It was the summer of 1969, I remember it as if it were yesterday. I was nineteen, and going to community college in an effort to get my A.A. degree in business administration. Of course, that wasn't the main reason I was going to college. The fact was, the Vietnam War was raging and I had gotten a low number in the draft lottery. It was the number 59 which meant that should I drop out of college, fail or something of that nature my ass would be off to the rice patties of Vietnam and that was just not going to happen if I had anything to say about it.
Now, with it being summer break my parents were getting into the RV and taking off for the summer, returning at the last week of August. It took some convincing but I managed to talk my parents into letting me stay home alone for their vacation. I used the fact that I was attending summer school and that I was perfectly capable and responsible enough to take care of myself along with the house. It took some fast talking but I managed to make my case. Then my mother made my summer for me.
She told me that she had asked the woman next door, the very one she couldn't say enough bad things about when she first moved in, telling me that she was having her look in on my and keep her eyes peeled for anything out of the ordinary. No wild parties, no kids over raising hell, the usual sort of stuff. What she didn't know was that I had a crush on our beautiful, 35-year old, green-eyed, redhaired, divorced neighbor. She couldn't have done anything nicer for me had she tried. I pretended to whine and protest just enough so she would be suspicious of how gleefully happy she had just made me.
Our neighbor's name was Terri and I had talked to her a few times ever since she moved in a couple of months ago. She was really nice and very friendly. In talking with her I found out that she was celebrating a year of being out of a horrible marriage to an equally horrible two-timing man. As she told me a little bit about him I for whatever reason blurted out,
"Well if I had been your husband I would never have cheated on someone as beautiful as you. He must be totally insane not to want to be with you every minute of his spare time."
My heart sank as I started kicking myself in the ass for saying something that I was sure had blown any chance of me getting to know her better. Just as I was about to apologize she smiled at me saying,
"Why Jason, what a sweet, wonderful thing for you to say. You have no idea how good that makes me feel to have you say that to me."
"Really, well I meant it. I have to say you are the most beautiful woman I've ever met in my life. Not to mention you are so easy to talk to and so nice. Not like the girls at school. They are really stuck up and judgemental. If you're not a jock or have a lot of money they won't give you the time of day. Needless to say, I'm sort of on the outside looking in if you know what I mean?"
"Yes, I do Jason and that's a shame. Why if I didn't know better I'd say you are a smooth-talking man who was trying to pick up on me. Are you trying to pick up on me Jason?"
I couldn't believe she would say something like that. If only I could pick up someone like her, that would be the highlight of my life. I told her,
"To be honest, to be able to do something like that would be wonderful but then there is reality. I'm just a 19-year old college kid with nothing going for him really, so something like that isn't even in the realm of possibilities."
Terri looked at me for a couple of seconds and then said,
"Jason, don't talk like that about yourself. You're a very handsome young man and I'm sure you'll have a girlfriend soon enough, you just wait and see."
"Ya, well thanks for the compliment but I don't have a lot of experience with girls and needless to say the few times I've been fortunate enough to make out with a girl it didn't go over very well. Then again, I shouldn't be telling you that...sorry."
"No Jason, that's fine with me. I'm glad you trust me enough to share things like that with me. Now I have to go run some errands but we'll talk again soon."
That conversation was about two weeks ago and since then I haven't seen much of Terri. I've noticed her leaving for work early and coming home late. So either she's busy at work or she's met, someone. Still, I can't help thinking about her and fantasizing about her especially at night. I try to imagine what she looks like naked, what her tits look like, not to mention what her pussy looks like. I kept wondering if her pussy was hairy, there is something about a woman with a hairy bush that makes my cock rock hard.
I got into hairy woman quite by accident. I came across some old porn magazines that featured women with not only a hairy bush but hairy underarms and legs. I kept fantasizing about Terri while jacking off as I did. My favorite spot to jack off was by my bedroom window because with it being summer it was cooler if I opened the window and then shot my load out the open window. I know it sounds ridiculous but it served a purpose and it was better than doing it in my bed since it was close to the door.
My parents have no qualms about coming in and opening my door to check on me just to try and catch me doing something I shouldn't be. They have no respect for my privacy what so ever. At least I would have a chance to stop and hide what I was doing over there since the first thing they would see was my bed and not me. I could say I'd been in the bathroom or something like that. After a night of jacking off with no worries about my parents walking in on me unannounced, I got up and decided to mow the lawns and take care of my chores before it got to damn hot. It was about 9:30 and I figured the neighbors would be up and gone to work. Once I finished the front yard I started the backyard.
When I looked over toward Terri's house I stopped in my tracks. There she was, on her patio in a lounge chair, sunning herself. She looked sexy as hell wearing a bikini as she lay there. I made my way toward the fence as I mowed the back, looking over at her. I noticed her legs were parted just enough so I could see her legs were parted slightly. As I looked closer I couldn't believe my eyes. I could see some red hairs sticking out from the sides of her bikini as well as red hair under her arms. That's when she raised her head, catching me looking at her. To my surprise, she wasn't mad. Instead, she smiled as she shaded her eyes saying,
"Well hello Jason, I seen you're busy this morning."
"Ah ya, I wanted to get the yards done before it gets too hot."
