‘I don’t believe it. Gary, I haven’t seen you since you left our little grind joint for Caesar’s. What’s it been, six months? C’mon in but first give me a big hug and a kiss.’
After hugging and kissing, Gary introduces me to his friend. ‘Loretta this is my very good friend, Bobby.’
Bobby took my offered hand and said, ‘It’s a pleasure to meet you Loretta. Gary has told me so many good things about you.’
‘Glad to meet you Bobby. Any friend of Gary’s is always welcome here. Both of you have a seat. Let me get something to drink.’
As I headed toward the kitchen, I paused to ask, ‘What’ll you guys have?’
‘I’ll have a beer.’ ‘Bobby?’
‘I’m fine, thank you.’
‘No, you’re not. Tell you what. I’m going to open a bottle of wine. Would you like a glass?’
‘Sure. Why not?’
Loretta headed into the kitchen of her small apartment. I watched her go. At 5′ 8”, she seemed tall. At least taller than I was used to at the ripe old age of twenty-two. She had a cute face but her skin was dappled and weathered. She had large blue eyes, a turned up pug nose and full lips. She had on shorts and a halter. She had nicely shaped legs but there were patches of surface veining from being on her feet so much. She did have a shapely posterior but there wasn’t much definition at her waist. I determined she must be in her mid to late thirties. In other words she wasn’t bad but I initially thought she looked used.
That was my first impression of the woman that came to wield more influence on me than any woman and helped me develop into the man I am today.
I headed toward the kitchen. ‘Can I open the bottle for you?’
‘Thanks Bobby, but I wouldn’t be much of a cocktail waitress if I couldn’t open a bottle of Beaujolais,’ she said, peeking around the corner from the kitchen. ‘So tell me what good things has Gar told you about me,’ she added with a salacious wink.
‘He said you were smart and could help m–’ Gary interrupted, ‘I said you were nice and friendly. I told him you really know human nature and might be able to help him with his problem.’
I felt myself reddening. ‘Gary, Please! This is embarrassing enough!’
‘Do you want help or not?’ I nodded.
‘Do you want to tell her or me to tell her?’ ‘No, go ahead.’
Loretta smiled and said, ‘Alright already. Someone tell me the big secret.
‘Okay, Bobby was married to his college sweetheart for about sixteen months and then she took off and moved in with a guy.
I added, ‘I was very hurt for a while but now I’m over it.
With Gary’s help I hope to get back in circulation.’
‘Trouble is Bobby is a little backward when it comes to women,’ added Gary, ‘Mary leaving him and moving in with her tennis instructor really shattered his confidence, so I was hoping you could help him. You know, teach him how to act around women, what to say to them, how to make them laugh and how to seduce them.’
I was surprised. Bobby was a handsome, personable young man. Surely he couldn’t have that much trouble finding companionship? I decided I liked Bobby and would try to help him.
‘What makes you think I can help him?’
‘I don’t know. I just have a feeling. You’re friendly, jovial, have a great personality and you said yourself that you know a lot about foreplay and sex.’
I looked at Bobby. ‘Let me ask you a question, Bobby?
Are you a good lover?’ ‘What do you mean?’
‘What I mean, dear Bobby, is, do you consider yourself a good FUCK!’
Bobby turned bright red.
I laughed, ‘Boy, you are a shy one, aren’t you? I’ve got an idea. Did the two of you come together?’
Bobby answered, ‘Yes, I left my car at Gary’s.’
‘Gary, Bobby and I are going to get into some personal matters. Would you be a dear and leave Bobby here tonight and pick him up in the morning? That is if it’s all right with you, Bobby?’
Bobby turned even redder. ‘Ah…yes…I suppose so.’
Gary came over and hugged Bobby. ‘You listen to Loretta. She’ll get you straightened out.’
Then he hugged me and whispered in my ear. ‘He may not tell you this because it embarrasses him. Bobby has trouble getting and staying hard. He needs his confidence restored, if you know what I mean.’
Gary pulled away and said, ‘Take good care of my friend.’
‘You can count on it.’ I replied and winked.
Gary walked to the door and waved to Bobby. Bobby waved back and Gary stepped through the door.
I closed the door behind him and threw the deadbolt.
Bobby was all mine!
Loretta came up to me and said, ‘Bobby there are two ways we can approach this, platonically or intimately.’
I felt myself flush again. ‘What do you mean?’
‘I can be your helpful big sister or your sex therapist.’
My face must have registered confusion, because she continued.
‘To put it bluntly, we can talk or we can fuck and talk.’
I flushed again but this time I felt a stirring in my groin. For the first time I began to look upon Loretta as a potential sex partner and it excited me.
