Roommate

Roommate

Chapter One

My name is Elaine and I'm Forty-nine-years-old, with long blonde hair, and not a bad body, but I do have a 40C chest that seems to find men looking at them. I was married and ended up divorcing him, due to his drinking problem and abuse to me. I got the house and he was sent down the road.

I had a good job and was doing okay on my own, being able to pay my bills. I worked in an office with an all-female staff, and even a female boss, but I didn't mingle a lot due to me not wanting to go to bar and get another looser. A few years went by, but COVID hit, so, they shut down our office, and we all ended up working at home. My pay took a hit, causing me to need to deal with this problem.

Then one day, while I was looking around on Craigslist, I happened to see the section on houses and I looked at it to see if I could do something about mine. There was a section where people were looking to rent a room from people, and I thought that would give me some extra money, and maybe some company. So, I put a post saying I was looking for someone to rent my spare room. I was hoping to find another female, but all I got was requests from male, college students.

I answered a couple, even had some come look it over, but some seemed very weird, others not the healthiest looking, so, I passed on them, but then Dan came to look at it. He as nineteen, had a very nice build to him, looked very neat, clean, and with good manners, but maybe a bit on the nerd side. We went over everything and I told him he had the run of the house too, but we would be sharing the bathroom. He just wanted to make sure it was okay if friends came to study, and I told him it was fine, but no wild parties, or girls running in and out. He just laughed at me, "No girlfriends." 'Damn, is he gay?' I wondered, or is he just too nerdy for the girls.

I don't deal well with heat, I don't have any air conditioning, so i do tend to dress on the skimpy side at times, He would stare at those times and made me believe he wasn't gay. We got along great, his friends did come over to study at times, and they would go up to his room. This happened a lot, all his friends where nice and polite to me, they would even chit chat before going up to his room.

I didn't pay them any attention, until one night when I went to my room to get something and went past his room. I could hear them whispering and kinda of giggling, which had me thinking, 'What the hell homework are them doing?' Then in the background I heard his tv or laptop, where I could hear moaning and knew they were watching a porn movie of some sort. 'Boys will be boys, I guess,' I thought, as I just moved on.

Well, his best friend was a boy named, Nat, who was also nineteen, and his classmate. He acted like a great friend and was well behaved around the house. He was a black male, which I had no problem with, since I never had any black friends, due to this being a small town, but I liked him.

But when he was over, and it was just the two of them, I noticed that more movies were being played. Yes, I was bad and started to check up on them often. Then one hot day, I had on my daisy duke shorts and halter top, when Nat came over, so I let him in. I couldn't help but notice that he wanted to hang out and chat more than usual, but then off he went to Dan's room.

A bit later I went to get some paperwork from my room and went by his room. They were watching another movie, and I could hear it in the background, but then I heard Nat say, "Damn, she likes that black cock!" What the hell movie were they watching? I decided to just let them be and moved on to my room.

Later that evening, I was watching tv and fell asleep on the couch, when I heard something, and woke up to see them both sitting in the living room. The tv was on, but they seemed to not be watching it, instead they were watching me. That's when I noticed that one of my boobs had almost popped out of my top. I went to sit up and fix the problem, when Nat said, I hope you don't mind us watching the tv?"

"No, that's okay, Dan has the run of the house, and it's okay. I just feel asleep, sorry."

"Oh, that's okay, we just didn't want to wake you." Then they both got up to leave the room, but I was awake now and noticed that they both had a bulge in their pants. 'I guess they liked the view,' I thought to myself with a chuckle.

The next day I was cleaning up and my cat was running around with me, but as I was going up the stairs, I saw her go into his room. Damn, I hurried to get her out before she did something, because she was always getting into trouble. So, I went in to find her, but that was when I saw some of their videos playing on the tv. I had to see what all they were into, so, I picked up the top one, which showed a young man's picture and he was playing with an older lady, she was listed as a wild cougar. Then I looked at another one, and it was about the same, but it was a young, black male fucking an older white woman. This must have been the one they must have been watching when I heard Nat say, 'She likes that black cock.'

The picture seemed to show she did, but now it had piqued my interest, so, I put the tape in and hit play. It wasn't long and they were going to town, but I was shocked at how big this black cock was. I'd heard they ran big, but damn, the thing they were doing made me horny, because it's been a long time for me.

I ended up watching a couple tapes, but everyone they had dealt with cougars and young males. I guess this must be their favorite topic, but what I did notice, all the females were shaved bald. I guess that's the new trend. Hell, I always hated the hair in my mouth, but the bad part of watching these, was that I ended up watching them in his room while I played with myself. I even brought myself off to a happy ending watching the black boy fucking the old lady next door.