I watched her get up and walk toward the fence. My only problem was, what was I going to do about the hard on that was now making a bulge in my shorts. It was clearly visible and I knew if Terri hasn't seen it yet, she would soon enough. Still, there was no place to hide or go so there was nothing I could do. Hopefully, it wouldn't offend her although for some reason I was pretty sure it wouldn't bother her at all. As she drew closer I could see her nipples were hard, pushing against the thin fabric of her top, that only made my cock ache all the more. When she reached the fence she looked down, right at the now huge bulge in my shorts and smiled. She didn't say anything, all she did was smile and run her tongue over her lips. Finally, she looked up at me asking,
"Would you like something cold to drink Jason, I have some soda if you'd like?"
"Sure, I'd love some, thank you."
"Mmm, so polite, come on over, we can sit on the patio and get out of this heat for a little bit."
As she turned to walk back inside her house I looked at her perfect ass. Oh, how I would love to get my hands on her ass. She grabbed some sort of light top, putting it on as she went inside. In a couple of minutes, she came back out handing me a cold soda. She went and got back in her lounge chair inviting me to sit down in a patio chair opposite her. I took a seat and looked right at her crotch again. Just like before, I could see the wild red hairs, sticking out from the sides of her bikini bottoms. She started talking about mundane stuff as I tried not to be too obvious staring at her crotch although it was hard. I strained to catch a glimpse of her underarm hair but the blouse blocked my view.
While she talked I decided to put on a little show of my own. I parted my legs, so Terri could see the bulge in my shorts. It was all too obvious that I had a raging hard-on. As we talked I noticed her looking at my crotch. As far as I could figure, we were both getting to see what we wanted. Maybe after a year of being divorced, Terri was as horny as I was. I mean she was beautiful and I didn't see anyone coming over to her house as far as guys went so maybe she wasn't dating yet. Then again, what would she want with a guy like me? Oh well, I could still enjoy the view if nothing else. She stopped taking saying,
"So, Jason, how are you getting along these days. I've been so busy at work, I haven't seen a lot of you."
"Oh, I"m doing fine, just mowing the lawns and other things so everything will be fine when my folks come home."
"Ah, I see, I wish I had someone to do my yards, I suppose I'll have to hire someone to do mine."
"No you won't, I can do your yards right after I finish doing mine."
"Oh Jason, it's going to be way to hot for that."
"No, I can handle it. I've done them when it was hotter than this. It won't take me long at all."
"I tell you what Jason, I'm going to pay you for all your hard work. How about you come over at around 6 this evening and I will barbeque us some hamburgers and whatever else I come up with. How does that sound to you?"
"It sounds great Terri, you don't mind if I call you Terri do you?"
"No, not at all. We're friends so I don't mind you call me by my name at all."
"Good, now I better get my yard finished and then I will get yours done. Thank you for the soda and I will see you later."
I got up and finished my yard and then went over and made quick work of Terri's yard before it got too hot. I went in and grabbed a bite to eat and then laid down for a bit. I fell asleep and by the time I woke up, it was almost 4. I hadn't realized mowing those lawns in the heat would take such a toll. Once it was time, I put on a clean pair of shorts and a clean t-shirt and went next door. I couldn't believe my eyes when Terri answered the door. She was wearing a lowcut, white cotton summer dress, that was low cut allowing me to see her cleavage. She looked so fucking hot my cock was tingling just looking at her.
Her tits were so damn perfect, seeing her cleavage was almost more than I could handle. She smiled at me and invited me inside the house. She was making the hamburger patties while we talked. She had made a salad for us as well as some fries. She had really gone all out. Next, we went out onto the patio where she put the patties on the grill telling me it was my job to cook them, not burn them. Of course, she was teasing me but I appreciated the fact that she trusted me to cook them. Once they were done we sat down and ate. It turned out really well. When we finished we went into the house.
I helped Terri with the dishes and cleaning off the table. We put everything in the dishwasher which was a real treat for me. Each time she bent down, I got a great view of her tits. I could almost see her nipples each time she bent over to put something into the washer. I noticed her tilt her head looking at the bulge in my shorts now that my cock was rock hard again. Once we got everything in the dishwasher Terri invited me into the living room. She sat down in an oversized chair and asked me to take a seat in one opposite her. She stared at me for a moment or two before saying,
"Now Jason, I think it's time for you and I to have a serious conversation. Normally we wouldn't be talking about this but as I've gotten to know you, I find that you have a certain sense of maturity about you and at the same time a certain sense of immaturity as well. That's not meant as a put down at all, it's more like I sense a lack of experience. Now, I'm going to ask you some questions and I expect honest answers. I'll know if you're your not being honest with me. If that happens that changes everything, do you understand me?"
"Yes, I believe I do. You want honest answers."
"Yes, exactly. The thing is, you might find my questions difficult to answer, maybe even embarrassing. Now, if you answer them honestly and do as I ask, you won't regret it. Are you ready Jason?"
"Sure, why not, ask me anything you want."
"Alright, here we go. Remember, honest answers, no B.S. Now, what I want to know first is Jason is this, how is it that you don't have a girlfriend. I think we've both know that you're pretty well endowed. That's obvious from seeing you with those enormous bulges in your shorts. You've been walking around with erections all week, is that because of me?"
"Yes, I hope I didn't make a fool out of myself, it's just that you are so beautiful I can't help it."
"Oh, how I love the compliments, they never get old. Now, here's another question for you. The first time I really noticed you erection was the other day when I was in my bikini. I noticed how hard you were when I walked up to the fence, that's when I got my first good look. Then I really noticed how large your cock was when I invited you over for a soda and you sat across from me. Now for the tough question, what was it that was turning you on so much?"
