A Walk on the Pink Side by kewtieboy
MM. seduction, oral, anal
Fate can play strange games and that's a fact. I met Paula in my first year at university, both of us studying law. We fell quickly in love and became an item. What screwed things is that we weren't always as careful as we should have been and she became pregnant and had to drop out to have the baby. Wanting to stand by her, we married and thanks to her wealthy parents, obtained a small flat and they helped me to continue through to graduation while Paula stayed home to look after baby Ruby. I managed quite a good job with a city solicitors mainly specialising in property and some dealings with marital split-ups too!!
Paula studied at home and eventually obtained a part-time job as a legal secretary with another business in town so that she could still care for Ruby while earning some money. We didn't try for another child, feeling we had missed our own youth with the early arrival of our first born and with her reaching an age where she was more independent it was becoming easier to get away for the odd break while Ruby was with one set of parents or the other.
I had been highly sexed in my teens but this had been drained out of me by parenthood and my only excitement was the odd night at home if Ruby was on a sleepover. Even then there was an element of habit. Paula was an attractive woman, slim built and a slightly "tom-boy" look with her short cropped hair and pert little bum. That was what has always appealed to me about her. I had managed to hold on to some of my youthful looks and was wearing quite well though my dark hair was starting to show some grey, even at 34. Still my body was in good shape.
Lately I had started to look at other women and even been looking around on the internet at porn. I loved looking at some of these slim Eastern European women being fucked by handsome young guys, often more than one. I was attracted to watching a cock sliding into slick wet cunts close up. I had looked at some of the "swinging" sites but there was no way Paula was going to play and I was a little nervous about meeting other women for three reasons. First was the obvious one, guilt! The second was the chance of falling for someone and ruining a perfectly good life and thirdly the possibility of being found out!
Paula talked a lot about the girls in the office and they seemed to to have all bonded as friends, even having the odd night out together. I liked seeing Paula enjoying herself and I was happy to stay in with Ruby even though she seemed to go out more alone these days than we did together.
"One of the partners is getting married and also leaving," said Paula one night, "and they have decided to have a party at the office with husbands and wives invited. It'll give you a chance to meet my workmates anyway if you can remember their names!"
"Of course I can, Louise, Tammi, Chris and Sue" How's that!"
Paula gave a fake applause and advised I should look "smart casual," for the event.
On the evening, we arrived at around 7.00pm and the office had been decorated with balloons and banners for the departing female partner and her husband. There were about 30 people there in total when we walked in and with all the shrieking and air kissing for each new person it was all a bit confusing as, apart from Paula I only knew one other person and that was one of the firm's partners. We shook hands and had a brief chat before I realised Paula had gone and was excitedly chatting to a group across the room whom I assumed were her workmates.
I was about to walk over when one of the group looked across at me. I was confused as the person was obviously a young man but all of his aura said "woman" to me. His body stance, his facial structure and his mannerisms were female. Now at this stage you will be thinking he was camp but he wasn't, that was the odd thing. I stayed to observe him and started to rule out the other possibility, was he a transsexual? That certainly wasn't the case either. I had never seen anyone like him before. He was stunningly beautiful with fair skin, short blonde hair, soft lips with small features facially even though he was probably about 5 feet 11 inches tall and slim. His clothes weren't feminine either. He wore a casual tailored jacket and dark trousers which hung well on his tall frame.
He looked across again and smiled. His teeth were perfect and not too dazzlingly white. He brushed his hair back slightly from his forehead with his hand and again a smile spread across his face. I found my cock growing.
Paula turned from the group and loudly said, "There he is. Over here Simon!"
I realised I had been staring at this guy and now I had to join his company. My feet were like lead as I walked over to join this group of six. As Paula worked her way around the group I was aware it included the girls she went out with until she got to the guy and said his name was Chris.
I must have looked confused until she said, "Chris is just one of us girls," and moved back to conversation.
"Shit, Christopher, not Christine," I thought.
This guy had been with the little group on all their girly nights out.
