Wilson's Hard Lesson (98 page)

And he’d been doing so well.

Everything he’d said up to that point had made her so happy,
and had been causing the smile on her face to spread even wider. Then he just
had to go and mention Sarah.

Anna’s smile must have dropped, because Carl picked up on it
immediately and a guilty expression crossed his face.

“Oh gosh, I’m sorry, I shouldn’t have said that.”

“No, no, it’s fine,” Anna insisted.

She understood that things must have been terribly tough for
him losing a wife he was obviously so in love with. He wasn’t going to just get
over her immediately. She hadn’t expected him to just forget about Sarah…but
she had hoped that he would be a little more emotionally healed than this if he
was thinking about getting into another relationship. Was he even ready to get
married to someone else? To make that commitment?

As doubts and concerns started to nag at her brain, she
tried to push them to one side and just concentrate on the moment. She’d been
enjoying herself so much before that, and Carl
had
said something really
sweet to her. Perhaps she’d be best to just focus on that. He’d said it
wouldn’t be hard for him to fall for her. That was definitely a positive
considering he still wasn’t over his last wife.

She could see the worried look on his face now and she
didn’t want to stress him out any more than necessary, so she leaned in and
pressed their lips together in a gentle kiss, placing both her palms on his
cheeks.

He gave a soft gasp and relented, both their eyes closing at
the same time as they began their previous make out session all over again,
that single kiss soon turning into more as they moaned and gasped against each
other’s mouths.

This time, Anna tried something a little different.

After they’d been kissing solidly for a couple of minutes,
she broke away, not to stop the kiss completely, but to move her attentions
elsewhere. She began at his jaw and then went further south to his neck, her
lips brushing at the flesh, kissing and sucking and nipping at his skin
wherever she could find it.

She could taste hints of his aftershave on her lips now as
she mouthed at his neck, and she’d obviously found something of a sweet spot
because he let out the most exquisite moan and tossed his head to one side,
exposing more of his neck for her like a vampire’s victim relenting to the
bite.

“Ohhh baby,” he gasped out softly.

His words sent a shiver through her spine. It was the first
time he’d ever called her any kind of pet name. Although ‘baby’ wasn’t exactly
the most original, it totally worked for her and was a very good start. That
was what she wanted…to be his baby, and his alone.

“Mm,” she murmured back against his skin and sucked more of
it up between her lips, applying some pressure, knowing it would leave a mark
there.

Her right arm made a move to slide around his waist,
accidentally brushing over his crotch at the same time, with her attentions on
his neck and not really looking where she was going. She was glad that it did
though. Not only did he let out another beautiful sounding moan, but she felt
for herself what an effect all this kissing was having on him.

She was glad she wasn’t the only one who’d been getting
turned on.

There was quite the massive erection forming inside those tight
pants of his and obviously bursting to get out.

She gasped and pulled back slightly, panting.

“Wow…”

“What?” He smiled and looked at her through half lidded
eyes.

“You’re…” She blushed and glanced down at his groin.

His eyes followed hers and then joined in with her blushes.
“Yeah uhh…sorry…”

“No, don’t be sorry,” she laughed lightly. “It’s a
compliment. It means I’m doing something right.”

“You definitely are.”

“Must be pretty uncomfortable down there…” Anna raised an
eyebrow.

“That’s one way of putting it.”

“Bet you wouldn’t say no to someone helping you out…” She
could be pretty flirtatious when he wanted to be. She didn’t know where all
this sudden burst of confidence had come from, but Carl seemed to bring it out
in her. She felt relaxed around him and comfortable, and that made all the
difference. When she was in the right environment she could come out of her
shell and realize her true potential.

Carl’s eyes sparkled and he shook his head a little,
smiling. “What guy in their right mind would? Especially if that someone…was a
very beautiful young woman…” He slid his arm around her waist and gave her a
squeeze, pulling her towards him even closer. She swung one leg over both of
his and then twizzled around and sat up on top of him.

He smiled and placed his hands on her waist, looking up at
her. “Well?”

Anna bit her lip, her heart fluttering a little, some of her
nervousness starting to come back. It had been such a long time since she’d
done anything like this. She hoped she’d be OK at it.

She watched his face for his reaction, then began to grind
her hips and her ass down on his clothed erection a little, just teasingly at
first.

Carl let out a quiet moan and half closed his eyes,
squeezing her waist. “Mm…”

She licked her bottom lip slightly then slowly slid herself
down between his legs and off his lap, her knees hitting the soft rug and legs
and feet tucking out behind her just underneath the coffee table, comfortably
so.

Carl spread his legs to accommodate her, lifting his head up
and looking down at her with a slightly raised eyebrow and a questioning
expression.

Anna wasn’t sure what he’d been expecting when she offered
to help him out, but she’d always had a blowjob in mind. It had been a long
time since she’d had a penis in her mouth and occasionally, when she was alone
in her small apartment tucked up in bed and touching herself, she imagined it,
visualized it perfectly and it made her so wet that the orgasms flowed quickly
and freely. She wasn’t exactly sure why, but she’d always enjoyed the sensation
and feeling of having a cock in her mouth.

As with all her last sexual experiences, it had been a long
while since she’d done it, but she’d always been told by the guys she’d been
with that she gave a very excellent blowjob, and now she was hoping to test
those skills out again on Carl.

She reached up with both hands, stretching out her fingers
and undoing the button on his pants, then very slowly, teasingly, undoing the
zip, taking her time and making him wait for it. She was beginning to enjoy
this already, especially when she saw the expression on his face; the way he
was biting down on his lip and frowning slightly, the almost pained look of
eagerness and anticipation. She wanted to make him frustrated and even harder
than he was already.

