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Girlfriend's Affair with an Older Man
by Jezzaandlez (ouirup4it@yahoo.co.uk)

***

Girlfriend has a night out with an older man from her 
office. (MF, oral, anal, affair, cons)

***

This is a story my husband wrote about our early 
times. 

It was 1967. My girlfriend Lesley was seventeen I was 
twenty. We had been going out together for about a 
year and a half, were crazily in love with each other 
and from both being virgins had graduated to full 
sexual activity just around her seventeenth birthday. 
She had the kind of body that stopped blokes in their 
tracks, slim but shapely legs, round but firm 
backside, a tiny waist, 36a breasts that stood up on 
their own and nipples that invariably indicated it was 
getting colder or betrayed her state of arousal. 

In the looks department she had not been shortchanged 
either. Her long dark hair framed a sultry gypsyish 
face, nose slightly aquiline, small but full lipped 
mouth and dark green 'come to bed' eyes. 

Some of my mates reckoned she looked like Ruth out of 
Pans People but prettier. 

In the decade that launched the mini skirt and the 
'see through' blouse, she wore both, and combined with 
the highest boots or heels drew the eyes of the young 
men and set them dribbling. Yet we had no time for 
anyone else, but were consumed with an insatiable 
passion for each other. It seemed that we were 'at it' 
at every opportunity and if we had a moment to 
ourselves it had to be used to some sexual purpose. 

I would meet her off the bus from work in the evening 
and we would drive straight to our nearest park up 
place in a quiet lane or the local common where 
daylight or dark we would be at it 'like knives' 
before breaking off for tea at our respective homes. 
Collecting her to meet friends at the pub we would 
take up where we left off feeling each other up as we 
drove. 

Often at her parents, while her mom and dad were in 
the kitchen and we were supposedly watching telly she 
would get my dick out and suck me off, or sit on my 
lap and slip onto me. 

How we avoided being caught god knows. We were 
experimenting, learning all the time. She had just 
gone on the pill. Our generation was remarkably 
ignorant about sex and even the sex mags of the time 
were very tame. 

You could be forgiven for thinking that women were 
without nipples, pubic hair or any genitalia at all, 
looking at some of them. So everything was gleaned 
from hearsay or dirty conversations and developed by 
trial and error. Very enjoyable it was too. I remember 
hearing some fellow apprentice describing 'licking out 
' his girlfriend and being slightly appalled but 
sufficiently curious to tell Lesley about it. She 
wanted to try it and that summer evening in the lane 
behind the colliery, she orgasmed with such intensity, 
I thought she was having a fit, soaked me and drenched 
the rear seat well of my Ford Anglia. 

Lesley worked as a shorthand typist at a local 
engineering company in Dudley of the type that 
dominated our local landscape at the time. Her job was 
typing up quotations and technical specs for the 
salesmen and engineers. These were a mixed bunch but 
mostly ex drawing office types who had acquired 
sufficient experience etc. to put technical 
specifications together and usually in their late 
thirties or older. Not surprising that in such a male 
dominated environment, an attractive young woman had 
plenty of attention. 

Much of this was of a flirtatious and playful nature 
but being the sixties and somewhat less politically 
correct, at times it often took on a more suggestive 
and titillating tone. Though Les was not the only 
woman in the place she was the youngest and the only 
unmarried female and was the target of most of the 
banter. Needless to say she could hold her own and in 
fact enjoyed the teasing and occasional lewd comment 
she received from the men, many of whom were old 
enough to be her dad.

On a Friday at lunchtime it was the custom of the 
sales chaps to go to the local pub for lunch and there 
was an unspoken competition between the blokes to give 
Les a lift. No doubt hoping to get a closer look at 
her long legs or more as she slid in and out of their 
car. Sometimes one or other of the women also went to 
the pub but more often Lesley was on her own with five 
or six chaps. She confessed she enjoyed the way they 
fussed over her and of course they always paid for 
lunch.
 
One of the senior salesmen a chap called Frank began 
to take a more obvious interest in her. When she had 
to do any paperwork for him, he would always keep her 
talking, steering the conversation inevitably round to 
sex at some juncture or other. He was a man of about 
fifty, married with kids older than us, Les told me, 
as we discussed the day's events one evening sitting 
in our usual quiet lane. 

She laughed as she described how he quizzed her about 
her sex life, and asked what she had or hadn't done. 
'He gets all hot and bothered when I tell him,' she 
grinned. Over the course of the next few weeks Frank 
became even more solicitous of her company, sometimes 
just passing as she walked to the bus stop from work 
and stopping to offer a lift. 