I sat there not knowing what to do or say. On the one hand, if I told her the truth it might make her mad and she might tell me to leave. If I don't answer her question truthfully it will likely piss her off. Finally, I said,
"Well, I hope this doesn't end things before they get started but, I was aroused because I could see some hairs sticking out from the sides of your bikini, as well as some underarm hair."
"Really, so seeing my pussy hair sticking out turned you on that much, as did the hair under my arm...why is that Jason?"
Hearing her say pussy really blew me away, I never would have thought she would use terminology like that. I told her,
"Yes, it does. I have this fetish I guess you'd call it for women with a really hairy bush, underarms, and legs. For me, the more hair the better."
She smiled saying, "I like hearing that. You see I'm what you might call a natural woman, I don't shave or trim my pubic area like a lot of women and I don't shave under my arms, my skin is so sensitive it bothers me. I do have to shave my legs for my job, however. I need to look professional and I don't want to wear slacks in the summer it's just too hot, so I don't have much of a choice. Needless to say, I have a very hairy pussy. What do you think of that?"
''The thought of possibly or should I say hopefully seeing your pussy really turns me on as well."
"Mmm, that's good to know. Now getting back to the girls and your lack of having a girlfriend. What is it that seems to be the problem?"
"I'm just awkward about making out with them. I don't know if its because I'm a lousy kisser, or if I don't touch them in the right way or all of the above. I never really get past kissing and fondling them."
"Hmm, you know what it could be Jason? Once they see how big your cock is, they might be afraid of it. They might think if they let you have sex with them, your cock is going to be too big and it won't be enjoyable. That's true in some cases you know. Some women have narrow vagina's and sex with a man that's too well endowed is painful. Fortunately for me, that was never my problem with my ex-husband. Did you ever find that to be true?"
"Well, now that you mention it I did have a girl tell me I was too big once and she stopped making out with me. I thought it was just some lame excuse."
"Not always Jason. Now I want to move on to something else. Since you aren't getting sex on a regular basis, do you like to masturbate Jason?"
"Yes, I do that, I'd be lying if I said I didn't. It's the closest thing to sex I get."
"Ah, I see...and where do you do your masturbating Jason?"
"Well, I jack off in my room at night mostly when my parents have gone to bed. I have to be careful because they come in and check on me just to make sure I'm not doing anything I'm not supposed to be doing."
"Why that's terrible that your parents would do that."
"Ya, tell me about it. I can't really do it in bed when they are around so I found a spot that gives me time to cover up if they do that. There's a window in the bedroom that id out of the way enough that allows me to cover up so if they do come in I can stop. I open the window and when I'm ready, I shoot my load out the window. I know it's silly but it's the safest way of not getting caught."
"Yes, well I'm going to let you in on a little secret Jason. I can see you from my bedroom window when you masturbate. That's right Jason, I can see you masturbating. The thing is, I love watching you masturbating from your window and I love watching you shoot your cum out the window. You know what else Jason?"
"No, what Terri?"
"I like to masturbate along with you. What do you think of that?"
"I think that is the hottest thing imaginable. You masturbating along with me, if only I could see you, then we could watch one another."
"Maybe we will Jason, you never know. Now I have a proposition for you, Jason. You can take it or leave it but I think once you hear it, you'll jump at the chance."
"Sure, what is it?"
"Well, as you know, I'm divorced which means my love life isn't much better than yours. I'm relegated to masturbation and sex toys. Mainly because I have no use for men in my life right now. Instead, I've thought about finding someone to have as a "fuck buddy" so to speak. Someone I can call on when I needed sex but even that is difficult for a number of reasons which I don't want to get into. Then you came along and after talking to you and finding out you and I have similar problems, a lack of sex partners I got an idea."
"Really, what is it Terri, I'd love to be able to help in some way."
"Well, since you lack confidence with girls I'm going to offer to teach you how to pleasure a woman. Now, this will be on my terms. I lay down the rules and I will tell you when we are going to get together and what we will be working on understood?"
"Yes, you're the boss and you call the shots."
"Exactly Jason, you understand what I want. Does that interest you Jason?"
"I think you already knew the answer to that question before you ever asked it...YES, absolutely."
"Excellent, we can start right now by your dropping those short and showing me your cock."
I stood up and pulled my shorts down stepped out of them and gave them a toss. I stood there, my cock as hard as stone as Terri looked at me. She smiled at me as she wagged her finger for me to come closer to her. I walked over, standing mere inches from her face as she looked at my cock. She looked up at me and said,
"Stroke your cock for me, Jason, I want to watch you."
"Sure, would I be out of line asking for you to give me a little incentive?"
"Listen to you Jason, asking for favors already. What do you want as incentive Hon?"
"Well, I would love to see your tits."
"They're called breasts Jason, although I do like your crudeness. Alright, I'll show you my tits as you like to put it."
"Thank you, Terri, thank you so much."
Then she unzipped the back of her dress and looked at me staring at her. She smiled as she pushed the straps off her shoulders, taking her time and making it as erotic as she could. As she did, I caught glimpses of her underarm hair making me all the more aroused. Looking at me she smiled as she told me to start stroking my cock for her. She told me not to fast, she didn't want me cumming too soon. As I stroked my cock slowly, Terri pushed her dress down over her tits, allowing them to come into full view.
Needless to say, they were even better than I had imagined. Her aureoles were large and her nipples were rock hard as she teased them as she watched me. She started caressing her tits as I watched her, strumming her nipples as I watched her every move. She was so beautiful as I watched her caressing her tits and then go back to teasing her beautiful nipples. They were so large and they seemed to be quite sensitive judging from the way she was moaning as she teased them.