Again I found myself standing but this time much closer and he was even more beautiful at this distance. I could smell his fragrance and, again it wasn't feminine. My head was picking up signals and struggling to compute any message for my brain. My cock was hard again and my head was telling me to chat to the girls. Chris said nothing. He just stood there enigmatically listening to the girl's chatter, smiling here and there and casually looking at me from time to time.
Eventually with the coming and going, we ended up alongside each other.
"Do you work with Paula," I said, stating the obvious.
"Yes, I'm part of the clan."
His voice didn't have a lisp, didn't sound female and was quite deep considering his stature and image. It was actually sexy.
"She seems to have kept your details well hidden," he said.
"Details?" I quizzed.
"Well she just goes on and on about you by name but has never actually told us about you or how.......attractive...you are!"
He blushed at this point and added," Oh sorry I've embarrassed you. I have a habit of saying what I'm thinking and you are certainly every bit a man."
"What about you?" I asked.
"Oh I still live with parents but I've just turned 18 and I move into a little flat next week so I'm really looking forward to it."
"Alone?" I asked a little too quickly.
"Yes, alone. You and," he hesitated slightly, "Paula, must come and see it once I'm there."
"Oh, that would be nice," I said, my face flushing red as I said it.
I wondered what the fuck was happening to me. I'm a straight guy having shown no interest in the male body at all, well unless you include Kevin in the Boy Scouts and David in my first year at Secondary School, and here I was actually flirting like a blushing school boy with a lad only 4 years older than my daughter.
Thankfully Paula broke the moment taking my arm and dragging me to where the food was. My head was spinning and I assumed that perhaps drinking on an empty stomach had confused me. Paula chatted here and there, deftly picked up a plate and loaded it with nibbles and encouraged me to do the same, which I happily did,
Soon we were talking to a guy who worked in their conveyancing department so Paula chatted to his wife while I had a lot in common with him. We talked on and on about the property market and it's slow recovery but I was aware I was still being watched. I glanced up to Chris's smile again. This was starting to unnerve me. I turned until I was out of eye-line and felt a little better.
The evening progressed and the plentiful supply of wine and beer helped the party keep going. Sometime around 9.30pm I lost Paula again to her group so, with the wine making me more sociable I found a new group to crash. As I chatted within this group I felt a tap in my shoulder and there stood Chris.
"Hi again, I was getting a bit bored over there and thought I would come and keep you company."
"Oh, fine" I said.
"How long have you been married to Paula?" he asked.
I told him.
"I suppose so as I hadn't really had a steady girlfriend prior to her."
"Surely you weren't a virgin?" he asked.
"No, of course not," I said quickly.
"Neither am I," he said.
"You seem a very loyal husband," he continued.
I had the feeling this question was a little rhetorical.
"I have been," I said honestly.
"Is that not stressful after all these years of marriage," he queried.
"Not up until now," I said.
"So now it is then?"
"No, no, it was just a turn of phrase," I quickly added. "I couldn't really go with another woman as it wouldn't be fair."
"Well that leaves another option I suppose," said Chris as someone else approached up and joined the conversation which quickly returned to normal party talk.
When I drifted away from him and managed a quiet corner on my own, I watched him. He had definitely been suggesting we meet for.....I assume sex. How would I have sex with a young lad? What do people do? Would he want me to fuck him or maybe he might want to fuck me? I hadn't ever thought about that....well maybe the one time with Kevin, but apart from that. Do boys kiss on a date? Maybe he would want to suck my cock. Paula never liked sucking cock much, not like...well I suppose not like Kevin. I had forgotten all those feelings all those years ago. It was fun at the time but lads did that with mates. It was only because we were horny and girls wouldn't give out leaving us randy all the time. We just did it to get off and nothing else. It wasn't poofy, apart from the couple of times Kevin wanted to fuck me...well actually he did fuck me. Anyway that was all in the past.
I wandered back to find Paula and bumped straight back into Chris.