The conversation would immediately become sexually 
orientated, Frank being complimentary on what she wore 
to the office then asking if she wore a bra that day 
or 'had he seen right' when she reached to the filing 
cabinet 'she was wearing pink knickers? Etc. He would 
let her out at the bus stop where I picked her up, 
usually with the comment 'If your boyfriend wants a 
night off you know where to come.'
 
This went on for some months and Les and I laughed a 
lot about 'what a dirty old sod Frank was'. I would 
sometimes suggest she wore a particular skirt or 
blouse for work knowing that it amused both of us that 
Frank was turned on by her, and waited to hear her 
describe his reaction. She climbed out of his car one 
evening, and as she slid into the front seat of mine, 
began giggling. I pulled away enquiring as to the 
cause of her merriment. 'Frank wants me to meet him 
for a drink next Friday as his wife and kids are away 
and he has a night on his own.' 

'The cheeky bastard,' I responded, 'what did he say 
when you told him no?' 

'Well I didn't actually say I wouldn't, I was just 
getting out of the car, so I said I'd tell him 
tomorrow.' 

I was nonplussed but said nothing and drove to our 
regular spot on the common. In seconds we were in the 
back of the Anglia and down to our underwear. In 
between tonguing her fanny, I took a breath and 
commented, 'He won't just be taking you out for a 
drink you know, he'll be wanting some action'. 

Pulling my head back to the task in hand, she said, 'I 
thought I'd just dress up a bit special a give him a 
show, maybe string him along a bit. You know like I've 
been doing at work, perhaps let him have a bit of a 
snog and a feel at the end of the night. I bet he 
don't get much at home and that would probably keep 
him going for weeks.' 

Climbing up her body I slid my cock into her sopping 
cunt and began to fuck her rapidly. She wrapped her 
legs round me and we both climaxed pretty quickly. 

'Do you really fancy Frank?' I joked, as we began to 
get dressed. 'He's not exactly Stevie Winwood is he?' 

'Well I don't fancy him in a normal way, but I find 
the idea of having sex with an old bloke is for some 
reason exciting.' She said slowly, 'You know? Sordid 
and a bit dirty. Anyway, I probably won't go.' 

We didn't talk about Frank anymore that night, but 
after I dropped her off and went home to bed I found 
myself re-running our earlier conversation and 
considering what to say to Les. To my surprise and 
disgust I found myself developing the scenario between 
my girlfriend and Frank and jerking off. The more 
intimate and extreme the fantasy became the more 
stimulating I found it. The next evening she came home 
on the bus and I was disappointed. 'No Frank tonight' 
I enquired and tried not to be too inquisitive when 
she explained 'she just hadn't seen him that day'.
 
The weekend came and went without us discussing the 
'Frank,' situation. Then on Monday, although Les came 
home by bus, in the middle of our pre-tea time 
engagement and just as I am mid stroke! She asks, 'Do 
you think I should go out with Frank on Friday?' 

I slowed down my rhythm and trying to sound as if I 
had considered and thought it through then said, 'If 
you really want to, I won't mind, I know it's just 
experimenting. If you want to, I think you should.' 

After a few seconds she answered carefully. 'He asked 
me again today at lunchtime and I put him off, but 
I'll tell him ok. Tomorrow if you're certain you don't 
mind.' She paused, 'But I'm telling him, it's only for 
a drink and no funny business.' 

**

Over the next couple of days the impending date with 
Frank was uppermost in both our thoughts and invaded 
our every conversation. Although Lesley had made a 
great store of having given Frank clear notice of what 
was to occur, she was clearly hugely turned on by the 
idea of meeting this 'older man' He for his part, 
secure in the promise of a date, had eased up on his 
pursuit of her and had not given her a lift or engaged 
her in too many salacious conversations at work. Maybe 
he didn't want to attract too much attention from work 
colleagues. 'What should she wear? She asked me, as we 
discussed her 'date'. 

We decided on a white broderie anglaise tunic dress 
that she'd bought from C&A to wear as a blouse but 
which on a couple of occasions she had worn as a mini 
dress. It was pretty see through' and cinched in with 
a belt just covered her knickers. She wondered whether 
she should wear a slip with the dress but I persuaded 
her it would spoil the effect. Underneath she would 
wear a platform bra she had bought from the 
classifieds in the News of the World, (there was no 
such thing as a Wonderbra in these days), a white G 
string which she had made herself and Aristoc 
adjustable hold up stockings which I convinced her 
were the trigger to any 'old chaps' gun. They were 
silky smooth and snugged right up into her crotch just 
on the knicker line and just about on the side of 
decency.
 
