Lynn Gets the Better of Me

On a lovely sunny Saturday my partner Lynn and I decided to go by train to a nearby town noted for bargain shops, charity shops and cafes. We both worked, but as always found it hard to make our pay cover the bills, so this was a rare treat.

We arrived fairly early wanting to enjoy the full day. By ten o'clock we had hit at least five of the charity shops. Lynn had found a nice pair of jeans in one shop and a fitted check shirt in another. I had found nothing. Now I have to say I am not the biggest of guys, although 5'8", sometimes I do have difficulty finding clothes that fit.

At lunchtime we sat down in a nice café to review our purchases. Lynn had gone on to find a nice skirt for work and a couple of very pink casual tops. I had been unlucky on clothes but had got a rare 12"LP from the Rolling Stones and a DVD of a film I liked.

We sat enjoying our snack lunch and cups of tea, when all of a sudden my back went ice cold. Before I shot up, I heard a loud "sorry" from behind me. On seeing what had happened, a waitress had accidently knocked a whole glass of iced chocolate milkshake down my back. As Lynn looked at the mess, she couldn't help but laugh, which made me and just about everyone in the café laugh as well. My light coloured shirt had a massive brown streak down the back and the back of my cream coloured linen trousers looked like I had had a very nasty personal accident.

The waitress and then the manager tried to do everything they could to help. The last thing on Lynn and my mind was compensation. We knew it had been an accident and the waitress was such a sweet young lady, we didn't want her to get into any trouble.

Once as much cleaning up had been done was possible, I headed to the toilet to see what could be done with the clothes. After about ten minutes Lynn came and knocked on the door, still with a snigger in how she talked.

"Is...erm... everything..cough...ok?"

I had to say no, I had rinsed the trousers and top under the tap, but they just needed a decent wash to get rid of all the brown chocolate. Even my under pants were soaked though.

After a few minutes of us chatting about the situation, Lynn suggested I wear the jeans she had bought and the check shirt. I wasn't sure they would fit. Once I was cleaned up and dried off, Lynn passed me the bag with the purchases in and I went to try them on.

The jeans were a funny sort that stretched quite a bit. The zip and button were on the right side, but there were no pockets on the front. Doing up the jeans, I found they had a very high waist and really the front was meant to be flat. But there in front of me were my privates, sticking out like a German sausage at a vegans convention.

I then tried on the check shirt. Apart from the buttons being on the wrong side it was quite a fitted style. As I did the buttons up there wasn't any spare material up as far as my chest. The sleeves were very short and there was a definite colour pink in the pattern.

I showed myself to Lynn, who on seeing the lump in the jeans burst out laughing again. Quickly though, Lynn nipped to the lads and came back after only minutes holding up her knickers. I looked at her with a puzzled look. Lynn then suggested I put on the knickers and tuck my bits between my legs. I was ready to try anything so did what was suggested. The knickers were a shocking colour pink and made of a stretchy lace. Once on though, I managed to tuck my bits between my legs and pulled the jeans back on. It was an instant difference. The front of the jeans looked perfectly flat.

Lynn and I looked at the result. The waist of the jeans did up well above my natural waist and hips and were in fact above my belly button. The check shirt on the other hand was quite short and only covered a couple of inches of the top of the jeans.

We looked at each other knowing there was no other option. I put my canvas slip on shoes back on and I got myself ready to go back out into the café. I had wanted just to leave the café there and then, but the manager was most insistent and soon we were at a fresh table enjoying a free meal.

As we ate and everyone else got on with their lives, Lynn looked me up and down. "You know those fit you perfectly!" I tried to change the subject.

"Even the chest of the check shirt is filled out. Have you grown man boobs." Again I tied to change the subject.

"That fitted blouse is fitting you perfectly! That top button is just the right side of being strained apart! And those jeans are cracking on you!"

Was Lynn trying to be funny, I looked at her most intently, but no, she was being serious.

After we had finished our free meals and left the café, I just wanted to know the time of the next train home, but Lynn was having none of it.

"How much money have you got left?" she asked. I had to reply none as the Rolling Stones LP had used up my money. With that we were off to the other side of town and the other charity shops.

As I had no money I was getting bored in one particular shop, when Lynn directed me to the changing room. "Take off the shirt!" Once off, Lynns hand came in holding a pink bra!! Holding a BRA!?!?!?!

Quietly, Lynn then stuck her head in, looked at my chest and said seriously and forcibly.

"As I thought, you have man boobs that need controlling. Put the bra on!"

I looked at the bra for an age. Lynn then came into the changing room with me and proceeded to put the bra on me. Under her breathe she said "As I thought 36B!"

