A First Time for Everything

Paula sat at the table sipping her morning coffee when she saw a moving van pull into the driveway next door. It looked like someone was finally moving into the house that had been vacant for so long. Finally, someone had bought the house and is moving in.

She watched the movers in their uniforms start to unload furniture, and then a car pulled into the driveway and a tall, good looking woman got out. She looked to be around Paula's age as she looked to see if there was anyone else with her. She seemed to be alone which seemed a little odd as she was such a good looking woman.

One would think she would be married or at the very least, have a boyfriend. She was talking to the movers when curiosity got the better of Paula and she went outside for a better look. Once outside, she made her way into the front yard, trying to appear nonchalant hoping she wouldn't appear to be the nosy neighbor everyone feared when they moved into a new neighborhood.

The woman was even more attractive than she first thought. She had short, closely cropped brown hair, long sexy legs, and a beautiful figure. She looked up and caught Paula looking at her, and instead of looking away like most people would, she walked over, her hand extended saying,

"Hi there, I'm Sherry Nelson. As you can see I'm moving in today."

"Hello Sherry, I'm Paula. It's nice to see someone finally bought the house. I put an offer in on it 6 months ago, because I love the pool in the back."

"Really, that's why I bought it, I love that pool. I was only able to get it because I got a nice settlement from my divorce to that jackass I was married to. Now I can enjoy my life again."

"Oh, I'm sorry to hear about your divorce, although it sounds like you are happy to get away from a not so good marriage?"

"That's not the half of it Paula. The man was a total jerk and was a real s.o.b. to me as well, but I don't want to bore you with the details. Suffice it to say I'm glad I'm out of it. So are you married, Paula?"

"No, I'm a window I'm afraid."

"Oh I'm so sorry, you look so young and beautiful, it's hard to imagine you being a widow. I'm really sorry to hear that."

"Yes, well thank your Sherry, that's very sweet of you to say. I never thought I'd be a widow at 32 either, but at least my husband had a really good life insurance policy, and we had made some very good investments so I'm financially set for life. Still, I do have my younger brother Toby living with me. He's so protective of me, that when he graduated college last year, he insisted on making sure I was doing well."

"Sounds to me like you have a really sweet brother that cares a lot about you."

"Yes he does, even though he's a little over protective at times, he's still great to have around. Say, would you like some coffee, I just made some fresh?"

"Oh I'd love to, but the movers. Can I take a rain check on that?"

"Of course Sherry. Tell you what, when they're done, come on over and we can have some then. I'll leave the back door open, just come on in."

"Thank you so much, Paula, I can see we are going to be good friends. See you in a little bit."

As Paula went back into the house her brother Toby pulled into the driveway. When he was on his way into the house, she heard him telling Sherry hello, and welcome to the neighborhood. He is really polite that way. He is a tall good looking young man, 6' 2" with sandy brown hair and brown eyes. As she came in the door he walked into the kitchen asking,

"Have you seen the new neighbor, she looks pretty hot."

"Yes, I noticed. Her name it Sherry, and she's moving in like you say. I talked to her for a few minutes, and she's really nice. I think she and I are going to be good friends. It will be nice to have someone my age to hang out with and talk to."

"Yeah, that will be really cool. I came back just to let you know I'm going over to Mark's. I need to get my overalls before I go."

"Thanks for the heads up Toby. Another classic car restoration project again?"

"Yup, you know Mark, always has to be restoring something."

"Yes I know, and I also know you love it. I'll have dinner ready for us around 6 unless you have other plans?"

"Not that I know of Sis. I'll let you know in plenty of time if I'm not going to be here, see ya later."

After Toby left Paula did a little bit of cleaning, and before she knew it, it was about noon. She heard a truck start up, and looked out the window to see the van pulling away. Then she heard her back door open and Sherry's voice calling her. Paula went into the kitchen finding Sherry standing there smiling,

"Is that rain check still open?"

"It sure is Sherry. Name you poison, coffee, soda, or would you like something else."

"Well, I didn't get any breakfast so what if the two of us run up to that little cafe down the street, and grab a bite to eat and get to know one another?"