Thursday evening when I met her off the bus she said 
she had arranged to meet Frank at a pub a little out 
of his and our area. He didn't want to bump into any 
work or family friends and to be honest neither did 
Les. So I agreed to deliver her to the pub and she 
said he would drop her off at home as it was after 
dark. Later on we sat talking about the next evening 
and how it would go. I joked how Frank would have a 
heart attack when she turned up in her little white 
dress and that she would have a job keeping his hands 
off her. We were both steamed up by the idea and were 
beginning to get down to it. She said, 'I might let 
him have a feel of my tits, what do you think?' 

I grunted between kisses and slipping several fingers 
into her, said that I thought she should. As she 
manoeuvred to accept my prick, she enquired 'should I 
let him fuck me?' Picking up a brutal rhythm I found 
myself muttering between fervent kisses 'oh yes let 
him fuck you, just do whatever he wants, do anything 
he wants you to do, don't refuse him anything. Then I 
came in a shuddering climax and lay on her for a few 
minutes. 

When I recovered I retreated a little from my 
unconditional encouragement and said, 'Really I'm OK 
with this but you do just whatever you want to do. She 
began to speak quietly 'I want him to fuck me, not 
like you do, but just do it. You know stick his dick 
in my mouth and cum on my face and stuff, not be nice 
but use me like a tart, make me do dirty things. I 
don't know what I mean really but he says I'm too nice 
and I want to show him I can give him whatever he 
wants however disgusting.' 

My cock hardened as she spoke and I pulled her face 
down onto it. 'Show me how you'll suck his dick,' I 
ordered, pushing it to the back of her open mouth. She 
tongued it top and bottom and pumped her lips up and 
down on it until suddenly I began to splatter her 
tonsils. 'Let him cum in your mouth, I want you to 
swallow his spunk like a prostitute does," whether 
they did or not I haven't a clue but that's what I 
said. After that we fucked again violently then parted 
exhausted. We drove the short distance home almost in 
silence neither of us wanting to reopen the 
conversation. 
 
We finished early on Friday and I collected Les from 
her office. It was probably my imagination as I waited 
but the chaps in the cars coming out of the factory 
gates all seemed to look enquiringly at me as they 
passed. Perhaps Frank had let on he was taking my girl 
out? She came down the office steps in her short black 
skirt and crisp white blouse. As I pushed open the car 
door there were a couple of complimentary whistles 
from some factory lads on the other side of the road. 

She waved to them and slide into the car. We kissed 
hello and I joined the homeward stream of traffic. I 
was heading for the usual place when she announced she 
wanted to go straight home. 'I've got to get ready, 
that's if you're still ok about me going?' 

I countered, 'Do you really want to go out with him, 
and you know, do all that stuff you said?' 

Looking straight ahead, she almost whispered, 'You 
said you wanted me to be like a prostitute for him and 
yes, the idea gets me hot. It scares me but I want to 
do it,' she reached for my cock as I drove down her 
road. It was rock hard. 'And it turns you on too, 
doesn't it?' 

I didn't reply but pulled onto the drive of her 
parents' house. 'I'll pick you up 7-30.' 

She got out. 
 
As the front door opened I was waiting. God, she 
looked good, her pink lipstick matching her heeled 
sandals, her dark eyes flashing through the long 
lashes and her glossy hair in heavy waves around her 
shoulders. The July evening sun shone full on her as 
she came to the car, the deeper tone white of her 
knickers and bra just discernible under the white 
dress. She swung her legs in after she slid into the 
front seat. 

I glanced down just catching a glimpse of the stocking 
welt, where the dress flapped open below the bottom 
button. I knew if I asked her not to go, she would 
happily just go for a drink with me and forget all 
about it. My stomach churned as I turned the car out 
of her road and headed for the pub on the Hagley road. 
We travelled in silence until we pulled onto the car 
park. The place was a steak house and quite busy. I 
parked where I could see the cars pulling in, off the 
dual carriageway. 

Les turned to me. 'Are you sure you're ok with this?' 

Her dress gaped open at the top and I could see almost 
all of her breast, brown as a bantam egg down to the 
darkness of her nipple. 