She continued teasing her nipples, tugging at them and then she started rolling them between her thumbs and forefingers. Then she smiled at me as she raised her left arm exposing her beautiful tuft of red hair that was under her arm. She started running her fingers over it, playing with it as I watched and stroked my cock. She looked at me and smiled as she rolled her hair between her fingers, then twisted it as I watched her every move. She knew what she was doing to me and she was loving it. Finally, she told me to stop as she stood up telling me,
"Now Jason I want to see what kind of a touch you have. I want you to touch my tits, show me how you do it when you're in the car at a drive-in movie, or somewhere making out with a girl. Show me your technique and then I will be able to see what we have to work on. Are you ready Jason?"
"Yes, I'm ready as I'll ever be. I was wondering if I might touch your underarm hair as well?"
"No, we're going to save that for later, you'll appreciate it more if you have to wait. Now relax Sweetie, this isn't a test. I know, let's sit down over there on the sofa. We'll make it as real as possible. We'll start making out, kissing and then you start caressing my tits and we can go from there."
Terri and I sat down on the sofa and started kissing. I was really nervous at first and she could sense that. I knew I was pretty bad so I took a deep breath, telling myself I had nothing to lose and everything to gain from this. I began concentrating on what I was doing as I tried to relax. It wasn't long before we were kissing passionately, our tongues dancing in our mouths. I moved on to caressing her tits, listening for her moans of pleasure. To my surprise it Terri was responding to my touches and my strumming her nipples with my fingers.
I decided to take it a step further as I kissed my way down her neck and began moving my tongue over her aureoles and flicking her stiff nipples with my tongue. She leaned back on the sofa while I began sucking her nipples. The more I sucked them, the more she responded with gasps and moans. That's when I noticed she had raised her arms up and I could see her underarm hair. Seeing her soft underarm hair took me back to those magazines I had seen where the women had hairy pussies and beautiful tufts of underarm hair.
I found myself wanting to touch her underarm hair only I was afraid to. Afterall, she had told me to wait when I asked earlier. Still, I thought maybe she raised her arm for a reason, maybe she changed her mind. I took a chance as started kissing her underarm hair. To my surprise, she cooed softly as I continued kissing her soft hair. Taking it a step further, I began licking her hair with my tongue, causing her to really moan. I could see her tugging at her nipples and squirming on the sofa as I licked her underarm hair.
Not wanting to spend too much time in one spot I moved down and started sucking her nipples. She responded with a loud moan and gasp. Before I knew it she was actually cumming just from my sucking her nipples. Once she finished cumming from my sucking her nipples she told me to stand up and start jacking off again so she could watch. I stood up and started jacking off as Terri watched me, rolling her nipples between her fingers again only this time she told me to cum. She looked at me hissing,
"Cum on my tits Jason...do you hear me, I want you to cum on my tits but only if you promise to lick your cum off them afterward. Will you do that for me, Jason, will you lick the cum from my tits?"
"Yes, I'll do whatever you want me to Terri, just let me cum!"
I had tasted my cum a long time ago when I first started jacking off. I was curious and found it not to be bad tasting at all. I continued jacking off, my balls bouncing off my legs as I watched Terri playing with her nipples. I continued pounding my cock until I felt myself getting ready to cum. I aimed my cock at her tits and then shot my load, covering her tits and nipples. I knelt down and began licking my cum from her tits as she gasped and moaned. As I licked the last of my cum from her nipples Terri was cumming again after which we shared a cum filled kiss. Once that was over she smiled saying,
"Jason what a surprise. I don't know what's wrong with those college girls but you have nothing to worry about. You have skills Jason believe me. All we are going to do is sharpen those skills and go from there. Thank you for a wonderful evening and I will talk to you soon. Oh, and leave me your phone number too so if I need I can call you."
I gave Terri my phone number and kissed her again before going home to take a shower and go to bed. I couldn't wait until I heard from her again. I woke up the next morning hoping I would hear from Terri soon, it was going to be pure hell waiting for the phone to ring. Still, I didn't want to call her or go over and knock on her door. That might piss her off and I could lose the best thing I've ever had to have sex with a gorgeous woman like her. Patience was going to be the key, this could even be a test just to see if I could be patient.
I decided to go on about my business, taking care of the house and the yards. It was time for me to go to class anyway so Terri would just have to wait. When I got out of class I grabbed a burger and fries and went home. As I walked into the house I saw there was a message on the answering machine. As I played it I realized it was from Terri. She told me she was going to be busy tonight but there was something she wanted me to do for her. When I heard what it was, it really blew me away. Terri wanted me to jack off, standing in front of that window when I went to bed that night.
I was to turn the light on in the bedroom and then go to my window naked and stand in front of it. Then I was to start jacking off shooting my load out of the window when I came. Then afterward I was to turn off the light and wait to hear from her the following day. I figured why not, what could be more fun than jacking off for Terri as she watched me. I couldn't wait until it was time for me to go to bed. I figured it didn't matter what time as long as it wasn't too early. She didn't give a specific time. I went up around ten and turned the light on in my room and then took a quick shower.
Then I dried off and went into my bedroom totally naked and stood in front of the window. Her room was pitch black so I couldn't see if she were in her room or not. I wasn't sure if I should start or wait for some sort of sign she was in her room. No sooner had the thought entered my mind when I saw the light coming on in her room. It must have been on a dimmer switch because it started out really low and slowly got bright enough so I could see her on her bed. I could tell she was totally naked which made my cock come to attention.
