Sex with the near famous – Part 2

And now for the rest of the story.

I had two weeks to think about Jeri fulfilling the bet she’d made with me. To recap: I told Jeri that her former boyfriend liked to screw prostitutes, even when he was dating her. She said that it wasn’t true and she bet me that it wasn’t true. I guess she never figured that I’d have a witness to back me up. Oddly, she said that if she lost the bet she’d sleep with me.

Saturday morning I slept in just to make sure I wouldn’t fall asleep on Jeri — although I severely doubted there would be any chance of that.

I went shopping and bought a couple nice pieces of salmon and a couple bottles of wine plus stuff for a salad and ice cream for desert.

I’d not seen Jeri drink wine so I didn’t know if she preferred red or white so I got one of each.

I felt a bit like a nervous schoolboy as it got closer and closer to 5 p.m. I did my best to try to stay cool. Of course Jeri didn’t get there right away and after 3o minutes I started to think that she wouldn’t show. Considering the oddity of the situation I almost immediately feared the worse. But just a few minutes later I saw her car pull in front of my house.

I let her in and said “hi.” There’s no doubt that the situation felt a tad awkward. Some three years earlier I had pursued her and she flat out rejected me in favor of an unattractive, redheaded catfish of a man who talked like Cheech Marin, liked to smoke pot, visit with hookers and thought he was god’s gift to women.

Although she seemed more than a tad reticent, I piqued Jeri’s enthusiasm when I offered her a glass of wine. I opened the bottle of white for her and the red for myself.

I lived on the first floor of a four-square house that had been converted into two apartments. Ted, Jeri’s former boyfriend, had lived upstairs for a time when they first dated but the apartment had been empty since he moved out some time before.

For a 26-year-old guy my place looked half-way decent. I had a nice love seat and matching armchair with a coffee table covered by lots of magazines and a few plants. I had my grandmother’s old desk and a couple old but nice standing lamps. There was a fireplace with a built-in bookcase on one side. It being summer there was no need for a fire. And, of course, there was my pride and joy — my record collection and audiophile-quality stereo system with  four-foot-tall Polk speakers. At the time I didn’t even own a TV.

The last feature in my living room was something of an oddity. In my bedroom all I had was a twin-size bed . But for the living room I had acquired some pretty decent second-hand mattresses. One was a queen and the other a full. I stacked them in a corner and got some nice sheets to cover them. It was something of a second couch, but in reality I had assembled it in hopes that it would serve as a make-out pad.

Although we knew just why we were together, I thought it a bit too obvious if I jumped on the pad right away so I sat in the loveseat as Jeri picked the matching chair.

We managed to carry on a passable conversation for awhile. We had been coworkers so we didn’t really lack for things to talk about. I filled her in on the happenings of the company.

Jeri downed her first glass of wine fairly quickly and I fetched a refill for her. I then went outside to light the charcoal in my Webber kettle grill. She came out and sat on my front porch as I tended the grill and then started cooking the salmon. I’d made the salad before she arrived. Sitting together on the porch with our wine, watching the protein cook made me feel rather domestic. There was a time I may have liked to have had this be a regular, perhaps even an everyday occurrence with Jeri — but today all I really wanted to do is fuck her.

She smoked a cigarette on the porch but much to my surprise she avoided smoking in the house.

Since it was a very pleasant evening we sat in the two director’s chairs I had on the porch and balanced our plates and glasses on the wide rail that surrounded the porch.

By 7:30 the dishes were in the sink and I offered Jeri some ice cream. She declined but did ask for another wine refill leaving perhaps half a glass remaining in the bottle of white.

“That was quite a nice dinner, Randy. Do you cook a lot?”

“Don’t you remember the big pizza party I had the first year we were here? That’s when, ahhhh, that’s when Ted lived upstairs. I had a pretty good crowd.”

“Ya, I remember,” Jeri says. “That was some good pizza. People got pretty drunk too.”

“As I recall Ted got really smashed.”

“You’re telling me. He took some people — including me — upstairs to smoke some pot and he could barely roll a joint. After the others came back down here he closed the door. He wanted to, ahhh, do it but he was so loaded that he passed out in a chair with his pants around his knees.”

“Hmmm. Thanks for that image,” I say sarcastically.

We manage to talk for another 45 minutes. Then I get up and go to the bathroom. When I come back in the room I put on some low-volume jazz piano music and sit on my make-out pad. I pat the mattress with my hand and say, “why don’t you come on over.”