'Because if you're not. I don't have to go through 
with it,' she paused, 'but if I do, things won't be 
the same again will they?' 

My mouth felt like it was full of cloth. I could 
hardly speak. 'Whatever you do, I'll always want to be 
with you, but I really get off on the idea of you 
fucking him. If you hadn't been keen I would have 
tried to get you to do it somehow.' 
Frank's Rover 3000 pulled onto the car park and parked 
up facing the road. 'He's here,' I said. 

'I'm going to do anything he wants,' she whispered, 
opening the car door. 'But it's you I love, wait for 
me at the end of our street.' 

We didn't kiss. She got out and I watched her cross 
the car park. Frank must have spotted her in the 
mirror as she approached, and got out of his car to 
greet her. He was taller than I remembered and not as 
portly as I had imagined, a big bloke. Lesley looked 
tiny alongside him. His large hand momentarily brushed 
her behind as he ushered her to the passenger seat and 
held the door as she stepped in. In a couple of 
minutes they had gone. I was tempted to follow the 
departing Rover but thought better of it and resigned 
myself to killing time and waiting as instructed. 
 
I didn't want to go home to the inevitable 'where's 
Lesley questions' and for the same reason I wanted to 
avoid the pubs where our friends hung out. In a bit of 
a daze I ended up driving into town buying a 'Wimpy 
Burger' which I normally wouldn't cross the road for, 
then throwing most of it away. More than usual it 
tasted of salty cardboard and my mouth was dry and I 
couldn't swallow. 

Sitting in the car park I imagined the course of 
events. How long would they spend in the pub? Would 
she be ok? Frank's first move. To touch her breasts or 
explore her legs. In the same moment I was both sick 
with jealousy and concern and yet aroused by the idea 
that my girl was at that minute probably straddling a 
man older than her dad. 

At eleven I pulled into the street just off the end of 
the road where she lived. The Rover pulled up opposite 
just after midnight. Every car that passed in either 
direction had set my stomach churning, now I was 
electrically charged. Though it was gloomy away from 
the street lights I could make out Frank sitting in 
the driver's seat but no sign of my girl. 

If my heart could have pounded any louder it would 
have woken the sleeping estate. A car swept past. The 
brief illumination was enough for my 'locked on' 
vision to discern the rhythmic up and down movement of 
dark shadow above Franks lap. 'Oh God, she's sucking 
him off in the street where she lives'. Fascinated I 
watched the car. A few moments elapsed then she sat 
up, and lay back in the seat. There was an inaudible 
exchange of words, and she stepped onto the pavement. 
The car door clicked shut and the Rover droned off 
into the distance. I flashed my car headlights. She 
turned and walked towards the car. She looked ok.
 
'Let's go down the lane,' she instructed as she closed 
the car door. 

Without response I turned the car into the main road 
and drove the few minutes to the lane. This was one of 
our usual haunts and where we were rarely disturbed 
after the pony enthusiasts had gone home. 'How was 
it?' I ventured as we came to a halt. 

'I'll tell you after you fuck me,' she replied, 
already climbing into the back of my Anglia. I 
followed her, pushing the seats up over the dash for 
more leg room. As I undid the buttons of her dress, 
she had my jeans unzipped and was pushing them round 
my ankles, reaching for my prick. She no longer wore a 
bra or knickers and as I caressed her face with my 
fingers preparatory to a kiss I was aware that her 
hair was wet and sticky no doubt with spunk from that 
last minute blow job I had almost witnessed. Our 
mouths met as my cock eased into her and Lesley began 
to writhe beneath me. 

I could smell Frank's sperm on her hair and felt my 
tool expanding inside her. Turned on but I suppose 
emotionally confused, I climaxed in double quick time, 
sobbing between kisses, 'God, I love you.' 

She began to come in a series of shuddering 
convulsions and then lay still breathing steadily. 
'You're sure you want to hear this?' she demanded. 

I drew her to me, 'Yes.'

She began describing how they went to some pub on the 
back of Clent hills where she judged most of the women 
there were with someone they shouldn't be with and how 
in less than an hour she'd downed four Cherry B's she 
was so nervous. 

Frank had dared her to show him her knickers and she 
had. Unbuttoning her dress to the waist to open it for 
him in the pub. At that point he had said, drink up 
and they drove to a car park on top of Clent 
somewhere. It was still light. Frank had leaned across 
and kissed her at the same time opening her dress at 
the front. Les said she slid down in the seat and he 
had pushed his hand up between her legs and under her 
behind. He was able to lift her bodily and ground the 
heel of his palm against her cunt through her 
knickers. 

