bad at dating. I guess Im good looking Im just short and skinny. I’m 25 and this all happened when i was an adult. Ive had some less than ordinary sexual experiences because I am a very awkward person but still pretty sexual.
so about a couple years ago a friend of mine was telling me about this website she was on where you could meet older guys who were well off and hang out/hook up with them. It sounds really bad but I was in school and had a shit job so I discreetly made a profile and kind of checked it out. I was broke and suck at relationships and dating so I thought Id try. I ended up meeting with a few guys and it was a pretty weird set of experiences. You get to talk with them beforehand and check them out a bit so they’re not total freaks but it is strange meeting them and kind of doing awkward negotiations. I kind of went for married guys who were somewhat good looking and normal. It ended up being different than I expected thats for sure. I can’t exactly talk about this with my friends but I thought Id write about some of the weird meetups ive had. please dont judge me im not exactly proud of these but I can make my own decisions and people are way to hung up about sex. I like writing and used to want to be a writer but dont usually . I thought id write about the first guy and see if anyone likes it and then maybe some of the times after that and then maybe the absolute weirdest one.

the first guy:
I was super nervous and went to this guys condo after talking to him online for a bit. He seemed like a kind of nerdy older guy who would be pretty harmless. I almost didn’t go in after getting out of the cab and I ended up kind of standing in front of his builidng until I got up the nerve to knock. He let me in and we had drinks in his kitchen for awhile. He was 40 and kind of good looking but we could not get a conversation going at all. I was nervous and just stared at my drink in my hand while he just stumbled through small talk. I was thinking of ways to bail and feeling pretty uncomfortable. After a few drinks he asked If I was down to go to the bedroom and I just followed him down this hall with pictures of what I assumed were his wife and kids on the wall. We sat on the bed together awkwardly on this big bed in this huge room with all this fancy stuff everywhere and pictures of all these random people. We sat there for a bit and then he blurted out that hed never cheated on his wife before. Then it was really awkward. I had no idea what to say to that and wanted to leave pretty badly. Instead he put his hand on me and I just sat there and let him awkwardly grope me and take my clothes off not knowing what to do. He took my shirt off and then struggled with my bra until I was just topless and almost frozen in a mixture of being ashamed and totally unsure of what to do. He pushed me down and pulled my pants off and there i was naked on this bed and he was just kind of touching me with all his clothes on while I lay there and wasn’t sure what to do. Then he took his clothes off and crawled over me and started biting at my nipples and my neck pretty aggressively so I asked him to go down on me. Anyways he starts to lick me and I go from awkward as fuck to wet as fuck right away, moaning for him not to stop and squeezing my legs uncontrollably until he makes me cum in like two minutes. This took me by surprise because I was not ready for that at all and it usually is hard to make me cum by licking me. I was just coming down from the orgasm and all of a sudden hes over me and he slides his cock in me just like that. He was kind of big and it was all at once, so I was gasping as it hurt a bit and just couldnt think about anything else for a minute. Meanwhile he just started to do me missionary for a few thrusts and then groaned really loud and kind of lay on top of me as I can feel myself get super warm inside. Anyways I had forgotten about the condoms beside us entirely and he was just on me and i could feel his cock deflating in me and this gooey mess between my legs. He was crushing me a bit and was sweaty and all I could think about was how he had just cum in me. So he pulls out and sits up and there’s just cum everywhere between my legs and im basically at a loss for words. I just kind of blurt out that we had agreed to use a condom and he asks me if I was on the pill which i am and then he says he doesnt have sex with his wife and hasn’t had sex in 2 years. I had nothing to say to that and he just went to the bathroom and closed the door and turned the shower on and then came and got me to get in the shower with him. I washed myself while he stood behind me and touched me everywhere with his hands, rubbing himself against me and trying to nibble at my neck. I got out of the shower and dried off while he just stared at me and then i went and got my clothes and I left. So yeah…. weird yes, romantic definitely not, and I was only into it for like two minutes of getting eaten out. I didn’t even go back on the site for a month.

the second guy
After several weeks I ended up going back on and talking to a couple other guys and thought Id give it another try. I went to this guys house, he was a businessman and he had just moved and his wife was away. I went over and he made dinner and we ate food and had some wine and he was nice and relatively good looking. There was no way I could make myself not feel totally awkward but he was trying to make it casual. I was pretty nervous after the first time but he was talkative and the place was really nice and I ended up getting comfortable. After dinner we watched a movie on the couch and midway through he kissed me and we made out for a bit and then kind of got naked. He was pretty fit and said he wanted to jerk as I fingered in front of him. I was already wet and that turns me on so i spread my legs and actually got pretty into fingering myself as he watched and jerked in the chair across from me. I had done that with a couple boyfriends before but it seemed to get me more excited than it had other times. Its not that hard for me to cum using my fingers and I did after a few minutes and had a pretty good orgasm. After he just picked me up and lay me on the bed and put a condom on and then slid into me missionary. We did it like that for awhile and then he got me to get on top and then doggy. He was actually really good and i came twice and after it was done he said he had work to do and I showered and left. I ended up going to his house 4 more times with the same kind of dinner and part of a movie thing until he just messaged and said it wasn’t going to happen again. All in all it was still weird but not that bad.

the third guy
This was after my more positive experiences with the second guy and I was broke and thought I’d try again. I went to this guys place who I had talked to for a bit. It was a super nice house and when I got there he had all the curtains closed and this bed laid out in the living room and he wanted to do it right away. I had thought it was awkward to kind of hang out first but this kind of made me more ashamed about myself. I thought about leaving but instead took my jacket and shoes off. He sat on the bed and told me to strip for him right off the bat. I was pretty mortified as I cant dance or do stuff sexily like that and didn’t want to but he kept asking. So i just slowly undressed and shaked my hips a bit. He pulled his clothes off and he had this long thin veiny penis and it was half hard and he sat there and tugged it until I was naked and he told me to sit on the bed. I was realizing he wasn’t attractive at all and he seemed way older than 35 like he said. I didnt know what to do so I just sat there as he groped me with one hand and jerked himself with the other. He kept putting his hand between my legs and trying to finger me but it was cold and I wasnt turned on at all. It doesn’t exactly feel good when I’m not wet down there. Then he asked me to suck him so he sat on the bed and i kneeled between his legs. He still wasn’t hard and it seemed really long and shrivelly and the tip was like a red mushroom head. I put it in my mouth reluctantly and just tried to make my mind blank. All I wanted to do was teleport out of that situation. I kind of took him in my mouth all soft and just sucked and licked it while he groaned but he never got hard. I’d stop after a bit but he told me to keep going. Eventually I just stopped anyways because nothing was happening. He seemed angry and he got me to bend over the bed and I felt so exposed as he touched me from behind. He was touching me but I wasn’t wet at all and I kept twitching. He just groped me more and tried to finger me as I waited for it to be over. After what felt like forever he told me to get dressed and leave so I just hurriedly threw my clothes on and left. I stayed at home for a day and felt pretty weird about it for days.

Source: reddit.com/r/gonewildstories/comments/5v9dqq/my_first_few_times_meeting_guys_online_fm