Jeri gives a half-hearted smile and says, “yes, I guess we might as well get it over…Ohhhhh! I’m sorry. I don’t mean it that way. If we’re going to do this we might as well be pleasant about it I guess.”

She gets up from the armchair and walks over and sits next to me.

Going against me better judgement I try to be a gentleman and say, “listen, Jeri, you don’t have to do this. You can’t really bet sex, can you? I mean, it has some rather unsavory undertones to it. I don’t want you to think I’m trying to coerce you into getting naked with me.”

“What, you don’t want to?” asks Jeri.

“Huh?! Are you kidding? I wanted you bad the first time I saw you. Our relationship over the last three years may have  been a bit rough at times. And I may have lost the, ah, the desire to romance you off your feet. But I still think you’re an interesting and, might I add, a very sexy woman.”

“Well, believe it or not I never did think you were unattractive, Randy.” I know plenty of women would love a guy like you…tall, thin, dark-haired and fairly handsome.”

“Fairly handsome! Hmmm. I guess I’ll take that,” I say.

“Oh! Why do I always say what’s on my mind. I’m much too outspoken,” says Jeri.

“Yes, you do talk a lot. But it never bothered me.”

“OK,” says Jeri, “I promise that I’ll try to keep my comments under control, ah, while we’re doing it.”

Taking that as a cue I lean into Jeri, put a hand on her waist and lean in to try to kiss her. But she moves her face out of the way.

“Hey, listen. I don’t want to be difficult,” Jeri says, “but I’m really not here for that romance you were just talking about. Lovers kiss. Quite frankly I don’t want to be your lover. This may surprise you but I’ll be quite happy if you just fuck me.”

“OK…’what’s love got to do with it…’” I say.

“Exactly.”

“Well, can’t I do more than — pardon my language — just stick my dick in you?”

“Like what?” Jeri asks.

“Well, I’d really like to explore your body some. Don’t you want me to lick your pussy?”

“Ah, well, ya, sure. I didn’t think guys liked doing that. I thought they only tasted it because they think they have to. I’ve only ever really been eaten a few times. Most of they guys I’ve been with haven’t been too thrilled about it.”

“Well, I happen to love to lick.”

“But, ahhh, what about, ahhh, the taste?” Jeri asks.

“Well, I’d really rather eat some apple pie than some hairy pie, but apple pie doesn’t make me hard. I’ve found that licking a girl’s pussy really turns me on.”

One side of Jeri’s mouth rises in a half smile and she separates her legs a few inches. Then, after a few seconds, she reaches for the button of her jeans.

“No, no no!” I say. “One thing you’ve got to let me do. You need to let ME take your clothes off.”

Jeri shrugs her shoulders and says, “OK, if that’s what you want. How do you want to…”

“Stand up,” I say.

Jeri stands up as do I. I move her a little ways away from the pad so I can walk around her.

“Shall I start with your glasses or finish with them,” I ask.

“I’d like to be able to see what you’re up to.”

Jeri is wearing a white blouse with button-down collar somewhat reminiscent of a man’s oxford shirt. It’s about a half-size too big so it hangs loosely on her. She has the long sleeves rolled up to almost her elbows. In contrast to her loose shirt she is wearing fairly tight mid-blue jeans that do nothing to hide her curvaceous ass and long, somewhat-thin legs. The blouse is tucked into her jeans.

The first thing I do is say, “let’s see what this is like” and I pull the tail of the shirt out of her pants. “Hmmm. Nice, but not sexy enough.”

Jeri just stands and watches me.

I walk up to her again and unbutton the bottom two buttons and then the top two buttons. Just the middle button is holding the blouse together.

“Now that’s sexy,” I say.

I pull it open at the top and look down. She has a loose-fitting bra on that does little more than hide her nipples. Otherwise the bra serves no function in holding up flesh. Nonetheless, the view of her bare chest between her bra cups stirs my penis to life.

Then I pull the collar to one side and over her left shoulder. Jeri smiles a bit and raises that shoulder in the air. She has high, bony but very sexy shoulders. I’ve yet to see any private parts but I’m getting harder and harder.

“Now that’s really sexy!”

Jeri seems to be trying hard to keep her mouth shut.

Then I kneel in front of her. I look up at her. She looks down rather impassionately. Undeterred I move my face to her stomach and my lips meet her flesh for the first time as  I kiss her just above the belly button. She flinches ever so slightly, but does not pull away.

Then I stick my tongue into the button and swirl it around a bit. I look up again and she looks ever so slightly interested. I reach around and put both hands on her lower back and pull her toward me as I kiss and lick around her flat belly. Jeri is perhaps 5-foot-7 1/2-inches tall and doesn’t weigh more than 115 pounds. The only womanly, rounded part of her is her behind. Otherwise she has the physique of a tallish skinny young teen despite being 24-years-old.