‘Which do you prefer?’ Loretta continued.
‘Can we sit on the couch and see where it leads?’ Why was I fighting it?
She took my hand and I felt a sensation that ran all the way to my penis. She led me to the couch and set me down before sitting next to me. She put her hand on my thigh, sending another shock to my genitals.
‘So tell me, Bobby. What exactly are your goals?’ ‘I want to go back to school and be a –’
She laughed. She had nice laugh.
‘No silly!’ she said interrupting me. ‘What is your goal here – with me. Do you want to be a player, a sexual predator, or get enough confidence and presence to find a girl and settle down again?’
‘I suppose I’d like to be a player until I can find someone special.’
‘Good. Let me ask you this. Your ex-wife left you for another man, right?’
‘Yes, except we’re still married.’
‘Alright, your wife’s cheating on you and it hurts like hell, doesn’t it?
I wondered where she was going. ‘Yes. Why are you bringing this up?’
‘Two reasons. First, if you become a player and then find that special someone, could you stop being a player and be true to that girl?’
‘Oh yeah. That’s the way I am at heart. What’s the second thing?’
‘The second thing depends.’ ‘Depends on what?’
‘If you find me attractive?’ She moved her hand halfway up my thigh, within inches of my growing phallus. I could barely breathe.
‘What difference would it make if I found you attractive.’ ‘We have to work on your naivety. Do you find me
attractive?’ ‘Yes, yes.’
‘Then I’d like you to take your hurt out on me.’
Loretta suddenly left the couch and got on her knees in front of me. She undid my belt, unzipped my jeans and pulled my hard-on out from my briefs.
I thought Bobby would faint as I pulled his cock out from his pants; he was so uptight. Not bad-looking though. Tall and thin, wiry actually, with a boyish grin and a wave of blond hair falling just over his baby blues. This was like seducing a teen. I kept reminding myself that Bobby was a grown-up, even though I was almost twice his age.
His cock was average in size and appearance, standing straight up, awaiting the application of a warm, moist oral cavity. I love sucking cocks. I would never tell Bobby but I must have sucked a couple of hundred. Hey, practice makes perfect! There’s something about having a man’s sex filling up my mouth that drives me crazy. I don’t even mind the semen. In fact Bobby is so clean and sexy, I just might swallow his load.
I wrapped my right hand around the base of his six-inch tool and took the rest of him in my mouth. Bobby jerked around spasmodically while I applied all the sexual wiles I had accumulated in my thirty-seven years. Rotating my hand back and forth upon his staff, my other hand cupped his gonads and squeezed. My tongue flitted over the sensitive underside of his cock.
That’s what I loved about sucking cocks – Bobby was out of control and I, as long as my mouth held his cock, was fully in control.
I couldn’t believe it. Loretta freed my erect penis from the confines of my jeans. Held it in her hand, stroked it a couple times, stopped, stared at it, smiled and then swallowed it.
I don’t remember much after that. Mary and I had tried this a few times and it felt good, but it was amateur hour compared to what Loretta was doing. She was doing all kinds of nasty things. It was divine. I never knew oral sex could be so heavenly. That’s when I decided to learn everything this woman could teach me. I wanted to be her star pupil. I wanted to give like this as well as receive.
‘Oh Loretta! You are so fucking good please don’t stop. I feel wonderful. Ow ahhh. That’s it swallow my cock.’ I grabbed Loretta’s somewhat messy, blonde hair. I placed both of my hands upon her head above her ears, directing her mouth’s up and down motion. Then I began to raise my cock up in rhythm to meet her downward oral thrusts.
Then it began. The wonderful, tingly sensation that inexorably built up signalling the beginning of a massive orgasm. ‘Ohhh oh! I’m gonna cum,’ he warned her. But she didn’t pull away. If anything, she sucked me even harder, even as my cock ejaculated into her mouth.
With his cock still in my mouth, I looked up at my young plaything. He was trembling but he had a beatific appearance on his adorable face. He saw me looking and smiled. He still held my head in his hands and lifted it and me up. He brought my lips to his lips. Despite the fact that I had just swallowed his cum, he kissed me.
‘That was like a slice of heaven. I want you to see stars like I did. Take me into your bedroom and teach me.’
I grasped Bobby’s hand and led him into my boudoir. My bedroom is very feminine and sexy. Bobby’s eyes grew wide when I flipped the light switch.