I put the stuff back, cleaned up, and left his room. I decided I needed a shower and went to my room to get my stuff, where I stripped off, grabbed my bathrobe, and went to put it on. When I looked in my mirror, I was looking at my hairy pussy, when I thought, 'I used to trim it in the past, but never bald, nor had I ever left it this hairy and not trimmed.

I headed off to the shower, got out some new shampoo, and then I looked at my trimmer. 'Maybe it's time to trim up some,' so I got the stuff out and went to trim it up some. I did some trimming and then looked at it, 'Hmmm, maybe a bit more,' so, I trimmed more off. I kept redoing it, but then I freaked out and said to myself, "The hell with it," and trimmed it all off. Then I got shaver and cream out, and shave it all off. When I was done, I looked at it in the mirror, 'Damn, Lady, you look like the old lady in the tape," I said with a chuckle.

A couple days go by and I now know what they like watching, so, I begin to pay more attention to them when they were around me. Damn, they are both checking me out and staring at me, when they felt they could. I smiled to myself and thought if they only knew I had a bald pussy now! But naughty me, did sneak back to watch their tapes, when I knew they were in class.

Then one night, I was watching tv on the couch and Dan, being home alone, came down to watch tv with me. So, joking I asked him, "Why don't I ever see you or Nat with any girls?"

He laughed and said, "We're not gay! It's just the girls think we are too nerdy!"

"So, you've never had a girlfriend?"

He looked at the floor, "Well, no," he said blushing.

"Damn, I think you two need to find one before you hurt yourself."

"How are we going to hurt ourselves?"

"Well, I've heard some of your tapes going to my room, and it sounds like you two might hurt yourselves."

His face turned bright red, but he didn't say anything, instead, he got up and started to leave the room, as he said, I'm sorry, I will get rid of them."

"Dan, you don't have to get rid of them, it's okay. Hell, I think you need the real deal before you get too old, or are you saving yourself for marriage?"

"No, I've just never had the chance to try," he said still looking at the floor.

"Well, I've been married and think it best that you enjoy the wild side when you're young, and then when you get married to the one you love, you don't cheat on her because you feel you missed out." He didn't say anything and went up to his room, 'Damn, I hope I wasn't too mean to him saying that!' I thought.

Later I went to bed and didn't notice any light under his door, so I thought he went to bed. It was a hot night, so I set up my fan, and put down my birthday suit to sleep. I guess I drank too much before bed, so I had to use the bathroom, but as I walked out of my room, I saw the light under his door, and i could hear the tape playing. 'I guess he's okay with it.' So, I was off to tend to stuff and head back to my room. I had on my bathrobe, it was a bit short, but I stopped by his door and I could still hear the tape, but I was feeling bad about our earlier talk, and I was thinking I might have been to mean to him.

I don't know what came over me, but I found myself knocking on his door, where I heard him hurry about and shutting things off. Then a faint, "Yes?" came out.

"Can I talk to you, Dan?"

"I guess so," as I opened the door and stepped in, where I found he was just in his pajama bottoms. I didn't know how well his body was, "I was just sorry about the talk we had earlier, and maybe I shouldn't say what I did, but I did want to say I'm sorry."

But then he looked at me and stared at me in my bathrobe, "No, it's okay, because you are right. All my classmates are fooling around, having fun, and I should too, but it just hasn't worked out because I'm a nerd."

"That can't be the reason, because you're a handsome young man, and look at your body, you're in good shape, so I think the girl would be with you if you gave them a shot, but you're just too shy."

"I wish that was true. Hell. I would be excited to just see one undress!" I found myself breathing fast and deep, as I stared at his naked chest and muscles. It was running through my head that it's been a long time since I'd seen a man naked in real life. Still feeling bad about the talk earlier, I just looked at him for a minute.

"Dan, I would like you to do me a favor."

"What do you want?"

With my head in a bit of a fog, I took hold of the tie to my robe, "Can you pull on this for me?"

His face flushed fast, "You want me to pull on your tie?"

"I would like you too, but if you don't want too, you don't have too."

"Oh, I want too, but I'm too scared too."

"Well, don't be scared, because I want you to do it."

It took a couple of minutes, but then I felt a shaky hand reach out and take the tie out of my hand, as he slowly started to pull. It finally came undone and the robe opened some, but as I looked down, I saw that it still clung to my body, and only showed a lot of cleavage. I looked at him and his eyes looked big, 'Damn, he looks excited,' and there was not all that much showing yet. "You okay, Dan?"

"Yea, but I've never done that."

"Well, I don't think you're really seeing that much," I said with a chuckle.

"Well, it's more than I have," slipped out of his mouth.

"I think you need to finish doing my favor."

His eyes bulged out, "What's that?"

"I want you to finish taking it off, so you can see what a naked woman looks like in real life."