I could see her tits in the dim light as well as her pussy. Although the light was dim, I could see she had a really hairy bush. It was hard to make out all the details but what I did see was more than enough to excite me. I started stroking my cock as Terri began caressing her tits and teasing her nipples. She sat up resting her back against the headboard of her bed, still squeezing and caressing her tits. It wasn't long before she was tugging at her nipples and rolling them between her thumbs and forefingers. Her legs were parted and I could see her thick bush as I continued jacking off.
As we continued masturbating for one another, I watched as Terri raised her arms putting her hairy underarms on display for me. She turned her head and started licking her hair, driving me crazy with lust. I wanted that to be me licking her hair. Then she did the same to the other arm as I watched and stroked my cock. Then she moved her right hand down between her legs and begin squeezing her pussy. She was really getting turned on as she watched me jacking off while squeezed her pussy.
It wasn't too long before she slipped a finger into her pussy followed by another. I smiled and I watched her and continued stroking my cock, trying to pace myself so as not to cum too soon, that would ruin everything if I came too soon. She was working her fingers in and out of her pussy as she became more and more aroused. I could even hear her gasping and moaning as she fingered her pussy. I moved closer to the window and placed my foot on the window sill trying to give her a different more raunchy look as I stroked my cock.
Once I had my foot on the window sill, I eased my finger between my ass cheeks and started teasing my asshole. I knew Terri approved because I could hear her saying, "Yes, yes, oh fuck yes." I took it for granted that she was referring to me and what I had done. I continued pounding my cock and fingering my asshole when Terri arched her back and started cumming. Her whole body shook and shuddered for several seconds. That was all it took for me as I felt my balls tighten and then the cum began to spurt from my cock, shooting out the window on the ground below.
Once I had finished cumming I watched as the lights in Terri's bedroom started lowering and eventually went out. I knew that was it for the night. The next morning I was up and ate breakfast after which I went to my morning class. When I got home I looked for any calls on the answering machine but there was nothing. I grabbed a bite to eat and relax for a little bit. About an hour later the phone rang and it was Terri. She asked how my day was and mundane stuff like that. Then she paused saying,
"You know Jason, that was quite a show you put on last night. I especially liked it when you worked your finger into her ass, that was a nice touch. I really enjoyed our time together. I'd like to see a repeat of that tonight if you don't mind, what do you think?"
"I have no problem with that Terri."
"Good, I will be looking forward to seeing you tonight. Now, tomorrow is Saturday, I was wondering if you would like to come over for some more, oh I don't want to call it lessons, or training, how about you just come over. We can figure out what to call it later."
"Sure, we could call it having fun together, or nothing at all."
"Yes, I like that, come over tomorrow around noon. We can have lunch together and see what happens from there."
"Great, I'll see you tonight around 10 and then I will see you tomorrow at noon."
That night I was up in my room at 10. I went in and took a shower just like the previous night. I walked over to the window and stood there waiting for Terri to turn the light up. As she raised the light I could see she was standing next to her bed only this time she had on black lingerie. She was wearing a black garter belt hooked to some sexy nylons. She was also wearing a black half cup bra that supported her tits and allowed me to see her nipples. Her lingerie famed her beautiful thick, red bushed as she started rolling her nipples between her fingers.
I started slowly stroking my cock as I watched her play with her tits. After getting her nipples rock hard she picked up something that looked like a cock. It was a large dildo that she brought up to her mouth and began running her tongue the length of the shaft. I wished it was me instead of that dildo she was licking but still, it was a real turn on to see what might be in store for me if I play my cards right. Terri continued licking the dildo when she paused and began swirling her tongue around the head of the dildo.
Then she raised her arm and started running the head of the dildo through the hair under her arm. Oh, how I wished that was my cock and not the dildo. She lowered her arm, trapping the head of the dildo under her arm. She then started working it in and out of her arm put like the dildo was fucking her underarm. That was so hot watching her I almost lost my load right then and there. I had to slow the pace of my masturbation so I didn't cum too soon. She continue for a few minutes when she stopped.
She then brought the dildo to her mouth and took it down her throat, deep throating it until she almost had the entire thing down her throat. That alone made my cock ache. She continued sucking the dildo as if it were a real cock. After several minutes of deepthroating the dildo, she laid back and spread her legs wide, running the head of the sex toy up and down her pussy. Then she slowly eased the thing into her pussy and began fucking herself with it. I could hear her gasping and moaning as she fucked her hot, wet pussy with that dildo, ramming it deep into her pussy as I pounded my cock.
Suddenly she gasped and squealed as she thrust her hips off the bed and started cumming. Her entire body shook as her orgasms washed over her. It was at that point that I shot my load out the window. When I finished cumming I looked up seeing her smiling face as she blew me a kiss and then lowered the light. That was absolutely the most incredible thing I had ever witnessed in my life. Watching her fuck herself like that and then cum as hard as she was was amazing.
The next morning I was over at Terri's knocking on the back door. When she answered she looked sexy as hell again. She was wearing a sleeveless blouse and a short skirt that barely covered her sweet ass. Her beautiful red hair cascaded down over her shoulders as I stared at her aureoles and nipples that I could see through the thin fabric of her sheer blouse. I had a hard-on as I walked up the steps into the house. Terri turned and looked down at my crotch noticing right away the bulge in my shorts. She smiled saying,
"My goodness Jason, you certainly look ready for action. Are you always this aroused?"
"Well, it's all your fault you know. Walking around, looking at sexy and beautiful as you do, what do you expect? Not to mention that incredible hot show you put on last night, that was just amazing."
