Colleen and I had basically grown up together and were close friends through most of our youth. Once I'd moved halfway across the country after college, though, we rarely saw each other anymore. We still stayed in touch and our friendship was still solid, but it had been too long since we'd been in the same room. When I found myself back in New Jersey, I reached out to her and, knowing that she was also a big Giants fan like me, asked if she wanted to catch that Sunday's game together. She was excited about the opportunity and we threw out a few different potential viewing locations before she finally just suggested we watch it at her place. I was good with that as long as she let me bring the beer.
When I arrived that Sunday afternoon, she was wearing her Jason Pierre-Paul jersey, ready to root the Giants on to victory. She had some snacks set out so we each grabbed a beer, put the rest in the fridge then sat on the couch and started catching up before kickoff. Although her teenaged kids lived with her, Colleen was currently single and, though she had the occasional date, she wasn't serious with anyone at that moment.
"I don't even have any friends with benefits," she lamented, though I didn't feel like she was dropping a hint. I saw an opportunity, anyway.
"So you're stuck taking matters into your own hands, huh?" I asked.
"Yeah, I guess that about covers it," she replied with a chuckle.
"Well, let me take matters into my hands and see if it helps," I suggested, reaching over to unfasten her jeans.
"Really?" she asked, "I would so appreciate that."
With her jeans unbuttoned and unzipped, I slipped my hand inside and over the front of her panties, feeling the coarseness of her bush and the softness of her pussy inside. After caressing her pussy through her panties for a moment, I slipped my hand into them and through her trim bush to her pussy. She was already quite wet and moaned softly as I slid my finger easily into her. I pumped my finger in and out of her as best I could within the confines of her panties and jeans then focused my fingertip on her clit. She moaned a bit louder and started writhing even more so I mainly caressed her clit with an occasional dip into her pussy for some additional lubrication. She was gripping my thigh with one hand and the throw pillow on the other side of her with the other and seemed to be building up pretty quickly to an orgasm, which I hoped would be incredibly pleasurable for her.
Of course, my cock was rigid but I had a feeling that, once she'd cum, my needs would be addressed. I really had come over only expecting to watch football but I liked the way things were turning out. When she started tensing up and her moaning was more or less continuous, I figured she was right on the verge of cumming. I just kept up what I was doing and it wasn't much longer before she suddenly went limp and started shaking. She gasped a few times but otherwise seemed to be holding her breath. It was a long and apparently intensely pleasurable orgasm so I just kept doing what I was doing until she went still and let out a long sigh. I slipped my hand out of her panties then just watched as she was recovering. Her eyes were closed and it was like she was catching her breath. Finally, she opened her eyes and turned and smiled at me.
"Thanks," she said, "I needed that."
"Happy to be of service," I replied, "Any chance your kids are going to show up?"
"No, both of them are working today," she said, "and I've trained them to call me when they're heading home. Why? What did you have in mind?"
"Feel like riding my cock?" I asked. She responded by reaching over to massage it through my jeans while bringing her lips to mine. We made out as she worked on getting my jeans open and extracting my cock. She pumped it once she had it free but it wasn't going to get any harder.
"Let's do this," she finally said.
"Can I have you undress for me?" I asked. She stood and faced me, pulling her JPP jersey up over her head, revealing a fairly non-descript bra covering her substantial titties. Since her jeans were open, those went next and she stood before me in just bra and panties. Knowing her for as long as I had, I'd wondered on more than a few occasions how she'd look naked and I was about to find out. I did not expect to be disappointed. She reached back to unfasten her bra, releasing her big boobs and revealing large areolas and hard nipples. As I was admiring them, she started to slide her panties down, leaning forward and setting her tits swinging. As she straightened up again, I gazed at her trim, dark blonde bush.
"Do you have a condom?" I asked and she sort of started, like it hadn't even occurred to her, then headed off to go get one as I watched her titties bouncing. When she was out of sight, I slipped my jeans and underwear off then pulled my shirt up over my head so I was sitting there naked when she returned. She was extracting a condom from its wrapper then handed it to me and dropped the wrapper and the rest of the strip of condoms onto the coffee table. I rolled the condom over my throbbing cock as she was moving to straddle me on the couch. With her big titties right in my face, I held my cock as she lowered herself onto it. We both moaned as my cock was engulfed in her hot, slippery pussy. She just sat on it for a moment before starting to move up and down. I reached up to fondle her tits, caressing the soft, smooth flesh and brushing my palms over her hard nipples.
Though not necessarily snug, her pussy felt hot and slippery even through the condom so I was savoring the feel of it as I was also savoring the feel of her tits. It didn't take long at all before she went from riding me slowly to riding me hard and moaning loudly. I leaned back and watched her tits bouncing enticingly while glancing up occasionally to check out the expression on her face. Her eyes were closed but her mouth was hanging open, letting out louder and longer moans as she continued riding me harder and faster. I was holding her waist as I watched her bouncing titties, pushing up into her each time she came down on my cock. While it was highly pleasurable having her riding me, I wasn't feeling an impending orgasm quite yet but it sounded as though she was building up to another one pretty quickly.
She'd started out with her hands on my shoulders but, once I'd leaned back, she was bracing herself on my chest. As she continued dropping down onto my lap, I was still mesmerized by her bouncing tits. When she finally dropped down and just sat there, it was just a moment later when her body started shaking. I glanced up to see that the look of concentration on her face had been replaced by a wide smile. I just waited as she rode out what appeared to be a very intensely pleasurable orgasm, happy that I'd been able to help her achieve it. She gradually went still again and let out a long, content sigh before opening her eyes.
"That was outstanding," she said, "but I want to make you cum now, then swallow your load."
She climbed off of my lap and knelt before me, sliding the condom off and setting it aside before wrapping her lips around my tool. She gently pumped the base as she slid her hot mouth up and down my shaft and I moaned at the level of pleasure I was feeling. Her pussy sliding up and down my cock had felt great but, without the condom on, her mouth felt incredible. I could feel an orgasm beginning to build almost immediately. It didn't surprise me that she was a skilled cocksucker; we were both of an age where we should have had a fair amount of experience. There comes a point in a guy's life when he's more appreciative of a skillful blowjob than curious as to how she honed her skills.