"I'm leaving now," he said. "Hopefully I'll see you again sometime. He handed me a piece of paper with a mobile number and e-mail address, smiled and left.
My cock was hard again. What the fuck was going on?
I slipped the paper in the back of my wallet meaning to dispose of it later and we left shortly afterwards, weaving our way to a taxi. Paula was full of how much fun the night had been.
"I saw Chris talking to you," she said.
"Chris?" I said faking the confusion. "Oh yes the guy you work with."
"He's gay, of course," she continued.
"I kind of figured that," I laughed a little too falsely.
"He had a boyfriend when he was 17 but there were problems as the guy was older than him and married so that was wrong on both counts. His parents forced him to give the guy up or they would tell his wife or worse still, go to the police as he was still technically underage. I thing he still misses him."
After that worrying news I figured Chris was best avoided and didn't call him.
It was almost a month later when I arrived home from work to be told, "We've both been invited to Chris's flat-warming on Saturday. Isn't that sweet? You're the only partner invited."
"I'm not sure I'll fit in," I said, excusing myself.
"Don't be silly, gay people don't bite you know. He's lovely and so are his friends, at least the ones I've met," said Paula.
I was trapped with no way out. I decided that the casual dress code would be followed to the letter to make me look as married as possible. I dug out some jeans, check shirt, leather jacket and brown shoes.
"Is this casual enough?" I asked Paula.
"You can say that again," she replied and off we went.
The flat was a small one bedroom, one study, lounge, kitchen and bathroom in a new complex where he was obviously renting privately. It was nice enough and Chris's added décor made the plain white walls look almost inviting. He ran to meet us and kissed Paula on both cheeks, doing the same to me. I blushed.
His friends, all four of them, were around the same age or slightly older with varying levels of campness. None of them appealed as they squealed and laughed at every joke and their arms flailed around as they tried to accentuate this point or that. Chris didn't!
He crept up on me again as I stood picking up some food at the table.
"I didn't think you would come after last time?" he said.
"Why wouldn't I?" I replied.
"You didn't call me."
"Two reasons for that," I said. "One, I'm straight and two I'm married."
"You look at me in a peculiar way and it makes me tingle," he continued.
"I don't mean to," I said trying to regain the upper hand.
"I know you're head doesn't mean to but your heart does and I have the tiniest feeling, so does your cock."
The back of his hand brushed lightly against the front of my jeans and my erection jumped.
"......if you get what I mean."
I mumbled about needing the toilet and fled to the privacy of it. I struggled to pull my hard cock out to pee. I couldn't!
My thoughts were racing, "Did I look gay? Do other people think I look gay? I wonder what his cock looks like?"
I had to cancel that last thought, I had no idea where it came from.
I returned to the room with the full intention of telling Paula we were leaving and bumped straight back into him in the hallway.
"I'm going to say a few things then I promise to stop bothering you," he said.
"I think you like me. I think you love your wife and, to be honest I love her too in a way so I have no intention if trying to steal you away from her but you have a hunger. I can see it and I think you and I could have some fun. That's all I want - fun. I think you need someone to give you sex like you've never had before and I would love to be that person."
"You're 18 for Christ's sake not some old sage!" I retorted.
"You'll never know how good it can be until you try!"
He walked away.
My head was reeling. I had been propositioned for the first time since I had been a teenager and worse still it was from a teenager. I stumbled back into the room seeking the sanctuary of Paula. She put it down to my nervousness around gay guys, which to an extent was true. Chris kept his distance for the rest of the evening only glancing and smiling now and then. We left about midnight and took a taxi home.
"I suppose that's our first gay party," said Paula sniggering.
I laughed but it probably was, and I had managed to pick someone up at it!
I didn't contact Chris but I received a text from him. I assumed he had managed to somehow get my number out of Paula or perhaps even Paula's phone.
"Have you thought any more about my proposition?"
It was simply signed "C."
I texted back, "I need to talk to you."