Mmmm, why how nice of you to pay me such a nice compliment. Let's go in the living room so we can sit and talk."
I walked in expecting her to want me to masturbate for her, so I took a seat in the same chair I had been sitting in the day before. She looked at me and asked me,
"What's the matter Jason, don't you want to sit next to me?"
"Sure, I just thought I was, ah what I mean is, never mind," I told her as I walked over and say down next to her on the sofa. She looked at me and said,
"Were you expecting me to ask you to masturbate for me?"
"Yes, I thought you might have that in mind so I just walked over to that chair."
"I really do appreciate your trying to anticipate my needs in order to make me happy but from now on, wait until I tell you otherwise it might seem like you're trying to patronize me and I don't like that. I know that wasn't what was on your mind so forget about it. Now, I'm curious, did you really enjoy our little encounter last night? Judging from what you did, I'm pretty sure you did."
"Oh Terri, you have no idea. That was the hottest thing I have ever seen or done and I love the lingerie you were wearing. I just have one regret."
"Really?" Terri said with surprise in her voice along with a little anger.
"Let me explain, the only regret I had was that I was not in the room with you. The moment I saw how sexy you looked in your sexy lingerie I started wishing I was there with you. I mean the way the lingerie framed your beautiful bush and then seeing you with that sex toy that looked like a cock, oh that was really hot. I loved down you started taking it down your throat, it made my cock ache wishing it was me you were doing that too. Then watching you as you pleasured your pussy with it, totally incredible. I wanted to jump out the window and climb into your window so I could be with you. I'm sorry if I'm overstepping my bounds but seeing all that, oh man, you are incredible!"
"After hearing all that Jason, I'd be crazy to be upset with you. I only wish my ex-was as complimentary as you when it came to those things. Among being a jerk, a lousy lover, he was always bitching about my hairy vagina and underarms. He hated it and because of it, he refused to go down on me no matter how much I begged him to. I finally got sick of it and stopped asking. Then the final straw came when I found out he was cheating on me with another woman. Needless to say, I left the bastard!"
"As well you should have Terri, he should have his ass kicked for what he did to you. As far as not wanting to go down on you, I think you know what my reaction to that is. My mouth is watering now just thinking about it, just so you know."
"Thank you, Jason, for being so sweet to me. That's the most important lesson you could ever learn and it seems you have. Always go out of your way to make a woman happy sexually. Even if you may not want to do what she wants, at least give it a try, at least once. That is so much better than putting your foot down and saying no, or telling her she's perverted like he told me. You do that and you'll have no problem finding a woman, no trouble at all."
Then she looked at me and leaned forward kissing me on the lips. It was a sweet kiss but it soon turned passionate as our tongues wrestled in our mouths. I could tell from her breathing that she was getting aroused. Before long her hand was down between my legs, squeezing my rock hard cock as we kissed. I moved my hand up and started caressing her tits through her blouse. I was a little worried that I might be moving too fast but her moans told me otherwise. I managed to unbutton her blouse and slip my hand inside finding her warm titflesh and her hard nipples responsive to my touch.
Her nipples were stiff as she cooed and moaned as I ran my fingers over them. She was loving it as she unzipped my shorts, stopping long enough for me to raise my hips and pull them down to my knees, letting them fall down around my feet. We were back kissing as she took my cock in her hand and started stroking it. I looked down and noticed her legs were parted and her skirt was riding high enough that her pussy was nearly exposed. With my fingers trembling a little I placed my hand on her leg, letting it rest there for a moment to make sure she had no objections to my hand being there.
After a moment or two, I started slowly moving my hand up her inner thigh, pausing now and then to see her reaction. Terri only moaned and squeezed my cock harder as I continued inching my hand up higher and higher. As I neared her pussy I could feel the heat emanating from between her legs. My heart was racing in my chest, knowing that I was within inches of that hairy busy. Finally, I felt her pussy hair on my fingers as I paused one more time. Terri's reaction was to spread her legs a little more, giving me better access to her pussy.
I moved my hand up, sliding it over her hairy mound, reveling in how amazing it felt to move my fingers through her hairy bush. It was so much softer than I imagined, soft like velvet as I cupped her pussy in my hand, my fingers resting on her wet labia. Terri was moaning more and more as I started squeezing her pussy. She had virtually stopped stroking my cock, as she concentrated on what I was doing to her pussy. I could feel her lips as I ran my fingers over them. They seemed so large and meaty if only I could see them I thought to myself but I knew I would soon enough with any luck.
I moved my hand down a little, still strumming her pussy lips when I decided that since I had gotten this far it was time to make take it a step further. I eased my middle finger between her wet lips, working it up and down her pussy. Terri took her hand away from my crotch altogether and leaned back, gasping and moaning as I continued rubbing her creamy slit. It was obvious to me now that I was in total control of the situation as long as I didn't rush things. I eased my middle finger into her pussy causing her to gasp again as I began working my finger deep into her pussy.
I soon followed that by adding a second finger deep into her pussy as she squealed and opened her blouse. She started caressing her tits as I worked my fingers in and out of her every moistening pussy. Her secretions were flowing and running down into the palm of my hand as I fingered her pussy while watching her squeeze her tits and tug at her nipples. The more I worked my fingers into her pussy, the closer she moved toward orgasm. I took one last chance by easing my little finger between her cheeks and easing it into her asshole. That pushed Terri over the edge as she started cumming over and over.
