My (24F) roommate (27M) recently went through a breakup. Roommate and his GF seemed to be a great couple and spent a lot of time together and shared a lot of similar interests. Was really out of the blue when I heard they split and roommate did not take it well at all. We talked about it and he said she ended things because they weren't compatible and didn't share enough similar interests.. again.. odd to me since I saw the opposite.
A couple of weeks later, we're drinking again and partying with a couple of other friends and my roommate gets up to go to the bathroom (or so I thought). I'm dying for a cig and wait for him to close the door and start making my way towards his bedroom to steal a cig. His bedroom door is right next to the bathroom door so it's hard to tell which door is opening and closing without visually looking. I guess this time he didn't go to the bathroom and instead to his bedroom to uh.. relieve himself. No idea why his bedroom instead of the bathroom but I open his door and he immediately jumps and tells me to get out. I didn't see anything so just thought I surprised him so thought nothing of it. He eventually came back out and seemed a bit shy after this but eventually, was back to normal.
Our friends passed out early (probs around midnight but can't remember ha) but roommate and I weren't done drinking and chillin. We left them in the living room and went to my room to continue drinking and taking turns playing shit on YT. He starts talking about his ex and tells me why they really broke up. Apparently he wasn't large enough down there for her and said it wouldn't work out in the long term. I kind of laughed a little when he told me this because it was just.. idk.. unexpected? Ha. I was drunk okay. I saw his facial expression change a bit when I laughed but I explained it was just because it was out of the blue and that not all women are going to be like that. He says he disagrees and that he wont find anything long term because of it. I don't believe it can be that bad. I've been with about 9 men and a couple have said the same thing and it wasn't true.
We banter a bit and I dare him to just show me so I can give my opinion and hopefully cheer him up or help him gain a bit more confidence or whatever. He says he can't cause he is too drunk and get hard or whatever. I still egg him on but eventually drop it because I don't think he's not budging and don't want to push him too much. Just wanted to continue to enjoy the night. We eventually pass out and nothing happens that night.
Next weekend, we are drinking again as we do every weekend. This time it's just us since we just wanted to relax and didn't want the stress of entertaining others. I can tell throughout the week he has still been in a funk and hate seeing him like this because of this one girl's preference. After a few drinks, I tell him I have to go change into something more comfortable. I go change into a crop top and some shorts but without a bra or underwear. I honestly wasn't sure if it would work because he has never made any advances on me or hinted at liking me like that. Even I don't feel attracted to him in that way but it kind of turned me on thinking about teasing him and trying to get him hard. I come back out and we continue doing our regular thing. Drinking, watching music videos and talking about life.
I guess like an hour goes by and I want to bring it up again before we get too tipsy. He's sitting on the couch and I'm on the recliner which is kind of at a 90 from the couch. I casually slink one of my legs over one of the arm rests while we are talking so it's subtle. I can deff feel it's a bit more "breezy" but I don't think it's obvious I'm doing it on purpose or too much. I wait a few songs and bring back up his issues with his ex and start trying to get him to show me his dick again. He says the same thing; he's too drunk to get hard but I know his levels of drunk and he wasn't that turnt. I told him to just TRY and I can help him as I move just a bit to spread my one leg just a littlee bit more. I don't know if that did it but I finally convinced him to show me his cock. He says he will be back to make sure he's good whatever that means (maybe trim or something).
He comes back and is about to show me but says he just got a little soft again and doesn't want to be too embarrassed by his size and wants to be at his "max potential". I offer to help him get rock hard and what he would need to get back to where he was. I can tell he wasn't comfortable asking for anything specific so I helped him by offering to play with myself while he watches, getting in his pants for a HJ or if he wants to me to straight suck him off. He made a subtle facial expression when I said he can watch me play with myself. He pretty much said "I don't know" after rattling off his options so I mentioned "you want to watch me play?". He just said "yes" and that was enough for me.
I recline the back of the recliner and kick up the foot rest and spread my legs as wide as I can. I moved my shorts to the side and start rubbing my pussy and fingering myself. With my other hand, I slowly move up my stomach and start playing with my tits. I'm wet af thinking about this guy watching me and teasing the fuck out of him. I don't know what he was doing as I was reclined back but it deff worked as he told me to come to him. He says he's rock hard. I get up and pull my shorts down so my pussy is just showing and I continue to rub myself so he stays just how he is. I grope his cock over his shorts and he is indeed hard af.
Continuing to rub him over his shorts I get down on my knees and move my face close to his crotch while slowly undoing his button and zipper. I reach into his boxers, pull out his cock, slowly run my tongue up his shaft until I reach the tip. Honestly, it's not as small as I was expecting (I've seen pretty small cocks on the internet). I shove his cock as deep as I can in my mouth. It is just hitting the back of my throat. The other guys I've been with go down my throat a little bit so I can tell it is a bit smaller but honestly, this isn't too bad. It's actually enjoyable. I do my thing and give him my honest opinion. I love his average or smaller than average cock. It fits perfectly in my mouth. He deff smiles and I can feel him push his dick as far as he can into my throat.
While I'm sucking him off he tells me I have such a perfect pussy and he wants to taste me. I ask if he's serious and he said ya. I pull off my shorts as I continue to suck him off. As soon as I have my shorts off I stop and lay on my back with my legs spread wide open. He doesn't say anything and gets on the floor with me. I close my eyes and rub my breasts while he rubs the inside of my thighs and eventually working up to my pussy. I pull him in and he comes down on me. He runs his tongue up my thigh slowly and eventually makes it to my pussy. OMG. He's so slow and I feel everything. I have no idea how he learned how to eat pussy like this but I came so much I could feel my cum dripping down my asshole and ass crack. God were my legs shaking. He did his part and I needed to finish him off.
I grab him and push him down on the ground as well and continue sucking and getting him as deep as I can in my mouth. As soon as I felt him about to cum, I slam his cock as far back in my mouth/throat as possible. He starts throbbing and I can feel the first load hit the back of my throat. It was intense. I usually back off a little to keep it in my mouth but I felt that he was perfect length where he could shoot right down my throat. I felt his cock throbbing and throbbing and throbbing as he pumps each load. I think he got some in my nose ha!
I thought it would be awkward after this but it wasn't. We put our clothes back on and were so relieved and happy. We kept drinking and listening to music that night until we passed out on the couch.
The next day, I didn't feel any regret or anything towards what happened. I asked him how he felt and he said he was okay too and it wouldn't change anything between us. I guess he means it wont change the roommate situation/feelings but I honestly wouldn't mind doing this again. I am giving it a couple of days so he can process it and will bring up the possibility of continuing the benefits for each other. Fingers crossed!