I sure wasn't looking for another hard cock when the neighbor's grandson came to visit with them a few weeks before going to college on a sports scholarship.
Bobby was really cute and quite the jock. We visited a couple of times in my front yard while my kids played at our feet. Had I not quit school to get married I could be the one headed for college and looking for adventure.
As we visited our friendship grew. I almost felt like I was on a date with someone my own age. Then came the awkward question.
"Judy, you can tell me to shut up if you want, and I don't want you to be mad, but I'm headed off to college still a virgin. Can you tell me anything about girls that might help me?"
I had a couple of flashes of wonder of what sex with him would be like, but with his jock attitude and good looks the "virgin" comment sure caught me off guard.
"Uh ... that was a shock. I just assumed you had a girlfriend back home, or at least had some sexual experiences." I almost stammered.
"No, always too busy with sports or running around with my buddies. Girls scare the hell out of me. I hated to ask and be embarrassed by being turned down."
"You mean you've never even been out with a girl?"
"No, I've been on dates. I just never tried to get any further than a goodnight kiss. My buddies teased me because I was the only one to admit to never having even felt up a boob."
"Well I guess you'll just have to learn to try. I'm sure you won't get turned down more than a couple of times."
"How about you? Have you turned boys down?"
"I'm not sure what you mean by that, but I got married at sixteen. My first date was with my husband. Other than that there was a boy I liked a lot when I was fifteen that I turned down, and a horny cousin when I was thirteen. Does that answer your question?"
"Saying you were a girl and I was asking you would you turn me down?" Bobby had a wry expression with the question.
"If I were girl? I am a girl. Don't you know we are the same age? I just happen to be a married woman with two kids and pregnant with another one, in case you haven't been paying attention." To make my point I waved my arm at my children and patted my tummy
"I don't think you answered the question."
"That is a mean thing to ask. If I say no I'd feel bad for rejecting you when you claim that is your fear about asking a girl for sex, and I don't want to do that. If I say yes, well that would just be awkward, wouldn't it?"
"So would you or wouldn't you?"
"If I was that unattached girl the answer would be ... YES! But, otherwise, don't you think NO is the better answer?"
"Okay, could you help me out with the boob thing?"
Bobby moved closer to me and lifted his hand towards my tit. I dropped my arms to my sides and almost defied him to touch me. In spite of what I thought was an evil look his hand rested on my right breast and cupped it gently.
"Whoa! I guess I'm out of the Never-Touched-A-Boob Club!"
"Yeah ... guess you are ... if I believe you were ever in it."
My voice had softened and was quieter as I stood without reaction with his fondling. The other nipple was straining against the fabric as well, welcoming Bobby's other hand. I looked to see that the kids were still occupied.
"We need to step back here a little more to be blocked by the bushes."
Bobby's hands never left my breasts as I backed up against the fence and out of sight of the street. He was holding both of my tits and brushing against my nipples with his thumbs. I could feel my pussy start to lubricate in spite of the fact that I had no intention of letting him get to it. I turned around in his arms so that he was handling my tits from behind.
"There, that should give you a good feel."
Bobby's hands lightly pinched the nipples sending even more warmth to me down there.
"You can slip your hands up inside the T-shirt so you can get a really good feel." I encouraged.
I could feel his hard cock against my ass. As much as we were both enjoying what was happening Bobby slipped a hand down my stomach and baby bump towards my shorts.
"I don't think that is supposed to be in the plan." I warned.
I moved his hand back to my nipple which he seemed not to mind. Maybe he wasn't lying about never feeling a woman's breast. When his hand crossed down to my waistband again I let his fingers slip in to my pubic hair.
"Happy now?" I asked.
"I could be a little more happier."
"Maybe that's all you get. Remember? Married woman? Husband ... kids ... pregnant?"
"Yeah, I remember." He sighed.
I stood there with my back to him, him with one hand up my shirt and the other down my shorts. His hand moved slightly closer to my slit. I couldn't decide when to stop him ... if I was going to stop him. I tilted my face up to kiss him, wondering what his kiss would be like.
That's when I was reminded of the Jock side of him. He had told me that he was 6' 5". With me at just over five feet our faces were not even close. I stretched to on my tip toes as Bobby bent low so our lips would meet in what became a long kiss. I pushed my tongue into his mouth. He continued his hand down so that a finger tip rubbed over my clit and into my wet little married cunt.
I knew I was going to fuck him. It was just a matter of how to go about it. Bobby knew it, too, as he broke the kiss, pulled me around at the shoulders, and looked down at my erect nipples while his hand went back down the front of my shorts. As his finger went back inside me I was humping his hand.
"Do you want to fuck me?" I teased as I kissed him again.
"Hell, yes! More than anything."
"When I take the kids inside I'll put them in the backyard to play on the swing and in the sandbox. With any luck that will keep them busy for a while."
After getting the kids out back I couldn't find Bobby. He was still outside in the bushes.
"Get in here you!" I scolded him to get inside. "Get your jeans off."
I hurriedly stripped off my shirt and shorts, kicking my panties towards the sofa. I spread my legs for Bobby on the cushion. From that position I could take him face to face so I could watch his cock go in me. I was ready and there was going to be no putting this off.
Bobby stared at my open snatch as he took off his shirt. When he continued to stare I sat up and pulled him to me and began unfastening his jeans myself. When I got him unbuttoned and unzipped I pulled down his jeans and underwear in one long motion. When I sat back up his cock was rock hard and right at my face.
It was definitely bigger than husband Bill's by a couple of inches, not quite as big as Gary's, and, of course, nothing like the almost a foot of cock Dave was fucking me with. So, I was three for three with my luck of finding a bigger cock than the one I married. I was left to wonder if Bill's five and half inches was a tiny cock and I had been short changed.
Normally I would lie back and wait for a cock to enter and start fucking me. That was the way I expected it to be done. With Bobby it felt different. His innocence, whether or not faked, let me think of myself as a teenager again even though I was a teenager with a husband and two kids. I wrapped my hand around his cock and looked up at him.
"Something wrong with it?" Bobby asked nervously.
"No, just perfect. I love it. It feels good in my hand. I know it's going to feel good inside me." I gave it a couple of pumps.
"I guess you were hoping for something bigger."
"If you are referring to my husband's cock you are a couple of inches bigger than what I get from him."
"Really? I just assume a cute chick like you always got to settle for a guy with a huge one."
"Uh huh, you heard that did you? I must have missed that memo."
For some reason I popped my mouth right over his cock, bobbing against it until it hit the back of my throat. I sucked it in and out a few times and looked back up at him with his dick in my hand and a smile on my face.
"I bet your husband loves it when you do that to him."
"He only tried to get me to do it a couple of times. He was drunk and didn't stay hard. It made me feel like it was a dirty thing to do, so I always made sure he didn't try it after that."
That was the truth. I didn't do it with Gary or Dave either. But, with Bobby it seemed so right. I tried to get more of his cock in my mouth. Each time as it started down my throat I would gag.
"Oh shit, you are going to make me cum."
"Let's not let that happen." I flopped back again with my legs splayed open.
Again Bobby stared at my open, now oozing cunt slit. I smiled and nodded my head in the direction of my awaiting crotch.
"Uh ... did you want me to do you down there, too?" I could tell he was nervous and confused as what to do if I said yes. No one had ever tried eating pussy with me.
"No, I want your cock in me if you don't mind. Were you serious about this being your first time?"