He moved his own hands to help her with the zip, and then
dug one into his pants to get himself out, obviously wanting to speed the whole
process along. She grabbed his wrists and pushed them away, looking up at him
and tutting.

“Mr. Impatient…” She chastised him gently.

He smirked and rested his hands by his sides again. “OK
fine. You’re in charge.”

“Good. Lift your pretty ass up, handsome.”

 Carl dutifully raised his butt up off the couch and she dug
her fingers into the waistband of his boxers, dragging them down along with his
pants, stripping him off both and watching with a little gasp as his rock hard
eight inch length bounced out.

It was definitely bigger than she’d expected; thick, long
and perfectly shaped, with a large, bulbous bell end that was already leaking
slightly from his slit.

She tugged his pants all the way down to his feet then
kneeled on them to keep them in place, still in between his legs.

Then she sat up a bit and placed both her hands on his
thighs, looking at the challenge that lay before her, then up into Carl’s eyes
a moment.

He reached one hand down and pushed it gently through her
hair. “Please,” he murmured.

She nodded and bent her head forward, beginning with the
glistening pre-cum that was shining on the tip, like an inviting tasty morsel
just waiting to be gobbled up. She opened her mouth and her tongue came out,
running flat over the surface and lapping up the small amount of juice straight
away.

Carl gasped in pleasure, and his cock gave a small
involuntary twitch, jumping to the left slightly as she made contact with her
tongue. He ran his hand through her hair again and she looked up at him, making
eye contact as he leaned in again and this time captured the entire tip between
her lips, closing her mouth around him.

“Anna, oh God…”

Encouraged by his reactions, she carried on, wrapping her
right hand around the base of his cock to keep it steady, then starting to suck
a little on the tip. Her cheeks hollowed out as she applied some pressure and
Carl’s moans provided the perfect soundtrack to the next ten minutes of
stimulation she was giving him.

She slowly started to lower herself onto him, going beyond
the tip, taking more and more of him into her mouth, inch by inch.

She went as far as she could go, until the tip of his
erection was touching the back of her throat and causing her to retch and gag
slightly. She knew she could take him in deeper once she got going a bit more,
but she stopped there for the time being so she could warm up and get them both
in the zone, although by the sounds of things, Carl was already there.

By this point he had swirled her hair around his fingers and
was tugging on it slightly, gasping and breathless as he moaned out her name.
Perhaps his last wife hadn’t liked giving blowjobs. Some women didn’t.

Once she had a good three or four inches of him in her mouth
and the base covered with her hand, she began to stimulate him with her tongue.

She flattened it out against the side of his length, then
started to swish it back and forth a little. That got an even greater reaction,
as did her next move – starting to actually bob up and down around the cock. It
slid easily in and out of her mouth, now lubricated nicely with her spit. She
swished and swirled her tongue back and forth at the same time as applying
pressure with her lips.

Carl tugged on her hair some more and his moans got louder.
She felt him give a little twitch in his thighs and he almost bucked her hips
into her mouth, so she pressed down with her palms to keep him steady and
still, wanting to remain in control for a little while longer before she
allowed him to go mad with her.

She twisted her hand around, manipulating and pleasuring
that bottom part of his shaft at the same time as blowing him, and her other
hand came up to cup his balls and massage them gently, ensuring that he got
pleasure from all angles.

Anna closed her eyes and moaned softly around his length,
her lips vibrating and sending tingles right through him, eliciting another
gasp. She was starting to enjoy this a lot. The taste and size of him in her
mouth was even better than she’d been hoping for, and she was already looking
forward to getting his sweet load right down her throat.

Now that her throat was starting to relax, she knew she
could take more of him in, so she moved a couple of fingers away from his base
to reveal his extra inches, and began to bob up and down with renewed
enthusiasm, loosening off the grip with her lips and just letting him slide
right down the back of her throat.

At first, she gagged and choked. Her eyes began to water and
drip down her cheeks, and she was making some obscene noises as he slipped in
and out, but she could take it, and she enjoyed it, especially when her throat
bulged with his length and she could feel him hit and bruise her, knowing that
it would probably hurt to swallow for a couple of hours afterwards.

Carl’s moans got louder and louder; and his physical
reactions more difficult to manage. He twisted her hair around and pulled on
it, and his other hand squeezed her shoulder, his fingers digging in a little
and his hips starting to wriggle and want to move again. This time, she didn’t
push back down on his thighs and she didn’t force him to stay still.

She stopped what she was doing and looked up at him with
wide, watering eyes, barely able to see through the tears.

Then she removed her hands from his thighs and placed them
behind her back like an obedient submissive, giving him a small nod of her
head, anticipating what he would do next.

“Oh God, Anna,” he groaned and grabbed the back of her head
with both hands, holding her in place as he began to buck up furiously into her
mouth.

She gave him the full control at that point, her eyes half
closing and her head kept still by his tight grip as he ploughed into her again
and again, her cheeks hollowing out and her jaw slackening and loosening off so
that he could easily pound into her throat.

Her sloppy choking sounds filled the room and her eyes
streamed again.

Her hands were behind her back but she brought them round to
the front now and quickly undid her own pants, pushing one hand inside her
panties and beginning to touch herself in time to the thrusts he was making in
her mouth, knowing that she wouldn’t last very long at all once she started.

She was already soaking wet down there and would definitely
need a change of panties after this, but it seemed that Carl wasn’t going to
last for much longer either. After giving a few gasping moans of pleasure, his
face twisted up and he gave a final cry as he slammed into her mouth all the
way, his balls hitting her chin as he ejaculated down her throat. He was so far
down by that point, filling her up so completely, that she didn’t even taste
him as he emptied himself. It simply slid right down and, as he pulled back a
couple of inches to allow her to breathe, she was able to swallow and get the
rest of it as he continued to empty out his entire load.