I fully intended to warn him off as I didn't hide my mobile from Paula so suspicious messages would easily be read. He told me he had a few days off and could we meet for coffee on the main road near his flat. That suited me as I didn't want to be near my or Paula's office. I feigned a meeting with a business client and met him.
Chris shook my hand firmly. I noticed people looking at him. He had an aura about him that drew attention. We sat down and I started to speak.
"Chris I can't have secret texts coming into my phone."
"Oh sorry, can I e-mail then?"
"Chris how many times do I have to tell you I'm straight?"
"A straight guy who keeps looking at me and had an erection the last time we spoke."
"I find you so attractive and would love to make love to you. I'm not looking for a partner, just sex."
"It's just not something I have ever considered doing," I said.
He looked at me oddly and raised an eyebrow.
"Or ever done......perhaps?"
I blushed again. This kid was old beyond his years.
"I thought so," he said.
We were attracting attention. This soberly dressed lawyer in a dark suit with pink shirt and dark tie alongside a tall, slender, blonde haired, slightly mature Peter Pan. He was unaware of the looks as he casually and sensually brushed his hair back from his eyes and looked at me.
"We need to go," I said.
He snapped out of his stare and looked around at the other people in the coffee shop before standing and agreeing with me.
"Do you have to go back to work or have you signed yourself out for the afternoon?"
I walked obediently beside him as I walked back to his flat. I wasn't sure why I wanted to go or even what I would do when I got there. We didn't speak much other than to make some small talk.
We entered his flat and as we walked up the small hall, Chris stopped and turned to face me. He looked at me briefly and then took my face in his hands and kissed me fully on the lips. I slightly resisted before my mouth slowly opened and took his tongue into it. Chris took that as an invitation and the pace picked up almost immediately. His hands were all over me, around my buttocks, over my shoulders and eventually gripping the front of my suit trousers. He found the evidence of my arousal immediately. I was stiff.
I had done little. For someone who was used to taking the lead in sex, I wasn't sure what was required of me. It was odd that this slightly effeminate, tall teen, was towering over a heterosexual male and taking control. It was exciting, not being in charge for once and as he urgently fumbled to strip me, my breathing increased and suddenly my hands found what they wanted to do. I started to unbutton his shirt.
When we were stripped to underwear, my plain white Calvin Kleins looked quite plain against a multi coloured pair of "Aussiebum" tight boxer briefs, his erection proudly sticking out and looking a lot more intimidating than mine. He led me to the bedroom and asked if I wanted to "freshen up." I asked if I could shower and he agreed he would come with me and help.
He stripped my pants off and my six inch cock sprung upwards, taking the slight curve up it always did when I was very excited. When I unveiled his, a thick, white cock came into view with a length that had to be at least eight inches.
"Fucking Hell Chris. How the heck did a guy like you get a cock like that," I said.
"Glad you like it Simon and it might surprise you to know I can use it too!"
I wasn't sure what "use it" meant but had a feeling I was going to find out. We stood in the bath tub with the shower spraying down on us. Chris soaped me fully and covered both of our bodies in the foam. He took a lot of time pulling back foreskin and then rinsing. He then turned me around to do my back and soaped me again, his fingers entering my rectum as he did so. He took his time as I leaned forward and soon had two fingers in my bottom. I wasn't used to being this passive but was excited at the role reversal. He worked away behind me for some time and then rinsed.
Switching off the shower he dropped to his knees and took my cock in his mouth. I had forgotten how good a blow job could be and had to steady myself with my hands on his shoulders. Chris held my cock tightly with his left hand while his other cupped my balls, squeezing them just enough to keep the blood pulsing in my cock. I had to stop him!
We stepped out of the shower and dried before Chris led me like an innocent schoolboy through to the bedroom. I found the whole thing confusing. I had been turned on by Chris because we was quite effeminate and here he was taking the dominant role while I had instantly accepted the passive one without any argument. Having someone lead me along was an unusual but exciting prospect and I was excited to know where he was taking me.