"I like that, but that cafe is terrible. I know a really nice little cafe that we can go to. It's got great food, and you can talk without anyone listening to your conversation."

"Great, but I insist on paying, though, if that's alright with you?"

"Far be it for me to argue with a free lunch."

Paula and Sherry left and drove to the cafe. Once they got there, they found a seat and ordered their lunch. As they ate, they talked getting to know one another. Then Paula's curiosity got the better of her, and she said to Sherry,

"If this is none of my business just say so, but I'm really curious about you ex. You said he was a real jerk, and I was curious as to what made you leave him?"

"No problem Paula, my only concern is, are you overly conservative when it comes to relationships? I guess what I'm asking is if you are a strict traditionalist or not?"

"To tell you the truth, I don't have problems with that sort of thing. I think people should be able to do whatever they want, so long as it's not hurtful, or harmful to others in any way."

"Good, you seem open minded but you need to make sure these days. Here it is in a nutshell. My husband was a rich man, older than me, and very traditional in all aspects of his life. Our sex life was dull and boring, plus he was never open to suggestions of how to spice it up. No matter how I begged and pleaded with him, he just scoffed at me and said I had a dirty mind. So, I figured if that's the way he wanted it, that's the way he would have it. I, on the other hand, needed more than once a week sex, and something other than the missionary position."

"Oh my Sherry, already I don't like him, and I've never met him."

"Oh, you don't know the half of it. Anyway, one day he came home unexpectedly and found me in bed with another woman. It was no big deal as far as I was concerned. I didn't want to cheat on him with another man, so I thought about the alternative, another woman. I'd always had a fantasy about it, so I thought why not give it a shot and see what it's like."

"Oh my goodness, what did he do?"

"Well, he went off on me, calling me a pervert, a slut, and that I was a filthy harlot. Needless to say, I was hurt and insulted. I told him he was overreacting to the situation. It wasn't like I was cheating on him with another man, not to mention most men would jump for joy to come home and find their wife in bed with another woman. Especially after I tried to explain and point out all the fun and the erotic possibilities to him that were available if he would only open his narrow little mind."

"So that was it, he went crazy over something like that?"

"Yes, and I knew you would see how silly it was. There's more too. He was making me physically ill as well. I was having pains in my stomach and I found out I was getting an ulcer from all the stress, along with migraine headaches. I finally decided that was it. Once the divorce was over, I got plenty of money in alimony awarded to me by the court. I got one of the cars and some property that I plan to sell. The biggest benefit was my ulcer, and the migraines went away after a few months."

"Wow, I'm so happy for you, that is so great that you're doing so well."

"Yes, now it's my turn to ask you some questions. After you lost your husband so tragically, have you found someone new to be in your life?"

"No, I tried dating but the guys were mostly jerks or after a quick one night stand. There were a couple of nice guys until I found out they were married. I was so disillusioned that I've put it on the back burner for a while. I don't need men that much, and I have my sex toys for my other needs. They don't talk back to me, and they don't cheat on me."

Both women laughed at Paula's joke when Sherry placed her hand on top of Paula's asking,

"Now, I'm going to ask you something, and I promise if you don't feel comfortable about it, just tell me and I'll never bring it up again. I'd never forgive myself if I didn't ask, though. Have you ever thought about the possibility of broadening your horizons sexually by being with another woman?"

"I'm not offended at all Sherry, I've never really thought about it, but now that you bring it up, I suppose have fantasized about it a time or two. I just don't think I could bring myself to try it. Then again never say never right?"

"Right, now enough about that. Let's say we get out of here. I've had a great time with you, but I have an errand to run this afternoon. I hope we can get together again soon. I do most of my work from home, with my own little online business. I love it because my hours are my own."

"Great, we can go shopping and I can show you all the good places here in town."

Sherry picked up the check and then once they were home she took care of her errands and Paula smiled at the thought of having a new friend in her life that she could have fun with. Over the next few weeks, Paula and Sherry hung out a lot together, with Sherry coming over for coffee of a morning, or Paula going over to Sherry's.