I run my hands up and down her back under her blouse as I kiss around her stomach. Then I reach up and undo the last button. I rise up as high as I can on my knees and reach around her back. After a moment’s fumbling I undo her bra strap. It falls a few inches away from her chest and as I look up I can see that her breasts are no bigger than mine, yet her areolas are perfectly round and the the size of silver dollars. They areolas are bumpy with eraser-like nipples in the middle. She must be getting a bit excited because her nipples look hard.

I reach up with my right hand and start caressing her left breast. There isn’t much to hold, but I do start manipulating her nipple with my finger and thumb. With this Jeri gives a barely-audible moan.

I stand, walk around to her back and pull the blouse off  her shoulders. She almost instinctively moves her arms back so I can more easily pull the entire blouse off her body. I toss it onto the love seat and then put my hands on each of her shoulders. Jeri remains nearly motionless and entirely speechless.

I start kissing her neck and then move down the center of her back and then right to her shoulder blade kissing and licking all the way. Then I reach both hands around and grab each small breast and pull her into me. As I manipulate her nipples from behind I start to grind my groin into her ass. I’m a bit surprised when she starts pushing back into me.

Then I run my right hand down her belly and get to the waistband of her jeans. It’s tight but with my palm pressing against her tummy I let my fingers probe lower until I feel the waistband of her panties. I want to turn her face back and kiss her lips from behind, but I restrain the urge. I know that Jeri’s will is strong and I don’t want to upset her by kissing her when all she wants is the sex.

Then I reach around with both hands and undo the button of her jeans and pull down the zipper. They don’t fall because they’re so tight, but I’ve opened up the area I really want to reach. I let my fingers run under her panties. I immediately feel pubic hair as Jeri again shudders ever so slightly. My fingers keep going down until I reach her mons and I know her clitoris isn’t far away. I intentionally don’t reach it and pull my hand out.

I kneel in back of her and grab either side of her waistband and slowly pull southward. Her panties almost catch but then stay put as I pull her jeans lower, revealing her legs. They’re unathletic and a bit skinnier than average. But still, the length makes them quite pretty. Soon, her jeans are around her ankles. She finally moves, stepping out of them and to the side.

Still kneeling in back I slowly run a hand up the back of her right thigh and under her panties. Unlike her breast there is plenty for me to grasp and I feel the full curve of her ass. I slide my hand slowly to the left letting my thumb get closer and closer to her ass crack. I let it go as far as perhaps a half inch from her asshole. She flexes her butt cheeks slightly but still remains largely motionless.

My dick is pounding in my pants, but I want to try to stay as cool as possible. As a compromise I waste no more time and almost rip Jeri’s panties to the floor. I put my face at the top of her crack and insert my tongue and then run it down the crack, pulling her cheeks apart, until I’m just millimeters away from her anus.

I kiss and suck all over her ass as I reach my right hand around her and find her mons again. This time there’s nothing covering it. I momentarily pull her ass into my shoulder and look around her to see the front. Jeri has a decent patch of pubic hair but it’s far from excessive. It is 1983 and few people were shaving back then. The hair over her pussy is a shade darker than the beautiful mid-brown hair on her head. And her pubic hair is only slightly curly.

I go back to kissing her ass as my hand moves lower, gradually finding her labia, clitoris and just the slightest bit of wetness near the opening of her vagina. I press my finger onto her vagina but not into it and she rotates herself down into my hand. I think she’s starting to really feel it now.

I stand up, and then guide her down to a sitting position on the make-out pad.

I’m wearing a striped polo and dressy khaki shorts. Feeling fairly warm I unceremoniously pull off the polo. I’m a pretty hairy guy with thick hair covering my chest and less thick all the way down my stomach.

Jeri is seated on the edge of the full-size mattress with her legs extending onto the lower level formed by queen-size underneath. I roll in front of her and push her legs apart. She easily complies and finally gives me a full smile as I look up at her.

Finally speaking she says, “lick my pussy. Lick me ’till I cum.”

So I waste no time and dive in. Jeri leans back as I start sucking and licking all parts of her pussy — even a few licks of her asshole. Her pussy isn’t the best I’d tasted, but it’s still tolerable. I wonder if she tastes a little off because she’s a smoker.