The bra fitted! I mean the bra actually fitted me! I am a bloke and the bra fitted my chest!?!?! I was in a state of shame as Lynn then put the blouse back on me and it also fitted perfectly. As Lynn looked me up and down, she undid the top button to reveal the bra was forcing what chest I had together, to make a cleavage. With the utter shame, I put on my sunglasses to hide my face as we left the shop.

As we walked I found my chest now swayed and moved with my walking. We didn't walk far though as we were soon at the corner where the department store was. Lynn whisked me inside and I found myself soon sitting on a raised stool at the beauty counter, with Lynn talking to the beautician. For some thirty minutes it was surreal, as the beautician tried to educate me in foundation, lip and eye liner, mascara and everything. My mind came too, when my whole self seemed to be spritzed in perfume. The cloud of scent wafted around the counter.

Lynn seemed almost in a race now as she grabbed my hand and we rushed off again. This time to a hairdresser. To save money I hadn't had a hair cut in a couple of years. So after a quick chat with the hairdresser, I was being snipped and preened here, there and everywhere. Again I just switched off and accepted it, only to come to when I was swung round in the chair to look in the mirror to see a lady with a shoulder length bob haircut.

As we left the hairdressers, Lynn said there was one last thing for me and we headed to the last of the charity shops noted for shoes. By now I just went with the flow. No arguing, just let things happen. For that stupidity, my comfortable shoes were given to the shop to sell and I found myself wearing a pair of three inch black stilettos. I could hardly walk as Lynn on spotting something, for the last time got me in a changing room and taking off my top.

"I found this perfect top for you to wear." I was soon wearing a sheer black, short sleeve blouse. The buttons down the front were fine apart from at the top, where it was too tight and now looking in the mirror, I looked a bit like a lady of the night. What boobs I had were trying to get out and my slim body inside the jeans gave nothing away of my true identity.

It was now getting late and shops were closing, so I thought we were going to be heading home, but Lynn redirected me into the local Wetherspoons and into the beer garden. We found a table and soon Lynn was ordering drinks on her phones app. I quickly realised she had used my credit card to pay for the drinks. It was a credit card just for emergencies. Lynn then piped up. "This is an emergency. We need a good few drinks!"

I wasn't given my usual pint, instead we both had a mixture of cocktails, bottles of wine and other drinks I cannot remember. We soon had a group of men around us and one sat right next to me. I was about to move away and another bigger man sat on my other side.

Not sure how it started but, I found one of my men trying to kiss me and he placed my hand on his groin. Before I could react, the other man took my free hand and placed it on his groin as well. I didn't have much choice as I kissed one and then the other. It wasn't long before I had taken the two cocks out of their trousers and was gently rubbing their shafts. Both men took an interest in my cleavage and after a couple of buttons had been undone of my blouse, they were both cupping a breast each.

Wanting to get the situation over with, I speeded up with the hand actions which both men were enjoying and soon they both came with large blasts of salty smelling cum. Thinking that was over, it wasn't as two fresh men sat at my sides.

I looked up at Lynn and she was just gently snuggling with a guy and not doing anything sexual.

It wasn't long before my arms started to ache as well as my nipples hurting from the attention they were getting. I had made four guys cum and was now working on number five and six. As the evening came to a close, I finished off number seven and eight. Once they departed, I straightened up my bra and blouse and caught Lynn looking at me with a big smile on her face.

We headed for the station only to find the last train gone. With no taxis about a car pulled up with three guys inside. "Having trouble ladies?" Lynn told them of our situation of being ten miles from home and no trains or taxis. We could see the three of them have a chat. "We could take you!" Lynn then said we couldn't pay them.

"That's ok, you can pay in other ways." Lynn, without any input allowed from me, agreed to ME giving all three blow jobs!!

Obviously, I had never done such a thing before, but being drunk ten miles from home, we got in the car and I paid the fare!! It was so strange, sucking off a guy with another playing with my already aching nipples and breasts. All three insisted they take photos of me with their cum in my mouth before demanding I swallow every drop.

I don't remember getting out of the car at home and going to bed. What I did notice in the morning though was that I was still wearing the bra and knickers, as well as one of Lynn's short satin nighties.

Lynn on the other hand was up and dressed and busying herself around the home.

"Ah, your awake!" she said. "I have bagged up all your clothes and they are in the car ready to be given to charity. From now on, you can wear what I tell you to. I have left you an outfit on the chair at the bottom of the bed."

Lynn carried on being busy and then said "Before you wash there is a cream on the bath side for removing body hair. I will be back in about half an hour, so you can get rid off all your hair, have a shower and get dressed ready for when I get back as we are going for a nice cream tea this afternoon on your credit card."

I was still in a blur when I checked what was on the chair. There before me was a matching bra and knickers, a sheer short fitted blouse and one of Lynns mini skater skirts!!