They went shopping at the mall, and Paula made good on her promise to show Sherry where all the great places to shop and eat at were located. They became closer and closer when one night when Toby was in bed asleep, and Paula was laying in her bed That's when she was reminded of what Sherry had mentioned to her about being with another woman came to mind.

She remembered what Sherry had said to her in the cafe that first day they had gone out for lunch and how much it had turned her on. She started to wonder just what it would be like to be with another woman sexually. She found herself becoming aroused at the thought of touching another woman, kissing her, and what it would be like to be touched and kissed by a woman.

She was so aroused that she opened the drawer of her nightstand, and pulled out her dildo. She started moving it over her pussy as she began caressing her breasts with her free hand. She could feel her blood starting to boil as she placed the head of the dildo between her now very moist pussy lips while squeezing her legs together. The feeling of the dildo pushing against her pussy each time she squeezed her legs together was making her really hot.

She then raised her hands and cupped her breasts in her hands. She was soon caressing her breasts and squeezing them, then rolling her nipples between her fingers and tugging at them as her arousal continued to grow. After a few minutes, Paula moved her hands down and started moving the head of the dildo up and down her creamy slit, working it between her lips as she started to coo softly.

She slowly worked the head of the dildo into her pussy, twisting it as she worked it in, deeper and deeper until it was all the way in her pussy. As she began working the dildo deep into her pussy, fucking herself her thoughts turned to Sherry, and what it would be like to have Sherry making love to her. She was so beautiful, and she thought that on occasion that she had caught Sherry looking at her breasts.

She knew she had looked at Sherry's breasts even if she wouldn't admit it to herself at the time. As she thought about Sherry, Paula had both hands on the dildo, working it in and out of her pussy furiously as she drew closer and closer to orgasm. Finally, she couldn't hold back, and she started cumming, the orgasms coursing through her body.

Once she finished cumming, Paula lay there in the darkness, thinking of Sherry, and that maybe she should give being with a woman a try, as long as it was Sherry. Why not, she would then know one way or another if making love to another woman was as good as she thought it might be.

Besides, it wouldn't make her a lesbian, and it didn't mean she would have to give up on having a cock in her pussy, although the chances of her being with Sherry, were better than her having a nice stiff cock in her pussy anytime soon. Paula fell asleep thinking she was going to look for the right opportunity to approach Sherry on the subject of having sex with her. The next morning when Paula got up, she was going down to make coffee.

After her masturbation session the night before she felt so refreshed, and still wanted to try being with another woman, mainly Sherry. As she walked down the hall, she could see that Toby's door was slightly ajar. Maybe he was up, and she thought she'd tell him she was going to make some coffee. As she pushed the door open slightly she couldn't believe her eyes.

There was Toby, still sleeping only the sheets were pulled down, and his large cock was exposed. He had a morning erection, and just seeing how big, and how thick her younger brothers cock was made her pussy tingle. She knew she should just close the door, and walk away yet she couldn't take her eyes off him.

His cock was so beautiful and so large that she couldn't help thinking how good it would feel to have it in her pussy. It was all she could do to not walk over and grab his cock and pull her negligee up, and slide her brother's stiff cock into her now drenched pussy.

She knew it was wrong, and yet she couldn't deny her arousal or the fact that she wanted his cock stretching her pussy. Finally, Paula closed to door to Toby's room gently so as not to wake him. She then she hurried to her room, where she closed the door and laid back on her bed sliding two fingers into her pussy and began furiously rubbed her clit until she had another powerful orgasm.

She had to smile, two strong orgasms in less than twelve hours. She got up and showered quickly before going down and making coffee. She thought she should feel guilty, masturbating at the thought of fucking her young brother but she wasn't. About that time Toby came down asking,

"So, Sis, did you sleep well last night?"

"Yes, wonderful and you?"

"Yeah, I slept good thanks. I thought I'd come down here and find Sherry and you having coffee, I guess it's a little early yet."

"A little, so you like her huh?"

"Yeah, what's not to like? She's a great looking woman, and she has one hell of a body. She reminds me of you now that I think of it."

"Why thank you, Toby, it's nice to think you find your poor old Sister is attractive still."

"What do you mean old, I don't think of you as old. You're as sexy as any woman out there, you and Sherry both. I hope that wasn't out of line my saying that?"