I spend some time using my mouth, but I sense it’s time I do more so I move a finger in close to her vagina. First I use my fingers to probe her lips and clit, but then I feel her growing wetness and put some pressure at the opening. My middle finger slips past her ring of pleasure and I slowly push it all the way in. Jeri rolls her hips and moans.

I add my forefinger and start moving them in and out as I continue to lick.

It takes perhaps 15 minutes of working on her but then she starts thrusting her hips. She can’t stop and I try my best to keep pleasing her and hold on as she fucks my fingers and face. Her moans get louder and louder. We’re right next to the large front window which is open. I think that if there’s anyone on the sidewalk out front they’re going to know someone is having sex.

Jeri shudders and almost grimaces, but its from pleasure, not pain. I find a spot and she says, “Ohhhh, OHHHH. Right there! Right THERE! Ohhhh. Yessss…I’m….I’m…..MMMMMM…cumming…ohh, ooooo.

Jeri relaxes for a minute. I pull my fingers out of her pussy and just lie between her legs. She then looks down at me. “Wow, that was nice. I’ve got to tell you no guy has ever stuck with cunnilingus  long enough to make me cum. Thanks. Now get up on your knees.”

I do what she says. She sits up and puts her legs around me so that she can get close. First she runs her hand up the left leg of my shorts until she finds the bulge in my underwear. “Oh, you’re hard already?!”

“Jeepers, what did you expect? I’ve been hard since I started taking off your clothes.”

Jeri then reaches up and unbuttons my shorts. She grabs the waistbands of both my shorts and my underwear and in on motion my remaining clothes are around my knees. My penis springs out.

“Oh, well, look at that,” Jeri says, face-to-face with my hard-0n.

My penis is sticking out, throbbing lightly, a bit above horizontal. The shaft of my dick is straight as a pipe, no curve at all. It’s of average girth and, at about 7 1/2-inches long, a bit longer than average. I’m circumcised and the head of my penis has the graceful shape and curves of a bullet train. As rods go it’s pretty good looking.

Jeri reaches for it and says, “not what I expected,” as she wraps her fingers around my shaft.

I look down and her and say,”why is that.”

“Oh, never mind…”

“No, what? Tell me.”

“Oh, OK,” Jeri says as she starts to very gently run her hand up and down my shaft.

“One time Ted and I were upstairs. We’d been keeping quiet because we didn’t think you knew I was here. Ted wanted to fuck really bad. He already had his penis in my face. Now, he thought he was pretty big, but I guess he was six-inches long, tops. Of course he was kind of thick which felt good at times.”

I’m starting to think that I’m getting too much information, but I let Jeri go on.

“We were, at times, kind of mean when talking about you. We thought you got in our way. Anyway… Ted blurts out that you’re tiny. I asked how he knew and he said that he once saw you through a window jerking off on your bed and that he didn’t think you were more than four inches long.”

“Oh, please. Why would Ted be watching me jerk off?”

“Well, I didn’t ask him that,” says Jeri. “But he joked how, if you’d gotten me instead of him, that I’d barely know that you were inside of me. Now that I see you I’d say he was lying.”

“Hmmm…so you like my dick?”

“Yes, it’s nice.” And she leans in and kisses the tip before putting her lips around it.

I close my eyes but then open them and look at Jeri. I want to watch her every move as she sucks the head of my penis. She doesn’t deep-throat me but it still feels very nice. Maybe too nice.

“Oh, god! Jeri! Be careful…”

“You’re not going to cum in my mouth,” she says.

“No, I want to fuck you. Ahh, problem is, ahh, well…”

“WHAT? What the hell, just say it. You’ve sucked my pussy, you think I’m going to be offened?”

“OK. I haven’t jerked off all week. I think there’s a huge load in there ready to explode.”

“Oh, is that how it works?” Jeri says.

She stops. Sits on the edge of the full mattress, leans back on her elbows, and spreads her legs…wide.

This is heaven. Jeri is presenting for me. She’s presenting her pretty, brown-haired pussy to me. She is silently saying, “take me, take me now. Put it inside me.”

But then she actually does say it. “Fuck me Randy. Put on a condom and fuck me. Cum in your condom deep inside me…”

Fortunately I’m ready for this. I go over to the desk drawer and pull out a condom. I rip open the package and waste little time rolling it over my pulsing cock.

Jeri holds her position as I get over her and between her legs. She grabs me and starts guiding my penis toward her pussy. No girl has done this. It’s always been me guiding myself to her.

Jeri rocks her hips forward as she pulls my dick to her opening. As the head meets the opening I can’t wait any longer and I thrust forward. Working on her earlier has made her a bit loose and I slide fairly easily into her tight, wet vagina. She feels heavenly as she gets my fairly slow rhythm, rocking up as I push into her.