When her orgasms started to subside she looked at me and pulled me to her, kissing me more passionately than she ever had before. I was still gently working my fingers into her pussy, although I was more subdued with my movements. To my surprise, she enjoyed it so much she had a smaller but equally satisfying orgasm. When that was passed, I slowly pulled my fingers from deep within her pussy and for some reason, I'm not sure why I held my hand up. My fingers were glistening with her juices and then I slid them into my mouth and sucked them. Terri's gasped and pulled them from my mouth, taking them into her mouth and sucked any residual juices that were still there. Then she told me,
"Oh Jason, you have gone beyond all my expectations for you. No man I have ever been with has been so attention or imaginative as you. Even at your young age, you are a better lover than anyone I've ever had. Not that I'm a slut but I've had many lovers and you are the best one as far as attentiveness and caring by far. I thought this next thing was going to be a long way off but after what you've shown me today, I think you are more than ready to pleasure me orally. Would you like to do that Jason? Even though my pussy is already wet, hot, juicy and smells like sex? Do you want to eat my hot pussy now?"
"Yes, absolutely I do but I think you knew the answer to that question the moment you asked it."
With that said, Terri stood up and took off her blouse giving it a toss along with her skirt. She raised her arms over her head, displaying her beautiful underarm hair for me. She smiled at me saying,
"Well, are you just going to stand there or are you going to do something?"
I walked over and stood behind her, placing my hands on her waist. I began kissing her shoulder as I moved my hand up her waist, pausing to cup her tits in my hands and teasing her nipples. After tweaking them I moved my hands up moving my fingers through the hair under her arms. She cooed softly as I closed my eyes and concentrated on how soft hair felt. I ran my fingers through her underarm hair, twisting it and stroking as she moved her ass over my hard cock. After a couple of minutes, I moved around to face her, lowering my head as I began running my tongue over her underarm hair.
I loved how it felt on my tongue as I licked it and toyed with it all while Terri cooed and moaned. I licked and kissed her underarms until I had my file. At that point, we moved over to the sofa and took a seat. Terri spread her legs wide for me. I moved from the sofa and knelt down between her wide spread legs. Her pussy was bright pink from arousal and her lips, her pussy lips were very large and meaty, fall to the side as I stared down at her. Her clit was standing proudly as I lowered my head and began nuzzling her thick, hairy bush with my cheek. The aroma of her arousal, coupled with the softness of her bush made my head spin as I moved down and prepared myself to taste Terri's pussy.
I began moving my tongue slowly up her wet pussy, listening to her moans and gasps as I made my way up toward her clit. She tasted even better than I had imagined dispelling the fears I had of not liking it or even be repulsed by the taste. I continued licking her pussy, picking up the pace as she placed her hands on the top of my head and thrust her hips upward. I parted her folds and licked her creamy slit, lapping up her secretions as they oozed down onto my tongue. I was in seventh heaven as I pleasured this beautiful woman, licking her pussy and listening to her moans growing louder.
I paused for a moment to suck her meaty lips int my mouth, flicking my tongue over them as I sucked them. I loved hearing her squeals of arousal as I did my best to make her squeal all the more. Then I went back to licking her pussy until I found her opening which I quickly eased my tongue into and began tongue fucking her. That got an immediate response of more hip thrusting as she ground her pussy into my face. My tongue soon grew weary, so I replaced my tongue with my fingers again, this time taking her clit into my mouth.
Terri was beside herself as I alternated between flicking her pussy with my tongue and sucking it. The harder I sucked her clit the louder she got. I eased my little finger between her ass cheeks and penetrated her asshole as I sucked her clit. That pushed Terri over the edge, as she pulled my face into her pussy as hard as she could. She was cumming and squealing as her body quaked and shuddered until she finally fell limp on the sofa. She rested for a moment, finally looking at me and smiling. Once she had caught her breath she told me,
"You are either the biggest liar on the face of the earth and you've been doing this for a long time, or you have a natural talent of pleasing a woman orally. Whatever it is, I'm going to take full advantage of your talents from now on. Now, Jason, I'm going to take care of you. Follow me into the bedroom, please."
Once in her bedroom, I slipped my arms around her thinking about how good it felt when she swaying her ass back and forth on my cock. I liked it so much I was willing to see if she would get mad if I tried wedging my cock between her ass cheeks. I placed my cock against her ass, my hard cock resting against her ass crack. She moaned softly asking,
"Is there something you're trying to tell me, Jason?"
"Just that it felt so good when we were in the living room and you pressed your sexy ass against my cock. I thought I'd try it again unless you don't want me to?"
"Don't be silly Jason, my ass is very sensitive. In fact, if you'd like to try something, I wouldn't mind having your cock between my ass cheeks, but what really turns me on is a hot tongue between my cheeks. If you're into that or would like to give it a try, I wouldn't mind a bit. Keep in mind that something like that is not everybody's cup of tea so if you don't want to I'll understand."
I just smiled to myself as I felt her press her ass against my cock as it slid between her cheeks. It really felt good having my cock trapped between her cheeks as I began moving my hips as my cock slid up and down her crack. I began strumming her nipples as my cock moved between her ass cheeks, rolling them between my thumb and forefingers while she moaned. She placed her hands on top of mine, as I continued pleasuring her ass. I was thinking of sliding my cock into her ass but even I knew I was too big and it might hurt her. Instead, I suggested she lay face down on the bed for me. She moved onto the bed, her beautiful ass staring me in the face.