'It felt nice,' she said and when he pulled his hand 
back he drew down her flimsy homemade G string. Then 
he undid the front fastening bra to nuzzle her breasts 
as his 'fat fingers' her words, gently probed her 
cunt. She reached over to find his dick hard in his 
trousers. 

At her suggestion they got into the back seat. She 
took off her dress and was now completely naked apart 
from her shoes and stockings. Kneeling in the well of 
the car still in his shirt and trousers, he lifted her 
legs over his shoulders and began eat her out, 
reaching up to tweak her nipples as he did so. 

'It was so good, I found myself pulling his head into 
my crotch,' she confessed. 'Then he turned me over and 
made me put my bum in the air. He continued to lick my 
cunt but started licking around my bumhole and pushing 
a finger in. He asked me if I liked it! I said it was 
ok. Suddenly he had his tongue in my arse and it felt 
great probing in time with the rhythm of his fingers 
on my clit.'

Listening to this was bittersweet. My dick was rock 
hard but I was jealous.

'I wanted it to carry on,' she said but Frank turned 
her onto her back again took off his shirt and pushed 
his trousers and pants down and placed the tip of his 
cock at the entrance to her fanny. Lying over her he 
told her 'If you want it in you put it in.' She said 
his penis was about the same size as mine maybe a bit 
longer but not as fat. She grasped it and guided it 
into her. 'It slid in easy, I was so wet,' she 
confessed. 'He fucked like mad as soon as he was fully 
in me, and sucked on my nipples and shoved his fingers 
up my bum. In a few seconds he was jerking his spunk 
into me and I wasn't far off coming either. 'Then he 
pushed his tongue into my mouth and asked, 'if I could 
taste my own arse?' The dirty bastard. But he kept on 
shagging me and I came off.' 

While they rested Frank asked about what she had done 
with me then got her to suck his floppy cock back to 
life. As soon as it was hard he fucked her doggy 
fashion a bit slower this time. When she sensed he was 
about to come he made her turn round and take it in 
her mouth again. 

'My missus never does this,' he told her as his come 
splattered the back of her throat. Les never really 
liked the taste or texture of sperm, but she told me 
because he had said that, it made her determined to 
swallow it down. Another break and more talking then 
Frank wanted to 69. Les got on top and Frank cleaned 
out her fanny and gave her brown hole some more 
attention, licking her clit till she had another 
orgasm, flooding his face with her juices. She turned 
round and began to ride his cock. 

She had begun to wank my dick as she relayed the 
detail of this evening of debauchery. 'There's one 
last bit,' she said carefully. 'While I was riding 
him, I thought he won't come again, so I asked him, 
what else won't your wife do?' 'She won't rim my 
arse,' he replied which apparently is what he'd been 
doing to me.' 

I gasped, 'What did you say?' 

'I asked him if he wanted me to do it for him' said my 
prim little girlfriend. She had then lain back on the 
seat while Frank knelt astride her face. She began by 
licking and sucking his cock then travelling down to 
his balls. sucking the bit that joins the bollocks to 
the anus, which she said immediately made his dick 
stiff again. Then as she wanked his cock with one 
hand, she applied her mouth to his arse. 

As he held the cheeks of his backside open she licked 
and probed his anus with her tongue, gently reaming it 
open with her fingers. Eventually she could get her 
tongue in and could feel the pressure of his ring 
piece on her tongue both trapping it and pushing it 
out at the same time. Frank could not stand more of 
this and turned to point his prick at her face and 
shot another load of jism onto her. As she reached 
this conclusion I pulled her down onto my cock and 
pumped my load into her mouth. She swallowed it 
without complaint.

'And that was it,' she concluded. 'But, you were 
sucking him off when you turned into the street,' I 
said. 'That was something else his wife has never 
done, I'd told him I did it for you. And he came 
again! all in my hair. Put the light on,' she said. I 
switched on the interior light. Her breasts and upper 
thighs were covered in dark blue black love bites. 'He 
asked me if you knew and when I told him 'yes, he 
said, 'Well he'll know now won't he?' and gave me 
these.'

'Are we ok?' she asked.

'I think so,' I said 'will you see him again?'

'If he asks me I will,' she replied.

'That's good,' I said.

The End

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world 
contract HIV every year. You only have one body per 
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 76