Feeling a little overwhelmed I push down onto her so that we aren’t thrusting for a few moments and she falls off her elbows and onto her back. I can’t take just looking down into her pretty face any more and I move my lips to hers. She doesn’t move this time and meets my lips and we kiss as I gently pulse my penis into her. She tastes like cigarettes, but I’m so horny I barely notice. It’s just too fabulous to be kissing and fucking Jeri.

“Come on, fuck me man!” Jeri says.

So I reach down with both hands and cup her ass cheeks, picking them up off the mattress. Then I start pulling her ass into me as I thrust into her. Relax my grip…pull head out to opening…pull ass up and thrust back in…relax…slide out…pull up…thrust back in. The sounds of me slapping into Jeri are louder than our moans. I swear my balls are bouncing off her ass.

But this is just too much for me. I have a huge load of semen in my balls and it needs to come out. So without slowing down I just let it cum. I don’t stop thrusting. I keep pushing and pulling as I spurt into the condom. I keep thrusting until I’m drained and I collapse on top of her with my penis as deep as it can go.

My face next to hers I whisper in her ear, “Oh, god, I’m sorry I came so soon. I wanted to screw you all night in all sorts of positions.”

“Mmmm. That’s OK. You lasted longer than some of my past lovers.”

“Partners you mean?”

“Well, no,” Jeri says. “I’d say every guy I’ve ever screwed was a lover. I’ve never done one-night-stands. You’re pretty much the first I’d call just a sex partner.”

As my penis starts to shrink I reach down and put my index and middle fingers on either side of my dick holding onto the condom. I slowly pull out making sure the condom stays on. Jeri looks down at me as I begin to roll the condom off.

“Good lord, Randy, look how much cum is in that thing.”

“Ya, too bad it isn’t oozing out of you and running down your leg.”

“Oh, I bet you’d like that…gross man!” Jeri says.

“Ya, I’d love to fill you up. Make a big deposit inside your bank.”

“OK, enough with the sophomoric puns. Ya. Believe it or not I do like it when a guy cums inside me. But I don’t like to take those chances.”

“You do use protection don’t you…the pill?”

“Ya, I’m on the pill. Of course…”

Having recovered somewhat I move to her and start sucking the nipples on her little breasts.

Jeri says, “ohhhhh. I thought. Mmmmm. I thought we were done…”

I continue to suck her nipples — one and then the other — as I start to finger her pussy again. Already being worked up from fucking it doesn’t take long to get her moaning and groaning again. After another ten minutes shes cuming again, fucking my hand in the process.

Finally we collapse on the pad.

We say nothing for awhile, but then Jeri says, “can I take a shower?”

I say, “can I take one with you?”

But she says, “no.”

After awhile she returns fully clothed. She walks over to the coffee table and grabs her purse.

“What are you doing?” I ask. “You’re not leaving, are you?”

“Well, ya. Like I said, I came her to fuck you, not be lovers.”

“Well, actually, that’s not really what the bet was for.”

“What?” says Jeri.

“You said that if I won you’d sleep with me. Well, that means you stay the night and sleep with me — in my bed.”

“Whaaaaat?!?!?! You mean that literally?! If you mean it that way then I didn’t even need to fuck you.”

“I guess that’s true.”

“Ohhh, come on! So I didn’t need to even take my clothes off?!”

“You didn’t like it then?” I ask.

Jeri pauses. “Hmmm. Well. OK. I’ll admit it. I really did enjoy it. Ya, I would have liked to have fucked longer, but you did make me cum twice.”

“Besides. You’ve been drinking.” You shouldn’t be heading out on a 90-minute drive.”

“No, I suppose not. OK, then. I’ll stay. But I don’t have anything to sleep in.”

“How about a naturelle? I’m still naked…”

“Hmmm. No, I don’t like to sleep nude.”

“OK. Take one of my T-shirts. You can use it as a night shirt.”

She looks sexy wearing nothing but my big t-shirt and panties. We just sit and listen to music for awhile, talking occasionally until we decide to go to bed.”

“Listen,” I say. “We don’t have to sleep together. You can sleep in here and I’ll go in my bedroom.”

“Seriously. Well, Don’t say I didn’t fulfill my part of the bargain.”

“Ha. There’s no chance of that, I’d say.”

So that’s what we did. Fortunately there’s more to the story. She didn’t leave right away the next morning so there’s more to tell. And I”ll do that in Part 3 of “Sex with the near famous.”