Holding my hand, Loretta led me into her bedroom. I was a step behind her, so I was able to admire her shapely ass. I was picturing it naked when she turned the light on in her bedroom. The room was large, inviting, frilly and very sexy. Decorated in warm yellows and peaches, there was the occasional red or pink accent. The white-washed furniture appeared to be antique and contained a plethora of knick- knacks and trinkets. Several tasteful paintings of nude
women dotted the walls, except for the far wall, which held a ballet bar and was fully mirrored. The king-sized bed jutted out from the wall to my right. The ceiling above the bed and the headboard were mirrored and a sign above the headboard trumpeted what was about to happen:
This is where I sleep and if I’m lucky – FUCK!
‘What do you think?’ she asked.
‘I think it looks like a fun place to sleep…and FUCK!’ ‘Now you’re getting into the spirit.’
Loretta went to her closet and grabbed a garment. She walked over to me and gave me peck on the lips. ‘Since you just climaxed, we’ll take it slow.’ She handed me the garment – a blue satin robe. ‘Here, put this on. I’ll be back in a minute.’
Loretta gathered something out of her dresser and glided into the bathroom. I took off my clothes and slipped into Loretta’s robe. Anticipation was stimulating my libido. By the time Loretta emerged from her bathroom I was semi- erect. Seeing Loretta completed my erection. She was wearing black nylons, a black garter belt, with no panties and a non-functional black bra that was designed to show off the breasts rather than support them. And show them off it did. Loretta possessed a fine set of C-cup knockers with sexy raised pink nipples. The garments acted as an enhancement to her nakedness. All the best bits were exposed, but tantalisingly hidden with bits of lacy cloth.
I came out of the bathroom practically naked. I had hoped to get him excited enough to make love. Two reasons: I thought that would get his mind off of his cheating wife and I wanted his hot cock inside me. Unfortunately the expression upon his face resembled more a lamb going to slaughter, than a man being led to sexual bliss.
I sauntered up to him and started to make a comment about the robe but he precluded that by taking me in his arms and kissing me. His tongue entered my mouth, sought out and found mine. He went through the motions but because of inexperience or other reasons he wasn’t a very good kisser. Something I need to tutor. I did notice something positive though. A stiff bulge was trying to penetrate my belly button.
I reached down and grabbed his erection. ‘My, my. It didn’t take you long to get rejuvenated, did it?’ He smiled that shy little boy smile. God I loved that smile. It’s too bad my goal was to trade that innocent smile for one of cocky self-assurance. But, at least for the time being, he was my innocent little hunk. As I stroked his cock I told him, ‘Suck on my tits, Bobby. Good. Put your hand under it. Move your tongue around the nipple. That’s it. Now, do that with your hand on my other nipple. Good, I like that. Nibble on it, but not too hard. That’s it. Now suck on the other one. Ohhh, that’s good. Bobby?’
‘Yes?’
Pulling him toward the bed, I said, ‘I’m ready for you to bury it inside me now.’
I laid on the bed and spread my legs. I pulled him down and opened his robe. He shrugged the robe off and it fluttered to the floor. Still holding his cock I placed a condom, which I had tucked away, on his staff and said, ‘I want you to make me lucky.’
He looked confused, so I used my free hand and pointed over the headboard. ‘My sign, remember?’
Recollection flashed in his eyes as I inserted him into my warm wet pussy.
He wasn’t bad. He had good movement and a varied technique. As he fucked me he began sucking on my tits once more. My hands were on his fine tight ass urging him in and out. I said to Bobby, ‘Honey, if it’s all right with you, we’ll spend a lot of time together and I will teach you to be a great lover and seducer, but would you mind if I just enjoy your stiff cock inside me tonight?’
Bobby didn’t answer. His response was to smile and double the pace of his thrusts. Ooooh! He was good! ‘That’s it baby fuck me hard. Ummm. Fuck my brains out. Give me every inch of your cock. Ooooh, ahhh! Give it all to me, don’t save any of it. Fuck – fuck – fuck! Can you reach my tits? Fondle my tits, tickle my nipples. Suck on them. That’s it lover. Run your tongue around them but don’t stop giving me your hard cock. You’re a fantastic lover. Oooh, yeah! Take your hurt out on my pussy with your vicious weapon.’
‘That’s it. Feels good doesn’t it? Now roll me over. I want to be on top.’ After rolling over, I straddled Bobby. ‘I want you to watch me fucking you! Look beside and above us in the mirror. Watch us fuck. Pretend that Mary is watching us fuck. I want to make you forget that cheating bitch.’
I began riding Bobby like he was a saddle, gnashing my entire vulva into his pubis as his pretty penis was buried to the hilt inside me. Soon, I reached my own Sexual Joy with a seizure-like display that made Bobby come once more.
I thought, Bobby isn’t going to need much help when it comes to fucking. I hope I can rejuvenate him again. If so, this is going to be a long night.
I’ll have remember to send my friend Gary a thank you note.