I moved onto the bed wondering where to begin. I laid next to her, kissing her shoulders and upper back, slowly making my way down her spine. I made my way down to her ass, teasing the cleft at the top of her crack with my tongue. She squealed and wiggled her ass, that telling me I was on the right track. I teased her and then started moving my way down her ass, making my way all the way down. I could tell she was enjoying it, all I had to do now, was work my tongue between her cheeks. She must have sensed my apprehension having never done anything like this, as she reached back and spread her cheeks for me. I had to smile as I saw the red hair lining her ass. There was my incentive.
I started at the top of her ass once again, this time allowing my tongue to ease between her spread cheeks and made my way down her crack. I was surprised that I had been so reluctant. It wasn't bad at all, especially when I saw the response I got from Terri. She was soon gasping and squealing and gasping as my tongue drew closer her asshole. I loved the feeling of my tongue as it ran over her fine red hair that was nestled between her cheeks. She gasped even louder as my tongue moved over her asshole. I began teasing her asshole as she said in a husky voice,
"Oh yes Jason, fuck my ass with your tongue Sweetie, tongue fuck my ass baby!"
That was all the incentive I needed as I began using my tongue as if it were a little cock, working it into her asshole as deep as I could. I took her to the edge of cumming when she turned over and kissed me with all the passion she could muster. We broke our kiss as she told me it was my turn now. She started kissing me and squeezing my still hard cock as I lay on my back waiting to see what she was going to do next. She kissed her way down my stomach, slowly making her way to my cock.
Once she reached my cock she started running her tongue along the length of my cock. She then began to swirl her tongue around the head and then made her way back down where she licked and sucked my balls. Terri was soon taking my cock all the way down her throat, deepthroating me, something I had only heard about but had never experienced. The one other time I had a girl actually suck my cock was nothing compared to this. All she did was take the head of my cock in her mouth and then it was only for a couple of minutes before she quit. Not Terri, she was taking me all the way down her throat.
She took me to the edge more than once and I thought I was going to blow my wad each time but she stopped. Then she surprised me again, by moving up and then straddling me telling me that she was going to give me something that she hadn't intended on doing for a while but circumstances have changed her mind and now she was ready to take things all the way. She then straddled me and lowered her pussy down onto my cock. I didn't know what to say or think, all I knew was this was the most incredible thing that could ever happen to me.
Here I was, a nineteen-year-old kid, becoming a man and making love to one of the most beautiful women I had ever seen. And not just some college coed, instead I'm about to make love to a beautiful 35-year-old woman, who now has my cock in her tight pussy. She smiled at me as she leaned forward and kissed me as I started pumping my cock into her pussy. She told me to relax and take my time, there was no hurry. I began thrusting my cock into her pussy, trying not to rush things as her pussy tightened around my cock.
We kissed and caressed one another as I continued fucking her tight pussy, eventually rolling her over onto her back. This was more comfortable for me as I kissed my way down her neck to her tits where I began sucking her nipples remembering how sensitive they were. I continued thrusting my cock into her tight pussy, listening to her moans of approval. I could tell she was enjoying what I was doing as I started to pick up the pace. At this point, I didn't care if I came a little too soon. This was way to much fun to worry about that right now.
Faster and faster I slammed my cock into her pussy, my balls slapping against her thighs as she spread her legs as far apart as she could. She was gasping and squealing again, telling me to fuck her harder. Now it seemed she didn't care if I came too soon. I started slamming my cock into her as hard as I could, listening to the sound of our flesh slapping together. We changed positions a couple of times with Terri on top of me, her back on my chest while I cupped her tits in my hands, strumming and tugging at her nipples while I thrust my hips upwards, driving my cock deep into her pussy.
Finally, I felt myself nearing my orgasm when Terri started gasping and squealing. She was cumming, over and over again as I gave one last hard upward thrust before spewing my load deep into her pussy. Once we finished cumming, Terri slid off my chest, ending up laying next to me, the both of us lying in a pool of sweat as we gathered ourselves together. I kissed her shoulder and caressing her amazing tits as we caught our breath. This had been the most incredible experience in my life. She asked me after a while,
"Well, Jason, was it everything you expected?"
"No, it was better than anything I could ever have imagined. I had no idea that this was going to happen which made it all the better. I don't know how to thank you enough for making my first time the best it could possibly have been."
"Thank you Jason, but this happened as a result of your natural talents. I thought I would be working up to this and we wouldn't get there until the end of summer or something like that. You proved to me that not only do you have a natural talent but more importantly, you are a very attentive lover. Something that most men don't live up to. Now, you and I are going to be having great sex all summer long if that's alright with you."
"I think you know the answer to that question."
"Yes, I do, but I wanted to hear it from you. Now I don't want to be a downer but you know this thing we have will be coming to an end eventually right?"
"Ya, I didn't think it would last so I just planned on enjoying it for as long as it does last. I had no expectations so having sex with you like we did today was beyond all my expectations."
"That is what I wanted to hear Jason. Now, how about I spend the night with you at your place. We can switch off so it doesn't get boring. I need to run some errands now, so I will meet you later back here and then we will go over to your house after that."
"Works for me, I will see you later."
We spent that night together having incredible sex. The entire rest of the summer Terri and I had incredible sex almost every day, building my confidence by leaps and bounds. By the time my parents returned from their summer vacation I was a different person, more confident and sure of myself. It manifested itself as I went back to college more sure of myself and able to have almost any girl I wanted simply because I wasn't afraid anymore. I owe that woman everything that summer and more. As for Terri, she got another job and moved away but not before she and I had sex several more times. She will always be in my heart.