He looked like he might pass out, but then he stepped forward and I saw his hands were shaking, as he took hold of my robe, "I can take this off?"

"Yes, I want you too," I said as I was feeling a bit light headed now.

He reached up and started to slide it off my shoulders, but as it started to slide down it took off fast, and the whole robe slid off and hit the floor. There I stood in front of him, naked, and I thought he might pass out, as he looked up and down my body.

"How do you like seeing a real woman naked, Dan?"

"Wow, I never thought I would see one."

"I'm glad you like it, but maybe you should do something now."

He looked at me, "What should I do now?"

"Well, I'm standing here naked, and I don't feel it's fair that you're not."

His face turned redder, "You want me to take mine off?"

"Well, yes, it's only fair, don't you think?"

"Well maybe, but I might have a problem now."

"Just be fair to me." Then I watched as his shaky hands went to his pjs, seeing first, his ass, and as they went down further, his cock popped out, and I could see it was hard as a rock and pointing at me. He must have had a good seven-inches, "I told you I had a problem."

"Well Dan, that is not a problem, in fact, I think it's something good!"

"You mean you like that?"

"Hell, I'm standing in front of you naked, and if I didn't see that, I would have felt bad about myself."

"Really? You like it?"

"Yes, it's been a long time since I've seen one, and you do have a nice one."

"I hope you mean that."

"Oh, I do, but now we need to decide what we do next."

"I don't know what you are thinking."

"Well, we could get dressed and say good night, or you can take my hand and lead me to your bed."

His eyes got bigger, when he asked, "Can I do that? But it's only a twin bed!"

"That's okay. I guess you might have to lay on top of me so we can fit."

He grabbed my hand, led me to his bed, then he watched as I laid down in the middle of his bed, and on my back. I parted my legs some and smile at him, "Yes, this is a small bed. I guess you'll have to lay on top."

In a shake voice he said, "I've watched movies and seen what all you can do, but I'm not sure what to do right now."

"Well Dan, you do seem a bit excited, so maybe we shouldn't get to fancy and you lose it."

"Okay, maybe your right, so what should I do then?"

"Why don't you lay on top of me and see if you can get that cock to find my pussy."

"Right," so he moved over and laid on top of me, pushing my legs wider, he took his cock into his hand and rubbed it around some until he felt the slit to my pussy. He pushed forward and the head popped in, but then he stopped, "Do we need a rubber?"

"Dan, I haven't had any in a while, so, I think I'm clean and you've had none, so, I think we should be good."

"But you might get knocked up!"

I smiled at him, "Why don't you try and see what happens."

I felt his hand was still shaking as he guided a bit more into me, "You okay?"

I smiled at him, he does have a bigger cock then my ex, but I'm so horny I'm more than ready for it, "Dan, just fuck me!"

His face lit up as he started to push hard into me. With a couple good moves, he was buried deep in me, "Hmmm, I do like your cock."

"Really? Or are you just making me feel good?"

"Yes, I do, and it's bigger than my ex, so your even deeper than he ever was."

He smiled big as he started to work in and out of me, "Oh yes, I do like this."

He started to fuck me a bit harder, "Damn, you're so deep!" I screamed as he picked up speed and tried to push deeper. So, now I'm naked. in my roommate's bed, with him fucking me, and he's only nineteen, so he should be a horny little bastard.

Then to my shock, I felt myself cumming all over his cock, as I pushed up into his cock. I guess that was too much for him, because I felt him explode and I could feel his seed being pumped into me, as he was moaning from excitement. He kept pushing into to me as he filled me, but it kept coming, 'Damn, when was the last time he shot a load?' He went to pull out of me and get off me, but I wrapped my arms and legs around him, to hold him on top of me, "It's been a while, so let me keep this feeling for a bit longer."

He stopped and moved down, so he was cuddling to me now. As we held each other I was tweaking my pussy muscle some and could feel his cock coming back to life. "Damn, it's good to be nineteen and full of life," I said to him with a chuckle. He realized what was happening and smiled at me, "Well, Sir, I guess you're going to have to fuck me again."

He looked at me for a minute, "Can I ask you a question?"

"I guess so, what is it?"

"Well, now that we did this, will this mean I can, well, can we do this again sometime?"

I just smiled at him, "Well, Mr. Dan, you just fucked me in your bed, so what do you think?"

"I hope it means I can."

"Well, we're both single, so I guess you need to show this cougar what you learned on those tapes."

He smiled as he started to fuck me again, "You may not like what I learned, but I'm just letting you know, I usually jerk off four or five times a day."

"Well, you better not do that anymore and come find me instead."

"Oh, I will!" Then he started going to town fucking me hard again, as I wrapped my legs around him, and held on, as I thought to myself, 'I'm sure glad I rented this room out.'