"Not at all Toby, I know what you mean. Thank you for saying I'm sexy, it makes me feel good to think you find me sexy. I have to say, you are one good-looking young man, and I know Sherry feels the same. In fact, I think she's hot for you myself. I know one thing, I'd bet you'd like to have sex with her wouldn't you?"

Now Toby was the one blushing, "Yes, I think you've been reading my mind, but I don't think she'd want anything to do with me."

"Don't sell yourself, short little brother. I told you, that you are one handsome young man, and you've got the goods if you know what I mean. If you'd like I can let her know in a very subtle way that you wouldn't mind being with her sexually."

"Wow, you'd do that for me, thanks, Sis. I was wondering, though, you said I have the goods, you been peeking or something there Sis?"

"Ha ha, wouldn't you like to know, let's just say it's not hard to hide what you've got, not that you need to. I'm surprised you don't have girls knocking down the door to get to you. Why is that Toby?"

"Well, it's just that after breaking up with Kelly, and then your situation, I find being here with you, and taking care of you is more satisfying than looking for another girl right now. I have plenty time for that."

"Aw, you're so sweet Toby, I appreciate it, but I can take care of myself you know."

"I know, I just like being here with you, saving up money from work for when I get my own place. It's not forever anyway."

Just as Paula and Toby were having a moment Sherry came in through the backdoor. Seeing Toby and Paula she apologized saying,

"Sorry guys, I'll come back later."

Toby spoke up saying,

"Don't be silly Sherry, come on in and grab some coffee. I've got to get out of here anyway and go work on that project with Mark. See you later Sis, good seeing you Sherry, you two have a good day and behave yourselves, or not!"

After saying goodbye Sherry said,

"Toby sure takes good care of you, and he is one handsome young man. I know I keep saying that but he is."

"I know, and that's fine. I take it you like him enough to want to have some good hard sex with him huh?"

"Paula, you surprise me, but yes I wouldn't mind that one bit."

"Well, Toby thinks you're hot too and I know he'd love to be with you. We were talking and I want you to know, I don't mind one bit if you want to seduce him. I think my little brother could use some good hot sex right now anyway. He's spending too much of his time worry about me when she should be out there looking for some fun if you know what I mean."

"Yes I do, and you don't mind my seducing him?"

Not at all Sherry, the sooner the better as far as I'm concerned."

Then Sherry looked into Paula's eyes saying,

"You look especially radiant this morning. Did you have a male visitor last night or something?"

"Oh, no, I wish I would have been so lucky. I did, however, get a visit from my friend I keep in my nightstand next to the bed."

"Mmmmm, sounds like fun. Any particular reason for the self-pleasure, or just because you could."

Paula blushed which didn't go unnoticed. Sherry could see she was blushing prompting her to ask,

"Why Paula, why are you blushing girl. Is there something you want to share with me?"

"Well to tell you the truth I um, well, oh hell, I'm just going to come out and say it. I started touching myself, and of course, I was getting hotter by the second. Now you remember the first time you and I went to that cafe, and we had that talk? You asked me if I'd ever been with a woman before, and then you told me about that time your husband caught you and your best friend in bed together having sex?"

"Yes, I remember it well."

"You also asked if I had ever been with a woman, and when I said no you sort of offered that if I ever wanted to give it a try to let you know? Well, that was what I was masturbating about, and I had the best orgasm I've ever had."

"Oh my Paula, how cool is that. I tell you what, it's going to be a hot one today, why don't you come over around noon, and we can go swimming in the pool. How does that sound."

"Great, but what does that have to do with what I just told you?"

"Nothing, but I'm not going to grab you by the hand and drag you to bed and have sex with you. If you're interested and it sounds to me like you are, I want it to be more spontaneous. Not to mention I have some errands to run that I can't put off. That's why I suggested we go for a swim around noon. I'll be back, and then we can have some fun. Sound good to you?"

"Perfect, I'll see you then."

Paula was glad to have some time to think about what she had seen that morning, and what she should do about it. She loved her brother dearly and didn't want to destroy their relationship, but at the same time, she couldn't control how she felt.