Once I was on the bed Chris started to kiss me passionately. My lips, cheeks, forehead then down to my nipples following further back down to my cock. I lay and accepted it. His finger found my hole again and he teased me as he sucked. I opened my legs submissively to allow access. Chris then climbed up my body and straddling my shoulders, putting his cock in my mouth. I pulled it down with one hand and sucked as much as I could manage in the position. Realising that was only the first few inches, Chris rolled off and lay back on the bed. I took the top position for the first time and steadied his hard cock while swallowing as much as I could until I gagged. There was an urgency to our sex and I had the feeling Chris had been wanting this for some time.
He quickly slipped from under me and threw me on my back again, lifting my legs in the air in a "V" position. His mouth dived between my legs and I felt the moist warmth of his tongue on my hole. It pushed and slid in about an inch or so. The sensation was electric. All the while his hand left hand caressed my stiff cock and his right hand held my legs by both feet.
He stopped abruptly and said, "I need more!"
He rolled across the bed and his hands went into the bedside table where he brought out a small black dildo, some lubrication and a packet of condoms. I was too far gone to refuse.
The dildo was about the size of my cock and he lubed it and started to push it into my hole. It took a few minutes until I could feel the head of it invade my rectum.
"Don't put any more in just now," I begged.
"You're too late," he replied," it IS all in."
I couldn't believe I had been so excited that there was a six inch rubber dildo in me and I hadn't even realised it was up to the hilt. He gently teased it in and out. I won't say it was easy. I had to really try to relax and not reject it as my arse was telling me to do. I figure it took around fifteen minutes before I wasn't really feeling the tightness caused my the dildo.
"Now phase two!" he said.
I had a feeling what that meant but I so wanted Chris to fuck me. He stretched the rubber on and lubed it, pulling me up to a doggy position. A little more lube was added and then the whole process started again. This time there were a few false starts as Chris was thicker as well as longer than the dildo.
Easily twenty minutes on he was fucking me. His hands on my hips and the burning of another man's sex organ inside my body had me feeling like I was being electrocuted. I tingled from head to foot and my own cock hadn't flagged one bit. He fucked me quite hard for about five minutes but it was starting to ache and I had to ask him to rest.
"No probs," he said, pulling out, ripping off the condom, taking another from the pack and stretching it on my cock. "Now let's see what Paula's been going on about for so long."
He quickly lubed his arse and, as I lay on my back he straddled me, lowering himself easily on to the full length of my cock. If you haven't tried it, a guy's arse is way tighter than a cunt and the grip as your cock slides in is amazing,
"Fuck that's good," I said.
"Sit still and let me do the work," he said.
He sat on my cock and raised and lowered his body, his arse impaled on me. All the while I stroked his cock as he faced me.
"Chris, I'm sorry but I can't hold on unless you stop," I said.
He speeded up and my guttural sounds must have told him of my impending orgasm. I tried to keep a rhythm going with his cock even as my cock started to pump cum into him and was rewarded with a well coordinated spray of cum over my head, face, lips and chest. This guy came like a fountain.
Sweat poured off us as Chris rolled off me. My cock dwindling with the full condom attached to the end. I was surprised at my own volume which spoke a lot for the excitement the session had produced in me. I licked my lips and the salt of his cum slipped into my mouth. I felt it made us closer somehow!
Another quick shower and we dressed and had a coffee as Chris said, "Now what?"
"What do you mean by that?" I asked.
"What happens to us?"
"Well," I said, choosing my words carefully. "At this moment there is no "us," only a married guy having sex with a gay guy on the side. I love Paula and though the sex we just had was spectacularly good, there's a lot more to my current life than just sex. I hope you understand that?"
Chris smiled and said, "I wasn't really expecting anything more but to find that there might be another session is enough to keep me happy. I kinda like being the bit on the side anyway and can carry off the role with perfection!"
I had seen to many soap operas to know that "bits on the side" rarely worked out but at the moment my cock and arse suggested I wanted more of Chris so I had to smile back and say, When are you next free?"